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Holiday Rentals and Homes in Windsor, CA

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    All 98 Rentals in the Windsor Area
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    €274
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    1 / 21
    5 of 5 stars (4) Excellent
    Windsor
    2 Bedrooms / 1 Bathroom / Sleeps 4
    traveller have booked this property
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    €214
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    1 / 27
    Windsor
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    €178
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    1 / 8
    Windsor
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    €1,414
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    1 / 21
    5 of 5 stars (17) Excellent
    Windsor
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (17) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The elegant main home is a 4br/3ba, nearly 4000 sq. ft., two-story, gated estate with central heat/AC, a spectacular gourmet kitchen, abundant high end architectural details and custom finishes, fine furnishings, and the entire home is floored in honed hickory hardwood made even more comfortable... View all property information
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    5 of 5 stars Reviewed 14 July 2014
    I am absolutely in love with Tertulia. We visited here for a friend's 50th birthday and had the time of our lives. The house is spacious, clean and thoughtfully appointed...
    5 of 5 stars Reviewed 5 June 2014
    Tertulia is the ideal vacation home for a wine country getaway with friends or family. My husband and I spent 4 days with friends and we loved every minute. The house has four...
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    €1,277
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    1 / 9
    5 of 5 stars (2) Excellent
    Windsor
    6 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Enjoy a private, spectacular 7 acre European-style vineyard estate in the heart of Sonoma County. Enter this spectacular wine country property down a tree lined private lane through large iron gates to a very private breathtaking European style estate. There are two homes on the property.... View all property information
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    5 of 5 stars Reviewed 15 February 2015
    Villa Terra Bella was the perfect location for our small, intimate wedding and week long stay with our best friends. Between the two homes, the six bedrooms gave our guest even...
    5 of 5 stars Reviewed 6 November 2014
    It was unanimous, all of my friends agreed that we could not have done better than selecting Villa Bella Terra as our place to stay for Wine Road 2014. The amenities are...
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    1 / 11
    Windsor
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Upstairs downtown condominium on the Windsor Green, walk to coffee, restaurants, shopping. Concerts in summer. Main floor has beautifully decorated living room with fireplace, Flat screen TV, DVD, sofa, chairs, dining area and kitchen and half bath. Deck looks over to historic railroad station and... View all property information
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    €141
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    1 / 29
    5 of 5 stars (11) Excellent
    Windsor
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    4 cottages & a unique Water Tower-See our reviews at Trip Advisor and Yelp $140-$260 We do not use the calendar. Please see our web page www.windroseromanticcottages for specials. Healdsburg neighbor, outside the town of Windsor, In the heart of Wine Country. Very centrally located. Have... View all property information
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    5 of 5 stars Reviewed 18 February 2015
    We stayed in the French Cottage and absolutely loved it. It's in a quiet area outside of the city center, so there is plenty of peace and quiet. The owner let us do a late...
    4 of 5 stars Reviewed 30 September 2014
    Had a very pleasant stay at the English Cottage. Cute studio/cottage, overlooking a farm. Convenient location to Healdsburg. Feels removed yet connected to the wine country...
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    €228
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    1 / 14
    4 of 5 stars (1) Very good
    Windsor
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The WorldMark Windsor resort is located on ten acres with multiple 3-story buildings, all with elevators. Nestled into the Russian River Valley in Sonoma County, Windsor is a small town with deep roots in farming and, more recently, winemaking. You'll enjoy the area's family-owned wineries and the... View all property information
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    4 of 5 stars Reviewed 23 February 2015
    We stayed at the Wyndham Worldmark as owners of a Wyndham resort timeshare in Florida, and had never been to the Sonoma area. We were pleased with the proximity to some great...
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    1 / 14
    Windsor
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The WorldMark Windsor resort is located on ten acres with multiple 3-story buildings, all with elevators. Nestled into the Russian River Valley in Sonoma County, Windsor is a small town with deep roots in farming and, more recently, winemaking. You'll enjoy the area's family-owned wineries and the... View all property information
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    From
    €128
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    1 / 18
    Windsor
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    4 Cottages & A Water Tower Please see our web page. Shake off the stress and get ready for a dream weekend in Sonoma County's wine country. Nestled at the back of a quiet country property Windrose Romantic Cottages are located on a beautiful country property in Windsor. Centrally located.... View all property information
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    From
    €205
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    1 / 14
    Windsor
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The WorldMark Windsor resort is located on ten acres with multiple 3-story buildings, all with elevators. Nestled into the Russian River Valley in Sonoma County, Windsor is a small town with deep roots in farming and, more recently, winemaking. You'll enjoy the area's family-owned wineries and the... View all property information
    Make Enquiry
    From
    €201
    / Night
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    1 / 14
    Windsor
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The WorldMark Windsor resort is located on ten acres with multiple 3-story buildings, all with elevators. Nestled into the Russian River Valley in Sonoma County, Windsor is a small town with deep roots in farming and, more recently, winemaking. You'll enjoy the area's family-owned wineries and the... View all property information
    Make Enquiry
    From
    €201
    / Night
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    1 / 14
    Windsor
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The WorldMark Windsor resort is located on ten acres with multiple 3-story buildings, all with elevators. Nestled into the Russian River Valley in Sonoma County, Windsor is a small town with deep roots in farming and, more recently, winemaking. You'll enjoy the area's family-owned wineries and the... View all property information
    Make Enquiry

    The following rentals are within 15 kilometers of Windsor, Sonoma County, California.

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    €254
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    1 / 32
    4.5 of 5 stars (13) Very good
    Forestville
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (13) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Dog Friendly / Internet / Spa / Privacy/~Winter Special! Hummingbird House is a beautiful find: a lovely well-equipped home on a sunny property with views, privacy, numerous amenities, and a central Russian River Valley location.... View all property information
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    5 of 5 stars Reviewed 12 July 2014
    This property is well maintained, and the staff do a great job to make sure all needs are covered. My wife and I were travelling with 2 other couples (with whom we had not...
    4 of 5 stars Reviewed 21 February 2014
    I recommend this place for a family reunion, little weddings, bday celebrations. We stayed here with my husband and my parents. The place is clean and the beds are comfortable...
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    €154
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    1 / 22
    3.5 of 5 stars (7) Average
    Forestville
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Hot Tub
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Charming, Bright Country Cottage on Wooded Half Acre with Redwood Views, Hot Tub, Sunny Yard; Walk to Neighborhood Beach; Very Short Drive to Wine Tasting; Short Drive to Market, Dining, Downtown Forestville and Guerenville. Keyless Entry. WIFI. Your Well-Behaved Dog is Welcome! The living room... View all property information
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    4 of 5 stars Reviewed 7 October 2014
    Comfortable, well-equipped cottage...took some finding in the dark with lots of steps up but once we got there, it all worked out fine.
    2 of 5 stars Reviewed 2 October 2014
    This place is cute and on first appearance, clean. However, the odor that permeates the house is heinous-it smells like a wet, dirty dog rolled around in ancient cigarette butts...
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    €187
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    1 / 13
    4 of 5 stars (1) Very good
    Rio Nido
    Studio / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Can’t beat this one. Location, location, location! The Hide-A-Way where it is at! Synonymous with Summer: A five minute walk to a variety of fun destinations: Swimming/Boating in the Russian River, Playing Marco Polo in the Rio Nido Pool, a round of Pee Wee golf, and a New Play Yard for Toddlers.... View all property information
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    4 of 5 stars Reviewed 18 July 2014
    Everything was great only thing was we thought it was a one bedroom from the posting but turned out to be a studio. Regardless we had a great time.
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    €251
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    1 / 15
    5 of 5 stars (2) Excellent
    Forestville
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    'The Carriage House exceeded our expectations...' Amy - Rhode Island. Centrally located in the quiet, laid-back town of Forestville, in the Russian River Valley of Sonoma County, The Carriage House offers style, luxury, comfort and amenities in the heart of wine county’s most desirable area.... View all property information
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    5 of 5 stars Reviewed 16 July 2014
    What a pleasant surprise to find this one-of-a-kind, uniquely designed guesthouse/retreat in rural Forestville. Lovingly appointed, there was attention to every detail, completed...
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    €260
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    1 / 5
    5 of 5 stars (1) Excellent
    Healdsburg
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Newly remodeled, and nicely appointed the Artist's Den suite will has you steps from the vineyard, right in the heart of Alexander Valley. Full size bathroom, with full size kitchen will help you relax in absolute comfort. Located on a beautiful winery which was originally the post office and town... View all property information
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    5 of 5 stars Reviewed 6 June 2014
    This suite is precisely as advertised...quiet, spacious and with great amenities. It is located convenient to Healdsburg (about 15 mins away) and tucked into the heart of...
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    €137
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    1 / 24
    5 of 5 stars (18) Excellent
    Forestville
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (18) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Mountain Views
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Forestville Guest House is located off of Covey Road at Johnson Lane in Forestville, CA. 95436. You can use Google maps to find it. If you enlarge the area, you will see exactly where we are located in the greater area of Sonoma County wine country. The following towns are our more immediate... View all property information
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    5 of 5 stars Reviewed 14 December 2014
    This cottage had everything you could need for a comfortable stay, very well-stocked, even coffee beans & grinder. My son and his family were just down the road, so very...
    5 of 5 stars Reviewed 18 January 2012
    This place is absolutely perfect - no better way to describe it. The kitchen was well equipped, the loft cozy anc comfortable and the hot tub; lots of privacy with lots of stars...
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    €236
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    1 / 22
    4.5 of 5 stars (15) Very good
    Forestville
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (15) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Hot Tub
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Peaceful, Remodeled Contemporary Home on a Half Acre of Redwoods, Fenced Yard, Hot Tub, Gas Fireplace; Short Drive to River Beaches, Market, Dining, Downtown Forestville, Wine Tasting. WIFI. Keyless Entry. Your Well-Behaved Dog is Welcome! This home has two levels, both accessible from separate... View all property information
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    4 of 5 stars Reviewed 22 March 2015
    we enjoyed our stay at peace and quiet, we all had the best sleep ever, I'm not sure if it was the wine, hot tub or mattress but the combo was great!! The kitchen was well...
    5 of 5 stars Reviewed 19 November 2014
    Wonderful!! extremely clean rental. convenient to Napa, Sonoma and the coast. Would definitely stay there again.
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    €296
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    1 / 9
    5 of 5 stars (2) Excellent
    Healdsburg
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Newly remodeled, and nicely appointed the Barn suite will have you steps from the vineyard, right in the heart of Alexander Valley. The full sized bathroom, with a full sized kitchen will help you relax in absolute comfort. Located on a beautiful winery, it was originally the post office and town... View all property information
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    5 of 5 stars Reviewed 26 June 2014
    We traveled to the area for a wedding in Geyserville and were fortunate to find that Soda Rock and some of the other winerys in the Wilson family offer accommodations on the...
    5 of 5 stars Reviewed 25 January 2014
    My wife and 4 friends rented the Barn Suite, Vineyard Suite, and Artists Den during the Winter Wineland 2014. All 3 units were unique and comfortable. Each had a luxurious...
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    €90
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    1 / 11
    5 of 5 stars (1) Excellent
    Forestville
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Our cozy 1941 Rio Railroad iron caboose sits on a section of track in the middle of a landscaped acre of fruit trees and gardens with shared access to a swimming pool and a private deck for quiet relaxing after a day of wine touring or bicycling in beautiful Sonoma County. A studio with a queen... View all property information
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    5 of 5 stars Reviewed 13 August 2014
    We had so much fun. It was quite, romantic, & very private. We came and left as we wanted. Had a great pool as well. Would be great for kids to sleep in the upper bunk of the...
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    1 / 11
    5 of 5 stars (7) Excellent
    Sebastopol
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Balcony
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Celtic Cottage is located just one hour north of San Francisco and three miles from Sebastopol in the heart of west county wine country, also just half an hour to beautiful beaches in Bodega Bay. The cottage offers comfort and privacy adjacent to our organic orchard and vegetable beds with roaming... View all property information
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    5 of 5 stars Reviewed 5 December 2014
    From the minute we turned off the main road and travelled the short distance on a country road through vineyards and apple orchards to the Celtic Cottage, we knew we had made an...
    5 of 5 stars Reviewed 17 November 2014
    This was my favorite place in a week of travel from Seattle to Santa Monica. My only regret was that we were only staying two nights. Fantastic little cottage away from it all...
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    1 / 17
    5 of 5 stars (2) Excellent
    Healdsburg
    1 Bedroom / 1 Bathroom / Sleeps 3
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Balcony
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The pristine Chalk Hill valley here in Healdsburg is where this lovely attached studio is located and only 12-14 minutes drive to downtown Healdsburg, and 5-7 minutes to downtown Windsor featuring: Separate entrance with deck and views, gas bbq Queen size bed, fully equipped kitchen, private... View all property information
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    5 of 5 stars Reviewed 9 January 2015
    We had a very nice stay with Tony and Julie. It's a lovely studio with all the amenities you need. It's convenient to many wineries, Windsor and Healdsburg. The owners were...
    5 of 5 stars Reviewed 21 November 2013
    My husband and I stayed at this location with our 2 small dogs. We were looking for a quiet place to spend Independence holiday, far away from noisy fireworks... and that is...
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    €456
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    1 / 44
    4.5 of 5 stars (3) Very good
    Healdsburg
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    All of the living at West Dry Creek View is at the back side of this beautiful modern minimalist country property. Three private acres offer a large in ground 22' x 60' swimming pool and large concrete hot tub amid gardens, emerald green lawn, and vineyard views galore, all less than ten minutes to... View all property information
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    4 of 5 stars Reviewed 15 March 2015
    Beautiful location on west dry creek road making it convenient to get to many wineries and downtown Healdsburg but also secluded enough to get away from the hustle and bustle...
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    €182
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    1 / 22
    5 of 5 stars (13) Excellent
    Healdsburg
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (13) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Children's Pool
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Enjoy the serene quiet of our rural setting just minutes from beautiful downtown Healdsburg. We are surrounded by vineyards,and the cottagey sits amidst a large organic flower and vegetable garden filled with butterflies, birds, and bees. Your private patio overlooks the Russian River Valley and... View all property information
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    5 of 5 stars Reviewed 31 August 2013
    The Country Garden Cottage is a very pleasant and unique experience. It's perfectly located for exploring the Sonoma Wine Country. I cannot think of a negative related to this...
    5 of 5 stars Reviewed 13 June 2013
    Kristine and Charlie welcomed us warmly to the self contained apartment attached to their home in the Russian River Valley near Healdsburg. The accommodation has a large and...
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    5 of 5 stars (8) Excellent
    Healdsburg
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • ?
    About this property
    Cute, fully furnished, 3 bedroom/2 bath farm house in the city of Healdsburg. 10-15 minute walk/ 5 minute bike ride / 3 minute drive to Downtown Healdsburg. Few miles away from over 100 wineries! 30 DAY MINIMUM per Healdsburg Zoning Laws THERE ARE PROBLEMS WITH FLIPKEY EMAIL SO PLEASE CHECK YOUR... View all property information
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    5 of 5 stars Reviewed 27 May 2014
    My husband, son and I had a wonderful time exploring the wine country last summer. The house is very warm, welcoming and comfortable. I love to cook and found the kitchen to be...
    5 of 5 stars Reviewed 21 May 2014
    We live in NYC and have been to Napa many times. This was our first visit to Healdsburg and the Sonoma region. We loved it and have found our new favorite place in CA wine...
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    5 of 5 stars (2) Excellent
    Healdsburg
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    • ?
    About this property
    Very conveniently located at the beginning of Dry Creek Road and minutes from downtown Healdsburg. Children welcome and pets considered. The house is a newly updated 1950's ranch house that has been tastefully and simply decorated. As you walk up the redwood porch and into the house, you enter... View all property information
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    5 of 5 stars Reviewed 19 December 2014
    This house is tucked away on a tree lined street within Dry Creek Valley. It is a stone's throw from both Healdsburg and the Valley's Wineries which is a valuable asset as a...
    5 of 5 stars Reviewed 18 September 2014
    We are 5 women who meet several times a year for Wine Tasting Weekends, where cooking, relaxing and wine tasting are the focus. This is our 5th house rental in this area and is...
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    5 of 5 stars (8) Excellent
    Healdsburg
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    About this property
    We are located in the heart of the Dry Creek Valley Sonoma County, a short drive from many wineries and world-class Restaurants. Chateau Margi is a one-bedroom cottage adjacent to the Inn, with a kitchen and family room. First Crush is a two bedroom two-bath cottage adjacent to the Inn with a... View all property information
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    5 of 5 stars Reviewed 19 November 2014
    We thoroughly enjoyed our stay at the Irish Rose. Chris and Lonnie made us feel at home and started us off each day with a delicious, full breakfast. They helped us with...
    5 of 5 stars Reviewed 19 October 2014
    We have stayed here before and this stay was as great as before. Chris makes you feel welcome. The room was very comfortable and breakfast was amazing. Great spacious bath with...
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    1 / 12
    3 of 5 stars (6) Average
    Healdsburg
    2 Bedrooms / 1 Bathroom / Sleeps 6
    traveller have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    This lovely little cottage is really a unique and hard to find category for a few guests or 2 couples. Furnished smartly, and priced right, this cottage offers big amenities for the vacation home traveler. Set on one acre, there is off street parking through gates, a hobby vineyard, and outdoor... View all property information
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    3 of 5 stars Reviewed 11 June 2013
    Yes, this cottage is comfortable and well furnished. Full kitchen, great hot tub, comfortable beds, lovely setting in a real vineyard. BUT: it is located off a fairly busy road...
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    4 of 5 stars (13) Very good
    Forestville
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    • ?
    About this property
    Riverfront Available May through September - Summerhome Park Cabin #1 is a 2 plus bedroom, 1 bath riverfront cabin decorated in a American Idyll theme. This newly remodeled cabin features panoramic views of the Russian River from the... View all property information
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    1 / 36
    5 of 5 stars (2) Excellent
    Forestville
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
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    Amenities & Details
    • Balcony
    • Dryer
    • Fireplace
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Private Fishing...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • ?
    • ?
    About this property
    Newly renovated in 2013 and offered as a vacation rental for the first time at Fall 2013. Offers Upscale comfort - ALL basics included, 2 levels -3 Bedrooms, 2.5 Bathrooms, SPA/Sauna We look forward to sharing our cozy and comfortable, spacious (1600 ft. sq. plus approx. 1000 ft. sq. deck space)... View all property information
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    5 of 5 stars (1) Excellent
    Forestville
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    'Ospreys' Rest' is the perfect wine-country getaway, offering the best of all worlds. Nearby some of the world's finest wineries and excellent wine-country restaurants, and offering the convenience and variety of a private community's facilities (private beach, canoe dock, grill, snack bar,... View all property information
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    1 / 18
    3 of 5 stars (7) Average
    Forestville
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    • ?
    About this property
    Riverfront Available May through September - Summerhome Park Cabin #4 is a 2 bedroom, 1 bath riverfront cabin decorated in a summertime Flip Flop theme. This cabin features panoramic views of the Russian River from the living room and large... View all property information
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    Sebastopol
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
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    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Sauna
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    • ?
    About this property
    Located only an hour north of San Francisco in beautiful Sonoma County, Fallen Tree Ranch offers all who visit, a peaceful retreat from the hectic hustle and bustle of every-day life. Enjoy all the comforts of being home. Relax in the 6 person sauna, soak in the Jacuzzi and enjoy a swim in the... View all property information
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    4 of 5 stars (8) Very good
    Forestville
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Dog Friendly / Riverfront / Beach Access / Views The Rhondavous should be called The Rhonda-View! Guests enjoy panoramic views of the Russian River from every room of the house (minus the bathrooms). This sunny, window-studded 3 bedroom, 3... View all property information
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    2 of 5 stars (1) Poor
    Healdsburg
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    'Chateau Margi' is a one bedroom cottage adjacent to The Irish Rose Inn with a family room and kitchen combo. Queen size bed and sweeping Dry Creek Valley views with wineries within walking distance. Inviting bike trails and only 3 miles from Healdsburg, Sonoma County's number one destination of... View all property information
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    2 of 5 stars Reviewed 2 September 2014
    This was our first try with a vacation rental and I would not do this again. We do belong to a couple of vacation timeshares and have had our share of adventures there as well...
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    1 / 20
    Forestville
    Studio / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Relax on the large deck, play basketball or badminton, make a fire at night or walk to the River and go for a swim. After sleeping in the King size bed on a pillow top mattress you will never want to leave. Come and enjoy this piece of heaven. This cozy and yet European style studio has it all.... View all property information
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    Healdsburg
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    traveller have booked this property
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    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Elder access
    About this property
    This is a beautifully newly designed architectural home recently built and most recently landscaped by an up and coming architect. It is a family home but also designed for entertaining as well - which is what we do often. We have a patanque court (small bocce ball court) trampoline to play on,... View all property information
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    5 of 5 stars (29) Excellent
    Sebastopol
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Down a private lane nestled in the heart of Sonoma County's wine country. This is a newly built guest home, beautifully decorated with all the comforts of home. A fully equipped kitchen, cozy fireplace, surround sound and a big flat screen TV for your indoor pleasure. Free HBO and Showtime + a... View all property information
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    5 of 5 stars Reviewed 18 March 2015
    My wife and I love coming to this cottage. It's everything you could ask for when you are thinking of a nice and quiet place to stay. So much so that we wish we could keep it a...
    5 of 5 stars Reviewed 17 July 2014
    My husband and I stayed at Michelle's cottage for eight nights. It is very attractive and tastefully decorated. We appreciated the wine, cheese & crackers, coffee & creamer that...
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    Rio Nido
    Studio / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    • ?
    About this property
    Can’t beat this one. Location, location, location! The Bungalow is where it is at! Synonymous with Summer: A five minute walk to a variety of fun destinations: Swimming/Boating in the Russian River, Playing Marco Polo in the Rio Nido Pool, a round of Pee Wee golf, and a New Play Yard for Toddlers.... View all property information
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    1 / 8
    Healdsburg
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    Thought of as the 'honeymoon suite', newly remodeled and nicely appointed the Water Tower suite has you steps from the vineyards as well as offering 360 degree views of the vineyards and mountains, right in the heart of Alexander Valley. Full size bathroom and full size kitchen will help you relax... View all property information
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    1 / 28
    Healdsburg
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    Our home is a perfect starting point to Alexander Valley and Dry Creek wineries and a short walk to the banks of Russian River where you can float, kayak, paddle board or just lay in the sun. Nested on Fitch Mountain, our home is in the heart of nature. You are close enough to downtown... View all property information
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    €91
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    1 / 10
    Sebastopol
    2 Bedrooms / 2 Bathrooms / Sleeps 3
    Overview Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Ping Pong Table
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    About this property
    Sebastopol Wonderland Guest Room This is the first of 3 rooms that may be rented separately, or together. Two bedrooms are in the main house and this is room number 1. It is the master with an en suite and rents for $125 per night.. Room number 2 is a smaller bedroom with a hall bathroom for... View all property information
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    1 / 26
    5 of 5 stars (1) Excellent
    Fulton
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    • ?
    About this property
    Very well and centrally located in the ‘heart’ of Sonoma County Wine Country, this lovely country manor, (13 miles S of Healdsburg, just off Hwy 101 E of River Road) is perched on 1 hillside acre, beautifully landscaped with southerly forever views through the beautiful canopy of mature oaks. This... View all property information
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    5 of 5 stars Reviewed 19 September 2014
    We had a wonderful time in this beautiful rental home. The place is so comfortable and has all the amenities that anyone could possibly want besides being so centrally located to...
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    €525
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    1 / 15
    Healdsburg
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Spend your vacation in the heart of Healdsburg, CA at the Moorish-inspired Cypress House. Beautiful tiles, an interior courtyard, and an incredible view of downtown and beyond from the top floor terrace make this property unique to wine country. Located at the edge of a small shopping center, it... View all property information
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    €90
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    Sebastopol
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    • Pets allowed
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    • Suitable for children
    • ?
    • x
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    About this property
    BLUE MOON STUDIO This is the perfect secluded getaway for romance or tranquil solitude. The Blue Moon Suite is located an hour north of San Francisco and 20 minutes from Santa Rosa in the western Sonoma County redwoods and Wine Country. The newly remodeled Blue Moon Suite (approx. 360 sq. ft.)... View all property information
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    €137
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    Sebastopol
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    A brand new 3 bedroom, 2 bedroom house on a two acre lot in a rural setting with great views. 10 min drive from down town Sebastopol. Facilities include a large wrap around deck with a hot tub and grill. The house has a fireplace, wifi, intelligent TV with Xfinity. Continental Breakfast food and... View all property information
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    €151
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    Sebastopol
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    The Farm is the ideal place for a romantic wine country getaway or special occasion and offers a central location to explore all there is to see and do in beautiful Sonoma County wine country. Including: wine touring, first class restaurants, art and music, Russian River canoeing and kayaking,... View all property information
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    €205
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    1 / 13
    5 of 5 stars (12) Excellent
    Sebastopol
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • Balcony
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Lavender Cottage is the spacious newly constructed guest house on the seven acre estate Sunrise Ridge an organic and sustainable garden. Please read our reviews!! and go to our website: www.sunriseridgeretreat.com for more pictures and to book your reservation on line. The cottage is... View all property information
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