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Holiday Rentals and Homes in Middletown, CA

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    The following rentals are within 30 kilometers of Middletown, Lake County, California.

    1 / 26
    5 of 5 stars (1) Excellent
    Windsor, CA
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 23
    4.5 of 5 stars (2) Very good
    St. Helena, CA
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    1 / 37
    5 of 5 stars (2) Excellent
    Healdsburg, CA
    5 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    1 / 10
    5 of 5 stars (2) Excellent
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Grill
    • DVD Player
    • Satellite TV
    • Porch
    • Central Heating
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Healdsburg, Sonoma County 95448
    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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    1 / 37
    4.5 of 5 stars (4) Very good
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Hot Tub
    • Patio
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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
    Location Information
    Healdsburg, Sonoma County 95448
    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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    1 / 28
    5 of 5 stars (1) Excellent
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • 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 Healdsburg... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 9 June 2015
    I would definitely recommend this property. My wife and I stayed there with friends for a wine country holiday. The house seems recently remodeled with many seating areas both...
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    1 / 21
    5 of 5 stars (6) Excellent
    Windsor, CA
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Garden
    • Grill
    • Washer
    • Central Heating
    • Parking
    • Outdoor Dining Area
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    The Carriage House is a 800 sq/ft single level cottage in a unique country property setting, within walking distance to our sleepy Town Green where there is a seasonal farmer's market, music and movie nights. Our home sits on a level private acre and boasts mature trees for shade, open sunny areas... View all property information
    Location Information
    Windsor, Sonoma County 95492
    5 of 5 stars Reviewed 7 March 2016
    A fantastic 2 bedroom guest house. Warm, comfy, incredibly well appointed. You will want for nothing. If you are in the area, this is the place you want to stay.
    5 of 5 stars Reviewed 18 October 2015
    Justine provides a well-appointed and stylish accommodation in the heart of the wine country. The cottage is immaculate and everything one might need to prepare meals at-home or...
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    1 / 28
    5 of 5 stars (6) Excellent
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
    • Mountain Views
    • Satellite TV
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This restored country home sits in the Alexander Valley near the famous Jimtown store, and looks across to and around vineyards. Just 7 minutes from Central Healdsburg, many wineries are nearby such as Fieldstone, White Oak, Sausal and Hanna, and Calistoga is within a 20 minute drive. As you drive... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 16 July 2013
    We stayed at the Jimtown House for a girls getaway. It was absolutely wonderful! The house is stunning, beautifully furnished, well stocked and on the most magnificent grounds...
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    1 / 27
    Windsor, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Porch
    • Patio
    • Secure Parking
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Vino Velo House has three bedrooms. One master suite has a queen bed and the two guest rooms have double beds suitable for one or two guests. All three beds have cozy memory foam mattresses. The living room couch pulls out to a full size bed with feather topper for extra sleeping room. The house... View all property information
    Location Information
    Windsor, Sonoma County 95492
    1 / 11
    2 of 5 stars (1) Poor
    Windsor, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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
    Location Information
    Windsor, Sonoma County 95492
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    1 / 20
    5 of 5 stars (2) Excellent
    Healdsburg, CA
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Satellite TV
    • Patio
    • Wi-Fi
    • Private Outdoor...
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our apt. is nestled in the heart of the gorgeous Dry Creek Valley wine country, 10 minutes away from Healdsburg and its many wineries, acclaimed restaurants, and shops galore. the apt. is 1150 Sq ft with 2 bedrooms, kitchen/great room, and deck/BBQ. We have 8 acres with organic gardens, raised... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 3 weeks ago
    We were two couples that stayed in the barn on a Saturday night whilst passing through Healdsburg. The accommodation was a large kitchen, lounge, outside deck, bathroom and 2...
    5 of 5 stars Reviewed 23 June 2016
    Our stay in Healdsburg was so lovely, and the Stromberg B&B was a wonderful part of it! Beautiful pool, lovely grounds, a tennis court and basketball hoop - even a 3-hole golf...
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    1 / 24
    St. Helena, CA
    5 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    • Hot Tub
    • Mountain Views
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Private Outdoor...
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    A veritable nature preserve of 70 secluded acres on a ridge at the Napa/Sonoma line, this has a breathtaking vanishing edge pool with views to Mount St Helena and beyond. 300 degree views of both the Sonoma and Napa valleys are seen from the 1200 sq ft Summit viewing/dining deck. Nature is BIG up... View all property information
    Location Information
    St. Helena, Napa Valley 94574
    1 / 14
    3.5 of 5 stars (7) Average
    Healdsburg, CA
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Internet Access
    • Air Conditioning
    • Mountain Views
    • Satellite TV
    • Hot Tub
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 26 May 2015
    Communication with owners was quick and easy. The place is close enough to town to walk. If you want to wake up and see vines, you won't be disappointed. Beads were super comfy...
    3 of 5 stars Reviewed 10 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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    1 / 17
    Windsor, CA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Children's Pool
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ***CHECK IN DATES FOR THIS PROPERTY ARE FRI/SAT/SUN. RATES ARE SUBJECT TO CHANGE UNTIL RESERVATION IS CONFIRMED*** Nestled in the verdant Russian River Valley in Sonoma County, Windsor exudes an intimate atmosphere thanks to deep roots in farming and winemaking. WorldMark Windsor captures the... View all property information
    Location Information
    Windsor, Sonoma County 95492
    1 / 29
    5 of 5 stars (11) Excellent
    Windsor, CA
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
    • DVD Player
    • Grill
    • Hot Tub
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    4 cottages & a unique Water Tower-See our reviews at Trip Advisor and Yelp $155-$245 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
    Location Information
    Windsor, Sonoma County 95492
    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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    1 / 25
    Calistoga, CA
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Internet Access
    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
    • Mountain Views
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Close to shops & restaurants in historic Calistoga, an unexpectedly private garden overlooking a vineyard provides a serene setting for sipping a glass of local wine from a nearby winery. Should you soak in the spa and then take a dip in the 40 ft lap pool, or swim first and lounge later? How about... View all property information
    Location Information
    Calistoga, Napa Valley 94515
    1 / 29
    Healdsburg, CA
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Washer
    • Satellite TV
    • Mountain Views
    • Children's Pool
    • Patio
    • Wi-Fi
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Situated on 2.5 acres, just minutes from the quaint downtown of Windsor and about 10 minutes from the Healdsburg square, Woody Creek Retreat is at the pinnacle of convenience while offering the serenity of a quiet country luxury farmhouse. Ideal for families, couples, or friends wanting a to... View all property information
    Location Information
    Healdsburg, Sonoma County 95492
    1 / 15
    3.5 of 5 stars (3) Average
    Kelseyville
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Patio
    • Mountain Views
    • DVD Player
    • Wi-Fi
    • Shared Outdoor Pool...
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Lake view vacation house on Konocti Mountain. 3 bed rooms, 2.5 bath. King/queen/ bunk beds with lines/sheets/blankets and towel fully loaded kitchen, DVD player, netflix, High Speed internet. All kitchen cookware available. Propane BBQ on the deck View all property information
    Location Information
    Kelseyville, Lake County 95451
    4 of 5 stars Reviewed 2 weeks ago
    Enjoyed the nice home for 3 nights, Clean. Accomodating host. Would visit again. Large bedrooms/bathroom. Good kitchen. Great for families. Thanks Jan
    5 of 5 stars Reviewed 30 September 2014
    A group of friends and I stayed here for a weekend visit to Lake County. The interior seems to have been recently renovated and looks quite nice. The view of the lake and hills...
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    1 / 8
    5 of 5 stars (5) Excellent
    Healdsburg, CA
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
    • Satellite TV
    • Shared Outdoor Pool...
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    DEAR POTENTIAL GUEST: PLEASE CHECK CALENDAR BEFORE INQUIRING ABOUT AVAILABILITY - IT IS ALWAYS CURRENT. THANK YOU!!<BR><BR>Since its opening in 2008, guest reviews confirm Dry Creek Villa to be a truly exceptional, idyllic retreat! We consistently rate 5/5 stars from prior guests. Among the... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 1 August 2014
    My wife and I were looking for a quite, secluded retreat to totally unwind, we have found it. A modern, contemporary villa, on top of a ridge, with views in every direction. Only...
    5 of 5 stars Reviewed 25 April 2012
    This place was completely procured by my friend, Andrew, with the smallest of input from the other members of the party. We were all very impressed with the property, both in...
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    1 / 28
    5 of 5 stars (15) Excellent
    Healdsburg, CA
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
    • DVD Player
    • Waterfront
    • Wi-Fi
    • Mountain Views
    • Central Heating
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Our cottage is one of the best priced rentals right on the river with a big spa. It is priced the same or lower than other rentals across the street or up Fitch Mountain. There is a big difference being on the river, the large deck and dinning room have river views and lots of natural lights. The... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 21 July 2016
    Great place to spend time and enjoy the river. The cottage overlooks the Russian River and has everything you need to relax, cook up a meal or play in the water. Back deck is...
    5 of 5 stars Reviewed 16 February 2016
    My wife and I rented this cozy house with some good friends. We found it clean, well maintained and well equipped with everything we needed for a perfect weekend getaway. The...
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    1 / 15
    5 of 5 stars (8) Excellent
    Healdsburg, CA
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Outdoor Dining Area
    • Wi-Fi
    • Mountain Views
    • Grill
    • Satellite TV
    • Washer
    • Shared Garden
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Location! Location! Location! Enjoy this newly renovated 2 bedroom, 2 full bath cottage with gourmet kitchen, wood burning fireplace, large back deck with vineyard views and more. Located 5 miles outside historic Healdsburg, just 90 minutes north of San Francisco and in the heart of Dry Creek... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 5 July 2016
    My husband and I had the pleasure of staying at the First Crush Cottage for the 4th of July weekend and we had a wonderful experience. We enjoy Healdsburg very much and go at...
    3 of 5 stars Reviewed 1 July 2015
    We loved the First Crush cottage. Very quaint, great location near the vineyards, clean etc. The only issues we had is that even though it is in a cool location, there wasn't...
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    1 / 17
    St. Helena, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Air Conditioning
    • Patio
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Find serenity in the heart of Northern California Wine Country. Olive Branch Retreat is nestled in a valley in the Mayacamas Mountains that separate the counties of Napa and Sonoma. Many places offer seclusion, however, the winding gravel driveway up to the gated 80-acre property offers an... View all property information
    Location Information
    St. Helena, Napa Valley 95404
    1 / 31
    Calistoga, CA
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Parking
    • Balcony
    • Mountain Views
    • Private Outdoor...
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Beautiful view home 2 miles from Calistoga. Main house has 3 bedrooms and 3 bathrooms, top of the line kitchen and bathrooms. There is a detached Guest House, with 1 bedroom and 2 bathrooms. The pictures tell it all. House is for sale, so require respectful guests who want to enjoy a wine... View all property information
    Location Information
    Calistoga, Napa Valley 94515
    1 / 21
    Healdsburg, CA
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Satellite TV
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy the beauty and lifestyle of Tuscany in Sonoma County. Set atop rolling hills among the vineyards, this exquisite estate has everything you could want—and then some. The good life is yours at this Dry Creek Valley paradise, located off a quiet country lane yet only a short drive to charming... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 7
    Kelseyville
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
    • Air Conditioning
    • Washer
    • Housekeeping...
    • DVD Player
    • Waterfront
    • Patio
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    If you are looking for the perfect lake house, here it is! Great dock, fishing, boat ramp. Well equipped kitchen, lovely furnishings, comfy beds. It is a truly wonderful house. There's even a PacMan machine. Long term stays are recommended. Lots to do if you like to look at birds or go hiking,... View all property information
    Location Information
    Kelseyville, Lake County 95451
    1 / 21
    5 of 5 stars (25) Excellent
    Healdsburg, CA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
    • Central Heating
    • Washer
    • Balcony
    • Satellite TV
    • Patio
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Affordable Wine Country Home (up to 6 guests) and Country Cottage( for two guests) surrounded by 15 acres of vineyards. Both vacation homes are in private locations on one 15 acre gated estate. Location is everything! In Healdsburg everyone wants to be near the Plaza--we are just 1 & 1/2 miles... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 19 August 2014
    We enjoyed our stay in the farm house. It was a beautiful spot, we were surrounded by vineyards. The picture is a bit misleading, it was taken from a spot on top of a hill so...
    4 of 5 stars Reviewed 29 July 2014
    We can't say enough about the beautiful location of the house, just spectacular! The house was clean and everything you needed was provided, so from that standpoint, 10 out of 10...
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    1 / 14
    Clearlake
    1 Bedroom, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Patio
    • Satellite TV
    • DVD Player
    • Grill
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    It's a newly constructed home with granite kitchen and bathrooms, upgraded appliances. It has a large sleeping loft with king, queen, and twin beds. There is a leather foldout couch downstairs which sleeps two. Sleeps 6-8 people. Wifi and cable. Smoking and pets are prohibited. <BR>We are on the... View all property information
    Location Information
    Clearlake, Lake County 95422
    1 / 6
    St. Helena, CA
    2 Bedrooms, 2 Bathrooms, Sleeps 2 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Enjoy ease and comfort in this cozy and furnished 2 bedroom home in Saint Helena. It has been been remodeled to have a modern feel to it. You can as well enjoy your morning coffee on its verdant backyard. Features and Amenities • 2 Bedrooms • 2 Bathrooms • Office area • Fireplace • Living... View all property information
    Location Information
    St. Helena, Napa Valley 94574
    1 / 22
    Clearlake
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Waterfront
    • Patio
    • Air Conditioning
    • Mountain Views
    • Parking
    • Internet Access
    • Washer
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    With Mt Konocti, looming on the horizon, the apt. comes with all appliances, is a beautiful stay for all and is a lake lover dream, romantic retreat. It's a lake front, with a deck to enjoy the sunset on the lake everyday! restaurants and shops within walking distance. This is an adorable,... View all property information
    Location Information
    Clearlake, Lake County 95422
    1 / 17
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Hot Tub
    • Mountain Views
    • Patio
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Surrounded by trees and greenery, this top-quality retreat offers privacy as well as views of gently sloping mountains and plenty of fresh air. With a country setting but only a short five-minute drive to the center of charming downtown Healdsburg, this is truly the best of both worlds. Newly... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 19
    5 of 5 stars (17) Excellent
    Healdsburg, CA
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Patio
    • Satellite TV
    • DVD Player
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 6 July 2016
    We (my wife and 2 yr daughter) had a great 4th of July Holiday in this fantastic hidden gem! It was a great stay at the very quiet/peaceful and comfortable cottage, that made it...
    5 of 5 stars Reviewed 21 June 2016
    The accommodations were comfortable, private and peaceful. It was really spacious with a living room, kitchen, bedroom and bathroom. Kristine was great and gave us pluots from...
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    1 / 20
    5 of 5 stars (11) Excellent
    Healdsburg, CA
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
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    • x
    About this property
    Spectacular Two-Story Tuscan Villa Estate Home - 4br/3ba (2-8+ guests) w/ Spa, Decks & Views, on 5 Gated, Secluded Vineyard Acres. At the end of a private tree lined country lane, ‘under the Tuscan sun’, vacation in your ‘own private villa’. Nestled in charming, upscale, and historic... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 15 February 2016
    We had a group of 6 and everyone was very pleased with our stay. The location is away from downtown, so it's a good place to stay if you want total, complete privacy and a...
    5 of 5 stars Reviewed 17 October 2015
    We loved our vacation in this luxury Tuscan villa. We chose this property for two reasons: we had three couples travelling and wanted three bedrooms/bathrooms that were comparable...
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    1 / 7
    Healdsburg, CA
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Terrace
    • Parking
    • Balcony
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Oenophiles and nature enthusiasts alike will be right at home at this luxury residence situated on a seventeen acre estate vineyard in luscious Sonoma County. From grape vines to mountain pines, the landscape surrounding this stunning vacation rental reflects the quintessential spirit of California... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 17
    5 of 5 stars (3) Excellent
    Healdsburg, CA
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Balcony
    • Mountain Views
    • Patio
    • Grill
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 9 December 2015
    Great place in Chalk Hill area. We were within 45 minutes of Armstrong Redwoods and within 20 minutes of any Sonoma winery we wanted to see. Took ten minutes or so to get to...
    5 of 5 stars Reviewed 8 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...
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    1 / 12
    Windsor, CA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Children's Pool
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    Location Information
    Windsor, Sonoma County 95492
    1 / 21
    5 of 5 stars (4) Excellent
    Healdsburg, CA
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    About this property
    Very well located on a ½ an acre with the back fence on the edge of Dry Creek Valley’s West Wines Vineyards, this beautiful ‘home away from home’ awaits you and your guests! First, be welcomed by a lovely landscaped yard out front with mature plantings and a small lawn which you can enjoy while... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 2 weeks ago
    This place was very spacious and very clean. The kitchen had all the amenities and appliances we was not expecting to necessarily see (blender, kitchen-aide mixer, salad...
    5 of 5 stars Reviewed 22 June 2016
    We absolutely loved our stay at Maison de Soleil! The home was gorgeous and provided us with all the comforts and amenities of home. The location was perfect for easy access to...
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    1 / 20
    Healdsburg, CA
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Grill
    • Wi-Fi
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    With a spectacular location on 12 beautifully landscaped and maintained acres, in the foothills between Santa Rosa and Healdsburg, Montebello Heights Estate is a newer Tuscan-themed, 4200 sq. ft. 4br/3.5ba, two-story home, with central heat and AC, and many custom features and special amenities,... View all property information
    Location Information
    Healdsburg, Sonoma County 95404
    1 / 23
    5 of 5 stars (3) Excellent
    Healdsburg, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Washer
    • Hot Tub
    • Air Conditioning
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Very well located in Healdsburg, the ‘crown jewel’ of Sonoma County’s Wine Country, and under 2 miles from the historic Plaza, this 2000 sq. ft. vintage main house and 640 sq. ft. pool house, originally built in 1898 has many beautiful upgrades including central heat/AC, and combines the beautiful... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 9 October 2015
    Our group included three couples....perfect place to stay! The pool is great, very comfortable and clean throughout.
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    1 / 22
    5 of 5 stars (2) Excellent
    Healdsburg, CA
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
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    • x
    About this property
    This beautiful Healdsburg Estate home, located 3.5 miles southeast of the Downtown Plaza is a 3800 sq. ft. two-story custom home with central heat/AC, 4 bedrooms and a private sunroom with a convertible queen sofa making the 5th bedroom (combining to sleep 10), 3 beautiful full baths and 1 half... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 15
    Healdsburg, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Internet Access
    • Secure Parking
    • Satellite TV
    • Washer
    • DVD Player
    • Balcony
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 24
    Healdsburg, CA
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Mountain Views
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This Mediterranean home has casual elegance with expansive decks, patios, spa and a SOLAR HEATED SWIMMING POOL surrounded by flagstone and plenty of outdoor seating. The 4 bedrooms are all Kings, quite secluded both from each other and the common living spaces. All suites have private full... View all property information
    Location Information
    Healdsburg, Sonoma County 95436
    1 / 23
    4.5 of 5 stars (2) Very good
    Healdsburg, CA
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
    • Mountain Views
    • Internet Access
    • Satellite TV
    • Sauna
    • Central Heating
    • DVD Player
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Firefly Lodge is one of 4 luxurious riverfront vacation homes owned by Wine Country Lodges, located in beautiful natural settings in Sonoma Wine Country. (For information on all four visit the WineCountryLodges website.) Firefly Lodge is a warm and welcoming retreat, enjoying peaceful and... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 30 September 2014
    We had 8 people staying for a wedding in September in the Alexander Valley. The Firefly lodge was a perfect place to stay. It has a wonderful view of the Russion River. More...
    4 of 5 stars Reviewed 2 January 2013
    Wonderful place. I would suggest going when the weather is warmer so you can take advantage of the kayaks, hot tub and sauna. Beautiful home on the Russian River. Be prepared to...
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    1 / 30
    5 of 5 stars (10) Excellent
    Healdsburg, CA
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • Waterfront
    • Mountain Views
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    'Mona, a name given to house by our daughter when she could not say 'Sonoma,' is a four bedroom/four bath, completely remodeled home including a one bedroom/one bath guest house in the heart of Dry Creek Valley in Healdsburg, California. Our vacation home sits on one acre nestled among the vines... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 14 September 2015
    Mona was just as warm & welcoming as the photos showcased. Celebrating our Mother's 90th, it was the perfect location to enjoy time together as family- plenty of games to enjoy...
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    1 / 21
    5 of 5 stars (19) Excellent
    Healdsburg, CA
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Patio
    • Washer
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Tertulia at Amber Ridge – where good friends and family gather in stunningly beautiful, peaceful surroundings to enjoy each other’s company over great food and wine. Deep relaxation, pleasant conversation, laughter and joy ensue! Tertulia is a fabulous two-acre Wine Country sanctuary surrounded on... View all property information
    Location Information
    Healdsburg, Sonoma County 95492
    5 of 5 stars Reviewed 1 week ago
    We loved this house for so many reasons I can hardly list them all. We love to cook and the kitchen was fantastic for just that. We had six adults and five children (also...
    5 of 5 stars Reviewed 7 April 2016
    We recently spent a long weekend at Tertulia with a group of friends and had an absolutely fabulous time. The house is great...spacious, warm and inviting. The kitchen/dining...
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    1 / 24
    5 of 5 stars (1) Excellent
    Geyserville, CA
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Washer
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    • Patio
    • Air Conditioning
    • Satellite TV
    • Parking
    • Private Outdoor...
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The Guest House at Sapphire Canyon Vineyard was taken down to studs and completely renovated in 2014. Located on a working vineyard, this modern 2BR, 1BA house comfortably sleeps four. The two bedrooms, one with a king bed and the second with a queen bed, have new, ultra-comfy premium mattresses... View all property information
    Location Information
    Geyserville, Sonoma County 95441
    5 of 5 stars Reviewed 2 weeks ago
    Our stay could not have been more perfect. The location is very quiet and right across the road from Pedroncelli Vineyards. You can totter on over and just totter on back. It is...
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    1 / 13
    Geyserville, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 364748 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Large condo in the heart of the Alexander Valley. This is the ideal interim home for... View all property information
    Location Information
    Geyserville, Sonoma County
    1 / 28
    5 of 5 stars (5) Excellent
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Waterfront
    • Wi-Fi
    • Central Heating
    • DVD Player
    • Patio
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Nestled in a picturesque redwood grove on the banks of the Russian River, only 3 miles from historic Healdsburg Plaza, Redwood Tree House is one of the most enchanting vacation rental homes in all California Wine Country. The charming Main House and romantic "La Casita" guest cottage provide a... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 13 September 2013
    I don't think I can say enough about how wonderful our trip to the Redwood Treehouse was! My husband and I were travelling with friends of ours, another couple, and this house was...
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    1 / 20
    Healdsburg, CA
    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Air Conditioning
    • Washer
    • Hot Tub
    • Satellite TV
    • Waterfront
    • Sauna
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This distinctive and luxurious vacation home, with views and a private beach, offers 3 King Bedrooms, plus Queen guestrooms. The prime riverfront location in Healdsburg lies in the heart of Sonoma Wine Country, near the point where the Russian River flows through three world class wine growing... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 19
    4.5 of 5 stars (3) Very good
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Newly Renovated Healdsburg VineHaven - 3br/2ba (up to 8 guests, children welcome, small lapdogs considered) w/ Spa, Gardens, & Spectacular Vineyard Views Very well located at the north end of Healdsburg and the beginning of the famed Dry Creek Valley and vineyards, this newly renovated 50’s... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 13 August 2014
    Location could not have been better. The house and property were well done and very clean. Had everything we needed and more. Only one little thing we didn't like was the...
    4 of 5 stars Reviewed 21 June 2012
    We just returned from a long weekend trip to Russian River Valley for a wine tasting trip & 50th birthday celebration. I found VineHaven online while looking for a house rental...
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    1 / 15
    4.5 of 5 stars (8) Very good
    Calistoga, CA
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Patio
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Washer
    • Mountain Views
    • Grill
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ELEGANT Home and Separate guest quarters situated on a 33-acre vineyard located between St. Helena and Calistoga on the Valley Floor. Tuscan Style SIngle Level Home exclusively located in the HEART of Napa Valley Near WORLD FAMOUS wineries and restaurants.<BR><BR>This property has stunning... View all property information
    Location Information
    Calistoga, Napa Valley 94515
    5 of 5 stars Reviewed 28 September 2015
    As mentioned in other reviews, the photos do not do justice to the St Helena Vineyard Villa. We were pleasantly surprised when we arrived. This is an executive home situated in...
    4 of 5 stars Reviewed 16 July 2015
    A group of five couples stayed here in early June for three days. The house is in a great location, very private, and provided most of the amenities we needed. My only complaint...
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