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Holiday Rentals and Homes in Kenwood, CA

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    Travellers to Kenwood are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 31
    5 of 5 stars (9) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 13
    5 of 5 stars (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 18
    5 of 5 stars (11) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    5 of 5 stars (8) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
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    • Mountain Views
    • Air Conditioning
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    About this property
    Our Sonoma Valley home on 2 acres of beautifully landscaped property has newly and lovingly been remodeled as our private country retreat, with every amenity and designer finishes. Located in the heart of Sonoma Wine Country, it has recently been made available as a vacation rental- please take a... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    5 of 5 stars Reviewed 28 October 2015
    This was a trip to celebrate 50th birthdays. There were 9 adults, family and friends. There was ample room. We never felt crowded. The house was wonderful. It was so...
    5 of 5 stars Reviewed 15 July 2015
    We recently stayed for 3 nights and the house is very nice. Has recently been remodeled and nicely furnished. Beds were all very comfortable which we valued a lot. The best part...
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Secure Parking
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    About this property
    The Acorn House cottage is located approximately one hour north of San Francisco on scenic Highway 12 in Kenwood. It is a peaceful retreat on four private acres. Your hosts, grape-growers Bev and Jerry Stemach, invite you to turn down their country lane, and indulge yourself in this charming... View all property information
    Location Information
    Kenwood, Sonoma County 95409
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
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    About this property
    Hello and welcome to Casa Orinda, our newly renovated wine country home in Kenwood, in the heart of the Valley of the Moon. Our 2 bedroom, 2 bathroom home features an open kitchen-living floor plan perfect for enjoying a good time with family and friends. The kitchen is fully equipped and... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    1 / 23
    5 of 5 stars (3) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
    • Washer
    • Air Conditioning
    • Satellite TV
    • Grill
    • DVD Player
    • Internet Access
    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Sonoma Valley is the epicenter of food and wine culture, but sometimes no one wants to have to be the 'D.D.' on vacation. With our perfect location in the heart of Sonoma Valley, you can walk to 8 wineries within 5 blocks, and still feel like you're 'getting away from it all.' There are also a... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    5 of 5 stars Reviewed 6 August 2015
    This home was truly amazing!! Our friends and I truly enjoyed its beauty, both inside and out. We laughed, ate, reminisced and drank wine with such joy here. The kitchen was so...
    5 of 5 stars Reviewed 23 February 2015
    Hacienda Sonoma is an absolutely wonderful spot! Words and photos can't do it justice. Beaufitully designed and appointed to make you wish you could stay forever. It is located...
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Porch
    • Grill
    • Air Conditioning
    • Mountain Views
    • Parking
    • DVD Player
    • Hot Tub
    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Our charming wine country cottage is in the heart of the Sonoma Valley. This 2BD/1BA home is walking distance from 12+ tasting rooms and wineries (e.g. Kenwood, Kunde, Landmark, Chateau St. Jean, VJB, etc...). The front porch swing and Adirondack chairs look over the park across the street with... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    1 / 13
    5 of 5 stars (3) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Waterfront
    • Washer
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Mountain Views
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    About this property
    Kenwood Cottage is located in the heart of Sonoma's wine country and the charming town of Kenwood. This two bedroom home (over 1300 square feet of living space) is walking or biking distance to Sugarloaf Ridge State Park and major wineries. This idyllic cottage rests on a year round creek in the... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    5 of 5 stars Reviewed 28 January 2014
    My girlfriends and I spent a weekend at the Kenwood Cottage. Wow a treat! We looked at numerous properties on Tripadvisor/Flipkey and we loved the setting at the Kenwood Cottage...
    5 of 5 stars Reviewed 28 September 2012
    Stayed here with 2 friends....all middle-aged ladies enjoying Northern California. The Cottage was spotlessly clean, well maintained, restfull, and centrally located. From here...
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
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    • Porch
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    About this property
    Secluded two-story mansion in Kenwood is perfect for a luxurious, private getaway. Regal, columned home is situated on 20 acres of land, accessed via cul-de-sac private drive with security gate. The grounds include a pool with bath house, guest house, and children's playground. You can sit at a... View all property information
    Location Information
    Kenwood, Sonoma County 95452
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    1 / 31
    5 of 5 stars (28) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Private Outdoor...
    • Washer
    • Patio
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Mountain Views
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    About this property
    Secluded, romantic, luxurious, Sonoma Farmhouse Country offers a retreat in the heart of the Wine Country. Located in the town of Kenwood, a short drive north from Sonoma, Sonoma Farmhouse Country has over one acre of beautiful vineyards, Tuscan-influenced pathways, gardens and restful spots.... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    5 of 5 stars Reviewed 24 October 2015
    A lovely little setting in the middle of a private vineyard...the main house includes a separate guest house that is perfect for a second couple or your teenage kids who need...
    5 of 5 stars Reviewed 6 May 2015
    We stayed at the Sonoma Farmhouse for a long weekend. My husband and young daughter stayed in one cottage and my inlaws in the other. It was a perfect way to spend time together...
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This one of a kind stone lodge is located in a secluded location at the very heart of the Sonoma Valley, all 5 bedrooms are large and have a private, ensuite bath. We have a caretaker who lives just down the lane, so you can be assured of superior oversight and assistance. We now have access to a... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    1 / 24
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
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    • Grill
    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Panoramic vineyard views anchor this expansive 4-bed, 3-bath rental with a main house and separate guest house. This place has it all: an ideal location in the center of wine country, a gorgeous outdoor space with pool and patio, and a light-washed, modern interior. Ready for relaxation? Drive... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    1 / 19
    5 of 5 stars (1) Excellent
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    About this property
    Hello and welcome to Casa Orinda, our newly renovated wine country home in Kenwood, in the heart of the Valley of the Moon. Our 2 bedroom, 2 bathroom home features a brand new HotSprings spa and outdoor shower just a few steps from the spa, a BBQ kitchen with dining patio, and a bocce ball court... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    5 of 5 stars Reviewed 31 August 2014
    Even before setting foot on the Casa Orinda property, I knew it would be a wonderful experience as the owner (Erika) immediately responded to my additional inquiries I had...
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    1 / 12
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Located on Sonoma Valley’s stunning wine tasting trail, you are on your way to a fabulous day. Sonoma Luxury Ranch sits on 75 private acres with exclusive access to hiking trails and vistas. Whether it’s a romantic indoor dinner for 2, or a celebration, the dining room features an antique zinc bar... View all property information
    Location Information
    Kenwood, Sonoma County N A
    1 / 40
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Internet Access
    • Washer
    • Private Outdoor...
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Brambleberry is a luxurious three-and-a-half acre estate in the heart of Sonoma’s Valley of the Moon amid vineyards, near renowned wineries and centrally located for wine country touring in the Sonoma, Napa, Alexander, Dry Creek and Russian River Valleys. Brambleberry was featured in a recent... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    5 of 5 stars Reviewed 26 September 2014
    Country Estate living at its finest! Kathleen and Rob Lunbeck have a slice of heaven in the Kenwood Wine Country. It is everything as advertised and they are welcoming...
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    1 / 17
    5 of 5 stars (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Wi-Fi
    • Shared Garden
    • Balcony
    • Air Conditioning
    • Terrace
    • Grill
    • Mountain Views
    • Hot Tub
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Sonoma TOT # 915N Bella Luna Mountain retreat offers a romantic treehouse like cottage, a bridge over a waterfall and a star house on a cliff. Offering the best of both worlds, privacy, natural beauty and easy access to the best wineries and activities in the region. This romantic Treehouse like... View all property information
    Location Information
    Kenwood, Sonoma County 95409
    5 of 5 stars Reviewed 18 May 2015
    My husband and I stayed here for 4 nights for our 20th anniversary. It was everything we imagined and more. Total privacy but close to great dining and activities in the wine...
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    1 / 26
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Hot Tub
    • Mountain Views
    • Patio
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Welcome to Wolf's Paw. This charming creek side home is nestled in the heart of the Sonoma wine country and across the street from world class wineries, just off Highway 12. The home has a large, sunny, manicured front yard with a pool, bocce ball court and stone fire pit. The rustic back... View all property information
    Location Information
    Kenwood, Sonoma County 94941