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Holiday Rentals and Homes in Kenwood, CA

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    Travellers to Kenwood are booking September 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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    5 of 5 stars (8) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    5 of 5 stars (3) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    5 of 5 stars (14) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
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    About this property
    Relax and unwind in a brand new, poolside guest cottage on a private compound just off the Highway 12 Wine Trail in Kenwood. The Sonoma Valley scenery is gorgeous - from vineyards and wide open fields studded with ancient oaks to rolling hills and dramatic mountains. Your home away from home... View all property information
    Location Information
    Kenwood, Sonoma County 95409
    5 of 5 stars Reviewed 3 weeks ago
    We could not have been happier with this rental cottage. Hosts were so welcoming and home was pristine. Fabulous location for exploring, beautiful pool for unwinding with the...
    5 of 5 stars Reviewed 31 May 2016
    I am so glad to have found this wonderful cottage. It was an oasis of calm and comfort in the midst of a busy wedding weekend. The home is so well-appointed and our hosts could...
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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
    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
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Porch
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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 / 26
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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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
    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
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    About this property
    Sonoma TOT # 915N<BR><BR>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.<BR><BR><BR>This romantic... View all property information
    Location Information
    Kenwood, Sonoma County 95409
    1 / 23
    5 of 5 stars (3) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
    • Washer
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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 9 wineries within 5 blocks, and still feel like you're "getting away from it all" in our quiet... 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 24 September 2014
    Where do I begin, the house is perfect! The location, the amenities. It feels like home as soon as you unpack your suitcase! Everything you need is already there. The house and...
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    1 / 17
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Sonoma Luxury Ranch sits on 75 private acres with exclusive access to hiking trails and vistas. Located on Sonoma Valley's stunning wine tasting trail, you are on your way to a fabulous day. Don't forget to to pick up a bottle for dinner! Whether it's a romantic indoor dinner for 2, or a... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    1 / 28
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Midweek specials for June! We share our entrance with Chateau St Jean, feel free to walk to the the beautiful winery! Wake up surrounded by grapevines in this 4-bed 3-bath vacation rental, which offers a swimming pool, light-filled great room and sprawling outdoor area on winery grounds. Four... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    1 / 24
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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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
    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.<BR><BR>Our 2 bedroom, 2 bathroom home features an open kitchen-living floor plan perfect for enjoying a good time with family and friends. <BR><BR>The kitchen is fully... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    1 / 28
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Mountain Views
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    • x
    About this property
    The decision to spend time outdoors or indoors will be difficult as this luxury vacation home features gorgeous and well appointed living areas both inside and out. Upon arrival you will notice that the architecture of the luxurious Estate in the Vines was designed to complement its wine country... View all property information
    Location Information
    Kenwood, Sonoma County 95409
    1 / 24
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This property is located in the beautiful Mayacamas Mountains above Napa Valley. It is nestled into the trees with incredible views looking South toward Napa. The way this property is built really emphasizes the views no matter where on the property you are. The property consists of a main house... View all property information
    Location Information
    Kenwood, Sonoma County 94558 9583
    1 / 36
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • Terrace
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    About this property
    Rugged mountain scenery and gorgeous Tuscan-inspired architecture team up for an unforgettable setting at Casa de Mayacamas. Nestled into a forested hilltop in the Mayacama Mountains, this three-bedroom wine country vacation rental has incredible views of Napa Valley and relaxed interiors that put... View all property information
    Location Information
    Kenwood, Sonoma County 94558
    1 / 40
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Internet Access
    • Washer
    • Private Outdoor...
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    1 / 12
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Located along Sonoma Valley’s stunning wine tasting trail, The Lodge at Anderson Ranch sits on 75 private acres with exclusive access to hiking trails and vistas. Oenophiles will have a field day, being within easy reach of Deerfield Ranch, Kunde and Chateau St. Jean Wineries. A luxury chalet in a... View all property information
    Location Information
    Kenwood, Sonoma County N A
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Secure Parking
    • Private Garden
    • Shared Outdoor Pool...
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    • x
    • x
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    • x
    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
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