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Holiday Rentals with Pools in Kenwood

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    RM 2,245 Average
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    Travellers to Kenwood are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    11 Matching Rentals in KenwoodView all 20 rentals
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    Relaxing, Private Poolside Cottage for 2 in Sonoma Valley Wine Country1 / 18
    (20)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Modern 3br Home W/Pool & Seasonal Creek in Sonoma.1 / 31
    (10)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled along a quiet country road overlooking Sonoma Valley vineyards and mountain panoramas, this 2BR/2BA cottage offers an ideal setup for couples vacationing together. Enjoy spacious communal living areas and a private upstairs loft with separate entrance. You’ll have all the comforts of home...
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    Location Information
    95452, Kenwood, Sonoma County
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    All originally built or restored by owners for friends and family - this elegant home sits on an acre with over 300 feet of rare Sonoma Creek frontage in Kenwood. Behind the stone wall and gated circular driveway there's a 16' x 33' solar heated saline pool with a child safe automatic cover that's...
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    95452, Kenwood, Sonoma County
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Mountain Views
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rose cottage is a serene and charming retreat within minutes to world class wineries along the famed 'Wine Highway', restaurants, outdoor activities and shopping in gorgeous Sonoma. Your stand alone private ~1000 square foot 1 bedroom cottage is located on an exclusive, private country lane...
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    Location Information
    95442, Kenwood, Sonoma County
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Balcony
    • Grill
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This gorgeous 3BR/2BA home in Kenwood features high ceilings and a chef’s kitchen, as well as vibrant hand-picked artwork and carefully selected furnishings. A wood-burning pot belly stove/fireplace in the dining room adds cozy ambiance on a cool evening. Set on a breathtaking 6.5-acre estate...
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    95452, Kenwood, Sonoma County
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Poolside 3BR/4.5BA in Wine Country w/ Spa, Fitness Cabana & Bocce Court1 / 24
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Washer
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2017
    Been traveling to wine country for over 25 years. Of course when we are accompanied by friends, they always want to visit Napa. Who doesn't like Disneyland? On this most recent...
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    About this property
    Surrounded by wineries in the darling area of Kenwood, this elegant 3BR/4.5BA home offers an upscale stay central to Napa and Sonoma. Enjoy the manicured backyard, where a pool, spa, bocce court, dining patio, and fire pit offer an extraordinary outdoor experience. Modern decor intermingles with...
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    Location Information
    95452, Kenwood, Sonoma County
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This secluded home is nestled on the hillside on over 7 acres of century old oak trees in Sonoma wine country. The sweeping driveway takes you up the property to the house and 2 car garage. Along the way, you may be greeted by a family of deer resting under the large fig tree in the field. Before...
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    Location Information
    95452, Kenwood, Sonoma County
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled under the giant oaks at the end of this country road overlooking Napa Valley vineyards and mountain panoramas, this 1BR cottage sits on a stunning 6.5-acre estate. The cottage has a spacious living area, well-equipped kitchen, and large deck with a private hot tub overlooking the scenic...
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    Location Information
    95452, Kenwood, Sonoma County
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a gracious, two story home. The dining room has seating for 8. The master suite and bathroom is located on the main level of the house. The second floor has a work space at the top of the landing. The two guestrooms on this level share a bathroom. One bedroom has a king size bed. The other...
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    Location Information
    95409, Kenwood, Sonoma County
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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