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Kenwood Holiday Homes

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    AU$746 Average
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    Travellers to Kenwood are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    All 17 Rentals in Kenwood
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    Heiter House - the perfect getaway in Wine Country1 / 25
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    WALK to Wineries from this Gorgeous Designer Home!1 / 23
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Relaxing, Private Poolside Cottage for 2 in Sonoma Valley Wine Country1 / 18
    (18)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Modern 3br Home W/Pool & Seasonal Creek in Sonoma.1 / 31
    (9)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Patio
    • Grill
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 July 2015
    I live locally and wanted to find a rental that my family could gather at and decided on this Kenwood property mainly as the pool looked like the perfect place to relax and...
    Reviewed 28 March 2015
    Wow this place was so tranquil and beautiful. It was exactly what I needed to recharge my batteries. The drive up there was so relaxing and beautiful. It's in the perfect area...
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    About this property
    Escape to this 2 acre, 3-bedroom retreat in the heart of Sonoma Wine Country, nestled among Oak and Fir trees along a calming seasonal creek. Located in Adobe Canyon, off the Valley of the Moon Highway, the quintessential Wine Country Hamlet of Kenwood is just a short 5-minute drive as is the...
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    Location Information
    Kenwood, Sonoma County 95452
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Spa, Bocce, Bbq Kitchen, Walk or Bike to Wineries1 / 24
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Central Heating
    • Mountain Views
    • Washer
    • Porch
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2016
    I booked this property for 4 adults. We ended up with a Newborn as our 5th!!! This house has been transformed by the Owner Peter into a great oasis in the middle of an old...
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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...
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    Location Information
    Kenwood, Sonoma County 95452
    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
    • 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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    Location Information
    Kenwood, Sonoma County 95452
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Washer
    • Wi-Fi
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Escape to wine country for a peaceful getaway at this stunning 4BR/2.5BA home. Situated on an acre of land with mature trees and beautiful landscape, this ultra secluded estate features a wraparound porch, fire pit, al fresco dining, and brand-new hot tub. As you enter through...
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    Location Information
    Kenwood, Sonoma County 95452
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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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
    Kenwood, Sonoma County 95452
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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
    Kenwood, Sonoma County 95442
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Grill
    • Central Heating
    • DVD Player
    • Wi-Fi
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On a gentle knoll outside one Sonoma Valley’s premier tasting towns, you’ll discover a slice of wine country paradise. Kenwood Knoll is an expansive and picturesque villa anchored by a beautiful contemporary house and guest house, with stunning natural surroundings. You’ll be treated to sweeping...
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    Location Information
    Kenwood, Sonoma County 95452
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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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
    Kenwood, Sonoma County 95452
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Mountain Views
    • Patio
    • Central Heating
    • DVD Player
    • Grill
    • Balcony
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Kenwood, Sonoma County 95452
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Panoramic vineyard views anchor this expansive 4-bed, 3.5-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...
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    Location Information
    Kenwood, Sonoma County 95452
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    Poolside 3BR in Wine Country w/ Cabana, Hot Tub, Bocce Court & Fruit Trees1 / 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 sweeping backyard, where a pool, spa, bocce court, dining patio and fire pit offer an extraordinary outdoor experience. Modern décor intermingles with...
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    Location Information
    Kenwood, Sonoma County 95452
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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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
    Kenwood, Sonoma County 95452
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pinot Blanc Cottage is cute little home located in the heart of Sonoma Valley on a quiet, tree lined street with easy walking access to the local market and numerous wineries and tasting rooms. There are two full bedrooms - one with a queen bed and one with a king bed. The sofa in the living room...
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    Location Information
    Kenwood, Sonoma County 95452
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, 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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    Location Information
    Kenwood, Sonoma County 95452
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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