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Holiday Rentals with Pools in Glen Ellen

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    AU$813 Average
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    Travellers to Glen Ellen are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    18 Matching Rentals in the Glen Ellen AreaView all 32 rentals
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    Glen Ellen
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Glen Ellen
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Glen Ellen
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Glen Ellen
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Vista is a one-of-kind, private estate in the heart of Sonoma wine country. Beautifully furnished, this 2BR/2BA compound sits behind a gated entry on a verdant hillside. The home’s abundant windows showcase the stunning views. Swim in the solar-heated pool and enjoy relaxing soaks in the hot...
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    Glen Ellen, Sonoma County 95442
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Glen Ellen
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Wi-Fi
    • Grill
    • Hot Tub
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The charming house has two bedrooms: a very generous master bedroom suite with a private deck and a second bedroom with two beds that can be coverted into one queen size bed. Additionally, the living room has a comfortable pull-out couch suitable for sleeping two. The gourmet kitchen is fully...
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    Glen Ellen, Sonoma County 95442
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Glen Ellen
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Wi-Fi
    • Parking
    • Hot Tub
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The charming house has two bedrooms: a very generous master bedroom suite with a private deck and a second bedroom with two beds that can be coverted into one queen size bed. Additionally, the living room has a comfortable pull-out couch suitable for sleeping two. The gourmet kitchen is fully...
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    Location Information
    Glen Ellen, Sonoma County 95442
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    The following rentals are within 10 kilometres of Glen Ellen.
    Relaxing, Private Poolside Cottage for 2 in Sonoma Valley Wine Country1 / 18
    (18)Excellent
    Kenwood
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Mountain Views
    • Cable/satellite TV
    • Grill
    • Washer
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 June 2017
    Sonoma Rosso was the perfect cottage for our first visit to wine country. Linda was so helpful with recommendations before we arrived and she and Michael were fantastic hosts...
    Reviewed 15 November 2016
    My husband and I had our first getaway in five years - basically since becoming parents. Staying at Sonoma Rosso made our getaway memorable, comfortable, romantic, and perfect...
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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...
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    Kenwood, Sonoma County 95409
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Modern 3br Home W/Pool & Seasonal Creek in Sonoma.1 / 31
    (9)Excellent
    Kenwood
    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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    Kenwood, Sonoma County 95452
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    El Verano
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Secure Parking
    • Private Garden
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy freshly remodeled 'Orange Flower' cottage that mixes modern design and rustic country charm in an incredible location. The home is 2.5 miles to Sonoma Square, 5.5 miles to Glen Ellen, 15.5 mi to Napa, 39 miles from the Golden Gate bridge. The cottage is on an acre property with a hobby...
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    El Verano, Sonoma County 95476
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Kenwood
    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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    Kenwood
    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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    Kenwood
    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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    Kenwood
    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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    Lawndale Sonoma County, CA
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Patio
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Grill
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On a sunlit ridge high above the Sonoma Valley and Napa Valley.Alpicella Vineyard and Villa combines a romantic retreat that is country yet sophisticated. The private cottage is part of a 6,000 acre pristine wilderness. The cottage has views that overlook our award winning, organic estate vineyard....
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    Location Information
    Lawndale Sonoma County, California 95409
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Kenwood
    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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    Kenwood
    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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    Kenwood
    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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    Poolside 3BR in Wine Country w/ Cabana, Hot Tub, Bocce Court & Fruit Trees1 / 24
    (1)Excellent
    Kenwood
    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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