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Holiday Rentals with Pools in St. Helena, CA

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    1 / 23
    4.5 of 5 stars (2) Very good
    St. Helena
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    1 / 24
    St. Helena
    5 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    1 / 48
    St. Helena
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 23
    St. Helena
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
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    • Mountain Views
    • Wi-Fi
    • Sauna
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    About this property
    This is a new listing on FlipKey and TripAdvisor as of 4/16, thus no reviews to date. In order to see some reviews, please view them on my listing with HomeAway. Casa Cabernet is a special place in the Napa Valley, located approximately 2 miles from the town of St. Helena. It has a spacious,... View all property information
    Location Information
    St. Helena, Napa Valley 94574

    The following rentals are within 15 kilometers of St. Helena, Napa Valley, California.

    1 / 31
    5 of 5 stars (9) Excellent
    Kenwood
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
    • Patio
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    • Washer
    • Hot Tub
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    • Pet-friendly
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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... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    5 of 5 stars 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...
    4 of 5 stars Reviewed 27 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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    1 / 18
    5 of 5 stars (14) Excellent
    Kenwood
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
    • Mountain Views
    • Satellite TV
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    • Outdoor Dining Area
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    • Shared Outdoor Pool...
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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 5 July 2016
    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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    1 / 25
    Calistoga
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Internet Access
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    • Private Outdoor...
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    • Mountain Views
    • Hot Tub
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    • Child-friendly
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    • x
    About this property
    Close to shops & restaurants in historic Calistoga, an unexpectedly private garden overlooking a vineyard provides a serene setting for sipping a glass of local wine from a nearby winery. Should you soak in the spa and then take a dip in the 40 ft lap pool, or swim first and lounge later? How about... View all property information
    Location Information
    Calistoga, Napa Valley 94515
    1 / 31
    Calistoga
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Parking
    • Balcony
    • Mountain Views
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    • Terrace
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    • x
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    • x
    About this property
    Beautiful view home 2 miles from Calistoga. Main house has 3 bedrooms and 3 bathrooms, top of the line kitchen and bathrooms. There is a detached Guest House, with 1 bedroom and 2 bathrooms. The pictures tell it all. House is for sale, so require respectful guests who want to enjoy a wine... View all property information
    Location Information
    Calistoga, Napa Valley 94515
    1 / 19
    5 of 5 stars (13) Excellent
    Glen Ellen
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Internet Access
    • Air Conditioning
    • Hot Tub
    • Private Outdoor...
    • DVD Player
    • Washer
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Renovations on this large solar-powered home were completed in August 2012. The home is contemporary is style and is furnished with a modern and upbeat design. The shining star of the home is its beautiful and light-filled kitchen. The kitchen is fully-equipped with quartz countertops, large... View all property information
    Location Information
    Glen Ellen, Sonoma County 95442
    5 of 5 stars Reviewed 16 December 2015
    A group of colleagues and myself stayed at this home for two nights after a last-minute work event brought us to the area. Originally we had reserved hotel rooms but on second...
    3 of 5 stars Reviewed 28 October 2015
    When we checked, earlier than the actual check-in time, the house was dirty. I spoke with the owner and she sent the cleaning crew right back to the house. Even though they did...
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    1 / 24
    5 of 5 stars (8) Excellent
    Kenwood
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Washer
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • DVD Player
    • Mountain Views
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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 / 40
    5 of 5 stars (1) Excellent
    Kenwood
    4 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Internet Access
    • Washer
    • Private Outdoor...
    • Mountain Views
    Suitability
    • 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 / 26
    Kenwood
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Mountain Views
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor...
    • Patio
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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 / 8
    Kenwood
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
    • Private Outdoor...
    • Porch
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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
    1 / 17
    Calistoga
    5 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Private Garden
    • Internet Access
    • Private Outdoor...
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This Napa Valley Wine Country home is located on 6.7 acres on the valley floor between Calistoga and St. Helena. Offering flexible length of stays. Amidst a 4.3 acre top quality organic cab vineyard with 100 year old oaks, this property is a very special wine country escape. Four night minimum.... View all property information
    Location Information
    Calistoga, Napa Valley 94515
    1 / 24
    Calistoga
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Grill
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Our 4BR, 2BA Calistoga home has sweeping vineyard views framed by the mountains. Located in a wine-lover’s heaven near your pick of wineries…and just minutes from downtown Calistoga. Lounge by your own private pool and unwind in the private hot tub! Likely it’s wine that brings you to Calistoga.... View all property information
    Location Information
    Calistoga, Napa Valley 94515
    1 / 24
    Calistoga
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    • Mountain Views
    • Hot Tub
    • Washer
    • Air Conditioning
    • Private Outdoor...
    • Balcony
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Explore the best of Napa Valley at this 7-bedroom, 7.5-bathroom Calistoga vacation rental house which sleeps 14. Featuring a private pool, hot tub and a close proximity to the area’s main attractions - this alluring abode will not disappoint!  Let this prime Calistoga vacation rental house serve... View all property information
    Location Information
    Calistoga, Napa Valley 94515
    1 / 24
    Kenwood
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Private Outdoor...
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    • Grill
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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 / 28
    Kenwood
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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 / 1
    Glen Ellen
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Patio
    • Air Conditioning
    • Hot Tub
    • Grill
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Sigh-inducing views of the Sonoma Valley steal the show at this magnificent California ranch-style home, nestled in the heart of Glen Ellen’s wine country. Featured on ABC's 'The Bachelor', this 5BR/4BA private estate overlooks its own vineyard and features both a main house and guest house with... View all property information
    Location Information
    Glen Ellen, Sonoma County 95442
    1 / 9
    Glen Ellen
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Washer
    • Porch
    • Internet Access
    • Parking
    • Private Outdoor...
    • Grill
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Take advantage of a unique opportunity to experience a bit of the history of Glen Ellen, in an au courant, luxurious environment. These 6 condominiums, are located in the historic and lovingly restored Chauvet Hotel in downtown Glen Ellen that offers every amenity in a remarkable location. Each... View all property information
    Location Information
    Glen Ellen, Sonoma County 95442
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