We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Rentals with Pool in St. Helena, CA and nearby

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
mm/dd/yyyy mm/dd/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    loading...
    From
    $900
    / Night
    Payment Protection
    View Details
    1 / 23
    St. Helena
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Make Inquiry
    From
    $2,288
    / Night
    Payment Protection
    View Details
    1 / 24
    St. Helena
    7 Bedrooms / 8 Bathrooms / Sleeps 16
    Overview Make Inquiry

    The following rentals are within 10 miles of St. Helena, Napa Valley, California.

    From
    $350
    / Night
    Payment Protection
    View Details
    1 / 19
    5 of 5 stars (11) Excellent
    Glen Ellen
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
    Overview Reviews (11) Make Inquiry
    From
    $295
    / Night
    Payment Protection
    View Details
    1 / 31
    5 of 5 stars (8) Excellent
    Kenwood
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Reviews (8) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    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
    Make Inquiry
    4 of 5 stars Reviewed March 27, 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...
    5 of 5 stars Reviewed September 25, 2014
    We stayed at the cottage (not the main house) in May when we joined Tour de Cure in Napa. Both the main house and the cottage are very modern and impeccably decorated. We both...
    See all reviews
    From
    $1,100
    / Night
    Payment Protection
    View Details
    1 / 24
    5 of 5 stars (4) Excellent
    Kenwood
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    travelers have booked this property
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    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
    Make Inquiry
    5 of 5 stars Reviewed December 14, 2014
    From the moment we booked, the owners were in contact and provided us with information on the neighbouring wineries, shops and restaurants. The house and property were beautiful...
    5 of 5 stars Reviewed August 24, 2014
    We stayed at this vacation home for 4 nights. It is our family vacation and we want to do something special for our parents. This house has it all. It is as it stated - very...
    See all reviews
    From
    $350
    / Night
    Payment Protection
    View Details
    1 / 25
    Calistoga
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    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
    Make Inquiry
    From
    $14,000
    / Week
    Payment Protection
    View Details
    1 / 8
    Kenwood
    5 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Mountain Views
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    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
    Make Inquiry
    From
    $250
    / Night
    Payment Protection
    View Details
    1 / 12
    Glen Ellen
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This wine country cottage was recently renovated with a beautiful new pool, lawn and landscaping making this an ideal retreat for a small family (two adults and 2 children max for overnight stays) who want to enjoy the gorgeous Sonoma Wine Country. The two bedrooms home provides you with a cozy... View all property information
    Make Inquiry
    From
    $700
    / Night
    Payment Protection
    View Details
    1 / 5
    Glen Ellen
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
     Located next to Jack London Park in Glen Ellen, this estate is truly a summer playground on 5.6 acres with a tennis court, swimming pool, sand volleyball court, and a horse shoe pit. The main house has three bedrooms, den with fireplace, solarium, a large glass paneled living room/dining room,... View all property information
    Make Inquiry
    From
    $195
    / Night
    Payment Protection
    View Details
    1 / 15
    Kenwood
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Internet Access
    • Mountain Views
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    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
    Make Inquiry
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    From
    $325
    / Night
    View Details
    1 / 30
    5 of 5 stars (26) Excellent
    Kenwood
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (26) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    ALL NEW! Secluded, romantic, luxurious, Sonoma Farmhouse Country offers a retreat in the heart of the Wine Country. Located in the town of Kenwood, a short drive north from Sonoma, Sonoma Farmhouse Country has over one acre of beautiful vineyards, Tuscan-influenced pathways, gardens and restful... View all property information
    Make Inquiry
    4 of 5 stars Reviewed October 3, 2014
    My husband and I and another couple stayed here two nights while visiting wine country. The setting is just beautiful--in a working vineyard. The kitchen area was small and not...
    5 of 5 stars Reviewed March 14, 2014
    A perfect wine country getaway. The entire property is pristine, quiet and beautiful. Beds are comfortable and vineyards nearly surround the place!
    See all reviews
    From
    $4,900
    / Week
    View Details
    1 / 40
    5 of 5 stars (1) Excellent
    Kenwood
    4 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    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
    Make Inquiry
    5 of 5 stars Reviewed September 26, 2014
    Country Estate living at its finest! Kathleen and Rob Lunbeck have a slice of heaven in the Kenwood Wine Country. It is everything as advertised and they are welcoming...
    See all reviews
    From
    $545
    / Night
    View Details
    1 / 9
    Glen Ellen
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • 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
    Make Inquiry