Vacation rentals with a pool in St. Helena

Find and book unique homes with a pool on Airbnb

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Popular amenities for St. Helena rentals with a pool

House rentals with a pool

Superhost
Home in Healdsburg
5 out of 5 average rating, 10 reviews

Pet Friendly with Hot Tub. Pool Heat Avail!

KatieRating, 5 stars2 weeks ago
The grounds on this property are really the best part — beautiful fruit trees, the vineyard, a brand new pool/pool house, and just perfectly manicured. Everything was easy enough to find / use within the house. The upstairs of the house could use a remodel/refresh, but everything was clean & all the custom shades ensure you’re able to sleep in (even with the sky lights in the attic bedrooms).
Superhost
Home in Sonoma
4.82 out of 5 average rating, 78 reviews

Sonoma Country Club Wine Country w/ pool

ChelseaRating, 5 stars2 weeks ago
This house and location are so beautiful, peaceful, and overall family friendly. Everything was really clean and the beds were comfortable, as were the main gathering areas. The backyard was our main draw and all of it is as wonderful as the pictures show plus more (peaceful, fun for kids/fam, quiet w/birds singing, tire swing). Overall so happy with the stay- just needs to be noted that if you stay anytime other than summer months that there’s an additional $150 fee per day to heat the pool. We felt it worth it to be able to enjoy it all considering that the area has plenty of days in spring/autumn that are warm enough to enjoy swimming, but still nice to know about beforehand since the pool itself is a pretty big part of the property. Hot tub is included all year though and was really lovely.
Superhost
Home in Glen Ellen
5 out of 5 average rating, 3 reviews

Charming 4 bd/2 ba w/ Pool

AngelaRating, 5 stars4 months ago
This was a lovely four-bedroom old farmhouse tastefully updated and very convenient. It was very quiet at night, and felt like it was out in the country even though there was a neighborhood on one side of it. The pool was lovely, and the the house had everything we needed. Jessica was communicative, helpful and accommodating. It was my first AirBnB experience and it was great!
Guest favourite
Home in Sonoma
4.93 out of 5 average rating, 107 reviews

Sonoma Ranch, private pool on 7 acres!

KristinRating, 5 stars6 months ago
My friends and I had a fantastic stay at Tina's home! Tina was so welcoming and offered flexible check-in/out times. She also left a bottle of wine for us in the fridge. The home is in a beautiful, rural part of Sonoma. It's such a peaceful and private location, but close to everything! We enjoyed watching the hot air balloons above the backyard in the morning and going on walks/runs from the house. The house is clean, comfortable, and had everything we needed! The weather was warm, so we were able to enjoy the pool and hot tub. I can't wait to come back with my family!
Guest favourite
Home in Kenwood
5 out of 5 average rating, 22 reviews

[Egg Farm Ranch] Heated Pool-Water Slide-Hot Tub

PatrickRating, 5 stars3 weeks ago
Amazing host and the property was inviting, and ideal for our family vacation. The pool was beyond reproach and the highlight of our stay. Adrian was an exceptional host, extremely responsive, very courteous and it was clearly apparent that he deeply cared for our happiness as guests. Looking forward to revisiting this home.
Superhost
Home in Guerneville
4.83 out of 5 average rating, 164 reviews

STAY AWHiLE G'ville Hot Tub Yard Real Fireplace

KarlynneRating, 5 stars3 months ago
Had a wonderful stay at this adorable cottage. Extremely peaceful and as others have mentioned, much larger than the photos depict. Our dogs loved exploring the spacious yard and we felt so cozy and at home playing games around the fireplace. We stayed on a mostly rainy weekend, but there was still so much to do. Would love to enjoy this home in the warmer months. Thanks again to Russian River Getaways for another great stay.
Guest favourite
Home in Santa Rosa
4.96 out of 5 average rating, 179 reviews

Happy House Getaway - Pool, Hot Tub & Wine Country

IrinaRating, 5 stars2 weeks ago
Not only was the house super cute with big pool and hot tub, but a well stocked kitchen with quality pots and pans, snacks, and wonderful gas range. We had a great time staying at happy house and Brook was super friendly and gracious. She rushed over when there was a question and was so helpful.
Guest favourite
Home in Sebastopol
4.92 out of 5 average rating, 118 reviews

The Deer Retreat – Privacy and Comfort

AbigayleRating, 5 stars3 months ago
Our family had a wonderful stay here for the holidays! The house was perfect, so much space for the dogs outside too. We will be back!

Condo rentals with a pool

Superhost
Condo in Napa
4.95 out of 5 average rating, 59 reviews

2/2 8 minutes to Bottlerock Napa Silverado Resort

JuliaRating, 5 stars5 months ago
This was a great home base to explore Napa Valley. Very convenient access to the market for coffee each morning, although you don’t need it as the kitchen is very well stocked. Appreciated the sparkling water and snacks as nice touches! We were not bothered by the minimal noise from the upstairs neighbors. It was hardly noticeable and we were working remotely from the space all day. Live music on Friday nights as the resort was fun!
Guest favourite
Condo in Napa
4.95 out of 5 average rating, 150 reviews

Silverado Resort Dual Suite golf course villa

CarlosRating, 5 stars1 week ago
Nice and relaxing location. This home was spacious for our family. It has everything you need for cooking. Matt was a friendly and responsive host.
Superhost
Condo in Windsor
4.84 out of 5 average rating, 32 reviews

Wine Country 2 Bdrm Condo w/ Pools & Hot Tubs

AmandaRating, 5 stars30 months ago
This location was perfect for my employees, who are working on a new home construction project in the area. They felt right at home and couldn't believe how accommodating everything & everyone was.
Guest favourite
Condo in Napa
4.91 out of 5 average rating, 79 reviews

Silverado Resort - Private 3 Bedroom, 2 Bath Condo

SandraRating, 5 stars1 month ago
Dan’s place was very clean, located on a golf course, close to the pool, it has two patios perfect for our girls weekend.
Guest favourite
Condo in Napa
4.98 out of 5 average rating, 220 reviews

Gorgeous Napa Getaway

TanyaRating, 5 stars3 months ago
Debbie's Airbnb is very well stocked with amenities. Probably the best and the most thoughtful amenities we have ever encountered on Airbnb. Debbie is very responsive and communicates well. The condo has a good layout and is very conveniently located, especially if you are playing golf at Silverado Resort. We would definitely stay here again if in the Napa area.
Guest favourite
Condo in Napa
4.94 out of 5 average rating, 118 reviews

Fairways Silverado Golf and Country

LoganRating, 5 stars1 day ago
Resort-style 2x2 located on a quiet golf course. The AirBnB was near most of the wineries we were visiting. Close to downtown Napa as well. The beds were very comfortable and the outside patio area was great for enjoying some wine/scenery.
Guest favourite
Condo in Napa
4.95 out of 5 average rating, 20 reviews

2B/2B - Mansion Cottages Silverado

ColinRating, 5 stars1 month ago
There aren’t enough words to describe how incredible our stay was! From start to finish, everything exceeded our expectations. The space was perfect, but what truly made this experience unforgettable was the host’s outstanding hospitality—impressively responsive, helpful, and genuinely invested in making our stay amazing. Every detail was thoughtful, and we felt so welcomed. If you’re considering booking, don’t hesitate!
Superhost
Condo in Napa
4.77 out of 5 average rating, 243 reviews

1 bed | 1 bath | Silverado Resort Experience

PreciousRating, 5 stars1 week ago
Our stay at this Airbnb was absolutely perfect! The property was exceptionally clean, comfortable, and beautifully maintained. From the moment we booked, the host's communication was top-notch – professional, prompt, and incredibly helpful. She went above and beyond to ensure we had a wonderful stay, even sending us a detailed list of local attractions and must-visit spots. It truly felt like she cared about our experience. I couldn't have asked for a better host or a more enjoyable place to stay. I wholeheartedly recommend this Airbnb and give it a well-deserved 10/10!"

Home rentals with a private pool

Guest favourite
Home in Guerneville
4.92 out of 5 average rating, 183 reviews

Riverside Lodge House in Guerneville

JeanelleRating, 5 stars3 weeks ago
Beautiful Place, Quiet & Peaceful. The Kitchen was stocked with plenty of dishes, utensils & glassware. Our group of 10 felt right at home. Thank You!
Guest favourite
Home in Sonoma
4.93 out of 5 average rating, 256 reviews

Eclectic Hideaway with Backyard Pool & Hot Tub

RebeccaRating, 5 stars1 week ago
We enjoyed our stay at Dave’s beautiful home. There was plenty of room for the six of us, and it was exactly as described . The kitchen is very well stocked and made cooking for a group very easy. The outdoor space was very peaceful and relaxing. Finally the home is very centrally located to a number of amazing restaurants and wineries.
Superhost
Home in Guerneville
4.83 out of 5 average rating, 178 reviews

Lovely and Spacious Ranch-Style Home With a Poolside Oasis

KiranRating, 5 stars1 month ago
Griselda was a wonderful host. Our stay was super last minute and she was very accommodating, responsive and flexible. The location was perfect. We came to hike in Armstrong Redwood Park and her place was only about a 3 min drive there. It was also a three minute drive from the downtown so great location. Beautiful house with lots of space and a huge yard. I'd love to come back in the summer when we could use the outdoor space more, but the hot tub was perfect for the winter.
Guest favourite
Home in Sonoma
4.83 out of 5 average rating, 378 reviews

Family Home - Heated Pool, Hot Tub, bikes, + more!

AngelieRating, 5 stars1 day ago
This is a lovely wine country home in a quiet neighborhood, with everything as advertised. We thoroughly enjoyed the pool, hot tub, and outdoor ping pong table. Communication was very easy and fast, and we appreciated the detailed notes before and during our stay with clear instructions for check in and more. With 3 full bedrooms (with doors) plus an additional bed, there was plenty of space and privacy for everyone in our family. Location is great - easy 10 min drive to Sonoma Plaza and local wineries. 

Quick stats about vacation rentals with a pool in St. Helena

  • Total rentals

    10 properties

  • Total number of reviews

    120 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    Farmstead at Long Meadow Ranch, Meadowood Napa Valley, and Pizzeria Tra Vigne

Destinations to explore