
Vacation rentals with a pool in St. Helena
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Top-rated rentals with a pool in St. Helena
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Popular amenities for St. Helena rentals with a pool
House rentals with a pool

A Travelers Dream Come Stay with us!
We enjoyed our stay; everything looked like the pictures and the neighborhood was great. We would love to book again in the future.

Pool, Hot tub, Napa, SFO Clean
Great central spot in Concord. Georgie is a fantastic host and the house is extremely well supplied. Our stay was wonderful.

Sonoma Ranch, private pool on 7 acres!
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!

Pool + Waterslide, Spa, & Sauna
This home was beyond our expectations. From the moment we arrived, everything was effortless—easy access to the property, and Megan was incredibly responsive and helpful throughout our stay. She truly thought of everything, from firewood and propane to a fully stocked kitchen and patio bar (seriously, if you can think of it, it’s probably there!). The photos don’t even begin to capture how beautiful this place is. The house itself is stunning, with thoughtful details and lush landscaping that makes it feel like your own private resort. The backyard was the true showstopper—spacious, peaceful, and perfect for relaxing or entertaining. The pool and hot tub were clean, warm, and ready to go. The beds were unbelievably comfortable, and every room felt inviting. Whether you’re cooking in the kitchen, lounging outside, or soaking in the hot tub under the stars, this home wraps you in comfort. Truly an amazing experience. We’ll absolutely be back

PrivateWarm&Cozy+Spa+Pool+FirePit+Wi-Fi!
Absolutely wonderful place to stay and Robin was extremely responsive! Would highly recommend and can’t wait to stay here again! It was perfect for us and our extended family.

Happy House Getaway - Pool, Hot Tub & Wine Country
Best host and stay yet! The house is super cozy, has every possible amenity, including spare phone chargers. The hot tub was amazing and the pool pink flamingo and unicorn floaties gave us something fun to watch while lazing in the back yard. Two outdoor heaters, plus a gas lit table make the yard perfect in any weather. The tall fences made the yard completely private and the dog next door only barked a couple of times, because that’s what dogs do. 100% will stay again when back in the area. Totally worth the expense.

Napa-Yountville House w/ Pool, Spa, BBQ, 3BR 2BA
Great house with all the amenities! Very helpful and accommodating host. Walking distance to wholefoods/target/peets/trader joes - local restaurant Fume very close and very delicious. Centrally located and perfect for groups.

The Deer Retreat – Privacy and Comfort
We just finished an incredible girls weekend up at Dave and Julian's place. The beds were all so comfortable, the place is huge, and the outdoor space would have been amazing had we had warmer/better weather but we didn't miss having that options too much. All the surfaces to sit were mostly very comfortable and fit our 4 people well, and we also enjoyed the dual heating. There were plenty of blankets and pillows to go around, and the kitchen was so spacious and nice. DoorDash is easy to get to the house with lots of options if you're too tired from exploring to go back out for a meal. I loved that this is in a country setting but SO CLOSE to downtown Sebastopol, it made that much more cozy for us. We can't wait to book another stay in the future, and it has been a gem of a find in our girl's trip adventures. *If you are allergic to dogs, don't stay here. There was some dog hair on the couch, which isn't a big deal for us as we are all dog people. Just something to note!*
Condo rentals with a pool

2/2 Iconic Napa Silverado Resort
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!

Silverado Resort Dual Suite golf course villa
Matt's place is fantastic. The location is beautiful and convenient - it's close to Napa and its wineries. The condo is really comfortable, inviting and well equipped. We enjoyed the BBQ outdoor. The kids also loved the pools, we went to both the closest one and also the main ones. We'll absolutely come back!

Wine Country 2 Bdrm Condo w/ Pools & Hot Tubs
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.

Silverado Resort - Private 3 Bedroom, 2 Bath Condo
Great price, location and host! Would definitely stay here again.

Gorgeous Napa Getaway
Great bungalow type place. Perfect back porch that overlooks beautiful golf course. Good value for this place.

Fairways Silverado Golf and Country
Peaceful location with beautiful patio overlooking the golf course. Kitchen was fully stocked, beds were comfortable, and you can’t beat the location. I appreciate Kristina’s quick responses and flexibility on check-in time.

1 bed | 1 bath | Silverado Resort Experience
Amazing place, much bigger in person. Steffanie even let us check in 10 minutes early! Would 100% stay again.

Beautiful Premium Jr Suite, Silverado Resort & Spa
We had a wonderful stay at this cozy bungalow! The location within a world-class country club was unbeatable. While the kitchen is on the smaller side, it was well-equipped for our needs, allowing us to easily prepare breakfast and lunch. The bathroom was clean and comfortable, with a relaxing tub. We were particularly impressed by the host's quick response to our inquiry, even at an off-hour. It made the booking process seamless. The availability of numerous Level 2 EV chargers and ample parking was a major plus. We'd definitely stay here again if we have the chance.
Home rentals with a private pool

Riverside Lodge House in Guerneville
LOVED this place. We went for a girls trip. The kitchen had everything we needed for various dinners, like baking pans for pizza, and pans for taco night. The house is less than a block away from access to the Russian river, and a mile away from downtown. There is one room that is TINY, the kids room, with bunk beds only useable by kids or a tiny adult. Careful with small or disabled dogs, my three legged dog had a tough time with the steep stairs, but once she was used to it, she did great! They even provided a dog bed and plush dog blanket! So thoughtful!!!
Bay Area Refuge- Waterfall/Cave Spa, Amazing Views
The tree house was one of the most beautiful places I’ve stayed in. From someone who travels the world I’ve stayed at some amazing places and this home was no exception. It had the views, the amenities, you’re surrounded by beautiful nature, the rocky pool and hidden cave spa. This home had everything you need for a getaway or simply a place to entertain family and friends. The owner was friendly and welcoming to their home. They were very flexible about my stay to accommodate my wedding the next day. They communicated very well and were always open to my many ask. The home is secluded from the nearby city, but also close enough to downtown. You could grab dinner at a nice restaurant or do any last minute shopping at the variety of boutiques and stores. My friends & I never wanted to leave. This place is magical. Finding all the hidden gems like the sky deck to the carved decor sculpture throughout the property made it adventurous and fun to explore. We will definitely be back!

Eclectic Hideaway with Backyard Pool & Hot Tub
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.

Family Home - Heated Pool, Hot Tub, bikes, + more!
Very comfortable home in quiet residential area, comfortable beds and nice amenities. Very clean. The grill was great. Lawrence was extremely communicative - thank you for hosting a wonderful birthday weekend for my husband!
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
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Lake Berryessa
- Jenner Beach
- Washington Square
- Brazil Beach
- Bolinas Beach
- Rodeo Beach
- Clam Beach
- Sonoma Coast State Park
- China Beach, San Francisco
- Black Sands Beach
- Drakes Beach
- Children’S Fairyland
- Limantour Beach
- Muir Woods National Monument
- Golden Gate Bridge
- Point Reyes National Seashore
- Six Flags Discovery Kingdom
- Chandon
- Dominus Estate
- Palace of Fine Arts'`
- Pier 39
- Caymus Vineyards
- Santa Maria Beach
- Safari West