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Holiday 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 Kelseyville
4.91 out of 5 average rating, 166 reviews

Clear Lake A-Frame | Lake Views, Deck, HOA Pool

JamesRating, 5 stars3 weeks ago
We had a great stay at Alex's home. The view did not disappoint and the location for us was just perfect. We will be back next year...and Thank You Alex for being such a great host. We had all of the information we needed and Alex was very thorough in his communication. Thanks Again! Jim
Guest favourite
Home in Healdsburg
4.91 out of 5 average rating, 111 reviews

Vineyard Vista, Modern Farmhouse Cottage with Pool

SamuelRating, 5 stars6 days ago
This is a great place to stay for a few nights while exploring Healdsburg and Windsor wineries. The surroundings are beautiful and the swimming pool is pristine. Nilus was a responsive host, and we appreciated his hospitality and proactive communication.
Guest favourite
Home in Santa Rosa
4.92 out of 5 average rating, 118 reviews

PrivateWarm&Cozy+Spa+Pool+FirePit+Wifi!

AlexisRating, 5 stars1 week ago
We had a wonderful experience having a small family reunion here. We had two older adults who use walkers and a baby, so I wanted to make sure that the house could accommodate all of us. Place was perfect for this with 3 bedrooms on the first floor, and only a couple steps to manage into the front door. Robin and other hosts were really helpful in answering all of my questions prior to the booking (and after). Loved the pool, hot tub and gazebo sitting area. Used the grill for family dinners. Will treasure our memories here!
Guest favourite
Home in Santa Rosa
4.9 out of 5 average rating, 158 reviews

Stunning Estate home near Healdsburg/Wineries

BriaRating, 5 stars1 week ago
This Airbnb was AMAZING!!! My friends and i absolutely loved staying here. The location was great for the wineries we went to which were sterling vineyard and Caymus. The only downfall was the pool rules and hours, also no microwave in the home. Either way i would definitely book this airbnb again!
Top guest favourite
Home in Forestville
4.99 out of 5 average rating, 116 reviews

20 Acre Ranch w/Vineyards, Pool, Hot Tub, & Views!

RitwikRating, 5 stars1 week ago
I had a wonderful stay! The place was absolutely beautiful — peaceful, well-maintained, and full of charm. The pool was a lovely spot to relax, and being able to walk through the surrounding vineyards made the experience feel extra special. Everything was thoughtfully documented, which made it easy to settle in and explore. The host’s recommendations were very helpful and much appreciated.
Superhost
Home in Sebastopol
4.88 out of 5 average rating, 101 reviews

Serene Wine Country Retreat with Pool & Hot Tub

ShanaRating, 5 stars2 months ago
I almost don't want to tell you how good this place is, so we can rent it again sometime. :-) But it's that good. We visited over spring break with our daughters, eight and 11, and had one of the most amazing stays we've ever had at an Airbnb. The home, the land, the pool, and the local area are all 100% amazing. And the sunsets. You know how you sometimes stay at Airbnb's where you feel like the hosts did the bare minimum to qualify to list it? This is *not* that place. There is everything you need and more. Thank you so much SatKartar!
Top guest favourite
Home in Santa Rosa
5 out of 5 average rating, 109 reviews

Heated Pool+Hot Tub+Ping Pong, Close to Wineries

MaggieRating, 5 stars1 month ago
Jenny’s place was beautiful and very clean! We loved the open living room/kitchen area. The inside gas fireplace was perfect as it was pretty cold outside the weekend we were visiting. Several of the girls loved the hot tub. We also grabbed a few lemons off the lemon tree and they were delicious :) Jenny was extremely responsive when we reached out with question. She was great! I would highly recommend staying here! It was the perfect stay for our group of 8!
Top guest favourite
Home in Sebastopol
4.98 out of 5 average rating, 176 reviews

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views

SarahRating, 5 stars2 weeks ago
Great as always, this was our 3rd time and I know we will be back!

Apartment rentals with a pool

Guest favourite
Apartment in Napa
4.93 out of 5 average rating, 61 reviews

2/2 Iconic Napa Silverado Resort

TonyRating, 5 stars7 months ago
This condo worked perfectly for two couples. Having the Grill within a 5 minute walking distance was a huge bonus. The Mansion also has a great bar which we enjoyed one evening after touring wineries all day!
Superhost
Apartment in Napa
4.77 out of 5 average rating, 22 reviews

Big 1 Bedroom Suite in Napa - Fully equipped!

TerryRating, 5 stars7 months ago
Kalvin was a fantastic host. I felt like there was gonna be no problems or issues, and sure enough there wasn't. We loved our one bedroom place and the value was amazing!
Top guest favourite
Apartment in Napa
5 out of 5 average rating, 69 reviews

*Fairway Retreat at Silverado

MargaretRating, 5 stars1 week ago
This place was perfect for a girls trip to Napa. The pullout couch bed was plenty big and comfortable in addition to the king bed in the 1 main bedroom. The bathroom was spotless and updated. The kitchen was also beautiful and updated. We loved being able to sit on the back patio that overlooks the golf course. We were able to get the TV to work perfectly fine and it was nice that we were able to do all of the streaming services. We utilized Uber for the most part going to wineries and dinners and it took about 10-15 mins for cars to get to us but we expected that and left enough time for that. The whole Silverado neighborhood is really nice and made it easy to walk/run through the neighborhood without worrying about busy car traffic. Everything was very clearly communicated from check in to check out and everything in between. Great experience overall and we'd definitely recommend booking this stay again!
Superhost
Apartment in Napa
4.73 out of 5 average rating, 2,446 reviews

One Bedroom Cottage Along the Napa River

AudreyRating, 5 stars2 weeks ago
Such an awesome little spot to “get away”. We live only 30 min away but it felt like we were in an oasis bubble for the evening & into the morning. Clean, quiet, comfortable & close to all the Napa wonders. We’ll be back for sure!
Guest favourite
Apartment in Napa
4.96 out of 5 average rating, 24 reviews

2B/2B - Mansion Cottages Silverado

MeaganRating, 5 stars1 week ago
I have been to Napa many times and even stayed at Silverado but this place was hands down the best. So close to the pool, the grill and coffee bar were great and we made some life long friends with people at the pool! Thank you so much for making this easy and worry free! The check in and check out were incredibly easy too.
Guest favourite
Apartment in Napa
4.92 out of 5 average rating, 73 reviews

Your wine and wellness retreat at Silverado

TaylorRating, 5 stars4 days ago
Nice place but please be aware that you are not entitled to/do not have access to all of the amenities at the resort—they are for those who booked through the resort directly. You can still eat at the restaurant and market at the resort, but the pool situation was finicky. We ended up being able to get in to the pool (not the spa pool but the one by the tennis courts) because someone let us in, but it was FOB access only—which we did not have. Overall beautiful location and unit and host was very friendly and communicative + flexible with check in! Would book here again in the future. Thanks!
Superhost
Apartment in Napa
4.77 out of 5 average rating, 248 reviews

1 bed | 1 bath | Silverado Resort Experience

KathyRating, 5 stars1 month ago
Stephanie was an excellent communicator as Iwas having a problem knowing where to go! This was my first Airbnb experience and I was very pleased! I loved the condo itself and the fireplace was so lovely as well as the view! Plenty of space and so peaceful - location perfect to walk to the little market for breakfast ( which unfortunately had the worst Starbucks coffee ever!) Coffee in my room was better and free! Bed was super comfortable too! Only negative for me was the fact that it was on the 2nd level and I needed help getting my luggage up the stairs but that was no problem either!!
Top guest favourite
Apartment in Napa
4.97 out of 5 average rating, 67 reviews

Mansion Condo at Silverado 2b/2b

LeslieRating, 5 stars3 weeks ago
Great condo! Perfect location to the pool and market! So nice having the balcony to relax in the morning with coffee or evening with that last glass of wine!! We will definatly be back!

Home rentals with a private pool

Guest favourite
Home in Guerneville
4.92 out of 5 average rating, 190 reviews

Riverside Lodge House in Guerneville

TamiRating, 5 stars3 weeks ago
this was the perfect space for a weekend getaway with good friends. we really enjoyed the design details and the functionality of the spaces!
Guest favourite
Home in Sonoma
4.93 out of 5 average rating, 259 reviews

Eclectic Hideaway with Backyard Pool & Hot Tub

WilliamRating, 5 stars1 month ago
We enjoyed are stay at Dave's AirBNB. We were attending a wedding and the location was very convenient for us to attend all the wedding events. This being our first time staying at an AirBNB we had a couple questions during our stay. Dave was always quick to respond and assist with our questions.
Superhost
Home in Guerneville
4.82 out of 5 average rating, 179 reviews

Lovely and Spacious Ranch-Style Home With a Poolside Oasis

KiranRating, 5 stars3 months 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, 384 reviews

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

ToriRating, 5 stars1 week ago
Lawrence’s house was perfect for my group of 6. Plenty of space and it was nice all of the bedrooms did not share a wall as there was two couples. The instructions and guide that was provided was perfect and gave all of the details plus recommendations. The hot tub and pool were a great addition as this allowed our group to skip restaurants and going places and just stay at the house to cook or grill. One additional thing we noticed was the bedrooms did not include tvs, but we absolutely loved this for our group! I think we only turned on the living room tv once, otherwise we enjoyed each others company for this trip. Absolutely enjoyed staying at this home.

Quick stats about holiday 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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