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Holiday rentals with a pool in Wine Country

Find and book unique homes with a pool on Airbnb

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Popular amenities for Wine Country rentals with a pool

House rentals with a pool

Guest favourite
Home in Sea Ranch
4.94 out of 5 average rating, 232 reviews

Casa Del Mar Spectacular Ocean Views!

TimothyRating, 5 stars3 weeks ago
My husband Josh and I had an unforgettable time at Cindi’s place in Sea Ranch. The home was even more beautiful than the photos—unique architecture, cozy design, and right on the beach. Every evening we watched the waves crash on the rocks just outside the window. It was peaceful, stunning, and truly magical. Cindi was a fantastic host, super helpful and kind. We’re already dreaming of coming back!
Top Guest favourite
Home in Sonoma
5 out of 5 average rating, 167 reviews

Vineyard House Pool Hot Tub by Inspired in Sonoma

SampoRating, 5 stars2 weeks ago
What a lovely house! In particular we enjoyed the expansive and fully-fenced outdoor space with our doggos and kiddos - pictures don't really quite do it justice. The pool house worked as a separate nest for the teenagers, while adults used the two bedrooms in the main building. Location is pretty perfect, with just a 5min drive to Sonoma downtown and easy access to main roads. Our host was extremely communicative, and even helped return an item we forgot at the house promptly and without delay. Hope to visit again!
Guest favourite
Home in Sebastopol
4.88 out of 5 average rating, 102 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, 110 reviews

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

DianaRating, 5 stars1 week ago
Jenny's place was perfect for our girls trip! The large living space, pool and hot tub were a definite plus for our purpose. The beds were amazing and the house was fully stocked with all necessary items. Jenny was very responsive to any questions we had. We would definitely stay here again for a nice weekend getaway from the Bay Area.
Guest favourite
Home in Lakeport
4.95 out of 5 average rating, 179 reviews

Lakefront family retreat!

DrewRating, 5 stars2 months ago
The whole family had an amazing time. Kids cried when we left. We will be back!
Guest favourite
Home in Santa Rosa
4.88 out of 5 average rating, 229 reviews

Heated Pool / Hot Tub. Walk to Shops, Wine, Food.

DennisRating, 5 stars3 weeks ago
Absolutely loved our stay! The place was spotless, beautifully decorated, and exactly as described. Stewart was friendly and responsive, making everything super easy. Would definitely stay again!
Top Guest favourite
Home in Lafayette
4.97 out of 5 average rating, 355 reviews

Bay Area Refuge- Waterfall/Cave Spa, Amazing Views

PaulRating, 5 stars1 week ago
The Treehouse was a perfect getaway for a family of 8 adults and one child. Surroundings were beautiful. Nature was plentiful. The place had great amenities, kitchen well stocked, and the pool and hot tub one of a kind of !! We all had a great stay !!!
Top Guest favourite
Home in Glen Ellen
4.96 out of 5 average rating, 189 reviews

Vineyard Stay • Walk to Wineries • Press Favorite

RaizyRating, 5 stars1 week ago
Bill is an incredible host! He is so kind and responsive, always trying to make your stay 10/10. The house is absolutely beautiful, peaceful, spotlessly clean, and well-stocked. If you want a truly peaceful and relaxing place to stay, with a kind and attentive host, this is the place you should stay!

Condo rentals with a pool

Guest favourite
Condo in Napa
4.95 out of 5 average rating, 157 reviews

Silverado Resort Dual Suite golf course villa

ChanceRating, 5 stars3 weeks ago
We loved our time here. The condo is a great location at the start of Silverado Trail, an easy drive to many wineries. It is also a short drive to downtown Napa. We visited for a wedding and Matt was very helpful and accommodating with all our questions. We hope to stay here again next time we visit Napa!
Top Guest favourite
Condo in Napa
4.99 out of 5 average rating, 137 reviews

Charming Condo: King Bed, Pool Access, 2 Patios

AutumneRating, 5 stars1 week ago
We had a great stay here, only about 10-15 minutes from downtown Napa and could also just stay at the site, where you could walk to a restaurant and cafe. The condo was very clean, but had everything you needed Would definitely recommend if staying in Napa
Top Guest favourite
Condo in Napa
4.94 out of 5 average rating, 100 reviews

Wine Country Living at it's best at Silverado CC

RebeccaRating, 5 stars1 month ago
Daniel was extremely proactive, helpful and responsive. We had a great time at his place, and would definitely return! Highly recommend
Top Guest favourite
Condo in Napa
4.98 out of 5 average rating, 106 reviews

Casa Vina at Silverado Resort and Spa | Fireplace

JuliaRating, 5 stars1 week ago
I just had an amazing experience staying in Craig’s beautiful place (Unit 240). After a long ride over, I was happily greeted by a super clean, beautifully decorated place with high end towels and linens. Oh! and a nice array of sweets. I loved that the sun shined on both sides of the Unit and it has a little patio with chairs and table to sit and watch the world go by. Craig over communicated with me which I appreciated, even checking in with me during my stay to make sure everything was going well and to see if there was anything I needed. Silverado is a large property and this Unit is near everything. A 3-5 minute walk to: the Mansion where there’s a bar that has a mountainous view and overlooks one of the golf courses, The Grill restaurant where they serve all day, a Pro Shop, a little market with coffee, pastries, sandwiches, sundries and the swimming pool. Full service spa, gym tennis courts, bocce, pickleball are just across the street. I will definitely be back!
Guest favourite
Condo in Napa
4.94 out of 5 average rating, 123 reviews

Fairways Silverado Golf and Country

Maria LeahRating, 5 stars2 weeks ago
I’m so glad to have found this airbnb! It was in a quiet, beautiful neighborhood. The place was cozy, clean and had everything we needed for a comfortable stay. We did have issues with wifi connections and would get bad signal on/off, also had trouble with opening the door (several tries with the code and being able to push open the door), but other than that, everything was perfect! Highly recommend this place and Kristina was awesome! I definitely would book here again if the need arises!
Superhost
Condo in Napa
4.78 out of 5 average rating, 249 reviews

1 bed | 1 bath | Silverado Resort Experience

JennyRating, 5 stars4 days ago
My husband and I traveled to Napa to enjoy our honeymoon and Steffanie’s place was incredible! From the easy check in process throughout our whole stay, she was the best host. We really enjoyed the location and how peaceful it was. The whole unit was filled with everything we needed to make our trip enjoyable and smooth. We will definitely be back and would book through Steffanie again!
Top Guest favourite
Condo in Napa
4.98 out of 5 average rating, 181 reviews

Elegant Napa Escape

AlisonRating, 5 stars4 weeks ago
The absolute perfect choice for our stay in Napa! The condo was clean, quiet and so comfortable. Debbie went above and beyond with her suggestions, communication throughout and even stocked the fridge with many breakfast goodies for us - an unexpected surprise!
Guest favourite
Condo in Napa
4.84 out of 5 average rating, 113 reviews

Beautiful Premium Jr Suite, Silverado Resort & Spa

ChristineRating, 5 stars1 month ago
Very clean and exactly as described. No issues checking in. Becky reached out prior to check in with detailed instructions and directions!

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