
Holiday rentals with a pool in Wine Country
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Top-rated rentals with a pool in Wine Country
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Popular amenities for Wine Country rentals with a pool
House rentals with a pool

Clear Lake A-Frame | Lake Views, Deck, HOA Pool
What a fun trip! We so enjoyed this home in Clear Lake! We spent long days reading books, catching up, playing games, going to the pool, admiring the view and spending the evenings bbq'ing on the deck followed by admiring the crazy amount of stars above. Having grown up going to Clear Lake as a child I know what to expect of the area and I was impressed with Alex's home. Alex's home was as described, just the right amount of charm with modern updates that serve well (including the nicest towels and most comfortable bed i've had an AirBnB)! Before we left, we were already talking about coming back! Pro tip, with the big beautiful windows, close the blinds before going to bed. The front gets hot by the time you wake up! We thought leaving the doors open would cool down the house but learned the hard way!

Casa Del Mar, Spectacular Ocean Views!
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!

Vineyard House Pool Hot Tub by Inspired in Sonoma
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!

The Bluffs at Sea Ranch - Expansive Ocean Views
We enjoyed our time at The Bluffs last week. It's a wonderful, cozy and comfortable place to spend time unwinding. Great ocean views. We liked the convenience of taking the walking trail in front of the house which leads out to the bluff trail. The kitchen has everything you might need for cooking meals: pots, pans, utensils, coffee machine, microwave, toaster, etc. Quiet and peaceful area with deer and other wildlife. We recommend picking up a map of Sea Ranch area at the association office if you want to explore the beaches and trails more. John was very prompt with any questions we had about the house. We look forward to returning again. - Liz

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

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

Vineyard Stay • Walk to Wineries • Press Favorite
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!

The Deer Retreat – Privacy and Comfort
We were in town for a family wedding. Dave's house was just beautiful! Very private with beautiful grounds! We were fortunate enough to have great weather and were able to take advantage of the pool, which was lovely. The bathrooms were all beautifully redone. The beds were HEAVENLY! We were unable to take advantage of the many recommendations because we had family obligations, but they were plentiful! The location of the house is just perfect... less than 2 miles into the center of Sebastopol and less than 30 mins to some great excursions! Would absolutely stay here again!
Apartment rentals with a pool

Silverado Resort Dual Suite golf course villa
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!

Charming Condo: King Bed, Pool Access, 2 Patios
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

Wine Country Living at it's best at Silverado CC
Daniel was extremely proactive, helpful and responsive. We had a great time at his place, and would definitely return! Highly recommend

Chic 1 BR Condo Par Excellence at Silverado Resort
Erin’s condo was very nice and very clean. It was very well stocked with everything that we needed. The bed was comfortable and the pictures were very accurate. We felt right at home. We enjoyed the fact that we were on the upper level and didn’t have anyone above us but we did hear some early morning golfers on the path outside the bedroom. Not really a deal breaker for us. The resort is in very close proximity to many great wineries and restaurants. We would definitely recommend this condo as well as stay here again in the future.

Casa Vina at Silverado Resort and Spa | Fireplace
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!

Fairways Silverado Golf and Country
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!

Elegant Napa Escape
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!

Beautiful Premium Jr Suite, Silverado Resort & Spa
Very clean and exactly as described. No issues checking in. Becky reached out prior to check in with detailed instructions and directions!
Home rentals with a private pool

Riverside Lodge House in Guerneville
Fantastic stay for me and my extended family. Beautiful location, well equipped and clean house, friendly host. Pool was even better than pictures, and nearby quiet cove for swimming in the Russian River.

Bay Area Refuge- Waterfall/Cave Spa, Amazing Views
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 !!!

Eclectic Hideaway with Backyard Pool & Hot Tub
Our group of six friends had such a blast staying at Dave and Donna’s place. It was centrally located, clean, and had plenty of space for the group to spread out. He provided great food and wine recs in the area and was very responsive via messaging. We’d definitely stay at this home again if ever visiting the Sonoma area!

Lovely and Spacious Ranch-Style Home With a Poolside Oasis
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.
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- Jenner Beach
- Clam Beach
- Manchester State Park
- Schoolhouse Beach
- Doran Beach
- Bowling Ball Beach
- Safari West
- Cooks Beach
- Sonoma Coast State Park
- Mayacama Golf Club
- Pebble Beach
- Gleason Beach
- North Salmon Creek Beach
- Portuguese Beach
- Johnson's Beach
- Shell Beach
- Black Point Beach
- Schooner Gulch State Beach
- Sea Ranch Golf Links
- Chateau St. Jean
- Trione-Annadel State Park
- Robert Louis Stevenson State Park
- Miwok Beach
- North Salmon Creek Beach
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