
Holiday rentals with a pool in Kenwood
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kenwood
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Kenwood rentals with a pool
House rentals with a pool

Vineyard Vista, Modern Farmhouse Cottage with Pool
This place was absolute perfection. The house is adorable, well decorated, comfortable, fabulous kitchen and comfortable beds. Plus coffee was there for us and a generous amount of cooking basics. We had 2 kids with us who loved roaming around the yard and the private location meant they could be as loud as they wanted while playing in the pool. The lounge chairs on the deck were perfect spot for morning coffee, afternoon cocktails and nighttime tea before bed. There were a few cuddly blankets that were great for the chilly mornings. The neighboring cows were talkative and there were a few roosters nearby and some coyotes at night - it felt like we were really in the country but also so close to charming Healdsburg. We are already planning our return trip!

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!

PrivateWarm&Cozy+Spa+Pool+FirePit+Wi-Fi!
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!

*Heated* Swimming Pool Retreat Near Sonoma Square
We had a great stay at this spacious and well-equipped home in Sonoma! The house had everything we needed, and the outdoor space was a definite highlight—clean, warm pool and a beautiful area to relax in. Check-in was super easy, and the door code worked without any issues. The location was perfect for our trip—we used a local driving service to take us to wineries in Napa, which worked out really well. A few small things to note: the beds weren’t the most comfortable, and one of the twin beds was pretty squeaky. We also would’ve appreciated more towels since there were four of us. The en-suite shower could use some attention—it’s older and came across a bit dingy. Overall, it was a solid stay and we’d definitely consider coming back!

Luxury home (+ pool house) with views, pool & spa
Andrew’s house is spectacular. We had such a great time and there was so much space for everyone. The kids loved the pool and we watched the Warriors games in the pool house. The property landscaping was beautiful also. Andrew was a great communicator. I would highly recommend his place for a great getaway.

MCM Waterfront Pool/Hot Tub between SF and Napa
Fabulous trip! We were greeted warmly by Jana and settled easily into the spaces of this large character home on a quiet cul de sac. It worked perfectly for our group of four. We loved the peaceful feeling of being on the water and the nearby pathways along the bay; it's lovely to sit outside to read and sip something. We didn't use the kitchen much, but it is very well-equipped. We got in some great hikes and meals at Mt. Tam, San Rafael, San Anselmo, Fairfax and Pt. Reyes as well as a SFMOMA day in the city. A wonderful location! Don't hesitate.

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views
I loved this place. It was beautifully decorated and had amazing views. The pool was an added benefit on hot days! It’s somewhat small for a group because it only has one bedroom but still worth the experience.

Large Charming Home Surrounded by a Vineyard
Our stay worked great for the 3 days of golfing. We were able to use the hot tub in the evening and the place had all the amenities we needed. Kitchen was well equipped and clean when we arrived. The house had lots of space to kick out and relax. It is defiantly a feel at home place and things are well kept. Nicole was always quick to respond to any question we had. Great host!
Condo 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!

Silverado! Luxe 1BR King Suite This View! Balcony
Just a quick visit to Silverado. Had a great time. Would definitely stay here again.

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

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!

Coastal Retreat: King Bed, Balcony, Kitchen
Loved our stay. Perfect location in Napa and beautifully furnished condo. Would definitely stay again.

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!

Luxe 1BR Condo Par Excellence at Silverado Resort
Great place. Excellent location — super close to the grounds for BOTTLEROCK festival
Quick stats about holiday rentals with a pool in Kenwood
Total rentals
30 properties
Nightly prices starting at
$201 AUD before taxes and fees
Total number of reviews
870 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Wine Country Holiday rentals
- Oakland Holiday rentals
- Sacramento Holiday rentals
- San Francisco Peninsula Holiday rentals
- Central California Holiday rentals
- San Francisco Holiday rentals
- San Francisco Bay Area Holiday rentals
- Gold Country Holiday rentals
- Northern California Holiday rentals
- Family-friendly rentals Kenwood
- Rentals with a washing machine and dryer Kenwood
- Rentals with a hot tub Kenwood
- Rentals with outdoor seating Kenwood
- Rentals with a fireplace Kenwood
- Rentals with a fire pit Kenwood
- Rentals with a patio Kenwood
- Villa rentals Kenwood
- House rentals Kenwood
- Rentals with pools Sonoma County
- Rentals with pools California
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Lake Berryessa
- Golden Gate Park
- Oracle Park
- Twin Peaks
- Jenner Beach
- Bolinas Beach
- Muir Woods National Monument
- Rodeo Beach
- Clam Beach
- Mission Dolores Park
- China Beach, San Francisco
- Black Sands Beach
- Joaquin Miller Park
- Golden Gate Bridge
- Children’S Fairyland
- Drakes Beach
- Limantour Beach
- Pier 39
- Six Flags Discovery Kingdom
- San Francisco Zoo
- Painted Ladies
- Point Reyes National Seashore
- Schoolhouse Beach
- Chandon