
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.
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Popular amenities for Kenwood rentals with a pool
House rentals with a pool

Pet Friendly with Hot Tub. Pool Heat Avail!
We spent a long weekend in this charming, spacious, and peaceful place in Sonoma County. The house is fully stocked with everything you need, and the outdoor garden and pool space were absolutely gorgeous! Fruit trees and beautiful flowers surround the backyard. Windsor was just a 15-minute bike ride/5 min drive, and Healdsburg was only a 10-minute drive. The bedrooms were very spacious, and the primary bedroom had the most beautiful sunset views overlooking the vineyard. We loved it and would book this home again!

Sonoma Country Club Wine Country w/ pool
Beautiful place! Kids and adults alike really enjoyed the outdoor space - pool, bocce, garden. House was super clean and had plenty of space for our group. Management is very responsive to messages. We’d love to come back again!

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!

[Egg Farm Ranch] Heated Pool-Water Slide-Hot Tub
This is one of the most kids friendly Airbnb we have ever stayed. And it’s is BEAUTIFUL and FUNCTIONAL. The home inside layout is open with lot of safety features and the home is stocked with everything you need if you young kids and even babies. And the backyard is just a wonder land for kids with heated swimming pool and a jungle gym. Both adults and our kids had a blast in the house and Adrian has been very patient and friendly. It’s also close to a lot of wineries and shops. The front of the house is a dead end street with no traffic and kids use that biking and walking around. What a gem and we would love to come back again! Highly highly recommend!

Happy House Getaway - Pool, Hot Tub & Wine Country
Brook went above and beyond to make our stay memorable and most enjoyable! From offering the early checkin to allowing us to checkout a bit later, a long with all the helpful hints on restaurants, grocery stores and providing all around comfort, we truly enjoyed our stay. From the teas to the paper plates, to the inflatable ducky in the pool, we could not have asked for more. Brook also provided a plastic chair for the shower as we were traveling with an elderly person-I thought that was very kind and thoughtful. Looking forward to returning one day. Thank you, Brook, for making our stay amazing!

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.

Pool, hot tub, fire pit, outdoor ktchn, sleeps 10!
Gaetan was a very great host and his house had everything we needed! There was a pack and play, baby bath towel and burp rag, toys for kids and lots of pool toys and floaties! We appreciated it very much as we have kiddos!

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!*
Apartment 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
Us and another couple decided to take a few days off and head out to Napa for a midweek getaway. It was our 23rd year anniversary and both of our friend’s birthdays and 34th year anniversary! Matt’s rental was awesome. He was very responsive and within a couple hrs we rented the house. This beautiful condo is located in a gated community within 15-20 min walking distance to Silverado Resort. Checking in was easy and straight up. One of the rooms has a beautiful local view of the hills and houses around. Matt’s vacation rental is clean and neighbors are very quiet. The kitchen is loaded with all the necessary bowls, pans, utensils etc. Bathrooms were clean and plenty towels were provided. If you plan to have a nice stay in Napa i’ld definitely give them a try! 5 stars all around

Spacious 2 BDRM Condo in Sonoma Wine County
Loved the rental! The area and location is perfect for surrounding wineries and restaurants. Great views and feels just like home away from home!

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.

2B/2B - Mansion Cottages Silverado
There aren’t enough words to describe how incredible our stay was! From start to finish, everything exceeded our expectations. The space was perfect, but what truly made this experience unforgettable was the host’s outstanding hospitality—impressively responsive, helpful, and genuinely invested in making our stay amazing. Every detail was thoughtful, and we felt so welcomed. If you’re considering booking, don’t hesitate!
Home rentals with a private pool

Riverside Lodge House in Guerneville
Fantastic! Hot tub, pool, river access - what more do you need? The house was well equipped for bigger groups. Kitchen was decent for cooking group meals. Great grill too. River access is a 1 min walk across the road. We saw turtles and a mink on the river

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.

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.

Family Home - Heated Pool, Hot Tub, bikes, + more!
This home was perfect for our girls trip to Sonoma, we had plenty of space and it was so peaceful! Lawrence was extremely communicative and helpful in providing so many recommendations prior to and during our trip. We would stay here again!
Quick stats about holiday rentals with a pool in Kenwood
Total rentals
30 properties
Nightly prices starting at
£97 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
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- Lake Berryessa
- Golden Gate Park
- Twin Peaks
- Jenner Beach
- Oracle Park
- Washington Square
- Brazil Beach
- Bolinas Beach
- Rodeo Beach
- Clam Beach
- Sonoma Coast State Park
- China Beach, San Francisco
- Black Sands Beach
- Drakes Beach
- Joaquin Miller Park
- Children’S Fairyland
- Limantour Beach
- Muir Woods National Monument
- Mission Dolores Park
- Golden Gate Bridge
- Point Reyes National Seashore
- Six Flags Discovery Kingdom
- Glen Canyon Park
- Dominus Estate