
House holiday rentals in Kenwood
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Top-rated house rentals in Kenwood
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Popular amenities for Kenwood house rentals
House rentals with a pool

Luxury home, hot tub/spa pool, walk to restaurants
Linda’s place was great. It was clean and comfortable and the location was great. A quick walk into the adorable town of Glen Ellen. The backyard is gorgeous and the spa pool was a fun perk to enjoy.

Vineyard Vista, Modern Farmhouse Cottage with Pool
A wonderful, well appointed home in close proximity to Healdsburg Plaza. We enjoyed the beautiful pool, fully stocked gourmet kitchen and felt very comfortable and right at home. Highly recommend.

*Heated* Swimming Pool Retreat Near Sonoma Square
The house was exactly as described and comfy. Plenty of room for 8, and in a quiet neighborhood. We didn’t use the pool but it looked so inviting for summertime! Great place to stay with a group. Thanks!

Luxury home (+ pool house) with views, pool & spa
Thanks for having us! Loved your outside especially.

Heated Pool / Hot Tub. Walk to Shops, Wine, Food.
Stewart's place way very comfortable. It accommodated our group well, and had everything we needed. Relaxing to lounge in the back, enjoy the pool and hot tub. Easy to find, and in a good location. Stewart also reached out with instructions and welcoming reassure if we needed anything.

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.

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!*

4/3 Vineyard Home With Pool & Views (Sleeps 8)
Wonderful home! Spacious with lots of outside gathering areas. Check in instructions were detailed and helpful. Near many wineries and restaurants. Would stay again!
Weekly house rentals

Family Friendly Charming 2 BD
Photos did not do this place justice. The deck was such a nice surprise with so many small moments & touches tucked away to discover. As for the place itself, pitch perfect for a family and absolutely the most fully stocked kitchen I've ever encountered in an airbnb rental. I had absolutely zero reason to interact with the host because their directions were so clear, helpful, and concise! After experiencing a string of extremely disappointing rentals, this location was a perfect reminder of airbnb at it's best. Will definitely put this on the short list for return visits!

Healdsburg 2br Cottage with Private Yard!
Enjoyed a relaxing weekend in a quiet, residential neighborhood. The private yard with flowers and flowering bushes was especially delightful. We arrived to find a bottle of wine waiting for us which set the tone for our weekend of wine tasting.

Hilltop Haven 🌅 view & hot tub
Cute cottage, perfect for our family of four. We loved the back verandah and hot tub. The kitchen, laundry and bathroom had all we needed. Thank you Hilltop Haven for being our home away from home.

Entire 3 bed 2 bath house, super clean and bright
We enjoyed our stay and were only here two nights for a quick turnaround trip. The place was spacious, and I liked the layout. I would definitely stay again.

Charming Windsor Home
We had a wonderful stay at Gaetan and Cole’s beautifully renovated home! The space was thoughtfully updated, with plenty of closet space and everything we needed to feel comfortable. Gaetan and Cole were incredibly responsive and accommodating throughout our visit, making the whole experience even better. They also provided a great list of local activities, which helped us make the most of our time in the area. We’re so grateful for their hospitality and would absolutely recommend their home to anyone looking for a great stay!

The Ranchette- luxe 1 BR w/hot tub/ & prvt. patio
I was honestly shocked at how nice this place was. It’s so peaceful and quiet, the back space with the hot tub is private with lots of sunshine, and the house was stocked with everything we could need. It’s not too long of a walk to town. Sean was very friendly and made sure we were taken care of. Highly recommend for a weekend couples getaway.

Forever Sunday: Walk to Town | Redwoods | Firepit
We loved staying at Noel’s place! The location was perfect and the house was dope! The split levels were good for our two groups. We would definitely stay there again for our next Guerneville vacation!!

KH: Life is a Beach-DOG Friendly
This is a nice beach home, with beautiful views from most of the rooms in the house. The kitchen is well stocked, the beds are comfortable and there is plenty of room. The living room was rearranged since our earlier visits, which makes it more comfortable to relax in, and enjoy the view from that room.
Private house rentals

Green Valley, Sonoma County at a Working Winery.
This is a nice home, a bit tucked away from much else. It is right on a walking trail, which was nice—turn left when you hit the trail, and it goes farther. The Ektimo winery tasting room on the property was a great place to start our wine tasting. The gentleman there was extremely knowledgeable, and the wines were all okay. It is a little bit of a drive to get to any restaurants or stores. The home was homey and comfortable and the table is absolutely stunning. I wouldn't say it is fancy or extremely well appointed but for the price it couldn't be beat. The goats, alpaca, and ducks on the pond were fun to watch and added a nice country feel to the place. The hosts were very proactive with instructions. It was super easy to check in. When getting ready to leave, we didn't have a 2 page list of things we had to do, which was nice since we had to leave early for a flight. I would stay there again!

Celebrate~Bar~Kayaks~ Kids~Hot tub~Redwoods~
We loved this whimsical home and were very comfortable. The children were thrilled with the supply of toys and games to keep them busy too. Lots of different outside seating spots to enjoy the great weather and fresh air. We really appreciated the easy walk to the private riverside beach! Would definitely stay here again. Caitlin was a great host.

Thornsberry House, A Luxe Wine Country Getaway
Our stay in Sonoma at the Thornsbury house was a dream. The hosts thought of everything and we were able to enjoy the gorgeous (and heated!) pool, the cool crisp morning walks for coffee, and the amazing wine all around! The living and sleeping spaces were beyond relaxing and private. Kitchen well stocked for cooking and gorgeous tables for big dinners with wine. We hope to be back many more times!

Celia's Garden - Lovely Home, Wonderful Location!
This is the second time my husband and I stayed at Celia's Garden. We love the location which is close to Graton (walkable) and the home itself is well stocked with towels for the hot tub as well as is bright and sunny and clean. Perfect place.

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

Wine Country Fairgrounds AC BBQ Downtown Stocked!
Would really recommend this place to anyone and would definitely rebook this home if it is available the next time my co workers and I are staying for a work trip. Host was really responsive and was able to accommodate accordingly to our needs really good response times.

Wine Country Escape with 4 King beds & hot tub!
Really enjoyed our stay here while visiting wineries in Sonoma and Napa! The place felt like home and was very well appointed with everything we needed. We brought our 1 year old son along and they had many baby items we were able to use and it was easy to keep the main living area pretty baby safe for a kiddo on the move. Location was great, quiet neighborhood but still close to many wineries and downtown Sonoma. Just be aware of strict noise policy at nighttime so don’t plan to use the hot tub/fire pit super late at night. Overall was a great stay and would stay again if we come back!

Country Escape: Pool, Hot Tub, Garden & Bocce
Amazing stay! Clean house in a peaceful neighborhood. Host communication was great- she checked in with us occasionally to make sure we were comfortable. Would recommend to anyone coming to the area.
Quick stats about house rentals in Kenwood
Total rentals
40 properties
Nightly prices starting at
$184 AUD before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
40 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
30 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