
House vacation 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
We really enjoyed our stay, very private and quiet. Great location among the wineries of northern Sonoma County. Kitchen was great, and we enjoyed the fireplace every evening. Thank you!

Spectacular Stone Pool/Spa with Views; Near Plaza
Summers House is exceptional! And the views and gardens are amazing. Pat was very responsive, and her detailed instructions and local recommendations were very helpful. Don't be hesitant about the short drive up to the house. It is beautiful drive, and the location is worth it.

*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
Absolutely beautiful place to gather with old friends. The house is even bigger than it looks and everyone had plenty of space and privacy, with lots of communal spaces when we wanted to gather. The setting is gorgeous and it's easy to get into town or visit wineries. We would definitely come back!

Hot Tub/Pool ~ Walk To Wine, Shops & Restaurants
This home is a peaceful retreat that was perfect for a family with three children who love to swim. The house is adorable. A classic California ranch house that has been fully modernized with new everything. Comfortable, clean, fully stocked, and easy to find supplies like towels and pool toys made the stay easy and relaxing. The location is walkable to a large grocery store and a wonderful bookstore, in addition to a full shopping center. Yet you feel far from everything when napping under the enormous palm tree in the middle of the yard. The pool is beautiful and clean. The hot tub was the perfect temperature and clean. And the host, Stewart, was kind, thoughtful and 100% professional. We are definitely going back!

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
Our family had a wonderful stay here for the holidays! The house was perfect, so much space for the dogs outside too. We will be back!
Weekly house rentals

Family Friendly Charming 2 BD
This was our second time staying at Casa Sophia! It was clean, well-equipped, and very cozy. Would absolutely come back again.

Healdsburg 2br Cottage with Private Yard!
This was the perfect spot for our quiet weekend. I usually prefer not to use guesthouse Airbnbs but this one was totally private and felt like entirely its own space. Super clean, cozy, and comfortable. We’ll be back!

Vineyard Retreat | 3BR Home Near Sonoma & Napa
I cannot speak highly enough about our stay! We had the perfect weekend staying at this idyllic property. Julie was very easy to communicate with, and everything at the house was perfect. Five stars doesn't do it justice. We will absolutely be back!

Hilltop Haven 🌅 view & hot tub
We had a beautiful weekend at this peaceful retreat. The house was super well stocked, beds were comfy, and the location was amazing. Thank you for hosting us!

Charming Windsor Home
This is a nice detached cottage, with a complete kitchen, and bedroom. It was very conveniently located for us, with visits to breweries and wineries all near. Nicely decorated. This is a residential neighborhood, so there are dogs that bark at all hours. The ac is not built-in, not a mini-split, but instead a portable unit set up in the living room. It cools the living and kitchen just fine, but the cool air has to navigate into the bedroom, and that takes a while. The only real complaint is that if you are there during a rain event, the water drips onto something that makes a lot of noise in the bedroom, and makes it hard to sleep. No rain, no issue

The Ranchette- luxe 1 BR w/hot tub/ & prvt. patio
This was a gem of a find! Booked to celebrate an anniversary and explore more of the Russian River but honestly the place made it hard to leave every morning. The space was perfect for 2 with everything we needed. The bed was supremely comfy and the hot tub after a heavy day of hiking was the cherry on top. We had our privacy, but felt like Sean was quick to respond. We loved it so much we extended the trip by an extra day. The space was clean, elegant, quiet, private and cozy. Would stay here again in a heart beat!

Forever Sunday: Walk to Town | Redwoods | Firepit
Our stay at Forever Sunday was relaxing, cozy and comfortable! We enjoyed the spacious kitchen and living spaces. We had a party of 8 and we all felt so comfortable being all together cooking, hanging out and playing games. We really enjoyed the wood burning stove during our winter stay..it added an extra ambiance to us relaxing. House was clean, linens were soft, beds were comfortable and kitchen had all you need to make a great meal! Downtown was only half mile away which we could’ve walked but the rain made us drive.. We loved it and would definitely go back!!!

KH: Life is a Beach-DOG Friendly
This is a great spot - incredible view, well stocked kitchen, huge hot tub, and plenty of space for everyone. We enjoyed our stay and would absolutely come again.
Private house rentals

Celebrate~Bar~Kayaks~ Kids~Hot tub~Redwoods~
We had a great time at the Villa and would highly recommend it. The hosts gave lots of helpful advice and were available whenever I had a question. They were very generous hosts, proactively offering us early check-in and providing a home that was full of everything we needed, such as lots of towels and robes, blankets and pillows. The house is an easy walk to river access or downtown Guerneville, in a quiet wooded setting without traffic or neighbor noise. House amenities like the hot tub and grill were top quality. The river was too high for us to use them, but the house also came with a very impressive number of kayaks, canoes and paddles. It was great for a Misty spring retreat, but would be an amazing summer spot too!

Thornsberry House, A Luxe Wine Country Getaway
We had a wonderful stay with our friends at Erik and Andrea’s cottage in Sonoma. The house was spacious, well-equipped, and had plenty of amenities, making our trip even more enjoyable. The heated pool and hot tub were highlights, and we loved spending time there after a day of wine tasting. The welcome wine was excellent and a thoughtful touch. Erik was very responsive when we had an issue with the charcoal grill, which we appreciated. The home is beautiful and centrally located, making it the perfect place for wine tasting in Napa or Sonoma. It was an ideal getaway, and we would stay here again.

3000 SF. OF POSH RETREAT IN WINE COUNTRY NEAR NAPA
Beautiful house, good value, quiet area.

Devita Bungalow - Comfort, Character, and Location
Wonderful place. Would definitely stay again. Great neighborhood. Very easy to get downtown Napa.

Large Charming Home Surrounded by a Vineyard
So responsive very helpful we really enjoyed the property and would book again the hot tub was fantastic

Riverside Lodge House in Guerneville
Beautiful Place, Quiet & Peaceful. The Kitchen was stocked with plenty of dishes, utensils & glassware. Our group of 10 felt right at home. Thank You!

Wine Country Fairgrounds AC BBQ Downtown Stocked!
Great property for our annual Russian River Younger trip.

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!
Quick stats about house rentals in Kenwood
Total rentals
40 properties
Nightly prices starting at
ﺩ.ﺇ477 before taxes and fees
Total number of reviews
3K 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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- Golden Gate Park
- Washington Square
- Clam Beach
- Sonoma Coast State Park
- Joaquin Miller Park
- Children’S Fairyland
- Muir Woods National Monument
- Oracle Park
- Chandon
- Dominus Estate
- Golden Gate Bridge
- Glen Canyon Park
- Point Reyes National Seashore
- Mission Dolores Park
- Six Flags Discovery Kingdom
- Painted Ladies
- Caymus Vineyards
- San Francisco Zoo
- Pier 39
- Gleason Beach
- Duboce Park
- Santa Maria Beach
- California Academy of Sciences
- Schoolhouse Beach