
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 home in Glen Ellen was perfect! We were minutes from some great wineries and walking distance into town (restaurants, grocery store, bar, etc). The house is so inviting, we spent time reading, relaxing, and enjoying the backyard. We’ll definitely stay here again!

Modern mid-century-inspired, Deer Ranch
Adrian’s place nestled in the redwoods near bodega bay was well appointed and provided everything we needed for our vacation visit to the bay area after living away. Adrian and Scuba were responsive, proactive and even provided some great recommendations such as the old grove of trees nearby for accessible hiking for our young family. Overall the hosts and stay were great and we would absolutely stay here again or recommend to our friends and family.

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!

Serene Wine Country Retreat with Pool & Hot Tub
I almost don't want to tell you how good this place is, so we can rent it again sometime. :-) But it's that good. We visited over spring break with our daughters, eight and 11, and had one of the most amazing stays we've ever had at an Airbnb. The home, the land, the pool, and the local area are all 100% amazing. And the sunsets. You know how you sometimes stay at Airbnb's where you feel like the hosts did the bare minimum to qualify to list it? This is *not* that place. There is everything you need and more. Thank you so much SatKartar!

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.

Happy House Getaway - Pool, Hot Tub & Wine Country
We really enjoyed our stay at the Happy House! The pool was large and fantastic, perfect for relaxing. The kitchen was beautiful and very well stocked with everything we needed. The house was spotless, and the neighborhood felt quiet and safe. Both the garden and front yard were lovely, and the pool area was especially private thanks to the high fence. Brook was incredibly friendly, always checked in to make sure we were comfortable and enjoying our stay, and promptly answered all our questions. She was very helpful throughout our visit. Highly recommend!

4BD House with Pool, Close to Sonoma Plaza
We had a wonderful stay at Chantelle's home. The location is ideal--tucked away on a quiet street and only 5 minutes away from Sonoma Square. We absolutely plan to rent her home again--it's perfect!

Eco Luxury Private Sanctuary / The Farmhouse Oasis
Trinette’s place was everything we anticipated and more. Extremely clean, with tremendous attention to detail, we were comfortable and didn’t lack for anything. We used the pool and sauna each day and utilized the nearby path to walk each morning. A quiet oasis in the heart of a sleepy town which we used as our gateway to Napa Valley and the surrounding area. We see ourselves coming back to this home away from home many more times.
Weekly house rentals

Wine Country Creekside Retreat With Hot Tub
Mia was great and super responsive! The place is lovely. The deck in the back provides a great place to listen to the babbling creek and sip your wine. Kitchen has everything you could need. Location is central for all Sonoma vineyards. Would definitely come back!

Sebastopol Guest House
Beautiful space to re-center from a day sight seeing. The garden walk is beautiful and watching the hummingbirds from the spacious windows was a delight. The hosts are top notch! Thank you for a wonderful stay.

10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
Such a wonderful spot! Had everything we needed and it was so clean! Staying right among the vines was amazing. The beautiful gardens, fire pit and bocce were awesome, so much space on the property. Lastly, it was within 15 minutes of every tasting we went to, even closer to downtown Healdsburg. Such a special little place ☺️

[Egg Farm Ranch] Heated Pool-Water Slide-Hot Tub
We had a great stay at Adrian’s. The place was wonderfully located. Adrian was very responsive. We would definitely return!

Oakden Oasis:Secluded Charm in the Heart of Sonoma
Ryan’s place was truly an oasis! Every aspect of this home was tailored to make you feel comfortable and welcomed from the best stocked kitchen I’ve ever encountered at an Airbnb to the complimentary bottle of wine on arrival . The views from the deck were breathtaking. Hot tub and pool were spotless and luxurious. Every day there was new wildlife to see from a turkey on the deck to three deer bedding down just feet from the hot tub. This has hands down been the best Airbnb we have ever stayed at. We cancelled some tastings just to spend more time at this property.

Jack London Inspired Luxury Wine Country Estate
Our stay at this Sonoma retreat was peaceful and rejuvenating. From the moment we arrived, we felt completely at peace, surrounded by nature, quiet, and the gentle rhythm of wine country life. The house was warm, welcoming, and full of character, with thoughtful touches that made it feel like home (including family wine and honey for us to sample). We truly appreciated the comfort and care that went into every detail. Wendy was a gracious and responsive host, making everything seamless from start to finish. We left feeling refreshed and inspired.

Fireside Sips & Oak Dreams in Sonoma Valley
I cannot rave enough about Tara's charming, secluded, peaceful home. we felt right at home. Everything was considered. clean house, comfortable beds, great amenities, including a fantastically appointed coffee bar. even the TP was top shelf! :-). Her communication was also first class. For the area, her price is beyond reasonable. If we make it back this way again, we will absolutely stay again.

Sonoma Highlands Hideaway
We loved our stay in this cheerful, convenient and relaxing spot. The house was well stocked, close to shops and the main square and super lovely to-relax in: on the swinging porch, on the couch, in the adobe or in the hot tub.
Private house rentals

Casa Sol Private Country Home
Our stay was very comfortable and kitchen was very well labeled. Would highly recommend. Loved the country nice and quiet.

Luxury 1-Bed Nature Retreat: Pets, Yard, Kitchen
Beautiful property and unit was very well appointed. Ideal location close to Montgomery Village and Hwy 12, but feels like you are out in the countryside. Would definitely stay here again. One thing to note that's not readily apparent in the photos is there are two rental units on the property that face each other. This unit is still fairly private as the bedroom is on the other side of the unit.

Dog-Friendly Wine Country Cottage · 2 Queens ·
Melanie was very fast responsive to all my messages and needs, the place is great! Very charming and well decorated. I’d definitely go back there!

Lovely Creekside Wine Country Home in Glen Ellen!
Beautiful place in a nice quiet spot. It has everything you could need. Nik’s communication was amazing. Made for a fun and enjoyable stay.

Vineyard Farmhouse Escape
We had a great time here! It was in such a beautiful and quiet location which really helped us have such a relaxing time. Everything in the house was very clean, the beds were comfy, and our favorite feature was the goats! I would definitely stay here again. Thanks, Brenda!

Sunset View by BeautifulPlaces
The space was incredible. As you’re driving up to the home, it seems unassuming, but the instant you step out of the car and take in the surroundings, you realize you’ve arrived somewhere special. The moment we walked through the doors, the view of the back, with a clear site through what looks like the center of mountain with its rolling hills covered in trees and vineyards. You’re transported to a very magical and special place. The 3 days we stayed at Sunset View was not enough. I’d like to add that Lorna, who was my contact for any issues or concerns with the home was beyond excellent in her attention. The day before we left we asked if we could pay for a late checkout and she very kindly reached out to housekeeping and gave us a late checkout of 1:00 PM at no charge. I will DEFINITELY be staying here again! Thank you to everyone at Beautiful Places, you all were wonderful.

Stylish Sonoma Oasis + Hot Tub - Near Wineries
We had a truly wonderful stay at this beautiful and peaceful home. From the moment we arrived, we felt relaxed and welcomed. The setting is incredibly quiet and serene—perfect for unwinding. The home was filled with thoughtful touches that made it feel like a true retreat. The kitchen had everything we needed, and there was plenty of space for my family to gather or enjoy quiet solo time. The outcove seating area quickly became a favorite spot—so cozy and tranquil. We really appreciated all the small details, from the bathroom amenities to the standing steamer. The yoga mats were a great bonus and definitely got some use during our stay. Their guidebook was extremely helpful—be sure to refer to it for great local tips! We especially enjoyed Sonoma’s Best, Girl & The Fig, and Gundlach Bundschu Winery.

Spacious 3-Bedroom Home in Wine Country
Beautiful home in an absolutely gorgeous setting. Perfect for our girl’s getaway! Would definitely come stay again and recommend to others. A+++
Quick stats about house rentals in Kenwood
Total rentals
40 properties
Nightly prices starting at
ﺩ.ﺇ441 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
- Oracle Park
- Twin Peaks
- Jenner Beach
- Bolinas Beach
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- Muir Woods National Monument
- Clam Beach
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- Mission Dolores Park
- China Beach, San Francisco
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