
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

Modern mid-century-inspired, Deer Ranch
Amazing retreat in the Redwoods - the property is quiet, has beautiful views of the redwoods with both outdoor sun and shade spots, and has a cool interior. Pool was perfect for cooling off on a hot day. I would stay again! We stayed in May, and while the yard was mowed, it had a type of grass that was very prickly so not barefoot or dog friendly - so we weren’t fully able to enjoy the expansive yard space.

Casa de la Luna Sonoma
We cannot say enough about this place. The perfect wine-tasting weekend! Exceeded expectations all around. We will stay here again!

PrivateWarm&Cozy+Spa+Pool+FirePit+Wifi!
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!

Giusti Ranch, by Vinifera Homes
We couldn’t have asked for a better stay in Forestville. Kurt and Heather were wonderful and took care of everything, from local recommendations (including a photographer to take some family photos) to answering any questions we had during our stay. The house is lovely and the setting is absolutely breathtaking. And you are only 20 minutes from some of the best stops in Sonoma County including Healdsburg, Sebastopol, Santa Rosa, and more! We would come back in a heartbeat and cannot recommend it highly enough!

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.

Heated Pool / Hot Tub. Walk to Shops, Wine, Food.
Absolutely loved our stay! The place was spotless, beautifully decorated, and exactly as described. Stewart was friendly and responsive, making everything super easy. Would definitely stay again!

Pacific Gardens Retreat
Matthew’s home exceeded expectations and was incredibly cozy, private, spacious, clean, and spa-like. It was luxurious! It was very pet-friendly, I brought my Labrador with me and he loved lounging on the deck. The weather subsided (though I love the rain) all day Friday to allow for an entire day outdoors! The hot tub was clean and instructions were easy to follow. I loved that Matthew included local recommended spots to check out— I went to Russian River Brewing and Pacific Markets— both great spots with ample walking areas. The home decor is unique and has such character and charm without feeling like you’re stepping into “Magnolia Farms”— so far from it! There are beautiful works of art, antiques, classic and contemporary books; it’s lovely. Matthew is a responsive and kind, generous host. I found my stay tranquil and will be staying again as well as recommending to others! Matthew, thank you for providing a wonderful space for others to enjoy! All my best! Kaitlin & Buddy.

4BD House with Pool, Close to Sonoma Plaza
Great find in Sonoma! Well located with easy walks but in a peaceful neighborhood. Plenty of space for our four women on a girls’ trip!
Weekly house rentals

VINEYARD VIEW - Beautiful 3 bed/2 bath, Santa Rosa
This is the best condition we’ve experienced in an Airbnb property. Like new, comfortable, clean and nicely decorated No clutter. Very quiet surroundings with vineyard views. We were four adults for five days and found it perfect for our stay. Terrific access to Healdsburg, Russian River and Dry Creek Valleys. We’d go back anytime we can.

4bd Family-Friendly*Play Area*Hot Tub*
House was perfect and we had a great time. Communication was great and very timely. Having an electric car charger was a bonus :)

The Beach House
This home has the most beautiful views and the house is wonderful as well. The furnishings were cozy, clean and comfortable. We had a fantastic stay and wished we could stay longer. Would definitely stay again if we are ever back in the area.

Vineyard Retreat | 3BR Home Near Sonoma & Napa
This cottage in the vineyard was a little gem that provided the most beautiful backyard space for hosting our friends and family who were visiting Sonoma to attend my daughter's wedding. The raised bed gardens and vineyards that literally surrounded us were so welcoming and comforting and drew us outside for most of our stay. The house itself gave all the comforts of home and conveniences you would expect, was clean, and, close to the town, which we walked to several times. The cottage gave us the experience we wanted when visiting Sonoma and we felt the charm, character and history as well as gracious and friendly people wherever we visited. The Casita was an added bonus space with privacy and was a perfect space for my daughter, and now, husband to stay. Thank you for making our time there a memorable one and for the experience that made us feel we were literally in another country.

Craftsman 2 blocks from Russian River Brewery!
We loved staying at Bobby's place in Santa Rosa! The description and photos were accurate, and everything went smoothly while staying there.

The Burndale Barn Wine Country Vacation Home
Overall, very nice! My only real issue was the inflexability on the check out end of things. We had to leave a day earlier than planned, through no fault of our own. I tried for a late check out a day earlier (only 3 hours), to save some money of course. The response was, well you are booked until the 20th, so you can stay as long as you want on the 19th. I just felt that there could have been a little compromise, as people sometimes have to change plans due to circumstances beyond their control. Maybe a charge for staying later could have been offered, but I ended up paying for the entire last night without actually staying there. I have had similar situations over the years with other hosts, and they have been more than happy to compromise.

The Explorer’s Wine Country Getaway
We enjoyed our stay very much. This sweet cozy apartment had everything my husband and I needed while visiting our family in the Santa Rosa area. The kitchen had all the essentials and the bed was super comfy! We hope to be back soon. ~Denise

Sonoma Valley, Glen Ellen Retreat - Wolf Glen
Highly recommend staying here! Great location, beautiful house & town!! Would love to stay here again when we return to Napa/Sonoma valley!!
Private house rentals

Sonoma Valley Retreat: Guest House + Cottage
Linda’s place was ideal for two couples to tour wine country with two separate cottages. The cottages were very nice, stocked with breakfast foods, and very well located. The grounds are gorgeous with a beautiful gardens and lemon and organs trees right outside of each cottage. Linda was very communicative, gave us great recommendations, and a lovely tour of her gardens upon our arrival. We will be back for our next trip.

Dog-Friendly Wine Country Cottage · 2 Queens ·
This location was perfect! We were here to visit Sonoma and Napa wineries, but our most enjoyable moments were in and around the lovely Glen Ellen area. The Mill restaurant, recommended by our host, exceeded expectations. Service, food, and beauty made it outstanding. A must visit is the fun Jack London Saloon patio for live music and the best burger I have ever eaten! One of our last stops was at Wine Snob for a tasting, and it did not disappoint. We learned more in that visit than in all of the other visits to actual wineries combined! Our cottage was exceptionally comfortable, clean, and had everything we needed for a two night stay. (Plenty of towels, pillows, etc.) Our host, Melanie, was very responsive to any questions. We did not have a pet with us, but it would have been perfect if traveling with one.

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!

Luxurious Kenwood Retreat with Pool
We underestimated the hills in this location, but stunning views. House is exactly as described. We enjoyed our stay to celebrate my birthday. Opened the pool up for a nice dip, saw some wildlife just about everyday near property.

[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!

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.

Artist inspired retreat in the best part of Sonoma
What a gem! We absolutely loved our stay. The house is gorgeous with so many thoughtful details and amenities. The outdoor space is beautiful and a perfect place to relax. Matthew was a great host and we would love to stay here again! I can’t recommend it enough as a base to explore Napa and Sonoma. Such a special spot!
Quick stats about house rentals in Kenwood
Total rentals
40 properties
Nightly prices starting at
$186 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
- Oracle Park
- Twin Peaks
- Jenner Beach
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- Muir Woods National Monument
- Rodeo Beach
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- Mission Dolores Park
- China Beach, San Francisco
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