
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.

Sonoma Moon House
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+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!

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!

Sonoma 14Acres, 2BR 2BA, Pool HotTub, Plaza 3 mi.
We celebrated our honeymoon in Sonoma and couldn’t have picked a better place to stay. The home was spotless, beautifully designed, and had all the thoughtful touches that made it feel special—fresh flowers, local wine, and cozy spots to relax after wine tasting all day. The setting was peaceful and private, yet close to everything we wanted to explore. Our host was incredibly welcoming and responsive, which made our stay completely stress-free. This place truly made our honeymoon unforgettable—we can’t wait to come back!

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!

The Deer Retreat – Privacy and Comfort
We were in town for a family wedding. Dave's house was just beautiful! Very private with beautiful grounds! We were fortunate enough to have great weather and were able to take advantage of the pool, which was lovely. The bathrooms were all beautifully redone. The beds were HEAVENLY! We were unable to take advantage of the many recommendations because we had family obligations, but they were plentiful! The location of the house is just perfect... less than 2 miles into the center of Sebastopol and less than 30 mins to some great excursions! Would absolutely stay here again!
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.

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

Wine Country Nest • Hot Tub Retreat • Sonoma
Thanks Heather for another great family vacation. We really enjoy your home and look forward to coming back

Ocean Front Paradise w Hot Tub&Fire Pit
Private, peaceful, unique, beautiful layout, easy to find, communicative owner. Even better than what we’d imagined. Thankful for the opportunity!
Private house rentals

4BR Mid-Century Home | Pool & Views | Santa Rosa
Beautiful property inside and out, looks exactly like the pictures! The hosts are very responsive and will answer your messages within a few minutes. Pool and kitchen are AMAZING! Majority of our time was spent in/around the pool and cooking in the kitchen. The pool is very clean and well kept and it was warm throughout our entire stay. As someone who travels with cooking equipment whenever I know I’ll be cooking, I can also confirm that their kitchen is fully stocked with everything you need to prepare meals (good quality too)! Note that there are no curtains in any room in the house. During the day, the views and natural light are beautiful! But in full transparency, it was pitch black at night and crept us out a little because we’re from the city, so we ended up buying thumbtacks and putting towels over the windows. To be clear, this was our personal experience, but it shouldn’t deter you from checking this place out. We had a great stay and would absolutely book again!

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!

[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!

Vineyard Lane Pool , Hot Tub -Inspired in Sonoma
Kharis’s place was absolutely beautiful!! The gardens were incredible and there was always another thing to discover, even fresh herbs in the garden! The Wi-Fi was spotty but Kharis was very quick to respond to any question or issue! I would absolutely stay there again!!!

Jack London Inspired Luxury Wine Country Estate
What a special place! It was a perfect retreat to celebrate my husband's birthday, appreciate the setting and relax completely. It has beautiful antique furniture, art and comfortable beds. I recommend walking up to the vineyard lookout, and spotting a few sculptures along the way. Don't forget to use the steam shower in the master bath. Thank you Wendy and Sonoma Valley for your hospitality. We will be back.

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.
Quick stats about house rentals in Kenwood
Total rentals
40 properties
Nightly prices starting at
$186Â 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
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- China Beach, San Francisco
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- Chandon