Kenwood Vacation Rentals

Compare 9 vacation rentals.
USA > California > Kenwood

Make Kenwood your next getaway

Reserve a Kenwood, California vacation rental to enjoy soothing outdoor activities, world-class wine, and entertainment in an elegant, relaxing destination. Known for its picturesque vineyards and wineries, this community places travelers in the heart of Sonoma Valley. Our houses to rent in Kenwood are perfect for folks looking to experience California's wine country in its entirety, whether you're here for a couples retreat, with friends, or need houses to rent for a group getaway. 

Explore Kenwood house rentals, cottages, estate rentals, and more


House rentals

View 4 House rentals


View 2 Cottages

Estate rentals

View 2 Estate rentals

Popular amenities for Kenwood vacation rentals

Dog-friendly Hot tub Internet
Sonoma Pool Retreat
3 Bedroom | 4 Bath | Sleeps 8

Sonoma Pool Retreat - Kenwood, CA

$896 avg / night
Casa de Azel
2 Bedroom | 2 Bath | Sleeps 4

Casa de Azel - Kenwood, CA

$321 avg / night
Wine Country Farmhouse
4 Bedroom | 2.5 Bath | Sleeps 8

Wine Country Farmhouse - Kenwood, CA

$695 avg / night
Tuscany in Sonoma
3 Bedroom | 3.5 Bath | Sleeps 6

Tuscany in Sonoma - Kenwood, CA

$1,260 avg / night
Kenwood Retreat
3 Bedroom | 2 Bath | Sleeps 8

Kenwood Retreat - Kenwood, CA

$386 avg / night

View 4 more homes

Recent Kenwood guest reviews

We had a fantastic visit for my 50th birthday couples trip. 4 couples all had our own space and bath. All details were well thought out & perfect at this house. We loved the outdoor space & game room after a day at the wineries. Also, enjoyed the piano & hot tub mornings! Thanks for all the extra details!
Julianne O. | May 2024
This was a real nice home in a rural setting. We saw deer and fawns and geese with gosslings. We also enjoyed the cornhole.
Loretta S. | May 2024
Great location, close to several wineries. House was super clean with a great backyard.
Mark I. | May 2024
Kenwood vacation rental FAQ

Yes, 9 of our Kenwood homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 35 of our Kenwood vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >

Some of the most popular amenities in our Kenwood vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Kenwood team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Kenwood, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Is Kenwood in Napa or Sonoma? 

Kenwood is one of Sonoma's nearby neighborhoods and close to Santa Rosa, California. However, Napa Valley is also a short drive from every Kenwood vacation rental we offer. 


Some travelers rent a house or condo in Kenwood because it places them near the vineyards and the area's top activities. This means our guests never have to go far to experience Sonoma Valley's historical sites, unique attractions, shops, and world-class wine.

What is Kenwood, California, known for?

One of the primary attractions of Kenwood is its location in the renowned Sonoma Valley wine region. The area is dotted with vineyards and wineries, offering wine tastings, tours, and a chance to experience the wine-making process firsthand. 

Nevertheless, here are our favorite activities we enjoy doing while staying at a Kenwood vacation rental in the Sonoma Valley:  

Do you offer long-term or monthly rentals in Kenwood? 

Yes, our tranquil long-term rental properties in the Sonoma County town of Kenwood make it easy to embrace the California wine country lifestyle, with a slower pace, gorgeous scenery and easy access to renowned wineries and tasting rooms.

Explore long-term rentals in Kenwood > 

Explore Our Kenwood, California, Vacation Rentals

Whether you're looking for houses to rent, a place with a hot tub in Sonoma's wine country, or something else altogether, we offer a variety of elegant and professionally managed Kenwood vacation rentals perfect for most traveling needs.  

Simply browse our accommodations in the Sonoma Valley to plan your dream vacation to California's wine country.