Kenwood Vacation Rentals

Compare 12 vacation rentals. Enter your trip dates to get started.
USA > California > Kenwood

Make Kenwood your next getaway—choose from 12 great vacation rentals


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


House rentals

View 7 House rentals


View 2 Cottages

Estate rentals

View 2 Estate rentals

Kenwood vacation rentals for every getaway

Dog-friendly Hot tub Internet
Vina Vista
5 Bedroom | 3 Bath | Sleeps 10

Vina Vista - Kenwood, CA

$818 avg / night
Lawndale Dreams
2 Bedroom | 2 Bath | Sleeps 4

Lawndale Dreams - Kenwood, CA

$545 avg / night
Sonoma Dreams
3 Bedroom | 2 Bath | Sleeps 6

Sonoma Dreams - Kenwood, CA

$465 avg / night
Casa de Azel
2 Bedroom | 2 Bath | Sleeps 4

Casa de Azel - Kenwood, CA

$351 avg / night
Lawndale Escape
1 Bedroom | 1 Bath | Sleeps 2

Lawndale Escape - Kenwood, CA

$389 avg / night

View 7 more homes

Recent Kenwood vacation rental reviews

The cottage was perfect for a romantic escape into the Sonoma valley wine region. Had everything we needed. We will definitely be back!
James C. | Mar 2023
We had a girl's family getaway to refocus for the New Year and it was amazing! We wanted to stay in and relax and so the fabulously appointed chef's kitchen was perfect and had everything we needed to cook to our heart's content. (We did go to breakfast at The Garden Court in Glen Ellen and it was excellent!) Each of us had our own King bed with our own bathroom. The beds were super comfortable. The home is designed so beautifully and every detail is so thoughtfully curated. Absolutely everything was labeled so that it made it easy to navigate new surroundings. The fireplace was so cozy and warm on a rainy weekend. We couldn't think of a single thing to make this property any more wonderful. We're looking forward to bringing our families back during summer to enjoy the pool and the outdoor kitchen! We didn't want to leave. :)
Treacy M. | Feb 2023
Beautiful, clean & comfortable! Great location, close to wineries, fabulous restaurants, spas, shopping, walking, hiking and biking. Gorgeous home with all the amenities you could ask for. We can't wait to come back! We loved this vineyard estate!
Patti J. | Jan 2023
Kenwood vacation rental FAQ

Yes, 8 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. 32 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