Kenwood Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Kenwood vacation rentals

9.0 out of 10, Wonderful, (2 reviews)
"Such a cute place! The turn into the property is a bit hidden right before the bridge but once you find it the house is so secluded with plenty of space. The kitchen was fully stocked and had everything you could think of. Did a wine tasting with their tasting room and everyone was so welcoming and sweet. Thank you! "
United States
Sara W.
$450 nightly
The price is $498
Jan 20 - Jan 21
Total with taxes and fees
Vineyard Cottage • Hot Tub • Bottle of Wine & Wine Tasting Included
10.0 out of 10, Exceptional, (42 reviews)
"The house is in a great neighborhood. The back yard and pool is great for relaxing and enjoying the amenities. We travel a lot, and I would stay here again!"
United States
Brendan N.
Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views
2.0 star property
$505 nightly
The price is $569
Jan 20 - Jan 21
Total with taxes and fees
Modern Organic 3BR Oasis w/ Creek&Near State Park
3.0 star property
8.8 out of 10, Excellent, (1,353 reviews)
"Great staff and very clean "
United States
Stephanie
$135 nightly
The price is $156
Jan 21 - Jan 22
Total with taxes and fees
RiverPointe Napa Valley Resort

Aparthotel in Napa

The Napa Residences
5.0 star property
9.0 out of 10, Wonderful, (10 reviews)
"Very peaceful and very clean and organized "
United States
Reina
$403 nightly
The price is $464
Jan 20 - Jan 21
Total with taxes and fees
The Napa Residences

Cottage in Middletown

Backyard Garden Oasis
3.0 star property
9.6 out of 10, Exceptional, (51 reviews)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
$178 nightly
The price is $198
Jan 20 - Jan 21
Total with taxes and fees
Backyard Garden Oasis
8.4 out of 10, Very Good, (21 reviews)
"Loved the Property and the Golf Course. Didn't realize, when I booked it, that it was on the Silverado Golf Course with great views and was a short walk from our room the the Club House. Loved the food and drinks! Would definitely go back again if we get a chance! It was perfect for our Anniversary vacation."
United States
Rodney A.
$397 nightly
The price is $476
Jan 20 - Jan 21
Total with taxes and fees
Charming Napa Retreat | Walk to Wineries & Dining
8.8 out of 10, Excellent, (17 reviews)
"Small and cozy. No kitchen but when youre in the area you shouldnt be inside much. If you find yourself inside though you wont be disappointed. "
United States
Ryan R.
$394 nightly
The price is $473
Jan 20 - Jan 21
Total with taxes and fees
Luxe Napa Escape | King Bed Near Top Wineries
10.0 out of 10, Exceptional, (18 reviews)
"Lovely, quiet spot. Convenient to everything Petaluma! Eric is a great host. Personable and kind. Will go back again happily. "
United States
Susan B.
$216 nightly
The price is $230
Jan 25 - Jan 26
Total with taxes and fees
Cozy Studio Cottage in Old Downtown Petaluma
2.0 star property
10.0 out of 10, Exceptional, (13 reviews)
"Very clean and great location. "
United States
john f.
$233 nightly
The price is $233
Jan 20 - Jan 21
Total with taxes and fees
1 bed | 1 bath | Silverado Resort Experience
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"Owner put so many thoughtful touches to her place : coffee / creamers / guest book etc. The unit is on a nice, quiet section on the golf course and very close to the resort. "
United States
Frauke P.
$293 nightly
The price is $293
Jan 20 - Jan 21
Total with taxes and fees
Napa relaxation at its finest at Silverado Resort
9.6 out of 10, Exceptional, (64 reviews)
"Tim and Caroline’s cottage was perfect for our two night stay. We loved how close it was to the shops and restaurants in downtown Santa Rosa. Definitely recommend."
United States
Adam R.
$352 nightly
The price is $371
Jan 20 - Jan 21
Total with taxes and fees
Wine Country Cottage in downtown Santa Rosa, CA
10.0 out of 10, Exceptional, (83 reviews)
"Great little place with easy access to all the fun places in Napa. "
United States
Tommy & Amanda G.
$257 nightly
The price is $291
Jan 22 - Jan 23
Total with taxes and fees
Cottage at Main Street Farmhouse!
9.6 out of 10, Exceptional, (7 reviews)
"Loved it here! So cute, patio was great, and grounds are amazing."
United States
Justin F.
$229 nightly
The price is $229
Jan 20 - Jan 21
Total with taxes and fees
Cozy Napa Escape Silverado Resort

Vacation Home in Scenic Brush Creek

2 Hidden Wine Country Gem Upstairs Unit
9.8 out of 10, Exceptional, (22 reviews)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
$240 nightly
The price is $270
Jan 25 - Jan 26
Total with taxes and fees
2 Hidden Wine Country Gem Upstairs Unit

Vacation Home in Northwest Santa Rosa

Wineries & Wine: A Comforting Getaway in Wine Country
9.4 out of 10, Exceptional, (22 reviews)
"This is a great location, and comfortable space for us to tour wine country! We enjoyed the condo, it was quite and clean."
United States
Gayle C.
Wineries & Wine: A Comforting Getaway in Wine Country
2.0 star property
8.6 out of 10, Excellent, (8 reviews)
"Property is clean and comfortable and In a good location."
United States
Debra S.
$235 nightly
The price is $235
Jan 20 - Jan 21
Total with taxes and fees
Silverado Napa Luxury 1 Bedroom
10.0 out of 10, Exceptional, (17 reviews)
"Nice, quiet place to stay in Sonoma. Lots of outdoor space for the kiddos. "
United States
Aaron G.
$413 nightly
The price is $464
Jan 20 - Jan 21
Total with taxes and fees
Relaxing Vineyard View, Rooftop Deck & Game Room
9.8 out of 10, Exceptional, (52 reviews)
"This is a beautiful property with outstanding hosts. I’ll definitely be returning. "
United States
Erin B.
$263 nightly
The price is $292
Jan 20 - Jan 21
Total with taxes and fees
Romantic Wine Country Retreat with Hot Tub

Vacation Home in Glen Ellen

Glen Ellen Retreat #3 King Beds
10.0 out of 10, Exceptional, (73 reviews)
"Perfect for a weekend getaway with family."
United States
Tara C.
$367 nightly
The price is $408
Jan 20 - Jan 21
Total with taxes and fees
Glen Ellen Retreat #3 King Beds
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Kenwood Hotel Reviews

Find out more about Kenwood

Everything you need to know about Kenwood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kenwood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kenwood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kenwood vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kenwood. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Kenwood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $156 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Kenwood rentals

At Expedia, we put the best Kenwood vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Kenwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kenwood vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kenwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Kenwood?

Yes, we offer vacation rentals in Kenwood close to Robert Ferguson Observatory, or you can go with a secluded option if you want a relaxing stay. The spas and wineries are several reasons why visitors like Kenwood. Make sure you have time to check out the gardens while you're in the area.

What are some of the best vacation rentals in Kenwood?

Casa Bella Estate in Wine Country w/ New Pool!: Visitors give good reviews to this Kenwood vacation home rental, which is located in a rural location and has a fireplace, a hot tub, and a barbecue grill to put you at ease in your new surroundings. It has 10 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Our travelers also rate Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N as a favorite home for rent in Kenwood.

How many vacation rentals are there in Kenwood?

With 46 Expedia vacation rentals, you're sure to find just the right place for your Kenwood stay.

What can I see and do in Kenwood?

While exploring the area, visit family-friendly sights like Robert Ferguson Observatory, or get outside and enjoy nature at Jack London State Historic Park. Other places in town to visit include Ledson Winery and Vineyards and Sugarloaf Ridge State Park.

What are vacation rentals like in Kenwood?

Vacation rentals are private accommodations you can reserve for several days or longer in Kenwood. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.