Kenwood Vacation Rentals

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Vacation Rentals in Kenwood

Living area | Smart TV, fireplace, books, video library
New Modern House in Sonoma Valley's Best Area
10.0 out of 10, Exceptional, (203)
"Perfect spot to enjoy the wine country over the weekend. Central location and beautiful modern accommodations in a picturesque setting! Would stay here again!"
New Modern House in Sonoma Valley's Best Area
Outdoor dining
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N
10.0 out of 10, Exceptional, (199)
"The house was gorgeous, but the views still take the cake. The kitchen is stocked full of everything you could need to cook in, you won't want to leave! William was responsive, and provided plenty of information to guide your stay."
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N
Fridge, microwave, oven, stovetop
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
10.0 out of 10, Exceptional, (48)
"The villa was a great way to celebrate my wife’s 65th birthday with our closest friends. When everyone walked into the main house they all asked where the camera crew was coz this was like being at the Bachelor mansion! There was so much to do there that we didn’t have enough time to take advantage of all the amenities like the gym and media room. We had a game night in the wine cave as well as a catered dinner in there and it was amazing! If we had any questions or troubles the staff was...
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
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Pool | Outdoor pool, a heated pool
St Helena ~ Best Views Over Both Famous Valleys ~ Blair Spangler Design Group
10.0 out of 10, Exceptional, (15)
"12 of us traveled to Napa for my 40th birthday and we had THE BEST trip ever. The accommodations were lovely, spacious, clean and luxurious. The concierge was so responsive and helpful. The chefs were fantastic. I'd highly recommend this property. As a frequent traveler, I've stayed in many luxury rentals and this was by far my favorite."
St Helena ~ Best Views Over Both Famous Valleys ~ Blair Spangler Design Group
Interior
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
10.0 out of 10, Exceptional, (195)
"Love this house. Close to town and everything. Plenty of room for everyone."
The price is $1,650
$2,113 total
includes taxes & fees
May 27 - May 28
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Property grounds
The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018
10.0 out of 10, Exceptional, (209)
"Can’t say enough about this place and the owners. Beautiful view of the vines and walking distance to St. Helena. Owner is a great communicator and there are lots of amenities with the home. Can’t wait to come back!"
The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018
Private kitchen | Fridge, microwave, oven, stovetop
Romantic Getaway
10.0 out of 10, Exceptional, (58)
"Nicely renovated 1 bed/1 bath cottage in North Napa. Very clean and comfortable. Convenient to downtown Napa and Hwy 29. Looking forward to our next stay!"
Romantic Getaway
Pool | Outdoor pool
Pool, Spa, Huge Backyard, 3 Miles from Sonoma Square and 1 mile from Wineries
10.0 out of 10, Exceptional, (184)
"Some friends and I had a girls trip planned and enjoyed every relaxing minute spent here. The pool and hot tub were perfect. We payed the extra to heat the pool and were not disappointed. This is a great spot to spend some time and close to some great wineries!"
Pool, Spa, Huge Backyard, 3 Miles from Sonoma Square and 1 mile from Wineries
Outdoor pool, a heated pool
Lovely 6 acre property near charming Sonoma Square, Napa Valley and all wineries
10.0 out of 10, Exceptional, (47)
"It was such a great place for our family of 6 to stay at the property and enjoyed our Thanksgiving holiday. The property is beautiful and has a lot to offer for everyone. We had such a wonderful time! We look forward to come back and visit again soon. Hopefully in the summer time, so we will get to enjoy the pool. The hosts were very friendly and responsive, we are really thankful for the whole experience! JC"
Lovely 6 acre property near charming Sonoma Square, Napa Valley and all wineries
Private kitchen
Napa Valley Modern Bungalow
10.0 out of 10, Exceptional, (12)
"The location was perfect and the house was very clean and updated."
Napa Valley Modern Bungalow
Outdoor dining
Beautiful Home in Northwest Napa
10.0 out of 10, Exceptional, (6)
"The location is central and the house is great"
Beautiful Home in Northwest Napa
Outdoor pool
Secluded Sonoma Country Retreat Views Pool-Spa-Vineyard-Olive Grove
10.0 out of 10, Exceptional, (121)
"I rented the house for a girls weekend to celebrate my birthday. The house was amazing! I hope to stay there again."
Secluded Sonoma Country Retreat Views Pool-Spa-Vineyard-Olive Grove
Property grounds
Cottage home near the Russian River; county parks; numerous wineries
10.0 out of 10, Exceptional, (78)
"Great property that is close to hiking and wine country. Enjoyed our stay and would recommend."
Cottage home near the Russian River; county parks; numerous wineries
Fridge, microwave, oven, stovetop
Spacious Home Near Downtown Napa
9.8 out of 10, Exceptional, (98)
"Our family stayed here over Christmas. One of our 3 adult children had to work several days over Christmas week at a nearby medical center and the house was close enough that she could join us when not working. We had plenty of room for the 5 of us (all adults) and our big dog, and really enjoyed the character of the older house and its furnishings. The house was very clean and well supplied. The neighborhood provides easy access to the rest of Napa and the Bay Area, however it is on a busy...
Spacious Home Near Downtown Napa
4 bedrooms, iron/ironing board, travel crib, free WiFi
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2
9.8 out of 10, Exceptional, (175)
"Had a great time in the Sonoma & Napa areas. The house was very comfortable for 7 adults. The hot tub was always warm, which is something we haven’t experienced in other rentals. House was well stocked & conveniently located. Would definitely stay here again."
The price is $599
$1,135 total
includes taxes & fees
May 29 - May 30
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2
Exterior
Luxury Napa Valley Estate Surrounded by Vineyards
9.8 out of 10, Exceptional, (24)
"Blown away with this home and property. Couldn’t have imagined how beautiful and spacious it was. The grounds were gorgeous"
Luxury Napa Valley Estate Surrounded by Vineyards
Property grounds
Less Than a Mile to Downtown, Pets Welcome!
9.8 out of 10, Exceptional, (136)
"My family enjoyed the property very much. Very clean, neat, and close to a lot of different events. the only downside was the mattresses were entirely too soft. It also needs to have a bit better ventilation in the kitchen. we were cooking breakfast one morning with Sausage and bacon and the smoke detector constantly went off despite using the hood vent and doors open"
Less Than a Mile to Downtown, Pets Welcome!
Property grounds
2 bdr/2 bath Silverado Country Club in the Heart of Napa
9.8 out of 10, Exceptional, (285)
"This was a great place in a very quiet area that was absolutely perfect for our weekend getaway. Very clean and had everything we needed to enjoy the weekend. We will definitely be coming back multiple times a year."
2 bdr/2 bath Silverado Country Club in the Heart of Napa
Exterior
Sonoma's Best Cottages
3.5 star property
9.6 out of 10, Exceptional, (50)
"Very cute and clean environment"
The price is $242
$276 total
includes taxes & fees
May 28 - May 29
Sonoma's Best Cottages
Exterior
Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country
9.6 out of 10, Exceptional, (69)
"We very much enjoyed our respite for a couple of nights here at this condo that is well-positioned location-wise. It is clean, with coffee maker, comfortable bed, with respectfully quiet neighbors. The resort's store/gift shop/bakery has a good selection of food and drink and other items one might need. Would stay here again."
The price is $200
$398 total
includes taxes & fees
Jun 9 - Jun 10
Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country
Don't see what you're looking for?
See all available properties in Kenwood
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.

Kenwood Vacation Rental Travel Info

Number of vacation rentals
60
Popular accommodation
Kenwood private vacation homes
Known landmarks
Jack London State Historic Park, B.R. Cohn Winery and VJB Vineyard & Cellars
International airports
San Francisco, CA (SFO-San Francisco Intl.) and Oakland, CA (OAK-Oakland Intl.)

Other types of properties in Kenwood you may be interested in

Hot springs, body treatments, aromatherapy, body wraps, body scrubs
Fairmont Sonoma Mission Inn & Spa
5.0 star property
8.6 out of 10, Excellent, (1002)
"We had a wonderful relaxing stay. The spa was amazing. Spent an entire day there. The food and service from all employees was amazing "
The price is $289
$389 total
includes taxes & fees
May 22 - May 23
Fairmont Sonoma Mission Inn & Spa
Terrace/patio
Silverado Resort
4.0 star property
8.4 out of 10, Very Good, (1005)
"Beautiful property! No complaints"
The price is $254
$338 total
includes taxes & fees
May 28 - May 29
Silverado Resort
Lobby lounge
The Sandman Hotel
3.0 star property
8.2 out of 10, Very Good, (1732)
"Adorable motel! Was super comfortable for our family of 5! Enjoyed the pool for a bit in the evening as well."
The price is $96
$110 total
includes taxes & fees
May 29 - May 30
The Sandman Hotel
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.

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 $160 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?

Sonoma's Best Cottages: This vacation home rental outside of Kenwood has air-conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Another good choice for your trip to Kenwood is New Modern House in Sonoma Valley's Best Area.

How many vacation rentals are there in Kenwood?

With 36 Expedia vacation rentals, you're sure to find just the right place for your Kenwood stay.

What can I see and do in Kenwood?

Sugarloaf Ridge State Park and Trione-Annadel State Park are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Robert Ferguson Observatory. In the larger area, you’ll find popular places like Sonoma Plaza and Napa Valley Wine Train.

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.

Recent reviews of Kenwood properties
Expedia verified reviews

SENZA Hotel

SENZA Hotel

5/5 Excellent
"Great location "
A verified traveler stayed at SENZA Hotel
Posted 13 hours ago
SENZA Hotel