Kenwood Vacation Rentals

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Vacation Rentals in Kenwood

Fridge, microwave, oven, stovetop
Stunning retreat with private hot tub, firepit & 1 acre of country charm
9.2 out of 10, Wonderful, (64)
"Wonderful house and location. It was very private but easy access to wineries and restaurants. We did have a few small issues with things like the door entry system not functioning properly and the firepit gas running out, but overall it was a very nice rental!"
Stunning retreat with private hot tub, firepit & 1 acre of country charm
Living area | Smart TV, fireplace, books, video library
New Modern House in Sonoma Valley's Best Area
10.0 out of 10, Exceptional, (205)
"Our short stay could not have been better....well, unless a deer had come to visit! But we had turkeys, birds, and squirrels each morning which we enjoyed from the comfort of the living room since it was a little chilly. Eric has thought of everything, and we felt as though we were in a 5 star resort! Well done!"
New Modern House in Sonoma Valley's Best Area
Outdoor dining
Elegant five-acre estate with mountain view, W/D, & pond - close to wineries
8.6 out of 10, Excellent, (65)
"We booked this vrbo for the location and hot tub. When we arrived the yard was very overgrown and almost unrecognizable from the pictures provided online. The hot tub was dirty and not functioning. After we booked the listing was updated removing it but it’s still heavily discussed in the reviews. Very disappointed in this. The only tv is in the master bedroom and has 2 chairs to be used during viewing. Very poor lighting in master bath. Loud chicken farm next door. Other than that the...
Elegant five-acre estate with mountain view, W/D, & pond - close to wineries
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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
Outdoor pool
RiverPointe Napa Valley Resort
3.0 star property
8.6 out of 10, Excellent, (1105)
"Great location! Very quiet. Small but so cozy and cute! Perfect for a winery weekend with the girls."
The price is $112
$152 total
includes taxes & fees
May 30 - May 31
RiverPointe Napa Valley Resort
Fridge, microwave, oven, stovetop
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
10.0 out of 10, Exceptional, (49)
"We had a girls weekend at the Villa and it was absolutely amazing. Randy and his staff were super attentive to us and helped us the entire weekend. The house is absolutely amazing and very well stocked. We have zero complaints and would love to stay here again. Highly recommend utilizing all of the amenities that the house has to offer including the pickle ball court, gym, steam room, hot tub and wine cave! Thanks Randy for an amazing experience"
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
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
Exterior
Sonoma's Best Cottages
3.5 star property
9.6 out of 10, Exceptional, (52)
"What an adorable spot! Will definitely stay again. "
Sonoma's Best Cottages
Interior
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
10.0 out of 10, Exceptional, (196)
"Everyone enjoyed the property - both the house and location, walkable to St. Helena. We truly appreciated having soaps and other toiletries available. The best rooms are on the main floor. I didn't hear any complaints from our five couples besides maybe the need to update the front porch furniture. The home owners were very available the two times we briefly needed assistance. It's a big, beautiful home. We enjoyed sitting out back several times as well. The kitchen was well stocked. It was a...
The price is $1,650
$2,113 total
includes taxes & fees
May 28 - May 29
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Exterior
Safari West
2.0 star property
9.4 out of 10, Exceptional, (219)
"Incredible experience!"
The price is $378
$431 total
includes taxes & fees
May 28 - May 29
Safari West
3 bedrooms, internet, bed sheets
Dog-friendly wine country Home on four scenic acres with private hot tub & pool
8.4 out of 10, Very Good, (28)
"60th birthday couldn’t have been better. Amazing house."
Dog-friendly wine country Home on four scenic acres with private hot tub & pool
Fridge, microwave, oven, stovetop
Spacious Home Near Downtown Napa
9.8 out of 10, Exceptional, (99)
"Super easy to check in. Lots of space for a group. Extremely clean and well stocked with kitchen and bath items. Great gas stove if you like to cook. Only negative is street noise with front bedrooms. And, not to seem picky but it really needs a professional sprayer for the kitchen sink."
Spacious Home Near Downtown Napa
Property grounds
The Corner Cottage ~ Downtown out your door with Private Vineyard
10.0 out of 10, Exceptional, (194)
"We were very fortunate to find this relaxing retreat in Napa. We enjoyed walks around town and easy access to wineries."
The Corner Cottage ~ Downtown out your door with Private Vineyard
Property grounds
The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018
10.0 out of 10, Exceptional, (209)
"The peace, serenity, and splendor of your house was perfect. Our stay will be long remembered. Thank you for your hospitality! As a bonus, the house was marvelously fit out for the times we elected to stay in and cook!"
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
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
$400 total
includes taxes & fees
Jun 2 - Jun 3
Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country
Pool | Outdoor pool
Pool, Spa, Huge Backyard, 3 Miles from Sonoma Square and 1 mile from Wineries
10.0 out of 10, Exceptional, (185)
"Very nice. Great host. Thanks!"
Pool, Spa, Huge Backyard, 3 Miles from Sonoma Square and 1 mile from Wineries
Outdoor dining
Cozy Retreat, Studio Apartment, City Permit VR09-0038.
9.6 out of 10, Exceptional, (243)
"Very clean, plenty of room, close to downtown and roads up to the vineyards. Well stocked room, would like a larger refrigerator."
Cozy Retreat, Studio Apartment, City Permit VR09-0038.
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
Outdoor dining
Beautiful Home in Northwest Napa
10.0 out of 10, Exceptional, (7)
"We stayed for two nights to celebrate birthdays. There was tons of space, a nice outdoor seating area, it was spotless and close to amazing wineries. The perfect place for our trip!"
Beautiful Home in Northwest Napa
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

Other types of properties in Kenwood you may be interested in

Terrace/patio
Silverado Resort
4.0 star property
8.4 out of 10, Very Good, (1005)
"The property is beautiful and in excellent condition. The staff is friendly and helpful. It is located near restaurants and wineries and shopping. Great place to stay. "
The price is $269
$355 total
includes taxes & fees
May 28 - May 29
Silverado Resort
Hot springs, body treatments, aromatherapy, body wraps, body scrubs
Fairmont Sonoma Mission Inn & Spa
5.0 star property
8.6 out of 10, Excellent, (1000)
"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 $298
$399 total
includes taxes & fees
Jun 2 - Jun 3
Fairmont Sonoma Mission Inn & Spa
Lobby lounge
The Sandman Hotel
3.0 star property
8.2 out of 10, Very Good, (1758)
"Rooms are beautiful and clean, the pool is heated and swimmable year round ❤️ Perfect for families or a getaway "
The price is $106
$122 total
includes taxes & fees
May 28 - May 29
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 $112 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