Kenwood Vacation Rentals

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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

Our top choices for Kenwood vacation rentals

Interior

The Carriage House Sonoma • Hot Tub • Vineyard Views • Complimentary Bottle

The Carriage House Sonoma • Hot Tub • Vineyard Views • Complimentary Bottle
Kenwood
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.
The price is ￥79,226
￥99,371 total
includes taxes & fees
Apr 27 - Apr 28
The Carriage House Sonoma • Hot Tub • Vineyard Views • Complimentary Bottle
TV, fireplace, stereo

Sonoma Creek Haven - Creekside Hot Tub Retreat

Sonoma Creek Haven - Creekside Hot Tub Retreat
Kenwood
10.0 out of 10, Exceptional, (13 reviews)
"This place was amazing! Close to wineries, but private and felt like an escape! "
United States
Ellie R.
The price is ￥60,253
￥124,482 total
includes taxes & fees
Apr 27 - Apr 28
Sonoma Creek Haven - Creekside Hot Tub Retreat
Pool

Kenwood Family Estate: Pool, Gym, Sports Courts & Wine Country Views!

Kenwood Family Estate: Pool, Gym, Sports Courts & Wine Country Views!
Kenwood
The price is ￥182,586
￥555,060 total
includes taxes & fees
Apr 26 - Apr 27
Kenwood Family Estate: Pool, Gym, Sports Courts & Wine Country Views!
Restaurant

The Napa Residences

The Napa Residences
5.0 star property
Napa
9.2 out of 10, Wonderful, (26 reviews)
"Great stay! Would highly recommend!"
United States
Sophie
The price is ￥4,546
￥73,574 total
includes taxes & fees
Apr 28 - Apr 29
The Napa Residences
Property grounds

Private Lofted Downtown Studio

Private Lofted Downtown Studio
Sebastopol
9.8 out of 10, Exceptional, (45 reviews)
"Fabulous, beautiful and within walking distance to downtown!"
United States
Jacqui S.
The price is ￥15,718
￥49,358 total
includes taxes & fees
Apr 23 - Apr 24
Private Lofted Downtown Studio
Porch

Backyard Garden Oasis

Backyard Garden Oasis
3.0 star property
Middletown
9.6 out of 10, Exceptional, (51 reviews)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
The price is ￥33,183
￥37,000 total
includes taxes & fees
May 3 - May 4
Backyard Garden Oasis
Outdoor pool

2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
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.
The price is ￥18,433
￥42,177 total
includes taxes & fees
May 3 - May 4
2 Hidden Wine Country Gem Upstairs Unit
2 bedrooms, desk, iron/ironing board, free WiFi

Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.6 out of 10, Exceptional, (72 reviews)
"We stayed for a girls weekend for a napa get away. and we brought the dog and it was a great stay. And clean too. Easy for a home base. And it was affordable. Would stay again "
United States
Valerie C.
The price is ￥31,754
￥67,318 total
includes taxes & fees
May 6 - May 7
Wine Country Cottage in downtown Santa Rosa, CA
Exterior

Sebastopol Lux Walk toTown Guest Suite

Sebastopol Lux Walk toTown Guest Suite
Sebastopol
9.4 out of 10, Exceptional, (3 reviews)
"This is a wonderful place to stay in Sebastopol. It is comfortable, cosy, quiet and well appointed - comparable to a suite in a nice hotel. There is good access, parking and a great location. Everything worked perfectly. The only issue is that entry to the room is via a spiral stair case that would be difficult for some people with disabilities. "
United States
Joe B.
The price is ￥21,672
￥39,356 total
includes taxes & fees
Apr 28 - Apr 29
Sebastopol Lux Walk toTown Guest Suite
Exterior

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Calistoga
9.8 out of 10, Exceptional, (37 reviews)
"Perfect little cottage within walking distance to everything in downtown Calistoga! Bed was so comfy and the fireplace made it feel extra cozy. We definitely want to stay here again!"
United States
Cameron D.
The price is ￥44,297
￥60,584 total
includes taxes & fees
May 4 - May 5
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Outdoor dining

Cottage at Main Street Farmhouse!

Cottage at Main Street Farmhouse!
McPherson
10.0 out of 10, Exceptional, (87 reviews)
"Excellent location and cozy!"
United States
Lori
The price is ￥30,166
￥54,418 total
includes taxes & fees
Apr 23 - Apr 24
Cottage at Main Street Farmhouse!
Terrace/patio

Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (163 reviews)
"Absolutely loved our time at the Glen Ellen retreat. The home is so cozy and welcoming. "
United States
Amanda D.
The price is ￥43,662
￥86,244 total
includes taxes & fees
Apr 23 - Apr 24
Glen Ellen Retreats Coastal Cottage
Outdoor dining

Napa Gem • Patio + W/D • Ground Floor

Napa Gem • Patio + W/D • Ground Floor
Napa
10.0 out of 10, Exceptional, (5 reviews)
"The apartment was extremely nice and complete with all you could need while in vacation with your family. Everything was very comfortable. Kitchen was complete for us to cook our dinners and breakfasts. Krista, our host, was always available with constant communication with us. Lovely place to stay to visit Napa. "
United States
Rene Arturo Chen
The price is ￥52,154
￥88,714 total
includes taxes & fees
May 3 - May 4
Napa Gem • Patio + W/D • Ground Floor
Dining

Wine Country Getaway

Wine Country Getaway
Mirabel Heights
10.0 out of 10, Exceptional, (32 reviews)
"This Smart home is very comfortable and well equipped. Beds are super comfy! Perfect for our girls weekend!"
United States
Mary K.
The price is ￥31,436
￥87,126 total
includes taxes & fees
Apr 29 - Apr 30
Wine Country Getaway
Fridge, microwave, oven, stovetop

Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery

Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery
Santa Rosa
9.4 out of 10, Exceptional, (25 reviews)
"Excellent place to relax with my family!"
United States
Tatem D.
The price is ￥39,693
￥90,182 total
includes taxes & fees
May 4 - May 5
Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery
Exterior

RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort
3.0 star property
Stonehouse
8.8 out of 10, Excellent, (1,372 reviews)
"Very good location. Next to a trail, it's very nice to take a walk along the river. Host is super friendly. Fully functional kitchen. Overall great."
United States
Xiaoting
The price is ￥14,713
￥22,397 total
includes taxes & fees
May 10 - May 11
RiverPointe Napa Valley Resort
TV, fireplace

Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries

Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
Northwest Santa Rosa
9.8 out of 10, Exceptional, (73 reviews)
"Loved our stay!!"
United States
kristen s.
The price is ￥33,659
￥81,017 total
includes taxes & fees
Apr 28 - Apr 29
Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
Smart TV

Serenity at the Russian River

Serenity at the Russian River
Mirabel Heights
10.0 out of 10, Exceptional, (37 reviews)
"Clean and comfortable place to stay, easy-check in, good amenities and location. Would definitely stay again."
United States
Scott W.
The price is ￥28,579
￥85,196 total
includes taxes & fees
Apr 26 - Apr 27
Serenity at the Russian River
Exterior

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Calistoga
10.0 out of 10, Exceptional, (3 reviews)
"Loved everything Ellen was very accommodating ,pleasant and polite As well as professional The furnishings were very up scale and same style as my home One suggestion The tv should be more accessible so it does not block AC when pulled out from the wall I’m not being critical because I love this place. I will stay there every time I would ever be close to Calistoga. AND I adore Ellen personally and professionally!!👍❤️"
United States
Ronny
The price is ￥44,475
￥60,668 total
includes taxes & fees
Apr 28 - Apr 29
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Terrace/patio

Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage
Glen Ellen
10.0 out of 10, Exceptional, (85 reviews)
"Great house in a perfect location. Short distance to Jack London State Park, various wineries, and walking distance to lovely restaurants near by. We enjoyed our long weekend and will definitely stay here again when we're up in the area!"
United States
sandra h.
The price is ￥47,631
￥88,467 total
includes taxes & fees
Apr 23 - Apr 24
Glen Ellen Retreats Hot Tub Cottage
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.
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Top Kenwood Hotel Reviews

Hotel Yountville

Hotel Yountville

10/10 Excellent
"Excellent property and great location in Yountville."
William 2-night trip
Posted 1 hour ago
Hotel Yountville

Find out more about Kenwood

Search for holiday rentals in Kenwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Kenwood using one of the methods below:

  • View our selection of featured holiday rentals in Kenwood
  • Use the map to find apartments and other holiday homes in the Kenwood neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kenwood while they last

Look no further and take a look at our great range of rental properties in Kenwood!

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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?

New Modern House in Sonoma Valley's Best Area: Visitors give good reviews to this Kenwood vacation home rental, which is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind. Our travelers also rate Casa Bella Estate in Wine Country w/ New Pool! as a favorite home for rent in Kenwood.

How many vacation rentals are there in Kenwood?

With 48 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.