Search Holiday Rentals in Kenwood

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Top Holiday Rentals in Kenwood

Elegant five-acre estate w/private hot tub, pond, close to wineries

Elegant five-acre estate w/private hot tub, pond, close to wineries

325 Hoff Rd, Kenwood, CA
Situated in Kenwood, this holiday home is within 2 miles (3 km) of Chateau St. Jean Winery, VJB Vineyard & Cellars and Trione-Annadel State Park. Sugarloaf Ridge ...
4.5/5Wonderful! (15 reviews)
Relaxing, gorgeous property
"This property is very relaxing with it's large acreage, pond, lots of wildlife, etc. It was very clean and well appointed. However, if heat bothers you - do not stay in the summer unless you will not be there at all until later in the evening. As well, there is some maintenance that is needed at ..."

Reviewed on 21 Jul 2021

Elegant five-acre estate w/private hot tub, pond, close to wineries
New Modern House in Sonoma Valley's Best Area

New Modern House in Sonoma Valley's Best Area

2823 Bristol Rd, Kenwood, CA
Situated in a rural location, this romantic holiday home is 0.4 mi (0.7 km) from Trione-Annadel State Park and within 3 miles (5 km) of Morton's Warm Springs ...
4.9/5Exceptional! (84 reviews)
Modern, playful, unique home.
"Our family of 3 found everything we needed in a spacious, artful, abode. It is carefully thought-out and comfortable. Good showers, beds, linens, appliances, and terrific views from ceiling to floor windows!"

Reviewed on 13 Sep 2021

New Modern House in Sonoma Valley's Best Area
Vina Vista Wine Country Home & With Pool 5 Bedroom Home

Vina Vista Wine Country Home & With Pool 5 Bedroom Home

3.5 out of 5
8854 Egg Farm Lane, Kenwood, CA
This family-friendly Kenwood cottage is within a 15-minute walk of Chateau St. Jean Winery and VJB Vineyard & Cellars. Sugarloaf Ridge State Park and Trione-Annadel ...
Vina Vista Wine Country Home & With Pool 5 Bedroom Home
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Charming Country Home Nestled In Kenwood Village the heart of the wine country.

Charming Country Home Nestled In Kenwood Village the heart of the wine country.

160 Cypress Ave, Kenwood, CA
Situated in Kenwood, this historic holiday home is within a 15-minute walk of VJB Vineyard & Cellars and Chateau St. Jean Winery. Sugarloaf Ridge State Park ...
5/5Exceptional! (79 reviews)
Maision Jacqueline
"We had a wonderful time at Maision Jacqueline. The house is lovely and the garden is beautiful. Great location too!"

Reviewed on 16 Sep 2021

Charming Country Home Nestled In Kenwood Village the heart of the wine country.
New Listing! Luxe Brand-new In Wine Country 4 Bedroom Home

New Listing! Luxe Brand-new In Wine Country 4 Bedroom Home

3.5 out of 5
398 Treehaven Lane, Kenwood, CA
Situated in Kenwood, this holiday home is within a 10-minute walk of Chateau St. Jean Winery and VJB Vineyard & Cellars. Sugarloaf Ridge State Park and Trione-Annadel ...
New Listing! Luxe Brand-new In Wine Country 4 Bedroom Home
Private Sonoma House with Pool by RedAwning

Private Sonoma House with Pool by RedAwning

4 out of 5
2929 Lawndale Rd, Kenwood, CA
Situated in Kenwood, this golf holiday home is 1.2 mi (1.9 km) from Trione-Annadel State Park and within 3 miles (5 km) of VJB Vineyard & Cellars and Chateau ...
Private Sonoma House with Pool by RedAwning
The Kenwood House, a Place to Stay

The Kenwood House, a Place to Stay

9605 Channing Row, Kenwood, CA
This family-friendly Kenwood holiday home is located in a rural location, within a 15-minute walk of Remick Ridge Vineyards and VJB Vineyard & Cellars. Sugarloaf ...
4.9/5Exceptional! (72 reviews)
Beautiful Relaxing Location
"First the location: Close to 2 state parks for great hiking of all levels. Walking distance to 5 wineries and 3 or 4 restaurants. Short drive to other restaurants and wineries. Beautiful shaded backyard and well equipped kitchen. Already booked next year."

Reviewed on 12 Sep 2021

The Kenwood House, a Place to Stay
4br W/ Hot Tub On 1 Acre 4 Bedroom Home

4br W/ Hot Tub On 1 Acre 4 Bedroom Home

4 out of 5
9412 Mervin Ave, Kenwood, CA
Situated in Kenwood, this golf holiday home is within 1 mile (2 km) of VJB Vineyard & Cellars and Chateau St. Jean Winery. Sugarloaf Ridge State Park and Wellington ...
4br W/ Hot Tub On 1 Acre 4 Bedroom Home
8053sono Exceptional Vacation In Kenwood 3 Bedroom Home

8053sono Exceptional Vacation In Kenwood 3 Bedroom Home

4 out of 5
8053 Sonoma Hwy, Kenwood, CA
Situated in Kenwood, this holiday home is within 1 mile (2 km) of Chateau St. Jean Winery and VJB Vineyard & Cellars. Sugarloaf Ridge State Park and Oakmont ...
8053sono Exceptional Vacation In Kenwood 3 Bedroom Home
Spectacular Five-Acre Estate w/ Private Pool, Pool Spa, Pond, Free WiFi

Spectacular Five-Acre Estate w/ Private Pool, Pool Spa, Pond, Free WiFi

600 Lawndale Rd, Kenwood, CA
This family-friendly Kenwood holiday home is located in a rural location, within 2 mi (3 km) of Trione-Annadel State Park, Chateau St. Jean Winery and VJB Vineyard ...
5/5Exceptional! (3 reviews)
Amazing property in beautiful location
"This house is beautiful and perfect for large family gatherings as there is privacy when needed but it's also great for entertaining. The outdoor pool area is spectacular and the surrounding area is beautiful. I highly recommend this listing."

Reviewed on 27 Aug 2021

Spectacular Five-Acre Estate w/ Private Pool, Pool Spa, Pond, Free WiFi
8545sono 3 Bedroom Home

8545sono 3 Bedroom Home

3.5 out of 5
8545 Sonoma Hwy, Kenwood, CA
Situated in Kenwood, this golf condo is within 1 mile (2 km) of Chateau St. Jean Winery and VJB Vineyard & Cellars. Sugarloaf Ridge State Park and Trione-Annadel ...
8545sono 3 Bedroom Home
Babbling brook and bubbles. What else do you need?

Babbling brook and bubbles. What else do you need?

1835 Adobe Canyon Rd, Kenwood, CA
Situated on the waterfront, this romantic holiday home is 0.2 mi (0.3 km) from Sugarloaf Ridge State Park and within 3 miles (5 km) of Chateau St. Jean Winery ...
Babbling brook and bubbles. What else do you need?
Beautiful home in Sonoma Wine Country - Endless Summer

Beautiful home in Sonoma Wine Country - Endless Summer

139 Treehaven Court, Kenwood, CA
Situated in Kenwood, this villa is within a 15-minute walk of Chateau St. Jean Winery and VJB Vineyard & Cellars. Sugarloaf Ridge State Park and Trione-Annadel ...
5/5Exceptional! (1 review)
Endless Summer
"This property is beautiful - the pool. the landscaping and outdoor lighting are great! The spaces are generous, the kitchen beautifully equipped and the manager service was easy and quick."

Reviewed on 24 Aug 2021

Beautiful home in Sonoma Wine Country - Endless Summer
Kenwood Farmhouse - A Little Piece Of Heaven Amongst The Vineyards!  2 Bedrooms,

Kenwood Farmhouse - A Little Piece Of Heaven Amongst The Vineyards! 2 Bedrooms,

150 Mervin Avenue, Kenwood, CA
Situated in Kenwood, this holiday home is within 1 mile (2 km) of VJB Vineyard & Cellars and Chateau St. Jean Winery. Sugarloaf Ridge State Park and Wellington ...
4.9/5Exceptional! (24 reviews)
stay at Kenwood
"Overall , beautiful, quiet location."

Reviewed on 15 Jul 2021

Kenwood Farmhouse - A Little Piece Of Heaven Amongst The Vineyards! 2 Bedrooms,
★Sonoma Valley ★Enhanced Cleaning★Staycation★

★Sonoma Valley ★Enhanced Cleaning★Staycation★

8070 Sonoma Hwy, Kenwood, CA
This family-friendly Kenwood holiday home is located in a rural location, within 1 mi (2 km) of Chateau St. Jean Winery and VJB Vineyard & Cellars. Trione-Annadel ...
4.9/5Exceptional! (51 reviews)
Great girls weekend
"Had a wonderful time and enjoyed the pool immensely. Mark was very communicative and responsive and obviously takes pride in the property. We especially enjoyed the fun movie night outdoors. Would definitely stay here again!"

Reviewed on 17 Sep 2021

★Sonoma Valley ★Enhanced Cleaning★Staycation★
RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
500 Lincoln Ave, Napa, CA
The price is £160 per night from 20 Oct to 20 Oct
Situated on the riverwalk, this condo is within 1 mile (2 km) of Scientopia Discovery Center, Napa Valley Wine Train and Oxbow Public Market. Downtown Napa Association ...
4.2/5Very Good! (816 reviews)
"A group of us booked cottages for a girl’s weekend and it was the perfect location. Staff was friendly upon check in, the property is beautiful esp in the fall, and the cottages are exactly what’s needed for 2-4. This is conveniently located to downtown and an easy pick up for wine tours. I will ..."

Reviewed on 13 Sep 2021

RiverPointe Napa Valley Resort
Safari West

Safari West

2 out of 5
3115 Porter Creek Road, Santa Rosa, CA
The price is £257 per night from 20 Sep to 20 Sep
Situated in Santa Rosa, this campsite is 0.1 mi (0.1 km) from Safari West and within 9 miles (15 km) of Petrified Forest and Sutter Santa Rosa Regional Hospital. ...
4.7/5Exceptional! (181 reviews)
Fantastic
"Fantastic night with the kids, so fun to be able to walk around and visit the animals at night. Rooms are incredibly well appointed, feels like a 4 star hotel"

Reviewed on 31 May 2021

Safari West
Calistoga Ranch

Calistoga Ranch

4 out of 5
580 Lommel Rd, Calistoga, CA
This family-friendly Calistoga condo is located in the mountains, 3.1 mi (5 km) from Castello di Amorosa, and within 6 mi (10 km) of Sterling Vineyards and Calistoga ...
4.7/5Exceptional! (88 reviews)
"Fantastic and excellent service"

Reviewed on 24 Sep 2020

Calistoga Ranch
Sonoma's Best Cottages

Sonoma's Best Cottages

3.5 out of 5
1190 E Napa St, Sonoma, CA
The price is £220 per night from 18 Oct to 18 Oct
Situated in Sonoma, this holiday home is within 1 mile (2 km) of Sonoma State Historic Park, Buena Vista Winery and Bartholomew Park Winery. Sebastiani Theatre ...
4.8/5Exceptional! (9 reviews)
"Overall a good experience: beautiful surrounding area, conveniently located"

Reviewed on 7 Aug 2021

Sonoma's Best Cottages
West End Cottage

West End Cottage

112 10th St, Santa Rosa, CA
The price is £206 per night from 17 Oct to 17 Oct
Located in the heart of Santa Rosa, this historic cottage is 0.4 mi (0.7 km) from Railroad Square Historic District and within 3 miles (5 km) of Charles M. Schulz ...
5/5Exceptional! (2 reviews)
Lovely cottage
"My husband & I enjoyed West End Cottage. It was quaint, quiet, & comfortable. Perfect for a weekend in wine country. We’ll be back again."

Reviewed on 16 Aug 2021

West End Cottage
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See all available properties in Kenwood
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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.

Other types of properties in Kenwood you may be interested in

Elegant five-acre estate w/private hot tub, pond, close to wineries

Elegant five-acre estate w/private hot tub, pond, close to wineries

325 Hoff Rd, Kenwood, CA
Elegant five-acre estate w/private hot tub, pond, close to wineries
Casa Bella

Casa Bella

3 out of 5
8790 Highway 12, Kenwood, CA
Casa Bella
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.

Choosing the perfect Kenwood rental

Unlike a hotel, a holiday rental can offer you those personal touches that only come with a private residence.

This secluded location appeals to shopping, romantic, and luxury, but all visitors will be charmed by its unique features. Family travellers can have some fun checking out attractions like the natural parks and live music. Grown-ups might appreciate the winery in town, and maybe find some time for spa.

Dining in Kenwood

Kenwood is recognized for its dining. If you prefer a home-cooked meal, you'll find that most holiday rentals come with full-size kitchens.

Sightseeing around Kenwood

Quarryhill Botanical Garden, Jack London State Historic Park, and V. Sattui are some top sights around Kenwood. Dedicate some time to the region's fascinating cultural attractions such as Valley of the Moon Pottery & North Eagle Gallery, Christopher Hill Gallery, and The Christopher Hill Gallery. If your holiday agenda includes shopping, consider a trip to Bottaga Restaurant and V Marketplace. Outdoorsy visitors will appreciate a stroll through parks and green spaces like Sugarloaf Ridge State Park and Sonoma Plaza. Looking for more things to do? Spend the day at Remick Ridge Vineyards or Chateau St. Jean Winery.

Booking your rental on Expedia

With Expedia, it's safe and easy to book holiday rentals in Kenwood. We can help you get in touch with the property owner to make special arrangements. With the convenience of your short-term rental, you're sure to have a memorable time.

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