Kenwood Holiday Rentals

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Check prices for these dates

Tonight
30 Jul - 31 Jul
Tomorrow
31 Jul - 1 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Holiday Rentals in Kenwood

Casa Bella Estate in Wine Country w/ New Pool!
Relax outdoors with a patio featuring picnic tables, umbrellas, and string lights, surrounded by a serene hilly landscape.

Casa Bella Estate in Wine Country w/ New Pool!

9.6 out of 10, Exceptional, (128)
"Cozy Location for a Corporate retreat!"
The price is HK$21,216
HK$33,959 total
includes taxes & fees
9 Aug - 10 Aug
Casa Bella Estate in Wine Country w/ New Pool!
Charming Country Home Nestled In Kenwood Village the heart of the wine country.
Relax in the hot tub on the deck, surrounded by a fence.

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

10.0 out of 10, Exceptional, (199)
"Fun , lots of things todo nearby , fully equipped accommodation "
Charming Country Home Nestled In Kenwood Village the heart of the wine country.
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N
Relax and dine in a serene outdoor space surrounded by mature trees and a neatly trimmed lawn.

Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

10.0 out of 10, Exceptional, (233)
"Even better than the pictures! A beautiful oasis with pristine amenities, and we love the rustic hot tub. So atmospheric and special."
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N
RiverPointe Napa Valley Resort
Row of charming single-story houses with individual porches and picket fences, set amidst well-maintained lawns and mature trees.

RiverPointe Napa Valley Resort

3.0 star property
8.6 out of 10, Excellent, (1281)
"Was a good size and decent price. Would stay again. "
The price is HK$900
HK$1,261 total
includes taxes & fees
4 Aug - 5 Aug
RiverPointe Napa Valley Resort
As featured on CBS's Staycation! Luxury Retreat Overlooking Sonoma Valley
Relax by the pool surrounded by serene views of rolling hills and distant houses.

As featured on CBS's Staycation! Luxury Retreat Overlooking Sonoma Valley

9.8 out of 10, Exceptional, (89)
"The house was phenomenal and we truly enjoyed our stay. The bedrooms all have large beds and bathrooms and are separate which provided nice privacy. The hot tub, common areas, and view were all amazing."
As featured on CBS's Staycation! Luxury Retreat Overlooking Sonoma Valley
Historic Cuneo Cottage Downtown Sonoma
Enjoy a meal or refreshments on the shaded deck surrounded by mature trees.

Historic Cuneo Cottage Downtown Sonoma

9.4 out of 10, Exceptional, (84)
"I thought the cottage was very cozy. It had everything we needed to stay in and enjoy plus it was located so close to the square that we were able to just walk out our door and down to the city center. The backyard was very large which was really nice for our dogs. "
Historic Cuneo Cottage Downtown Sonoma
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
Enjoy cooking in this well-equipped kitchen with a large island, oven, and ample counter space.

Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

10.0 out of 10, Exceptional, (64)
"Smooth check-in process. Close to plenty of vineyards. Very friendly staff. "
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country
Stunning sculpture of a fish adorns the landscaped grounds of this urban retreat.

Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country

9.6 out of 10, Exceptional, (93)
"Great experience!! Location is ideal "
The price is HK$1,570
HK$3,156 total
includes taxes & fees
17 Aug - 18 Aug
Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country
Backyard Garden Oasis
Stroll through a serene garden with mature trees and a variety of shrubs.

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (47)
"perfect place"
The price is HK$1,523
HK$1,698 total
includes taxes & fees
7 Aug - 8 Aug
Backyard Garden Oasis
Escape to Wine County in your independant Cottage in Downtown Calistoga
Stroll along the paved pathway to a charming entrance, surrounded by lush gardens and a large tree.

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.8 out of 10, Exceptional, (20)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is HK$2,347
HK$3,164 total
includes taxes & fees
12 Aug - 13 Aug
Escape to Wine County in your independant Cottage in Downtown Calistoga
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
Relax by the pool with a breathtaking view of the surrounding mountains.

When in Glen | Sonoma | Panoramic Views | 3bed / 3bath

10.0 out of 10, Exceptional, (10)
"Absolutely stunning views of wine country from the patio and pool. Beautiful accommodations and fantastic communication. Perfect for a weekend away with friends. "
The price is HK$3,575
HK$7,238 total
includes taxes & fees
4 Aug - 5 Aug
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
Available * Downtown Napa- Beautifully Remodeled --2Bedroom 2 Bathroom Home
Escape to a serene garden surrounded by vibrant flowers and rolling hills.

Available * Downtown Napa- Beautifully Remodeled --2Bedroom 2 Bathroom Home

10.0 out of 10, Exceptional, (286)
"Property was very clean, comfortable and convenient. We loved the stay and would recommend it. "
The price is HK$2,819
HK$4,538 total
includes taxes & fees
31 Jul - 1 Aug
Available * Downtown Napa- Beautifully Remodeled --2Bedroom 2 Bathroom Home
Charming Newcomb Cottage Downtown Sonoma
Relax and dine in this serene outdoor space, featuring a pergola, round table, and Adirondack chairs.

Charming Newcomb Cottage Downtown Sonoma

10.0 out of 10, Exceptional, (41)
"Great house, great yard, great location!"
Charming Newcomb Cottage Downtown Sonoma
Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg
Enjoy cooking in this well-equipped kitchen with a central island, gas stove, and ample counter space.

Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg

10.0 out of 10, Exceptional, (63)
"Great stay, recommend in every way"
Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg
Downtown Napa Cottage- walking distance to City Center
Overlooking the river, this waterfront building offers stunning views and a unique blend of classic and modern architecture.

Downtown Napa Cottage- walking distance to City Center

9.8 out of 10, Exceptional, (127)
"Nice house, comfortable living room and bedrooms, outdoor spaces great with gas and charcoal grills available. Convenient off street parking. Close to downtown Napa."
The price is HK$1,759
HK$3,313 total
includes taxes & fees
6 Aug - 7 Aug
Downtown Napa Cottage- walking distance to City Center
Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8
Surrounded by lush greenery and mountains, this pool area offers a serene escape.

Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8

10.0 out of 10, Exceptional, (22)
"The host was very communicative before and during our stay. The property was very clean and exactly as shown in the pictures. Thanks for a great stay!"
Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8
'De Mar House'- Historic Victorian Residence "Stroll Downtown Napa!"
Stroll through a serene garden filled with a variety of vibrant flowers and lush greenery.

'De Mar House'- Historic Victorian Residence "Stroll Downtown Napa!"

10.0 out of 10, Exceptional, (183)
"Great Visit with Friends. Close to just about everything."
'De Mar House'- Historic Victorian Residence "Stroll Downtown Napa!"
Secluded Luxury Wine Country Home in the hills of west Sonoma County. Sleeps 10.
Relax in a serene garden setting with a comfortable sofa and wicker chair.

Secluded Luxury Wine Country Home in the hills of west Sonoma County. Sleeps 10.

10.0 out of 10, Exceptional, (107)
"Lovely, comfortable, spacious house, perfect for 5 couples to reconnect and relax. Kitchen, dining room, living room, patio and pool area all great spaces to gather. Large bedrooms afford privacy. And the natural surroundings are beautiful and peaceful. "
Secluded Luxury Wine Country Home in the hills of west Sonoma County. Sleeps 10.
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Classic hallway with ornate door, framed artwork, and comfortable seating area.

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

10.0 out of 10, Exceptional, (236)
"Wonderful accommodations for a family weekend in the wine country!"
The price is HK$12,952
HK$16,739 total
includes taxes & fees
12 Aug - 13 Aug
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Scenic and tranquil in the heart of Sonoma wine country.
Relax on the deck with a serene mountain view, surrounded by lush plants and a comfortable seating area.

Scenic and tranquil in the heart of Sonoma wine country.

10.0 out of 10, Exceptional, (95)
"The home was very clean, was lovely as advertised with a beautiful yard and views. The host was helpful and we had a wonderful time."
Scenic and tranquil in the heart of Sonoma wine country.
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

The Meritage Resort and Spa

The Meritage Resort and Spa

10/10 Excellent
"Had a nice time at the pool with family for the 4th of July. Rented a cabana the food and beverage manager was awesome and her servers were fast and attentive. "
Emily 1-night trip
Posted 2 days ago
The Meritage Resort and Spa

Frequently asked questions

Can I find holiday rentals in Kenwood?

Yes, there are holiday rentals in Kenwood close to Robert Ferguson Observatory, or you can select a more secluded option if you're looking for 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 holiday rentals that Kenwood has to offer?

Casa Bella Estate in Wine Country w/ New Pool!: This highly rated holiday home rental in Kenwood is located in a rural location, and has a fireplace, a BBQ and air conditioning 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 that you can cook with friends or family.

How many holiday rentals are there in Kenwood?

With 42 Expedia holiday rentals, you're guaranteed 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 Chateau St. Jean Winery and Ledson Winery and Vineyards.

What are holiday rentals like in Kenwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kenwood. Holiday rentals feature amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.