Kenwood Holiday Rentals

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Holiday Rentals in Kenwood

Casa Bella Estate in Wine Country w/ New Pool!

9.8 out of 10, Exceptional, (122)
"Cozy Location for a Corporate retreat!"
Casa Bella Estate in Wine Country w/ New Pool!

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

10.0 out of 10, Exceptional, (227)
"Our group of 12 had an amazing time here! The property is beautiful and fully equipped with everything you’d need! We’d love to come back during summer to you the pool for sure! "
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

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

10.0 out of 10, Exceptional, (193)
"The house was charming and cozy. Plenty of room, beds and yet intimate. We loved the location too!"
Charming Country Home Nestled In Kenwood Village the heart of the wine country.

RiverPointe Napa Valley Resort

3.0 star property
8.6 out of 10, Excellent, (1256)
"The lodge was clean and comfortable, it was in a good location, the staff were helpful and polite, would recommend to anyone wanting a relaxing time "
The price is AU$292
includes taxes & fees
29 June - 30 June
RiverPointe Napa Valley Resort

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

10.0 out of 10, Exceptional, (63)
"Smooth check-in process. Close to plenty of vineyards. Very friendly staff. "
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

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

10.0 out of 10, Exceptional, (7)
"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 AU$1,209
includes taxes & fees
23 June - 24 June
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath

Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

9.8 out of 10, Exceptional, (188)
"Comfortable and easy flow of kitchen, living and dining areas. Close to wineries and Sonoma Square."
The price is AU$1,337
includes taxes & fees
7 July - 8 July
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

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

10.0 out of 10, Exceptional, (20)
"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

Private Sonoma Sanctuary 6 bed retreat with POOL and SPA

9.8 out of 10, Exceptional, (103)
"Great stay from start to finish. We booked this for a trip with friends to celebrate my husband's 50th birthday. Communication with Tom was great. Was able to checkin a little early and allowed us to have ballons delivered before our arrival for a surpise for my husband. Plenty of space for 11 adults. Overall a great time."
The price is AU$2,184
includes taxes & fees
29 June - 30 June
Private Sonoma Sanctuary 6 bed retreat with POOL and SPA

Secluded Arts and Crafts Style Family Estate

9.8 out of 10, Exceptional, (154)
"Beautiful property with plenty of space, especially outdoors. Quiet scenic location."
Secluded Arts and Crafts Style Family Estate

Valley of the Moon Getaway

10.0 out of 10, Exceptional, (231)
"We had a wonderful experience staying here again! Close to both Napa and Sonoma with wonderful accommodations and views!"
Valley of the Moon Getaway

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

10.0 out of 10, Exceptional, (104)
"This home and property are absolutely beautiful. We were a group of 10 women and felt that the house accommodated us all well. Every bedroom has a king sized bed and its own bathroom. The outdoor space was beautiful and peaceful. We enjoyed the hot tub, but it was a little too cold for the pool even though it was clean and ready to be used. I would definitely visit this location again. "
Secluded Luxury Wine Country Home in the hills of west Sonoma County. Sleeps 10.

Luxury Napa Valley Estate Surrounded by Vineyards

9.8 out of 10, Exceptional, (31)
"This property is absolutely beautiful and perfect for large groups. I would recommend this property to everyone. "
Luxury Napa Valley Estate Surrounded by Vineyards

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

10.0 out of 10, Exceptional, (59)
"Great stay, recommend in every way"
Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (47)
"perfect place"
The price is AU$334
includes taxes & fees
22 June - 23 June
Backyard Garden Oasis

Spacious Home Near Downtown Napa

9.8 out of 10, Exceptional, (115)
"We stayed at this location for a Bachelorette weekend in Napa. The location was super close to downtown and a perfect pick-up spot for wine tasting. It fit 10 girls well and had the amenities we needed. Cute and charming. Would stay here again. Laura was so easy to speak to and responded quickly to any questions."
Spacious Home Near Downtown Napa

F.J. Massa House ~ Walk to Downtown Napa ~ Bocce Court

9.8 out of 10, Exceptional, (126)
"Beautiful and charming 1930’s Spanish Colonial walking distance to downtown with many original features and furniture. This historical home was gorgeous and we loved seeing the picture of the original owners hanging in the dining room. It had an adorable sunny breakfast nook off of the kitchen to enjoy your morning coffee, a front patio for soaking up some sun and beautiful grounds with lovely Camilla flowers and plenty of trees. The host was very communicative and friendly and it was the...
F.J. Massa House ~ Walk to Downtown Napa ~ Bocce Court

Napa Valley Modern Bungalow

10.0 out of 10, Exceptional, (52)
"Great stay!"
Napa Valley Modern Bungalow

Main Street Farmhouse!

10.0 out of 10, Exceptional, (28)
"Nice stay."
The price is AU$704
includes taxes & fees
22 June - 23 June
Main Street Farmhouse!

4 acres of wine country living with pond, windmill, vineyards, pool & more..

9.4 out of 10, Exceptional, (145)
"Good location. Close to historic landmarks. 50min drive to San Francisco. "
4 acres of wine country living with pond, windmill, vineyards, pool & more..
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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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. Our travellers also rate Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N as a favourite home for rent in Kenwood.

How many holiday rentals are there in Kenwood?

With 45 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 Ledson Winery and Vineyards and Sugarloaf Ridge State Park.

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.