Kenwood Holiday Rentals

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Holiday Rentals in Kenwood

Casa Bella Estate in Wine Country w/ New Pool!

9.6 out of 10, Exceptional, (132)
"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, (237)
"Truly one of the best rentals I’ve ever stayed in. The host is super responsive and easy to work with, the house is great and the views/outdoor space are absolutely incredible. Would love to return in the future! "
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

RiverPointe Napa Valley Resort

3.0 star property
8.8 out of 10, Excellent, (1321)
"Love being close to the river."
The price is NZ$278
includes taxes & fees
29 Sept - 30 Sept
RiverPointe Napa Valley Resort

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

9.8 out of 10, Exceptional, (91)
"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

The Napa Residences

5.0 star property
10.0 out of 10, Exceptional, (1)
"Nice location and property. Great communication."
The price is NZ$683
includes taxes & fees
29 Sept - 30 Sept
The Napa Residences

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

10.0 out of 10, Exceptional, (65)
"Smooth check-in process. Close to plenty of vineyards. Very friendly staff. "
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

Historic Cuneo Cottage Downtown Sonoma

9.4 out of 10, Exceptional, (88)
"We enjoyed staying in your Cuneo Cottage. Loved the history and pictures throughout the house and the proximity to the Plaza, hiking trail and Sebastiani Winery!! "
The price is NZ$1,535
includes taxes & fees
24 Oct - 25 Oct
Historic Cuneo Cottage Downtown Sonoma

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (50)
"Cute garden area, quiet, nice all inclusive spot"
The price is NZ$375
includes taxes & fees
2 Oct - 3 Oct
Backyard Garden Oasis

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

10.0 out of 10, Exceptional, (243)
"Loved the house and location! "
The price is NZ$4,142
includes taxes & fees
29 Sept - 30 Sept
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

Luxury Retreat in Napa Valley – Two Stunning Homes on a Private Gated Estate

10.0 out of 10, Exceptional, (9)
"The property was great for a decent sized group! Nicely located and provided excellent space and amenities."
The price is NZ$2,732
includes taxes & fees
29 Sept - 30 Sept
Luxury Retreat in Napa Valley – Two Stunning Homes on a Private Gated Estate

Beautiful Napa Valley Home on Golf Course - Perfect Wine Country Retreat

9.8 out of 10, Exceptional, (203)
"Stunning home on a beautiful property. "
Beautiful Napa Valley Home on Golf Course - Perfect Wine Country Retreat

Sonoma Luxury, Enchanting Sonoma Home, Walkable to the Square, Sleeps 10

9.8 out of 10, Exceptional, (154)
"Beautiful property in a good location not far from Sonoma Square. Our friends really enjoyed staying there !"
Sonoma Luxury, Enchanting Sonoma Home, Walkable to the Square, Sleeps 10

VINEYARD VIEW 4 BED/3 BATH W//HOT TUB PERFECT LOCATION FOR WINE TASTING

9.8 out of 10, Exceptional, (391)
"We had an amazing stay- beautiful outdoor space and a great location. Would stay again!"
VINEYARD VIEW 4 BED/3 BATH W//HOT TUB PERFECT LOCATION FOR WINE TASTING

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.6 out of 10, Exceptional, (25)
"Great cottage near downtown. "
The price is NZ$708
includes taxes & fees
29 Sept - 30 Sept
Escape to Wine County in your independant Cottage in Downtown Calistoga

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

9.8 out of 10, Exceptional, (190)
"We had a wonderful stay.Hosts were lovely and extremely responsive to our needs. "
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

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

10.0 out of 10, Exceptional, (12)
"Beautiful homeSpacious Well appointedVery comfortable beds"
The price is NZ$1,444
includes taxes & fees
29 Sept - 30 Sept
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath

Luxury Napa Valley Estate Surrounded by Vineyards

9.8 out of 10, Exceptional, (33)
"The house is really beautiful and is very well maintained. Jess the host was always very nice and answered all our questions on time. We took our chef and it was a great experiencia over all.Spectacular property!"
Luxury Napa Valley Estate Surrounded by Vineyards

2 bed I Silverado Resort & Spa in Napa - Wine Town

2.0 star property
10.0 out of 10, Exceptional, (8)
"Beautiful property"
The price is NZ$669
includes taxes & fees
1 Oct - 2 Oct
2 bed I Silverado Resort & Spa in Napa - Wine Town

Sonoma Victorian in Heart of Sonoma

10.0 out of 10, Exceptional, (17)
"The Bancroft Inn was lovely. It was a short walk in to downtown Sonoma. The management team was great to work with and we would recommend a stay here. "
Sonoma Victorian in Heart of Sonoma

Private Sonoma Sanctuary 6 bed retreat with POOL and SPA

9.8 out of 10, Exceptional, (110)
"Perfectly stocked house, beautiful outdoor area, just a couple of blocks from downtown Sonoma"
The price is NZ$2,426
includes taxes & fees
5 Oct - 6 Oct
Private Sonoma Sanctuary 6 bed retreat with POOL and SPA
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

Find out more about Kenwood

Find out more about Kenwood

Everything you need to know about Kenwood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kenwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kenwood holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kenwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kenwood holiday rentals we have selected for you start as low as NZ$278 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kenwood rentals

At Expedia, we put the best Kenwood holiday 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 holiday.

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 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 43 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.