Kenwood Holiday Rentals

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Our top choices for Kenwood holiday rentals

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 NZ$1,051
includes taxes & fees
27 May - 28 May
The Carriage House Sonoma • Hot Tub • Vineyard Views • Complimentary Bottle

Luxury Kenwood Estate w/ Pool & Wine Country Views

Luxury Kenwood Estate w/ Pool & Wine Country Views
Kenwood
The price is NZ$6,409
includes taxes & fees
28 May - 29 May
Luxury Kenwood Estate w/ Pool & Wine Country Views

The Napa Residences

The Napa Residences
5.0 star property
Napa
8.8 out of 10, Excellent, (34 reviews)
"Great stay! Would highly recommend!"
United States
Sophie
The price is NZ$810
includes taxes & fees
26 May - 27 May
The Napa Residences

Luxe Napa Escape King Bed Near Top Wineries

Luxe Napa Escape King Bed Near Top Wineries
2.0 star property
Napa
The price is NZ$980
includes taxes & fees
27 May - 28 May
Luxe Napa Escape King Bed Near Top Wineries

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 NZ$459
includes taxes & fees
25 May - 26 May
2 Hidden Wine Country Gem Upstairs Unit

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 NZ$396
includes taxes & fees
19 June - 20 June
Backyard Garden Oasis

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 NZ$906
includes taxes & fees
25 May - 26 May
Serenity at the Russian River

Relaxing Vineyard View, Rooftop Deck & Game Room

Relaxing Vineyard View, Rooftop Deck & Game Room
Sebastopol
10.0 out of 10, Exceptional, (21 reviews)
"Nice, quiet place to stay in Sonoma. Lots of outdoor space for the kiddos. "
United States
Aaron G.
The price is NZ$870
includes taxes & fees
27 May - 28 May
Relaxing Vineyard View, Rooftop Deck & Game Room

Glen Ellen Retreats Sunset Cottage

Glen Ellen Retreats Sunset Cottage
Glen Ellen
10.0 out of 10, Exceptional, (77 reviews)
"Perfect for a weekend getaway with family."
United States
Tara C.
The price is NZ$878
includes taxes & fees
26 May - 27 May
Glen Ellen Retreats Sunset Cottage

Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (163 reviews)
"The home was clean, up to date, and within walking distance of downtown Glen Ellen. Really enjoyed staying here and would stay again "
United States
Wendy C.
The price is NZ$863
includes taxes & fees
27 May - 28 May
Glen Ellen Retreats Coastal Cottage

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, (40 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 NZ$574
includes taxes & fees
11 June - 12 June
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Somms Rest ⎮ Designed. Curated. Peaceful.

Somms Rest ⎮ Designed. Curated. Peaceful.
Mirabel Heights
9.8 out of 10, Exceptional, (33 reviews)
"Cute house with a very well appointed kitchen, lots of games and puzzles for kids, and fun murals in the smallest bedroom. "
United States
Flynne N.
The price is NZ$819
includes taxes & fees
27 May - 28 May
Somms Rest ⎮ Designed. Curated. Peaceful.

Wine Country Getaway

Wine Country Getaway
Mirabel Heights
10.0 out of 10, Exceptional, (33 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 NZ$944
includes taxes & fees
25 May - 26 May
Wine Country Getaway

2BR Napa Getaway Side-by-side Condos Golf View

2BR Napa Getaway Side-by-side Condos Golf View
2.0 star property
Napa
The price is NZ$1,792
includes taxes & fees
25 May - 26 May
2BR Napa Getaway Side-by-side Condos Golf View

Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.8 out of 10, Exceptional, (76 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 NZ$717
includes taxes & fees
2 June - 3 June
Wine Country Cottage in downtown Santa Rosa, CA

Petaluma Wine Country relaxing get away w/salt water pool/ spa close to downtown

Petaluma Wine Country relaxing get away w/salt water pool/ spa close to downtown
Petaluma
9.8 out of 10, Exceptional, (110 reviews)
"This was hands-down, one of my favorite VRBO‘s!!!! 5 star service gorgeous property, incredible amenities. "
United States
Jessieca M.
The price is NZ$466
includes taxes & fees
25 May - 26 May
Petaluma Wine Country relaxing get away w/salt water pool/ spa close to downtown

Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage
Glen Ellen
10.0 out of 10, Exceptional, (87 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 NZ$916
includes taxes & fees
27 May - 28 May
Glen Ellen Retreats Hot Tub Cottage

Romantic Wine Country Retreat with Hot Tub

Romantic Wine Country Retreat with Hot Tub
Boyes Hot Springs
9.8 out of 10, Exceptional, (53 reviews)
"This is a beautiful property with outstanding hosts. I’ll definitely be returning. "
United States
Erin B.
The price is NZ$584
includes taxes & fees
22 June - 23 June
Romantic Wine Country Retreat with Hot Tub

Cottage at Main Street Farmhouse!

Cottage at Main Street Farmhouse!
McPherson
10.0 out of 10, Exceptional, (90 reviews)
"Excellent location and cozy!"
United States
Lori
The price is NZ$623
includes taxes & fees
3 June - 4 June
Cottage at Main Street Farmhouse!

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Northwest Santa Rosa
9.4 out of 10, Exceptional, (23 reviews)
"enjoyed our stay, no surprises and a good value"
United States
Craig M.
The price is NZ$714
includes taxes & fees
28 May - 29 May
Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
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

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$242 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, 1 hot tub and a BBQ 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 New Modern House in Sonoma Valley's Best Area as a favourite home for rent in Kenwood.

How many holiday rentals are there in Kenwood?

With 47 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.