Holiday Rentals in Kenwood

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Our top choices for Kenwood holiday rentals

Modern Organic 3BR Oasis w/ Creek&Near State Park

Modern Organic 3BR Oasis w/ Creek&Near State Park
Kenwood
10.0 out of 10, Exceptional, (1 review)
"Very clean and cozy cottage. Quiet and chill vibes. Beautiful setting with the river flowing directly behind the place! The weather was kinda lousy (rainy) so we didn't get to fully enjoy the outdoor amenities. But we'd love to come back again in the warmer months. "
United States
Rob M.
Modern Organic 3BR Oasis w/ Creek&Near State Park

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 €524
includes taxes & fees
12 May - 13 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
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, (32 reviews)
"Great stay! Would highly recommend!"
United States
Sophie
The price is €385
includes taxes & fees
12 May - 13 May
The Napa Residences

RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort
3.0 star property
Stonehouse
8.8 out of 10, Excellent, (1,374 reviews)
"Very friendly staff!"
Canada
Holly
The price is €131
includes taxes & fees
18 May - 19 May
RiverPointe Napa Valley Resort

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 €198
includes taxes & fees
22 May - 23 May
Backyard Garden Oasis

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 €231
includes taxes & fees
18 May - 19 May
2 Hidden Wine Country Gem Upstairs Unit

Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.6 out of 10, Exceptional, (73 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 €335
includes taxes & fees
12 May - 13 May
Wine Country Cottage in downtown Santa Rosa, CA

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 €441
includes taxes & fees
12 May - 13 May
Glen Ellen Retreats Sunset Cottage

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Calistoga
10.0 out of 10, Exceptional, (3 reviews)
"Yes, our little buddy was welcome!"
United States
Doug G.
The price is €325
includes taxes & fees
13 May - 14 May
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

Escape to wine country in your independent cottage in downtown Calistoga

Escape to wine country in your independent cottage in downtown Calistoga
Calistoga
10.0 out of 10, Exceptional, (3 reviews)
"We made the Calistoga CA area our base for our recent trip and the Cottage Grove Inn served as a great place to stay."
United States
Anonymous traveller
The price is €314
includes taxes & fees
12 May - 13 May
Escape to wine country in your independent cottage in downtown Calistoga

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, (39 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 €292
includes taxes & fees
11 Jun - 12 Jun
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Peaceful, charming, cottage in wine country. Beautiful yard!

Peaceful, charming, cottage in wine country. Beautiful yard!
Sebastopol
10.0 out of 10, Exceptional, (11 reviews)
"Great stay and location!"
United States
Brandi K.
The price is €302
includes taxes & fees
19 May - 20 May
Peaceful, charming, cottage in wine country. Beautiful yard!

Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage
Glen Ellen
10.0 out of 10, Exceptional, (85 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 €468
includes taxes & fees
12 May - 13 May
Glen Ellen Retreats Hot Tub Cottage

Somms Rest ⎮ Designed. Curated. Peaceful.

Somms Rest ⎮ Designed. Curated. Peaceful.
Mirabel Heights
10.0 out of 10, Exceptional, (32 reviews)
"Very nice, extremely well equpped home. Very quiet with great nlback patio. Would defistay here again."
United States
Bill F.
The price is €408
includes taxes & fees
14 May - 15 May
Somms Rest ⎮ Designed. Curated. Peaceful.

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 €236
includes taxes & fees
12 May - 13 May
Petaluma Wine Country relaxing get away w/salt water pool/ spa close to downtown

Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery

Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery
Santa Rosa
9.4 out of 10, Exceptional, (25 reviews)
"Excellent place to relax with my family!"
United States
Tatem D.
The price is €456
includes taxes & fees
12 May - 13 May
Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery

Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (163 reviews)
"Absolutely loved our time at the Glen Ellen retreat. The home is so cozy and welcoming. "
United States
Amanda D.
The price is €440
includes taxes & fees
18 May - 19 May
Glen Ellen Retreats Coastal Cottage

Cozy Wine Country Guesthouse with Private Pool & Yard

Cozy Wine Country Guesthouse with Private Pool & Yard
Santa Rosa
10.0 out of 10, Exceptional, (11 reviews)
The price is €271
includes taxes & fees
12 May - 13 May
Cozy Wine Country Guesthouse with Private Pool & Yard
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, apart-hotels, 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 €131 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?

New Modern House in Sonoma Valley's Best Area: This highly rated holiday home rental in Kenwood is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind. Our travellers also rate Casa Bella Estate in Wine Country w/ New Pool! as a favourite home for rent in Kenwood.

How many holiday rentals are there in Kenwood?

With 48 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.