Kenwood Holiday Rentals from €133: Search Short-Term Rentals

Q: 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 offers a balcony, a garden and a BBQ to help you feel perfectly comfortable 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. You can relax into your holiday with a selection of games and 1 hot tub.

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Our top choices for Kenwood holiday rentals

A bathroom with a white vanity, a large mirror, a window with a bamboo blind, and a sink with a gold faucet.

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

Kenwood

Samantha S.

A modern living room with a fireplace, built-in shelves, and a large window overlooking a deck.

2. Sonoma Creek Haven - Creekside Hot Tub Retreat

Kenwood

Kathryn J.

3. Base Camp

Kenwood

A sliding glass door leading to an outdoor deck with a wooden bench, a table, and a chair.

4. Fireside Sips & Oak Dreams in Sonoma Valley

Glen Ellen

Steve M.

includes taxes & fees

23 Nov - 24 Nov

A wooden deck with potted plants, a bench, and a building with large windows and a door.

5. The Oak Haven! Private, Nature Retreat w/ Hot Tub in Wine Country!

Glen Ellen

Robert K.

includes taxes & fees

22 Nov - 23 Nov

A backyard with a barbecue grill, wooden deck, and a view of a tree-lined area.

6. Glen Ellen Retreats Coastal Cottage

Glen Ellen

Amanda D.

A house with a hot tub in the backyard, a wooden deck, and a covered patio area.

7. Glen Ellen Retreats Hot Tub Cottage

Glen Ellen

Amy

A swimming pool with a slide, a barbecue area, and a wooden deck.

8. 2 Hidden Wine Country Gem Upstairs Unit

Scenic Brush Creek

Glen M.

includes taxes & fees

5 Dec - 6 Dec

A bedroom with a bed, nightstands, a ceiling fan, a window with curtains, and a wall painting.

9. Glen Ellen Retreats Sunset Cottage

Glen Ellen

patrick s.

includes taxes & fees

21 Nov - 22 Nov

A room with a brown sofa, two wicker chairs, a small table, and a lamp.

10. Hideaway Cottages

Calistoga

Chris

includes taxes & fees

10 Nov - 11 Nov

An outdoor dining area with a central fountain, surrounded by trees and illuminated by chandeliers.

11. The Napa Residences

Napa

David

includes taxes & fees

12 Nov - 13 Nov

A pool with a wooden deck and lounge chairs, surrounded by lush greenery and a mountainous backdrop.

12. Glen Ellen Wine Country Retreat w/pool, hot tub, Bocce, tree-house & more

Glen Ellen

Garrett B.

A modern, open-plan living space with a large sliding door, a sofa set, and a dining area with a table and benches.

13. Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views

Sonoma

David B.

A modern living room with a fireplace, comfortable seating, a glass coffee table, and large windows offering a view of a mountainous landscape.

14. Cloud 9 - A Retreat for Bliss and Happiness

Glen Ellen

Amy M.

A row of colorful, single-story houses with numbered windows, white picket fences, and well-maintained lawns.

15. RiverPointe Napa Valley Resort

Stonehouse

Waldemar.

includes taxes & fees

10 Nov - 11 Nov

A spacious living room with a fireplace, wooden flooring, and a cozy seating area.

16. Wine Country Cottage in downtown Santa Rosa, CA

Santa Rosa

joanne h.

includes taxes & fees

10 Nov - 11 Nov

A house with a swimming pool surrounded by lush greenery and a small waterfall feature.

17. Cozy Wine Country Guesthouse with Private Pool & Yard

Santa Rosa

Adam C.

includes taxes & fees

10 Nov - 11 Nov

A small, single-story house with a front porch, a chimney, and a door with a window above it.

18. Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Calistoga

"We stayed here 15 years ago , same bedspreads and no new updates . We love it for its cozy feeling , and love the peacefulness of staying in Calistoga. We walked across the street for an awesome dinner at Sam’s Social club , walked down the street to shop and cruise around this quaint town . It’s a high price point , but we always enjoy our time there . I worry that if they ever remodel this place , the price point will be more than what it’s worth a night , for which I don’t believe would be...

William

includes taxes & fees

10 Nov - 11 Nov

An outdoor patio with a wooden deck, a table with chairs, and a door with a hanging light fixture.

19. Wine Country Farmhouse on a Horse Ranch w/ Hot Tub

Santa Rosa

Abigail M.

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with a central island, dining area with chairs, and a view of the outdoors.

20. Spacious 5BR/3BA Group Getaway, Pool & EV Charger

Santa Rosa

shea o.

includes taxes & fees

10 Nov - 11 Nov

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Top Kenwood Hotel Reviews

DoubleTree by Hilton Sonoma - Wine Country

8/10 Good

"I thought the total price I paid Expedia included everything but the hotel charged an additional fee for parking."

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 €133 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 offers a balcony, a garden and a BBQ to help you feel perfectly comfortable 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. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Kenwood?

With 52 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 VJB Vineyard & Cellars and Chateau St. Jean Winery.

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.

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Our top choices for Kenwood holiday rentals

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