A large brick mansion with a central fountain surrounded by white and red flowers.

Kenwood Vacation Rentals

Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Kenwood vacation rentals

Pool

1. Base Camp

Base Camp
Kenwood
$4,109 nightly
The price is $4,636
Sep 3 - Sep 4
Total with taxes and fees
Base Camp
Outdoor dining

2. Wine Country Farmhouse with Hot Tub

Wine Country Farmhouse with Hot Tub
Santa Rosa
10.0 out of 10, Exceptional, (74 reviews)
"The property was beautiful and the beds were so comfy! The property manager was very friendly and responsive. "
United States
Abigail M.
$467 nightly
The price is $516
Sep 2 - Sep 3
Total with taxes and fees
Wine Country Farmhouse with Hot Tub
Private kitchen

3. Charming 2-bedroom house in serene Glen Ellen by Morton's Warm Springs Pools

Charming 2-bedroom house in serene Glen Ellen by Morton's Warm Springs Pools
Glen Ellen
$480 nightly
The price is $530
Aug 7 - Aug 8
Total with taxes and fees
Charming 2-bedroom house in serene Glen Ellen by Morton's Warm Springs Pools
Terrace/patio

4. Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage
Glen Ellen
10.0 out of 10, Exceptional, (92 reviews)
"Beautiful home and very quiet town. Enjoyed my stay! "
United States
Adrian P.
$491 nightly
The price is $543
Aug 9 - Aug 10
Total with taxes and fees
Glen Ellen Retreats Hot Tub Cottage
2 bedrooms, iron/ironing board, travel crib, WiFi (free)

5. Glen Ellen Retreats Sunset Cottage

Glen Ellen Retreats Sunset Cottage
Glen Ellen
10.0 out of 10, Exceptional, (80 reviews)
"The place was immaculate. We love the restaurants. We love the backyard."
United States
Audrey H.
$463 nightly
The price is $512
Aug 9 - Aug 10
Total with taxes and fees
Glen Ellen Retreats Sunset Cottage
Terrace/patio

6. Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (169 reviews)
"Fantastic getaway location. What a lovely town Glen Ellen is and convenient walking distance to coffee, shops and food as well as any sundries you may need. Highly recommend it as a great getaway great getaway."
United States
Randall
$463 nightly
The price is $512
Aug 9 - Aug 10
Total with taxes and fees
Glen Ellen Retreats Coastal Cottage
Smart TV, fireplace, books, offices

7. Cloud 9 - A Retreat for Bliss and Happiness

Cloud 9 - A Retreat for Bliss and Happiness
Glen Ellen
10.0 out of 10, Exceptional, (21 reviews)
"Awesome stay. Perfect for three couples. Great support and communication from hosts and management team. Couldn’t have asked for better."
United States
Phillip T.
$1,308 nightly
The price is $1,446
Aug 11 - Aug 12
Total with taxes and fees
Cloud 9 - A Retreat for Bliss and Happiness
Coffee/tea maker, fridge, microwave, oven

8. 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, (26 reviews)
"Great place to stay and convenient to everything we wanted to do. Wish we could’ve stayed longer!! "
United States
kara l.
$549 nightly
The price is $607
Aug 10 - Aug 11
Total with taxes and fees
Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery
Smart TV

9. Annadel House Retreat- Stunning Wine Country Luxe!

Annadel House Retreat- Stunning Wine Country Luxe!
Santa Rosa
9.6 out of 10, Exceptional, (35 reviews)
"Great place to stay, nice views"
United States
Robert B.
$779 nightly
The price is $873
Aug 9 - Aug 10
Total with taxes and fees
Annadel House Retreat- Stunning Wine Country Luxe!
Exterior

10. Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Calistoga
10.0 out of 10, Exceptional, (4 reviews)
"Property is beautiful rooms are so clean. Service was incredible."
United States
Paul L.
$348 nightly
The price is $418
Aug 10 - Aug 11
Total with taxes and fees
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Terrace/patio

11. 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, (4 reviews)
"We absolutely loved our stay! The home was clean, quiet, private, and incredibly convenient. We were especially grateful that the hosts allowed our three dogs, which made this trip extra special. We spent a few days enjoying Calistoga and Napa before taking our sweet pup to UC Davis, and this was the perfect place for us. As empty nesters, we love traveling with our three dogs and hope to stay here again someday!"
United States
Jennifer G.
$353 nightly
The price is $423
Aug 9 - Aug 10
Total with taxes and fees
Escape to wine country in your independent cottage in downtown Calistoga
Outdoor dining

12. Sonoma Sanctuary

Sonoma Sanctuary
Santa Rosa
9.8 out of 10, Exceptional, (29 reviews)
"Beautiful home. Communication was quick and helpful. Would absolutely stay again."
United States
Ryan M.
$2,216 nightly
The price is $2,500
Sep 3 - Sep 4
Total with taxes and fees
Sonoma Sanctuary
Exterior

13. Farmhouse at Sonoma Oaks. Hot Tub, Pool, Bocce!

Farmhouse at Sonoma Oaks. Hot Tub, Pool, Bocce!
Santa Rosa
9.6 out of 10, Exceptional, (24 reviews)
"Great location and property. Nikki was a great host and very responsive. We would stay here again. "
United States
Cameron K.
$1,460 nightly
The price is $1,627
Sep 1 - Sep 2
Total with taxes and fees
Farmhouse at Sonoma Oaks. Hot Tub, Pool, Bocce!
Dining

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

Spacious 5BR/3BA Group Getaway, Pool & EV Charger
Santa Rosa
10.0 out of 10, Exceptional, (12 reviews)
"Gorgeous backyard, fully-stocked kitchen, attractive and comfortable bedding, and fun games for the kids inside and out of the house."
United States
Michelle S.
$746 nightly
The price is $841
Aug 19 - Aug 20
Total with taxes and fees
Spacious 5BR/3BA Group Getaway, Pool & EV Charger
Property grounds

15. Sky View: Heated Pool & Hot Tub, 5 Acres

Sky View: Heated Pool & Hot Tub, 5 Acres
Santa Rosa
9.8 out of 10, Exceptional, (39 reviews)
"Great house and the host stayed in touch to make sure everything was going well."
United States
Jay P.
$1,080 nightly
The price is $1,198
Aug 16 - Aug 17
Total with taxes and fees
Sky View: Heated Pool & Hot Tub, 5 Acres
Exterior

16. RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort
3.0 star property
Stonehouse
8.8 out of 10, Excellent, (1,433 reviews)
"Love this place!"
United States
Colleen
$129 nightly
The price is $148
Aug 10 - Aug 11
Total with taxes and fees
RiverPointe Napa Valley Resort
Outdoor dining

17. Romantic Wine Country Retreat with Hot Tub

Romantic Wine Country Retreat with Hot Tub
Boyes Hot Springs
9.8 out of 10, Exceptional, (54 reviews)
"This is just what you need for a getaway to enjoy the sights and tastes of Sonoma and Napa. Our hosts were exceptional from start to finish and truly care about your experience at their quaint and spotless property. "
United States
Lisa G.
$304 nightly
The price is $336
Aug 26 - Aug 27
Total with taxes and fees
Romantic Wine Country Retreat with Hot Tub
Exterior

18. Bennett Valley Eden - 3 homes with Hot Tub & Tastings Included

Bennett Valley Eden - 3 homes with Hot Tub & Tastings Included
Santa Rosa
9.8 out of 10, Exceptional, (39 reviews)
"We celebrated two eightieth birthdays while staying here. There were twelve of us, a comfortable bed for everyone, and with three units, privacy for those who needed alone time, and in the main house plenty of space for socializing.We hiked up at Trione-Annandel State Park, and mostly ate out in Glen Ellen and Kenwood. Birthday dinner at Stella's in Kenwood. Fabulous."
United States
Maureen G.
$3,021 nightly
The price is $3,369
Aug 16 - Aug 17
Total with taxes and fees
Bennett Valley Eden - 3 homes with Hot Tub & Tastings Included
Outdoor pool

19. 2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (24 reviews)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
$227 nightly
The price is $255
Aug 23 - Aug 24
Total with taxes and fees
2 Hidden Wine Country Gem Upstairs Unit
Outdoor dining

20. Luxury 12-Sleeper: Pool, Hot Tub, Near Sonoma Plaza

Luxury 12-Sleeper: Pool, Hot Tub, Near Sonoma Plaza
Verano
10.0 out of 10, Exceptional, (8 reviews)
"Amazing property and very clean!"
United States
stephany g.
$1,344 nightly
The price is $1,485
Aug 9 - Aug 10
Total with taxes and fees
Luxury 12-Sleeper: Pool, Hot Tub, Near Sonoma Plaza
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

Elm House Inn

Elm House Inn

10/10 Excellent
"Good hotel"
Sanjay 2-night trip
Posted less than an hour ago
Elm House Inn

Find out more about Kenwood

Everything you need to know about Kenwood vacation rentals

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

Kenwood vacation 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 low season months. For more hustle and bustle, you may prefer to visit Kenwood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $148 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Kenwood rentals

At Expedia, we put the best Kenwood vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Kenwood?

Yes, we offer vacation rentals in Kenwood close to Robert Ferguson Observatory, or you can go with a secluded option if you want 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 vacation rentals in Kenwood?

Casa Bella Estate in Wine Country w/ New Pool!: Visitors like this Kenwood vacation home rental. It is located in a rural location and has a fireplace, a hot tub, and a barbecue grill 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 you can cook with friends or family.

How many vacation rentals are there in Kenwood?

With 46 Expedia vacation rentals, you're sure 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 Trione-Annadel State Park and VJB Vineyard & Cellars.

What are vacation rentals like in Kenwood?

Vacation rentals are private accommodations you can reserve for several days or longer in Kenwood. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.