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

Holiday Homes in Kenwood

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Kenwood holiday homes

A spacious living room with a large sectional sofa, a wooden coffee table, and a dining area with a round table and chairs.

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

Modern Organic 3BR Oasis w/ Creek&Near State Park
Kenwood
9.6 out of 10, Exceptional, (8 reviews)
"Beautiful home and a great location!"
United States
Samantha S.
The price is €489
includes taxes & fees
21 Oct - 22 Oct
Modern Organic 3BR Oasis w/ Creek&Near State Park
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

Sonoma Creek Haven - Creekside Hot Tub Retreat
Kenwood
9.8 out of 10, Exceptional, (19 reviews)
"Beautiful setting and a wonderful host!"
United States
Kathryn J.
Sonoma Creek Haven - Creekside Hot Tub Retreat
Pool

3. Base Camp

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

4. Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (179 reviews)
"Awesome place to stay! "
United States
Amanda D.
Glen Ellen Retreats Coastal Cottage
A house with a hot tub in the backyard, a wooden deck, and a covered patio area.

5. Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage
Glen Ellen
10.0 out of 10, Exceptional, (101 reviews)
"Enjoyed our stay! Walkable to restaurants, groceries, hiking trails. Well stocked kitchen for cooking. Beds and pillows extremely comfortable. The place was spotless and well maintained. Would stay here again and highly recommend!"
United States
Amy
Glen Ellen Retreats Hot Tub Cottage
A bedroom with a bed, nightstands, a ceiling fan, a window with curtains, and a wall painting.

6. Glen Ellen Retreats Sunset Cottage

Glen Ellen Retreats Sunset Cottage
Glen Ellen
10.0 out of 10, Exceptional, (87 reviews)
"Great house and location. Very clean and comfortable. Perfect location as a base for visiting wineries. Highly recommend"
United States
patrick s.
Glen Ellen Retreats Sunset Cottage
A swimming pool with a slide, a barbecue area, and a wooden deck.

7. 2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (31 reviews)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
2 Hidden Wine Country Gem Upstairs Unit
A spacious living room with a high ceiling, a large painting, and a view of the outdoors.

8. Sonoma Vineyard Retreat with Pool, Hot Tub & Vineyard Views

Sonoma Vineyard Retreat with Pool, Hot Tub & Vineyard Views
Kenwood
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful home & property. Great location. We thoroughly enjoyed our stay! "
United States
Laura G.
Sonoma Vineyard Retreat with Pool, Hot Tub & Vineyard Views
A modern living room with a fireplace, comfortable seating, a glass coffee table, and large windows offering a view of a mountainous landscape.

9. Cloud 9 - A Retreat for Bliss and Happiness

Cloud 9 - A Retreat for Bliss and Happiness
Glen Ellen
10.0 out of 10, Exceptional, (23 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.
The price is €1,145
includes taxes & fees
2 Nov - 3 Nov
Cloud 9 - A Retreat for Bliss and Happiness
A bedroom with a bed, two bedside lamps, a wall art piece, and a window with blinds.

10. Wonderful Queen bedroom #2 in house with AC in charming Sonoma

Wonderful Queen bedroom #2 in house with AC in charming Sonoma
Sonoma
Wonderful Queen bedroom #2 in house with AC in charming Sonoma
A covered outdoor seating area with a pergola, a hot tub, and a wooden deck.

11. Outdoor Sonoma Escape with Hot Tub and Large Yard

Outdoor Sonoma Escape with Hot Tub and Large Yard
Fetters Hot Springs-Agua Caliente
10.0 out of 10, Exceptional, (21 reviews)
"Lovely property, very nice yard, enjoyed the hot tub."
United States
Innesa L.
Outdoor Sonoma Escape with Hot Tub and Large Yard
A spacious living room with a grey sectional sofa, wooden flooring, and a wooden ceiling.

12. Annadel House Retreat- Stunning Wine Country Luxe!

Annadel House Retreat- Stunning Wine Country Luxe!
Santa Rosa
9.6 out of 10, Exceptional, (37 reviews)
"Great place to stay, nice views"
United States
Robert B.
Annadel House Retreat- Stunning Wine Country Luxe!
A house with a swimming pool surrounded by lush greenery and a small waterfall feature.

13. Cozy Wine Country Guesthouse with Private Pool & Yard

Cozy Wine Country Guesthouse with Private Pool & Yard
Santa Rosa
10.0 out of 10, Exceptional, (36 reviews)
"Wonderful stay!"
United States
Adam C.
The price is €324
includes taxes & fees
20 Oct - 21 Oct
Cozy Wine Country Guesthouse with Private Pool & Yard
A modern kitchen with a central island, dining area with chairs, and a view of the outdoors.

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, (13 reviews)
"This was a perfect place for our group. The home is beyond beautiful and felt very clean and homey. I would absolutely recommend this stay!"
United States
shea o.
Spacious 5BR/3BA Group Getaway, Pool & EV Charger
A room with a large window, a small round table with a bottle, and a blue rug.

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, (40 reviews)
"This was a beautiful residence! The pool is the highlight of the whole package, and the view cannot be beat. My family had a great time! "
United States
Collette B.
Sky View: Heated Pool & Hot Tub, 5 Acres
A spacious living area with a leather sofa, wooden coffee table, and a dining table with chairs. There are plants, bookshelves, and a kitchen in the background.

16. Craftsman 2 blocks from Russian River Brewery!

Craftsman 2 blocks from Russian River Brewery!
Santa Rosa
10.0 out of 10, Exceptional, (3 reviews)
"Very easy check in/check out"
United States
Thomas L.
Craftsman 2 blocks from Russian River Brewery!
A two-story house with a well-maintained lawn, a driveway, and a large tree in the foreground.

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

Farmhouse at Sonoma Oaks. Hot Tub, Pool, Bocce!
Santa Rosa
9.6 out of 10, Exceptional, (25 reviews)
"Great location and property. Nikki was a great host and very responsive. We would stay here again. "
United States
Cameron K.
Farmhouse at Sonoma Oaks. Hot Tub, Pool, Bocce!
An outdoor patio with a wooden deck, a table with chairs, and a door with a hanging light fixture.

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

Wine Country Farmhouse on a Horse Ranch w/ Hot Tub
Santa Rosa
10.0 out of 10, Exceptional, (75 reviews)
"The property was beautiful and the beds were so comfy! The property manager was very friendly and responsive. "
United States
Abigail M.
The price is €442
includes taxes & fees
21 Oct - 22 Oct
Wine Country Farmhouse on a Horse Ranch w/ Hot Tub
A pool area with lounge chairs and a large tree in the background.

19. Private 1+ acre, Bocce, Waterfall, Free Pool Heat

Private 1+ acre, Bocce, Waterfall, Free Pool Heat
Santa Rosa
9.8 out of 10, Exceptional, (21 reviews)
"This house was wonderful for a family gathering. The private yard itself added so many beautiful places to play games and congregate, and we spent most of our time outside. All amenities were provided, and the host checked in a few times to make sure everything was going well. The location near the wineries and other destinations was also excellent. We would most definitely stay here again."
United States
Polly B.
Private 1+ acre, Bocce, Waterfall, Free Pool Heat
An outdoor patio area with stone flooring, wooden tables, and wicker chairs, surrounded by lush greenery and string lights.

20. Walk to Downtown & Russian River Brewery

Walk to Downtown & Russian River Brewery
Santa Rosa
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful location, cleanliness, and has all the amenities to make for a lovely stay. "
United States
roxanne K.
Walk to Downtown & Russian River Brewery
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

8/10 Good
"A very cute little BnB! The breakfast was great and the staff was so friendly and helpful"
Liz 2-night trip
Posted 12 hours ago
Elm House Inn

Find out more about Kenwood

Kenwood Holiday Homes information

Number of reviews
701
Accommodation
899 Holiday Homes
Lowest Price
€324
Highest Price
€1,145