Kenwood Holiday Homes from £209: Search Holiday Homes in Kenwood

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

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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

Kenwood

Linda Z.

includes taxes & fees

5 Oct - 6 Oct

2. Base Camp

Kenwood

includes taxes & fees

5 Oct - 6 Oct

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

3. Glen Ellen Retreats Coastal Cottage

Glen Ellen

Amanda D.

includes taxes & fees

1 Oct - 2 Oct

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

4. Glen Ellen Retreats Sunset Cottage

Glen Ellen

Michelle W.

includes taxes & fees

19 Oct - 20 Oct

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

ladonna A.

includes taxes & fees

6 Oct - 7 Oct

A two-story house with a garage, a balcony, and a driveway.

6. King bedroom #1 Wine Country Gateway With BBQ+Billiards

Sonoma

includes taxes & fees

1 Oct - 2 Oct

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

7. 2 Hidden Wine Country Gem Upstairs Unit

Scenic Brush Creek

Glen M.

includes taxes & fees

4 Oct - 5 Oct

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

Kenwood

Laura G.

includes taxes & fees

27 Oct - 28 Oct

A terrace with wicker chairs overlooking a scenic valley.

9. The Moonlit Retreat + Casita,Bocce & Sunset Views!

Glen Ellen

"My family met for a family wedding and we stayed at this wonderful property . It is a perfect distance to get away yet close enough for ease of conveyance to stores , restaurants etc . The hosts were very good communicators and made us feel totally comfortable . The place was spotlessly clean and very comfortable . Nature abounds with deer , big bunnies and birds galore . Great guest experience and we would definitely stay again when visiting the area."

Alfie H.

includes taxes & fees

11 Oct - 12 Oct

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

10. Cloud 9 - A Retreat for Bliss and Happiness

Glen Ellen

Phillip T.

includes taxes & fees

28 Oct - 29 Oct

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

11. Cozy Wine Country Guesthouse with Private Pool & Yard

Santa Rosa

Adam C.

includes taxes & fees

1 Oct - 2 Oct

12. Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

Northwest Santa Rosa

kevin c.

includes taxes & fees

14 Oct - 15 Oct

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.

13. Craftsman 2 blocks from Russian River Brewery!

Santa Rosa

Thomas L.

includes taxes & fees

1 Oct - 2 Oct

14. Sonoma Nest

Santa Rosa

includes taxes & fees

18 Oct - 19 Oct

A living room with a wooden dining table set for four, a black sofa, and a small coffee table.

15. Charming Wine Country Home w/Hot Tub near Downtown

Santa Rosa

Joel B.

includes taxes & fees

1 Oct - 2 Oct

A dining area with a pool, outdoor seating, and a house in the background.

16. Sonoma Sanctuary

Santa Rosa

Ryan M.

includes taxes & fees

6 Oct - 7 Oct

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

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

Santa Rosa

shea o.

includes taxes & fees

14 Oct - 15 Oct

A kitchen with a central island, wooden chairs, a refrigerator, a window with a view, and a pantry door.

18. Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

Boyes Hot Springs

Robert L.

includes taxes & fees

19 Oct - 20 Oct

An outdoor patio area with stone flooring, wooden tables, and wicker chairs, surrounded by lush greenery and string lights.

19. Walk to Downtown & Russian River Brewery

Santa Rosa

roxanne K.

includes taxes & fees

19 Oct - 20 Oct

A spacious living room with a grey sectional sofa, wooden flooring, and a wooden ceiling.

20. Annadel House Retreat- Stunning Wine Country Luxe!

Santa Rosa

Robert B.

includes taxes & fees

1 Oct - 2 Oct

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Top Kenwood Hotel Reviews

Oxford Suites Sonoma County

10/10 Excellent

"Best as always"

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

8/10 Good

"Great place for a staycation! Close to many restaurants, shops, and easy access to nearby towns for different activities. Staff were always friendly and helpful. We got lucky and the resort was not too busy so there was plenty of spaces for the pool, no wait at the restaurant, etc. also if you are an early morning person their cafe opens at 6:30 am which was great! There are also plenty of cafes nearby that open early. The not so great: if you are a light sleeper or bothered by noise overall beware it can get noisy. We stayed from Thursday to the weekend and we could hear everything happening at the pool, music from the venue, and other guests in the hallways being a bit loud at night but we didn’t mind as much since it was not all night. We traveled with our toddler and she had a great time and her sleep was not disrupted."

Archer Hotel Napa

10/10 Excellent

"Love this hotel! My husband and I stayed here for our anniversary and had such a wonderful experience. When we arrived, champagne and chocolate-covered strawberries were waiting for us in our room. We also enjoyed a couples massage at the spa and spent time relaxing at the rooftop. The second night, we came back to find confetti and a sweet “Happy Anniversary” note from housekeeping. It was little touches like this that made our stay feel extra special. The location is perfect—right in the middle of all the restaurants and bars and within walking distance of the river. The staff was incredibly friendly and welcoming. We had such a great experience and would definitely stay here again. Highly recommend!"

Find out more about Kenwood

Kenwood Holiday Homes information

Number of reviews	772
Accommodation	895 Holiday Homes
Lowest Price	£209
Highest Price	£2,797

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kenwood holiday homes

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

2. Base Camp

3. Glen Ellen Retreats Coastal Cottage

4. Glen Ellen Retreats Sunset Cottage

5. Glen Ellen Retreats Hot Tub Cottage

6. King bedroom #1 Wine Country Gateway With BBQ+Billiards

7. 2 Hidden Wine Country Gem Upstairs Unit

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

9. The Moonlit Retreat + Casita,Bocce & Sunset Views!

10. Cloud 9 - A Retreat for Bliss and Happiness

11. Cozy Wine Country Guesthouse with Private Pool & Yard

12. Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

13. Craftsman 2 blocks from Russian River Brewery!

14. Sonoma Nest

15. Charming Wine Country Home w/Hot Tub near Downtown

16. Sonoma Sanctuary

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

18. Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

19. Walk to Downtown & Russian River Brewery

20. Annadel House Retreat- Stunning Wine Country Luxe!

Find holiday rentals that suit your style

Top Kenwood Hotel Reviews

Oxford Suites Sonoma County

Napa Valley Marriott Hotel & Spa

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

Calistoga Motor Lodge and Spa

Napa Winery Inn

Hotel La Rose

Napa River Inn

Archer Hotel Napa

Find out more about Kenwood

Kenwood Holiday Homes information

Explore a world of travel with Expedia