A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Windsor holiday homes

A kitchen with a granite countertop, a fruit bowl, and a dining area with chairs and a table.

1. Elegant Vineyard Living at a Private Wine Country Estate

Elegant Vineyard Living at a Private Wine Country Estate
Windsor
8.4 out of 10, Very good, (6 reviews)
"What an amazing place! The hosts made it very easy to be prepared for our stay."
United States
Eric B.
The price is £818
includes taxes & fees
4 Nov - 5 Nov
Elegant Vineyard Living at a Private Wine Country Estate
A balcony with wicker furniture and a glass table, overlooking a scenic landscape during sunset.

2. Vineyard View Retreat • Fire Pit • Wine Tasting Perks

Vineyard View Retreat • Fire Pit • Wine Tasting Perks
Healdsburg
9.8 out of 10, Exceptional, (17 reviews)
"Great location!"
United States
Riley F.
The price is £373
includes taxes & fees
29 Oct - 30 Oct
Vineyard View Retreat • Fire Pit • Wine Tasting Perks
Private kitchen

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

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Northwest Santa Rosa
9.4 out of 10, Exceptional, (23 reviews)
"very nice space "
United States
kevin c.
The price is £284
includes taxes & fees
28 Oct - 29 Oct
Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
A dining area with a wooden table and chairs, a white macrame runner, and a hanging plant.

4. Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
10.0 out of 10, Exceptional, (1 review)
"We loved our stay! The area is beautiful, peaceful and quiet. The house is clean, well maintained and equipped. Really enjoyed it and look forward to our next visit."
United States
Tina A.
The price is £278
includes taxes & fees
20 Oct - 21 Oct
Wine Country Cottage Escape
A spacious kitchen with a large island, wooden ceiling, and large windows offering a view of the deck.

5. The Cozy Pine Cone . Hot tub- Deck & Grill Forestville

The Cozy Pine Cone . Hot tub- Deck & Grill Forestville
Forestville
10.0 out of 10, Exceptional, (15 reviews)
"Nice place, great location, had everything we needed. Helpful and prompt communication by the host. This was a great base for exploring the area."
United States
Rebecca I.
The price is £344
includes taxes & fees
28 Oct - 29 Oct
The Cozy Pine Cone . Hot tub- Deck & Grill Forestville
A bedroom with a bed, pillows, a blanket, and a painting on the wall.

6. Forestville Redwood Escape

Forestville Redwood Escape
Forestville
The price is £332
includes taxes & fees
3 Nov - 4 Nov
Forestville Redwood Escape
An outdoor patio with a pergola labeled 'Brewing Station,' surrounded by chairs and a table, with string lights overhead.

7. Russian River Brew-cation Home

Russian River Brew-cation Home
Northwest Santa Rosa
10.0 out of 10, Exceptional, (56 reviews)
"What a perfect place to stay for a wine country weekend! We’ll definitely be back!"
United States
Gina N.
The price is £379
includes taxes & fees
20 Oct - 21 Oct
Russian River Brew-cation Home
A deck with outdoor seating, a grill, and a view of a house with large windows.

8. Somms Rest ⎮ Designed. Curated. Peaceful.

Somms Rest ⎮ Designed. Curated. Peaceful.
Mirabel Heights
9.8 out of 10, Exceptional, (37 reviews)
"Great stay, highly recommend!"
United States
Jana P.
The price is £389
includes taxes & fees
3 Nov - 4 Nov
Somms Rest ⎮ Designed. Curated. Peaceful.
A modern living room with a blue sectional sofa, a wooden coffee table, and a staircase leading to another room.

9. Serenity at the Russian River

Serenity at the Russian River
Mirabel Heights
10.0 out of 10, Exceptional, (41 reviews)
"We had a great stay. The house was clean, the beds were comfy and a very convenient location. Just wish there was an ironing board. I would definitely recommend staying here."
United States
Patricia A.
The price is £401
includes taxes & fees
18 Oct - 19 Oct
Serenity at the Russian River
A living room with a stone fireplace, wooden flooring, a dining area with chairs, and a large window.

10. Wine Country Getaway

Wine Country Getaway
Mirabel Heights
10.0 out of 10, Exceptional, (33 reviews)
"Great place, would stay again!"
United States
Rachel S.
The price is £418
includes taxes & fees
18 Oct - 19 Oct
Wine Country Getaway
An outdoor patio with wooden chairs and a table, surrounded by greenery and a white pergola.

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

Peaceful, charming, cottage in wine country. Beautiful yard!
Sebastopol
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful, charming cottage in a quiet neighborhood. Close to wineries and food."
United States
Mikaela
The price is £280
includes taxes & fees
9 Nov - 10 Nov
Peaceful, charming, cottage in wine country. Beautiful yard!
A modern kitchen with white cabinets, a central island, and a dining area with a round table and chairs.

12. Sonoma Wine Country Getaway | Winemaker’s Home with Modern Comforts

Sonoma Wine Country Getaway | Winemaker’s Home with Modern Comforts
Northwest Santa Rosa
10.0 out of 10, Exceptional, (84 reviews)
"Great Home. Decent value.Didn’t realize the street were gonna be so compacted with houses very small streets"
United States
Melissa M.
The price is £433
includes taxes & fees
15 Oct - 16 Oct
Sonoma Wine Country Getaway | Winemaker’s Home with Modern Comforts
A swimming pool with a slide, a barbecue area, and a wooden deck.

13. 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.
The price is £216
includes taxes & fees
15 Oct - 16 Oct
2 Hidden Wine Country Gem Upstairs Unit
A living room with a fireplace, leather sofas, a glass coffee table, and a guitar.

14. Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries

Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
Northwest Santa Rosa
9.8 out of 10, Exceptional, (76 reviews)
"Our stay was very comfortable."
United States
Kim R.
The price is £454
includes taxes & fees
19 Oct - 20 Oct
Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
A wooden deck with two Adirondack chairs, a small table, and a sign indicating 'SANTA CLARA.'

15. Russian River Retreat: Private Beach & DogFriendly

Russian River Retreat: Private Beach & DogFriendly
Forestville
10.0 out of 10, Exceptional, (1 review)
"Love this place so much! Will rent it every year for my birthday if they’ll let me!"
United States
Anna K.
The price is £518
includes taxes & fees
18 Oct - 19 Oct
Russian River Retreat: Private Beach & DogFriendly
A spacious living area with a large window, wooden ceiling beams, and a cozy seating arrangement.

16. ❤The Elegant: A Chic Healdsburg Winery Cottage! Hot Tub, Views! !❤

❤The Elegant: A Chic Healdsburg Winery Cottage! Hot Tub, Views! !❤
Healdsburg
10.0 out of 10, Exceptional, (15 reviews)
"Awesome stay. Highly recommended"
United States
sharon p.
The price is £394
includes taxes & fees
21 Oct - 22 Oct
❤The Elegant: A Chic Healdsburg Winery Cottage! Hot Tub, Views! !❤
A modern kitchen with a central island, bar stools, and a dining table set with candles.

17. Modern Luxury Home by Russian River - Private Hot Tub, Office, EV Charger, Deck!

Modern Luxury Home by Russian River - Private Hot Tub, Office, EV Charger, Deck!
Forestville
10.0 out of 10, Exceptional, (14 reviews)
"We had an excellent stay and will definitely keep this place in mind for future stays. The rooms were spacious and everything was well appointed. We enjoyed the hot tub and the swings on the front porch. An overall great place. "
United States
Emily N.
The price is £472
includes taxes & fees
27 Oct - 28 Oct
Modern Luxury Home by Russian River - Private Hot Tub, Office, EV Charger, Deck!
A bedroom with a bed, a nightstand, a lamp, and a framed picture on the wall.

18. Farpoint: Heated Infinity Pool, Mountain Views

Farpoint: Heated Infinity Pool, Mountain Views
Santa Rosa
10.0 out of 10, Exceptional, (23 reviews)
"Loved our stay."
United States
Vanessa R.
The price is £765
includes taxes & fees
28 Oct - 29 Oct
Farpoint: Heated Infinity Pool, Mountain Views
A modern kitchen with white cabinetry, a central island, and a dining area with a table and chairs.

19. Modern Country Home | Near Downtown & Bike Trail

Modern Country Home | Near Downtown & Bike Trail
Sebastopol
10.0 out of 10, Exceptional, (7 reviews)
"Very clean and lots of you nearby"
United States
Santo Q.
The price is £405
includes taxes & fees
18 Oct - 19 Oct
Modern Country Home | Near Downtown & Bike Trail
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.

20. 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.
The price is £297
includes taxes & fees
26 Oct - 27 Oct
Craftsman 2 blocks from 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 Windsor Hotel Reviews

La Quinta Inn & Suites Santa Rosa Sonoma

La Quinta Inn & Suites Santa Rosa Sonoma

10/10 Excellent
"Stayed there before we like it very nice"
angelo 3-night trip
Posted 7 hours ago
La Quinta Inn & Suites Santa Rosa Sonoma

Find out more about Windsor

Windsor Holiday Homes information

Number of reviews
497
Accommodation
1054 Holiday Homes
Lowest Price
£216
Highest Price
£818