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
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Windsor holiday homes

A wooden sauna structure with a bench inside, a small pool, and a potted plant outside.

1. Wildflower

Wildflower
Windsor
10.0 out of 10, Exceptional, (1 review)
"Very accommodating home with all the essentials. Awesome backyard for the dogs, great location and communication. "
United States
Keri S.
The price is £587
includes taxes & fees
1 Sept - 2 Sept
Wildflower
A kitchen with a granite countertop, a fruit bowl, and a dining area with chairs and a table.

2. 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 £902
includes taxes & fees
7 Sept - 8 Sept
Elegant Vineyard Living at a Private Wine Country Estate
A house with a swimming pool, outdoor furniture, and a well-maintained garden.

3. Eastside Eden - Pool, Hot Tub and Tastings Included

Eastside Eden - Pool, Hot Tub and Tastings Included
Healdsburg
9.2 out of 10, Wonderful, (5 reviews)
"This is a great location with wonderful outdoor space and nice layout of the home. A perfect spot for a long weekend or longer. Great views on the wrap around deck. Would definitely come back. "
United States
Dan M.
Eastside Eden - Pool, Hot Tub and Tastings Included
An outdoor patio with a wooden deck, a table with chairs, and a door with a hanging light fixture.

4. 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.
Wine Country Farmhouse with Hot Tub
A balcony with wicker furniture and a glass table, overlooking a scenic landscape during sunset.

5. 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)
"The house was just like advertised. Great location to visit the surrounding area."
United States
David S.
The price is £303
includes taxes & fees
21 Sept - 22 Sept
Vineyard View Retreat • Fire Pit • Wine Tasting Perks
A dining area with a wooden table and chairs, a white macrame runner, and a hanging plant.

6. Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
The price is £269
includes taxes & fees
31 Aug - 1 Sept
Wine Country Cottage Escape

7. 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 £311
includes taxes & fees
1 Sept - 2 Sept
Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
An outdoor patio with wooden chairs and a table, surrounded by greenery and a white pergola.

8. 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 £250
includes taxes & fees
31 Aug - 1 Sept
Peaceful, charming, cottage in wine country. Beautiful yard!
A swimming pool with a slide, a barbecue area, and a wooden deck.

9. 2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (27 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 £208
includes taxes & fees
27 Aug - 28 Aug
2 Hidden Wine Country Gem Upstairs Unit
A deck with outdoor seating, a grill, and a view of a house with large windows.

10. Somms Rest ⎮ Designed. Curated. Peaceful.

Somms Rest ⎮ Designed. Curated. Peaceful.
Mirabel Heights
9.8 out of 10, Exceptional, (36 reviews)
"Great stay, highly recommend!"
United States
Jana P.
The price is £378
includes taxes & fees
31 Aug - 1 Sept
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.

11. Serenity at the Russian River

Serenity at the Russian River
Mirabel Heights
10.0 out of 10, Exceptional, (40 reviews)
"Great hosts. Very accommodating. Clean and beautiful property. Great timely communication with hosts."
United States
Neeraj
The price is £390
includes taxes & fees
26 Aug - 27 Aug
Serenity at the Russian River
A spacious kitchen with a large island, wooden ceiling, and large windows offering a view of the deck.

12. 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, (13 reviews)
"The house is beautiful and has everything you need to have a great time in forestville!"
United States
Nick C.
The price is £316
includes taxes & fees
26 Aug - 27 Aug
The Cozy Pine Cone . Hot tub- Deck & Grill Forestville
An outdoor patio with a pergola labeled 'Brewing Station,' surrounded by chairs and a table, with string lights overhead.

13. 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 £397
includes taxes & fees
26 Aug - 27 Aug
Russian River Brew-cation Home
A living room with a stone fireplace, wooden flooring, a dining area with chairs, and a large window.

14. 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 £406
includes taxes & fees
26 Aug - 27 Aug
Wine Country Getaway
A shuffleboard table in a room with wooden walls and large windows.

15. Relaxing Vineyard View, Rooftop Deck & Game Room

Relaxing Vineyard View, Rooftop Deck & Game Room
Sebastopol
10.0 out of 10, Exceptional, (25 reviews)
"The location was perfect if you enjoy the Russian River Wineries and the Healdsburg area. The house itself is full of charm and character. It was nice to be able to unwind with friends at the dining table and play cards after a collaboratively cooked meal. The little town of Graton has a couple of good little restaurants, too!"
United States
Jeff D.
The price is £364
includes taxes & fees
26 Aug - 27 Aug
Relaxing Vineyard View, Rooftop Deck & Game Room
A modern kitchen with white cabinets, a central island, and a dining area with a round table and chairs.

16. 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)
"We enjoyed our stay. We had a lovely girls weekend and had no issues. The owner was very responsive and helpful."
United States
Avani S.
The price is £398
includes taxes & fees
26 Aug - 27 Aug
Sonoma Wine Country Getaway | Winemaker’s Home with Modern Comforts
A wooden interior with a dining area, a bench, and a mirror on the wall.

17. Cozy Riverfront Cabin - Beach Access & Wood Stove

Cozy Riverfront Cabin - Beach Access & Wood Stove
Guerneville
9.8 out of 10, Exceptional, (22 reviews)
"It was wonderful, we'll be back!"
United States
Jehanne H.
The price is £360
includes taxes & fees
26 Aug - 27 Aug
Cozy Riverfront Cabin - Beach Access & Wood Stove
An entrance with a wooden door, a wicker chair, a cushioned bench, a window with a view of trees, and a hanging light fixture.

18. Private Lofted Downtown Studio

Private Lofted Downtown Studio
Sebastopol
9.8 out of 10, Exceptional, (51 reviews)
"Very cute and luxurious!! We really enjoyed our stay and great proximity to downtown. "
United States
Yvonne L.
The price is £292
includes taxes & fees
30 Aug - 31 Aug
Private Lofted Downtown Studio
A living room with a fireplace, leather sofas, a glass coffee table, and a guitar.

19. 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, (75 reviews)
"Great place close to KJ and La Crema wineries!"
United States
Nancy P.
The price is £476
includes taxes & fees
1 Sept - 2 Sept
Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
A spacious living area with a wooden ceiling, a sofa, a coffee table, and a kitchen in the background.

20. Walk to Downtown Sebastopol * Luxe Vacation Living

Walk to Downtown Sebastopol * Luxe Vacation Living
Sebastopol
9.6 out of 10, Exceptional, (9 reviews)
"Beautiful views and beautiful house. Are short stay was very comfortable."
United States
Heather A.
The price is £287
includes taxes & fees
1 Sept - 2 Sept
Walk to Downtown Sebastopol * Luxe Vacation Living
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

The Inn at the Tides

The Inn at the Tides

10/10 Excellent
"Clean room, friendly staff"
Zahra 1-night trip
Posted less than an hour ago
The Inn at the Tides

Find out more about Windsor

Windsor Holiday Homes information

Number of reviews
532
Accommodation
1054 Holiday Homes
Lowest Price
£208
Highest Price
£902