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

Windsor Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Windsor vacation rentals

Property grounds

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 AED 448
AED 2,823 total
includes taxes & fees
9 Sep - 10 Sep
Wildflower
Dining

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 AED 2,428
AED 4,762 total
includes taxes & fees
16 Aug - 17 Aug
Elegant Vineyard Living at a Private Wine Country Estate
Deluxe Cabin, 1 Queen Bed, Patio, Garden View | Laptop workspace, WiFi (free), bed sheets

3. Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
1.0 star property
Healdsburg
9.2 out of 10, Wonderful, (127 reviews)
"Nice place to be in with your dog, very good for comfortable stay"
United States
NEERJA
The price is AED 407
AED 464 total
includes taxes & fees
19 Aug - 20 Aug
Wildhaven Sonoma Glamping
Exterior

4. The Ranch at Lake Sonoma

The Ranch at Lake Sonoma
1.0 star property
Geyserville
9.6 out of 10, Exceptional, (5 reviews)
"Nice camping spot "
United States
Evelyn
The price is AED 218
AED 249 total
includes taxes & fees
12 Aug - 13 Aug
The Ranch at Lake Sonoma
Coffee/tea maker, fridge, microwave, oven

5. 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 AED 533
AED 1,509 total
includes taxes & fees
12 Aug - 13 Aug
Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Dining

6. Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
The price is AED 606
AED 1,369 total
includes taxes & fees
9 Sep - 10 Sep
Wine Country Cottage Escape
Terrace/patio

7. Somms Rest ⎮ Designed. Curated. Peaceful.

Somms Rest ⎮ Designed. Curated. Peaceful.
Mirabel Heights
9.8 out of 10, Exceptional, (35 reviews)
"Great stay, highly recommend!"
United States
Jana P.
The price is AED 606
AED 1,760 total
includes taxes & fees
31 Aug - 1 Sep
Somms Rest ⎮ Designed. Curated. Peaceful.
Outdoor pool

8. 2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (25 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 AED 459
AED 1,039 total
includes taxes & fees
23 Aug - 24 Aug
2 Hidden Wine Country Gem Upstairs Unit
Smart TV

9. 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 AED 661
AED 1,956 total
includes taxes & fees
31 Aug - 1 Sep
Serenity at the Russian River
Interior

10. 2BR Bungalow - Russian River & Wine Country

2BR Bungalow - Russian River & Wine Country
Forestville
10.0 out of 10, Exceptional, (17 reviews)
"Had a great stay. Great host and location. Very quiet and relaxing. "
United States
Robert A.
The price is AED 632
AED 1,643 total
includes taxes & fees
16 Aug - 17 Aug
2BR Bungalow - Russian River & Wine Country
Dining

11. 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, (12 reviews)
"The house is beautiful and has everything you need to have a great time in forestville!"
United States
Nick C.
The price is AED 735
AED 1,623 total
includes taxes & fees
19 Aug - 20 Aug
The Cozy Pine Cone . Hot tub- Deck & Grill Forestville
Property grounds

12. 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 AED 876
AED 1,804 total
includes taxes & fees
16 Aug - 17 Aug
Private Lofted Downtown Studio
Dining

13. Wine Country Getaway

Wine Country Getaway
Mirabel Heights
10.0 out of 10, Exceptional, (33 reviews)
"Everything was perfect and people in change of the hotel were incredible "
United States
dalton s.
The price is AED 727
AED 2,078 total
includes taxes & fees
25 Aug - 26 Aug
Wine Country Getaway
Beach

14. The Tiny Tipsy Turtle

The Tiny Tipsy Turtle
Guerneville
10.0 out of 10, Exceptional, (62 reviews)
"Great little place to stay / perfect location in town close to everything / wonderful front patio "
United States
ANTHONY B.
The price is AED 441
AED 806 total
includes taxes & fees
1 Sep - 2 Sep
The Tiny Tipsy Turtle
Dining

15. 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)
"Awesome pet friendly home with nice backyard, great location. Really enjoyed our two night stay in this well appointed home while visiting surrounding areas. Cynthia responded so quickly to any of our questions. Would love to stay here again! "
United States
Keri S.
The price is AED 1,583
AED 2,948 total
includes taxes & fees
14 Aug - 15 Aug
Sonoma Wine Country Getaway | Winemaker’s Home with Modern Comforts
Outdoor dining

16. 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.
Russian River Brew-cation Home
Outdoor dining

17. 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 AED 569
AED 1,315 total
includes taxes & fees
12 Aug - 13 Aug
Peaceful, charming, cottage in wine country. Beautiful yard!
TV, fireplace

18. 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, (74 reviews)
"Great place close to KJ and La Crema wineries!"
United States
Nancy P.
Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
Game room

19. Relaxing Vineyard View, Rooftop Deck & Game Room

Relaxing Vineyard View, Rooftop Deck & Game Room
Sebastopol
10.0 out of 10, Exceptional, (24 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 AED 594
AED 1,929 total
includes taxes & fees
12 Aug - 13 Aug
Relaxing Vineyard View, Rooftop Deck & Game Room
Exterior

20. Sebastopol Lux Walk toTown Guest Suite

Sebastopol Lux Walk toTown Guest Suite
Sebastopol
9.0 out of 10, Wonderful, (6 reviews)
"Beautiful place. Bed was extremely comfortable. Overall environment was pleasant. Coffee set up was good for me as a black coffee drinker. We would stay again and would happily recommend it to others."
United States
Brad
The price is AED 567
AED 1,032 total
includes taxes & fees
9 Sep - 10 Sep
Sebastopol Lux Walk toTown Guest Suite
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

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

8/10 Good
"We only stayed the one night as we were travelling around but, check in was easy, plenty of parking and for value it was hard to beat. We had a family room which was big enough that we were not kicking the beds moving around. Breakfast was buffet and the usual variety. Timings meant the tables were very busy."
Simon 1-night trip
Posted 5 hours ago
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Frequently asked questions

Can I find vacation rentals in Windsor?

Yes, we have vacation rentals in Windsor near Dom Whitney Tasting Lounge, or you can go with a secluded option if you're looking for a relaxing stay. Our travelers say Windsor has a good selection of top-notch restaurants and wineries. Make sure you have time to check out the festivals while you're in the area.

What's the top vacation rental that Windsor has to offer?

Bodega Bay - Sonoma Coastline: Visitors like this Windsor vacation home rental. It is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of books.

How many vacation rentals are there in Windsor?

Choose from 31 Expedia vacation rentals in Windsor for a memorable vacation.

What can I see and do in Windsor?

Family-friendly attractions include Dom Whitney Tasting Lounge and Powell's Sweet Shoppe - Windsor, whereas Russian River is a spot to enjoy the outdoors. Windsor Golf Club and Pacific Coast Air Museum are other places to visit while you're in town.

What are vacation rentals like in Windsor?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Windsor. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a small group gathering.