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

Search Windsor Cottage Rentals from CA $277

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Windsor cottages

Exterior

1. Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.8 out of 10, Exceptional, (79 reviews)
"Lovely vacation rental"
United States
suzanne g.
The price is CA $277
CA $587 total
includes taxes & fees
Sep 8 - Sep 9
Wine Country Cottage in downtown Santa Rosa, CA
Property grounds

2. Comfort and Style in Our Queen Cottage

Comfort and Style in Our Queen Cottage
Calistoga
9.8 out of 10, Exceptional, (49 reviews)
"Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants "
United States
Robert
The price is CA $275
CA $354 total
includes taxes & fees
Sep 8 - Sep 9
Comfort and Style in Our Queen Cottage
Exterior

3. Hillside Retreat in the Redwoods | Hot Tub

Hillside Retreat in the Redwoods | Hot Tub
Guerneville
10.0 out of 10, Exceptional, (5 reviews)
"Great place! Nice and cozy!"
United States
John B.
The price is CA $474
CA $853 total
includes taxes & fees
Sep 10 - Sep 11
Hillside Retreat in the Redwoods | Hot Tub
Terrace/patio

4. Escape to wine country in your independent cottage in downtown Calistoga

Escape to wine country in your independent cottage in downtown Calistoga
Calistoga
10.0 out of 10, Exceptional, (6 reviews)
"We made the Calistoga CA area our base for our recent trip and the Cottage Grove Inn served as a great place to stay."
United States
Anonymous traveller
The price is CA $428
CA $586 total
includes taxes & fees
Sep 7 - Sep 8
Escape to wine country in your independent cottage in downtown Calistoga
Exterior

5. Charming King Cottage

Charming King Cottage
Calistoga
9.8 out of 10, Exceptional, (11 reviews)
"Nice comfortable cottage."
United States
Michael E. S.
The price is CA $331
CA $425 total
includes taxes & fees
Sep 20 - Sep 21
Charming King Cottage
Outdoor dining

6. Garden house with gas fireplace

Garden house with gas fireplace
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"It was a quaint country house. The host was attentive, but also left us to ourselves. The house was clean. A/C worked well. It was very comfortable."
United States
Amy
The price is CA $136
CA $277 total
includes taxes & fees
Sep 9 - Sep 10
Garden house with gas fireplace
Exterior

7. Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Calistoga
9.8 out of 10, Exceptional, (43 reviews)
"Host, amenities, location….all excellent. "
United States
Amy B.
The price is CA $469
CA $644 total
includes taxes & fees
Sep 7 - Sep 8
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Exterior

8. Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Calistoga
10.0 out of 10, Exceptional, (4 reviews)
"Property is beautiful rooms are so clean. Service was incredible."
United States
Paul L.
The price is CA $428
CA $586 total
includes taxes & fees
Sep 13 - Sep 14
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Terrace/patio

9. Stunning Sauna Cottage Retreat on Private Vineyard

Stunning Sauna Cottage Retreat on Private Vineyard
Sebastopol
10.0 out of 10, Exceptional, (3 reviews)
"Nice area in the vineyards. Sauna was great. Place was clean. "
United States
Cesar R.
The price is CA $429
CA $725 total
includes taxes & fees
Sep 22 - Sep 23
Stunning Sauna Cottage Retreat on Private Vineyard
Iron/ironing board, travel crib, WiFi, bed sheets

10. The Atlas Calistoga - Cottage #2

The Atlas Calistoga - Cottage #2
Calistoga
10.0 out of 10, Exceptional, (24 reviews)
"Perfect stay, walking distance to Calistoga town which had restaurants and groceries. Apartment was super clean and cozy, had everything we needed. The host was very responsive with any questions we had, and also extremely accommodating. Would stay here again next time in the Calistoga. "
United States
Samantha L.
The price is CA $596
CA $934 total
includes taxes & fees
Sep 20 - Sep 21
The Atlas Calistoga - Cottage #2
Exterior

11. Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog

Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Dillon Beach
10.0 out of 10, Exceptional, (82 reviews)
"Lovely spot for a getaway!"
United States
Lisa M.
The price is CA $386
CA $806 total
includes taxes & fees
Sep 8 - Sep 9
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Exterior

12. The Atlas Calistoga - Cottage #1

The Atlas Calistoga - Cottage #1
Calistoga
10.0 out of 10, Exceptional, (17 reviews)
"Great space, impeccably appointed, amazing location. Would stay again. "
United States
Kris R.
The price is CA $649
CA $1,003 total
includes taxes & fees
Sep 20 - Sep 21
The Atlas Calistoga - Cottage #1
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

8/10 Good
"Spacious room and bathroom. Somewhat dated but still nice enough. Staff were very helpful and we were able to check in early. Continental breakfast was just ok."
Donna 2-night trip
Posted 8 hours ago
The Inn at the Tides

Find out more about Windsor

Windsor Cottages information

Number of reviews
319
Accommodation
119 Cottages
Lowest Price
CA $277
Highest Price
CA $806

Frequently asked questions

How much do cottages in Windsor cost?
Rates for cottages in Windsor range between CA $277 and CA $806 per night. No matter your budget, you'll find the perfect place to reconnect with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Windsor?
Pack your bags and pick from 119 cottages in Windsor. Thinking about a place where you can relax and connect with nature? Expedia can help you find your ideal stay in a few simple clicks.
Are there any family-friendly cottages in Windsor?
Put your bags down at Wine Country Getaway Modern Three and make your family getaway to Windsor nice and comfortable. This family-friendly cottage has a 3-star rating and conveniences such as an oven and WiFi. Once you've checked in and dropped off your bags, there are loads of family-friendly attractions to explore in and around Windsor. Safari West and Rubicon Adventures guarantee a good time for young and old.
Why book your cottage in Windsor with Expedia?
Reserving a cottage in Windsor is as simple as deciding on your travel dates and picking an ideal place for outdoor relaxation and recreation. From ritzy retreats to affordable properties and cottages that come with amenities like laundry facilities, Expedia has something for all traveler tastes. As for the best offers around? We've got them too!
How can I find cheap cottages in Windsor?
The best way to compare cheap cottages in Windsor is with Expedia's filter tool. Refine your search by star rating, amenities and budget to nab unbeatable prices in just a few keystrokes.
What is there to do in Windsor near my cottage?
Windsor has enough activities and experiences to keep you going for weeks, beginning with Pacific Coast Air Museum. Windsor Golf Club, Sonoma-Cutrer Vineyards Cutrer Vineyard and Russian Hill Estate Vineyards are other awesome attractions. If you're hanging around a while, Windsor Oaks Vineyards and Powell's Sweet Shoppe - Windsor are nice finishing touches to your itinerary.

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