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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

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.
$412 nightly
The price is $437
Sep 22 - Sep 23
Total with taxes and fees
Wine Country Cottage in downtown Santa Rosa, CA
Outdoor dining

2. 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
$201 nightly
The price is $201
Sep 14 - Sep 15
Total with taxes and fees
Garden house with gas fireplace
Exterior detail

3. Country Carriage House in Downtown Geyserville, Vineyard Views

Country Carriage House in Downtown Geyserville, Vineyard Views
Geyserville
10.0 out of 10, Exceptional, (4 reviews)
"Cozy, rustic, and with all great amenities."
United States
Gina I.
$353 nightly
The price is $391
Oct 8 - Oct 9
Total with taxes and fees
Country Carriage House in Downtown Geyserville, Vineyard Views
Property grounds

4. 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
$248 nightly
The price is $281
Sep 14 - Sep 15
Total with taxes and fees
Comfort and Style in Our Queen Cottage
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.
$270 nightly
The price is $306
Sep 20 - Sep 21
Total with taxes and fees
Charming King Cottage
Exterior

6. 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.
$353 nightly
The price is $423
Sep 13 - Sep 14
Total with taxes and fees
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Terrace/patio

7. 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 traveler
$353 nightly
The price is $423
Sep 13 - Sep 14
Total with taxes and fees
Escape to wine country in your independent cottage in downtown Calistoga
Terrace/patio

8. 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.
$468 nightly
The price is $518
Sep 22 - Sep 23
Total with taxes and fees
Stunning Sauna Cottage Retreat on Private Vineyard
Exterior

9. 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, (44 reviews)
"Host, amenities, location….all excellent. "
United States
Amy B.
$388 nightly
The price is $465
Sep 13 - Sep 14
Total with taxes and fees
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Property grounds

10. Delightful 2-bedroom occuan view cottage , 5 minutes walk to the beach

Delightful 2-bedroom occuan view cottage , 5 minutes walk to the beach
Bodega Bay
9.0 out of 10, Wonderful, (2 reviews)
"So nice and quite "
United States
Amber B.
$460 nightly
The price is $517
Sep 21 - Sep 22
Total with taxes and fees
Delightful 2-bedroom occuan view cottage , 5 minutes walk to the beach
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, (83 reviews)
"Lovely spot for a getaway!"
United States
Lisa M.
$481 nightly
The price is $543
Sep 14 - Sep 15
Total with taxes and fees
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Iron/ironing board, travel crib, WiFi, bed sheets

12. 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.
$570 nightly
The price is $645
Sep 20 - Sep 21
Total with taxes and fees
The Atlas Calistoga - Cottage #2
Exterior

13. The Atlas Calistoga - Cottage #1

The Atlas Calistoga - Cottage #1
Calistoga
10.0 out of 10, Exceptional, (18 reviews)
"Great space, impeccably appointed, amazing location. Would stay again. "
United States
Kris R.
$615 nightly
The price is $696
Sep 30 - Oct 1
Total with taxes and fees
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

10/10 Excellent
"From check in to checkout, staff were friendly, informative and courteous. We had a spacious double queen room with a patio (bldg 12) which gave us wonderful views other buildings may not have the same view. Pool was cool but refreshing, hot tub was just right. Didn’t try the sauna. You’ll meet your steps and stairs goals walking to the pool or down to The Tides restaurant."
Alie 2-night trip
Posted 17 hours ago
The Inn at the Tides

Find out more about Windsor

Windsor Cottages information

Number of reviews
277
Accommodation
120 Cottages
Lowest Price
$201
Highest Price
$696

Frequently asked questions

How much do cottages in Windsor cost?
Rates for cottages in Windsor range between $201 and $696 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 120 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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