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Cottages in Windsor

Outdoor dining
Garden house with gas fireplace

Garden house with gas fireplace

Middletown
10.0 out of 10, Exceptional, (1)
"We were not originally planning on staying in Middletown but were pleasantly surprised on arrival. The Garden House is very comfortable and convenient to many things in town. Linda, our host had special little touches that made the stay relaxing. Number one the shower is amazing! I looked forward to it every evening the pressure and hot water is perfect and the quality shampoos and soaps provides smelled wonderful! The kitchen is well stocked if you are cooking during your stay. And there is...
United States
kelsie i.
$203 nightly
The price is $223
Nov 18 - Nov 19
Total with taxes and fees
Garden house with gas fireplace
Exterior
Backyard Garden Oasis

Backyard Garden Oasis

3.0 star property
Middletown
9.6 out of 10, Exceptional, (51)
"Greta was an amazing host, which made for a restful couple of days. Enjoyed the homemade goodies each morning"
United States
les
$194 nightly
The price is $216
Nov 17 - Nov 18
Total with taxes and fees
Backyard Garden Oasis
Terrace/patio
Hillside Retreat in the Redwoods w/ Hot Tub, Pet-Friendly

Hillside Retreat in the Redwoods w/ Hot Tub, Pet-Friendly

Guerneville
10.0 out of 10, Exceptional, (2)
"We had an amazing stay at a place that is as beautiful and serene as it is functional. Loved everything about it, very comfortable, beautifully furnished and decorated and has everything you need to enjoy your stay in the redwoods close to the river and all the restaurants in the area. Highly recommend it. "
United States
V D.
Hillside Retreat in the Redwoods w/ Hot Tub, Pet-Friendly
Property grounds
Comfort and Style in Our Queen Cottage

Comfort and Style in Our Queen Cottage

Calistoga
9.8 out of 10, Exceptional, (49)
"Nice location and space was very comfortable"
United States
Tracy T.
$350 nightly
The price is $423
Nov 17 - Nov 18
Total with taxes and fees
Comfort and Style in Our Queen Cottage
Property grounds
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard

True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard

Forestville
10.0 out of 10, Exceptional, (11)
"Ideal for a relaxing time in wine country! The winery on property is fantastic and highly recommend it!"
United States
Paul H.
$440 nightly
The price is $495
Nov 17 - Nov 18
Total with taxes and fees
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard
Exterior
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, (55)
"Our stay was so nice. The cottage was clean and inviting. Hoping to stay there again in the future."
United States
Mary D.
$506 nightly
The price is $568
Nov 18 - Nov 19
Total with taxes and fees
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Property grounds
Charming King Cottage

Charming King Cottage

Calistoga
9.8 out of 10, Exceptional, (11)
"Cozy and great price!"
United States
Meredith H.
$367 nightly
The price is $444
Nov 17 - Nov 18
Total with taxes and fees
Charming King Cottage
Exterior
Escape to Wine County in your independant Cottage in Downtown Calistoga

Escape to Wine County in your independant Cottage in Downtown Calistoga

Calistoga
9.6 out of 10, Exceptional, (28)
"We were extremely pleased with the location and overall condition of the property! We will definitely look for this property the next time we are visiting Napa Valley!"
United States
Mike C.
$342 nightly
The price is $410
Nov 17 - Nov 18
Total with taxes and fees
Escape to Wine County in your independant Cottage in Downtown Calistoga
Exterior
Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA

Santa Rosa
9.8 out of 10, Exceptional, (61)
"Wonderful and charming cottage! Great location ... shops and restaurants close by within casual walking distance. Super clean with every amenity we needed. Hosts were communicative and very responsive to questions upon our arrival. Thank you, Tim and Caroline!"
United States
Raymond L.
$367 nightly
The price is $388
Nov 17 - Nov 18
Total with taxes and fees
Wine Country Cottage in downtown Santa Rosa, CA
Terrace/patio
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, (3)
"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
$342 nightly
The price is $410
Nov 17 - Nov 18
Total with taxes and fees
Escape to wine country in your independent cottage in downtown Calistoga
Exterior
Escape to Wine Country in your independant Cottage in Downtown Calistoga

Escape to Wine Country in your independant Cottage in Downtown Calistoga

Calistoga
10.0 out of 10, Exceptional, (2)
"Loved everything Ellen was very accommodating ,pleasant and polite As well as professional The furnishings were very up scale and same style as my home One suggestion The tv should be more accessible so it does not block AC when pulled out from the wall I’m not being critical because I love this place. I will stay there every time I would ever be close to Calistoga. AND I adore Ellen personally and professionally!!👍❤️"
United States
Ronny
$340 nightly
The price is $408
Nov 18 - Nov 19
Total with taxes and fees
Escape to Wine Country in your independant Cottage in Downtown Calistoga
Property grounds
Stunning Sauna Cottage Retreat on Private Vineyard

Stunning Sauna Cottage Retreat on Private Vineyard

Sebastopol
10.0 out of 10, Exceptional, (3)
"Nice area in the vineyards. Sauna was great. Place was clean. "
United States
Cesar R.
$468 nightly
The price is $518
Nov 30 - Dec 1
Total with taxes and fees
Stunning Sauna Cottage Retreat on Private Vineyard
Exterior
Relaxing Beekeeper's Cottage with hot tub

Relaxing Beekeeper's Cottage with hot tub

Bodega Bay
10.0 out of 10, Exceptional, (21)
"A Lovely tucked away Cottage, with relaxing amenities, close to everything Bodega Bay has to offer"
United States
Brian K.
$581 nightly
The price is $653
Nov 24 - Nov 25
Total with taxes and fees
Relaxing Beekeeper's Cottage with hot tub
Exterior
Healdsburg Plaza Gem | A Wine Country Escape

Healdsburg Plaza Gem | A Wine Country Escape

Healdsburg
9.8 out of 10, Exceptional, (44)
"Clean, good location,"
United States
Carrie B.
$872 nightly
The price is $956
Nov 21 - Nov 22
Total with taxes and fees
Healdsburg Plaza Gem | A Wine Country Escape
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

Budget Inn

Budget Inn

10/10 Excellent
"Very clean the staff extremely friendly and helpful"
Nestor 4-night trip
Posted 1 day ago
Budget Inn

Find out more about Windsor

Windsor Cottages information

Number of reviews
326
Accommodation
131 Cottages
Lowest Price
$216
Highest Price
$956

Frequently asked questions

How much do cottages in Windsor cost?
Rates for cottages in Windsor range between $216 and $956 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 131 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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