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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Cottages in Windsor

Outdoor dining
Garden house with gas fireplace
Garden house with gas fireplace
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.
The price is AED 360
AED 845 total
includes taxes & fees
26 Oct - 27 Oct
Garden house with gas fireplace
Exterior
Backyard Garden Oasis
Backyard Garden Oasis
3.0 star property
9.6 out of 10, Exceptional, (51)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
The price is AED 713
AED 795 total
includes taxes & fees
26 Oct - 27 Oct
Backyard Garden Oasis
Property grounds
Comfort and Style in Our Queen Cottage
Comfort and Style in Our Queen Cottage
9.8 out of 10, Exceptional, (49)
"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 AED 602
AED 1,607 total
includes taxes & fees
20 Nov - 21 Nov
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
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.
The price is AED 735
AED 1,798 total
includes taxes & fees
28 Oct - 29 Oct
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard
Property grounds
Charming King Cottage
Charming King Cottage
9.8 out of 10, Exceptional, (11)
"This property was amazing!! Very clean, comfortable and exactly as described in the listing. Our host reached out personally to make sure we had the check in instructions. When we come back to Calistoga we will stay here again!!"
United States
Rich S.
The price is AED 676
AED 1,708 total
includes taxes & fees
17 Nov - 18 Nov
Charming King Cottage
Exterior
Wine Country Cottage in downtown Santa Rosa, CA
Wine Country Cottage in downtown Santa Rosa, CA
9.8 out of 10, Exceptional, (58)
"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.
The price is AED 595
AED 1,346 total
includes taxes & fees
28 Oct - 29 Oct
Wine Country Cottage in downtown Santa Rosa, CA
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
10.0 out of 10, Exceptional, (51)
"Clean room | pet friendly | very attentive | excellent host | very friendly | took my 10 year old son and she welcomed him with a gift in his room "
United States
Crystal
The price is AED 988
AED 2,087 total
includes taxes & fees
26 Oct - 27 Oct
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Terrace/patio
Escape to wine country in your independent cottage in downtown Calistoga
Escape to wine country in your independent cottage in downtown 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
The price is AED 1,098
AED 1,481 total
includes taxes & fees
27 Oct - 28 Oct
Escape to wine country in your independent cottage in downtown Calistoga
Exterior
Escape to Wine County in your independant Cottage in Downtown Calistoga
Escape to Wine County in your independant Cottage in Downtown Calistoga
9.6 out of 10, Exceptional, (28)
"Great cottage near downtown. "
United States
Tim L.
The price is AED 1,098
AED 1,484 total
includes taxes & fees
2 Nov - 3 Nov
Escape to Wine County in your independant 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
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
The price is AED 1,098
AED 1,481 total
includes taxes & fees
27 Oct - 28 Oct
Escape to Wine Country in your independant Cottage in Downtown Calistoga
Property grounds
The Atlas Calistoga - Cottage #3
The Atlas Calistoga - Cottage #3
10.0 out of 10, Exceptional, (20)
"Great cottage within walking distance to downtown Calistoga."
United States
Joel S.
The price is AED 1,396
AED 2,161 total
includes taxes & fees
12 Nov - 13 Nov
The Atlas Calistoga - Cottage #3
Property grounds
Stunning Sauna Cottage Retreat on Private Vineyard
Stunning Sauna Cottage Retreat on Private Vineyard
10.0 out of 10, Exceptional, (3)
"Nice area in the vineyards. Sauna was great. Place was clean. "
United States
Cesar R.
The price is AED 1,139
AED 1,924 total
includes taxes & fees
26 Oct - 27 Oct
Stunning Sauna Cottage Retreat on Private Vineyard
Exterior
Healdsburg Plaza Gem | A Wine Country Escape
Healdsburg Plaza Gem | A Wine Country Escape
9.8 out of 10, Exceptional, (44)
"Everything was excellent. The accommodations were clean and comfortable with everything we would want. The location was perfect, walking distance to everywhere. The communication with the property manager was fast and complete. I would totally recommend."
United States
Jean S.
The price is AED 1,194
AED 3,047 total
includes taxes & fees
26 Oct - 27 Oct
Healdsburg Plaza Gem | A Wine Country Escape
Exterior
The Atlas Calistoga - Cottage #1
The Atlas Calistoga - Cottage #1
10.0 out of 10, Exceptional, (15)
"Great space, impeccably appointed, amazing location. Would stay again. "
United States
Kris R.
The price is AED 1,352
AED 2,103 total
includes taxes & fees
12 Nov - 13 Nov
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

Oxford Suites Sonoma County

Oxford Suites Sonoma County

10/10 Excellent
"The hotel is really nice, rooms are huge and very clean, quiet and comfortable ( the bed was amazing), really good service and the staff is friendly "
Arely 1-night trip
Posted 2 days ago
Oxford Suites Sonoma County

Frequently asked questions

How much do cottages in Windsor cost?
Rates for cottages in Windsor range between AED 795 and AED 2,161 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.
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.