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Condo Rentals in Windham County

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Top Cities in Windham County

We were pretty impressed with this. Never seen a frozen body of water strong enough for all of this activity!
Condo RentalsCondo Rentals

Brattleboro

Brattleboro

Our top choices for Windham County condo rentals

Indoor pool, a heated pool
Seasons On Mount Snow - Ski-in/Ski-out

Condo in Dover

Seasons On Mount Snow - Ski-in/Ski-out
9.8 out of 10, Exceptional, (181)
"Nice place to stay "
United States
Dean W.
Seasons On Mount Snow - Ski-in/Ski-out
TV, fireplace
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Condo in Stratton

Lovely ski-in/out condo steps from ski lift with trails and amazing views
8.6 out of 10, Excellent, (27)
"We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great."
United States
John N.
The price is AED 507
AED 1,543 total
includes taxes & fees
5 Jan - 6 January 2026
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Interior
Ski on ski off condo

Condo in Stratton

Ski on ski off condo
10.0 out of 10, Exceptional, (71)
"Joe was very accommodating with my short notice reservation. Great spot, very spacious! "
United States
Thomas M.
Ski on ski off condo
Dining
Beautifully Renovated Condo True Ski-on/Ski-off convenience

Condo in Dover

Beautifully Renovated Condo True Ski-on/Ski-off convenience
10.0 out of 10, Exceptional, (148)
"A good space for a family. Nice big living and dining area. Kitchen and bathrooms well stocked with all the little things you need. Perfect location, right on the slopes."
United States
Justin M.
Beautifully Renovated Condo True Ski-on/Ski-off convenience
Exterior
Mountain & sunset views from balcony! Heated pool/spas, walk to lifts & village!

Condo in Stratton

Mountain & sunset views from balcony! Heated pool/spas, walk to lifts & village!
10.0 out of 10, Exceptional, (28)
"We loved our stay here and look forward to coming back. "
United States
Zach Z.
Mountain & sunset views from balcony! Heated pool/spas, walk to lifts & village!
Interior
Mount Snow Getaway - 3 bedroom chic condo less than 2 miles to MT Snow

Condo in Dover

Mount Snow Getaway - 3 bedroom chic condo less than 2 miles to MT Snow
10.0 out of 10, Exceptional, (3)
"Perfect spot for our family getaway ski trip! Host and accommodations were excellent!"
United States
Steven M.
Mount Snow Getaway - 3 bedroom chic condo less than 2 miles to MT Snow
Terrace/patio
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

Condo in Stratton

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
7.4 out of 10, Good, (20)
"A great weekend. The property was clean and comfortable."
United States
Joan P.
The price is AED 588
AED 1,596 total
includes taxes & fees
12 Jan - 13 January 2026
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Property grounds
Cozy 3 bedroom condo 2.5 miles to Mount Snow

Condo in West Dover

Cozy 3 bedroom condo 2.5 miles to Mount Snow
9.0 out of 10, Wonderful, (46)
"Great quiet location, kitchen had enough essentials for basic cooking to be easy. The king bed was comfortable and the living room is a great hangout spot."
United States
Franklin C.
The price is AED 367
AED 1,129 total
includes taxes & fees
14 Jan - 15 January 2026
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Fridge, microwave, oven, stovetop
Mountainside resort condo, hot tub, gas fireplace, bus to slope, wifi, w/d

Condo in Stratton

Mountainside resort condo, hot tub, gas fireplace, bus to slope, wifi, w/d
9.6 out of 10, Exceptional, (4)
"Was there for summer and to play tennis this is the perfect location for Tennis, and an easy walk to the village."
United States
Jens H.
Mountainside resort condo, hot tub, gas fireplace, bus to slope, wifi, w/d
Fridge, microwave, oven, stovetop
Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts

Condo in Stratton

Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts
9.6 out of 10, Exceptional, (55)
"Great, clean condo right near the village. It was a really nice place to stay and a good for a family of 4."
United States
David S.
Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts
Outdoor dining
Cozy ski-in/ski-out condo on Mount Snow w/fireplace

Condo in Dover

Cozy ski-in/ski-out condo on Mount Snow w/fireplace
9.8 out of 10, Exceptional, (16)
"It was a great stay! "
United States
Heather
Cozy ski-in/ski-out condo on Mount Snow w/fireplace
Property grounds
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Condo in Dover

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
8.8 out of 10, Excellent, (32)
"Very nice accommodations and location!"
United States
Michael M.
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Property grounds
Mountain view condo w/ fireplace, shared hot tub, pool, sauna, tennis & shuttle

Condo in Dover

Mountain view condo w/ fireplace, shared hot tub, pool, sauna, tennis & shuttle
Mountain view condo w/ fireplace, shared hot tub, pool, sauna, tennis & shuttle
Terrace/patio
Ski-in/Ski-out Condo with central air -Seasons on Mt. Snow

Condo in West Dover

Ski-in/Ski-out Condo with central air -Seasons on Mt. Snow
9.8 out of 10, Exceptional, (97)
"Owners very well organized and super easy to work with! Thank you we had a great stay and loved the location."
United States
Maggie M.
Ski-in/Ski-out Condo with central air -Seasons on Mt. Snow
Property grounds
5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio

Condo in Stratton

5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio
9.8 out of 10, Exceptional, (24)
"Perfect weekend getaway in a great location, great place with a great host."
United States
Amanda P.
5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio
Exterior
Beautifully renovated 2 bedroom condo in Stratton VT - walk to Village/Lifts!

Condo in Stratton

Beautifully renovated 2 bedroom condo in Stratton VT - walk to Village/Lifts!
10.0 out of 10, Exceptional, (11)
"Great time and perfect locationEverything you need for a Stratton get away"
United States
Anthony R.
Beautifully renovated 2 bedroom condo in Stratton VT - walk to Village/Lifts!
Fridge, microwave, oven, stovetop
Slopeside condo with nearby skiing, balcony, fireplace, & washer/dryer

Condo in Dover

Slopeside condo with nearby skiing, balcony, fireplace, & washer/dryer
8.6 out of 10, Excellent, (17)
"Pleasure, clean apartment"
United States
Jacek B.
Slopeside condo with nearby skiing, balcony, fireplace, & washer/dryer
Exterior
Newly Renovated 2BR - walk to lift; walk to Stratton Village; easy parking

Condo in Stratton

Newly Renovated 2BR - walk to lift; walk to Stratton Village; easy parking
9.6 out of 10, Exceptional, (35)
"The place is cozy, comfortable and clean. Absolutely no issues, all fun."
Brazil
Gustavo R.
Newly Renovated 2BR - walk to lift; walk to Stratton Village; easy parking
Indoor pool, outdoor pool
Ski in Ski out Condo at Seasons on Mount Snow Hosted by Dean and Tina

Condo in Dover

Ski in Ski out Condo at Seasons on Mount Snow Hosted by Dean and Tina
10.0 out of 10, Exceptional, (47)
"Such an excellent place to relax and enjoy the surrounding area. It’s an easy walk to the base of Mt. Snow. Our host, Dean was very gracious. Highly recommend!!"
United States
Anthony B.
Ski in Ski out Condo at Seasons on Mount Snow Hosted by Dean and Tina
Pool
Walk to Mount Snow, Cozy, Clean and Comfortable!

Condo in West Dover

Walk to Mount Snow, Cozy, Clean and Comfortable!
9.6 out of 10, Exceptional, (38)
"Lovely condo in great location. "
United States
Cynthia L.
Walk to Mount Snow, Cozy, Clean and Comfortable!
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 Windham County Hotel Reviews

Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

10/10 Excellent
"Ski slopes were accessible and pool was really nice. "
Claudia 7-night trip
Posted 3 days ago
Mount Snow Grand Summit Resort

Frequently asked questions

How much do condos in Windham County cost?
Condos in Windham County range from AED 1,129 to AED 1,596 per night. This means lots of room for the entire family at a price that's easy on your wallet. 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 condos are there in Windham County?
Browse through our 139 condos in Windham County and then book your favorite. Whether you're organizing a vacation with the fam or kicking it with your pals, with Expedia, your perfect stay is just clicks away.
Why book your condo in Windham County with Expedia?
Reserving a condo in Windham County is as simple as entering your travel dates and picking a place that checks your boxes. On the search for something affordable or luxurious, or a stay that also has a laundry and kitchen? Use Expedia's search filters to further narrow your search results and find the perfect fit.
How can I find cheap condos in Windham County?
The easiest way to compare cheap condos in Windham County is with Expedia's easy-to-use filter tool. Fine-tune your search results by star rating, amenities and budget to access awesome rates in just a few clicks.