Windham County, VT Condos for Rent

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Top cities in Windham County

A snow-covered road winding through a forested area with buildings and mountains in the background.

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Our top choices for Windham County condo rentals

A rustic cabin with a large window and a wooden exterior, surrounded by snow and trees.

1. Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts

Stratton

Lisa D.

An indoor swimming pool with a wooden ceiling and skylights, surrounded by lounge chairs and a sign reading "SEASONS ON MONTLIT SNOW".

2. Seasons On Mount Snow - Ski-in/Ski-out

Dover

Noah E.

A modern kitchen with white cabinetry, granite countertops, a dining area with a round table and chairs, and a large window providing natural light.

3. Remodeled Vantage Point condo with wood fireplace, walk to the village

Stratton

Jason G.

A group of people performing a yoga session outdoors on a wooden deck with a scenic view of trees and mountains in the background.

4. Cozy Fireside Retreat for Two — Hot Tubs, Pool & Stratton Village Steps Away

Stratton

Lauren S.

A multi-story building with a stone facade, a central courtyard with a hot tub, and a stone pathway.

5. Founders Lodge condo at Stratton Mountain with gas fireplace

Stratton

$357 nightly

Nov 11 - Nov 12

Total with taxes and fees

A modern kitchen with a central island, a stone fireplace, and a dining area with chairs.

6. Ski on ski off condo

Stratton

Brian L.

An outdoor patio area with Adirondack chairs, a stone fire pit, and a grill station.

7. Clean Ski in ski out condo located at Seasons on Mt. Snow.

Dover

Shayne

A modern kitchen with white cabinetry, a microwave, a toaster, and a dishwasher.

8. Third-floor slopeside condo with balcony and fireplace, walk to Mount Snow

Dover

Mark A.

A large building with multiple balconies and windows, surrounded by snow.

9. Mountain & sunset views from balcony! Heated pool/spas, walk to lifts & village!

Stratton

Theodore D.

A calm lake with a wooden boat on the shore.

10. Cozy 3 bedroom condo 2.5 miles to Mount Snow

West Dover

Scott S.

$241 nightly

Nov 17 - Nov 18

Total with taxes and fees

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Top reviews in Windham County

A wooden cabin with a thatched roof, accessible via a wooden walkway with railings.

Vikings Villages Resort

Guilford

10/10 Excellent

Diego

A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.

Four Columns Inn

Newfane

10/10 Excellent

Nettie

A wooden sign with an arrow pointing to the right, labeled "CHICKENS".

The Wilmington Inn

Wilmington

10/10 Excellent

Sophia

A room with two single beds, a desk, and a radiator.

Colonel Williams Inn

Brattleboro

10/10 Excellent

Beautiful Vermont Inn with exceptional breakfast: changes everyday - we had frittata, fresh fruit, steel cut oats fried with maple syrup and pecans and always muffins or other baked goods. Our hosts were friendly, accommodating and know the area well. We had room 3- spacious and comfortable. When it snows there is a 5 mile snowshoe,cross country trail on the property for guests only. We were there to attend a show at the Vermont Jazz Center in Brattleboro-about 20 min away. Also hiked...

Ann

A room with a large window overlooking a lake and forested hills. There are two wooden chairs on a balcony.

Harvest Barn Inn

Bellows Falls

10/10 Excellent

Virginia

A modern outdoor lounge area with two lounge chairs and a wooden deck.

Otherland Hotel

Newfane

10/10 Excellent

The property is very well maintained and decorated. The room and bathroom are very clean. It has two very nice common area with 2 big windows that made them bright and sunny and cozy. It's also along a major highway so it's easy to find. The owners/operators of this hotel are very kind, thoughtful and accomodating to the needs of their guests. I especially and directly experienced their wonderful hospitality as a disabled person in a wheelchair. When I inquired about the accessibility of...

Rosalie

A large, white, two-story house with a dark roof, surrounded by lush greenery and a gravel pathway.

Inn on Putney Road

Brattleboro

10/10 Excellent

Victoria

A cozy cabin-style restaurant with wooden walls, a plaid carpet, and a variety of dishes displayed on shelves.

Kitzhof Inn

West Dover

10/10 Excellent

Anonymous traveler

A log cabin interior with a stone fireplace, wooden furniture, and large windows.

Brook Bound Inn

Wilmington

10/10 Excellent

Jorge

A spacious kitchen with large windows, a bar area, and a dining setup with chairs and tables.

The White House Inn

Wilmington

10/10 Excellent

Rya

A hotel with a covered entrance, a clear sky, and a tree in the foreground.

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

10/10 Excellent

Anthony

A snow-covered cabin with a large window, surrounded by trees and a mountain in the background.

Blue Gentian Lodge at Magic Mountain

Londonderry

10/10 Excellent

Anonymous traveler

A two-story house with a stone staircase leading to a wooden front door.

The Inn At Quail Run

Wilmington

10/10 Excellent

Lydia

Frequently Asked Questions

How much do condos in Windham County cost?

Condos in Windham County range from $227 to $677 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 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.

What is there to do in Windham County near my condo?

Whatever you're into, there are many ways to spend your time in Windham County. If you're off to Wilmington, be sure to look around The Hermitage Golf Club, Jim McGrath Gallery and Studio and Lake Raponda. Escaping to Londonderry? Taylor Farm, Viking Nordic Center and Lowell Lake State Park are among the top attractions here.

Search and Rent Windham County Condos

Bundle & Save

OneKeyCash

Upfront pricing

Top cities in Windham County

West Dover

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Windham County condo rentals

1. Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts

2. Seasons On Mount Snow - Ski-in/Ski-out

3. Remodeled Vantage Point condo with wood fireplace, walk to the village

4. Cozy Fireside Retreat for Two — Hot Tubs, Pool & Stratton Village Steps Away

5. Founders Lodge condo at Stratton Mountain with gas fireplace

6. Ski on ski off condo

7. Clean Ski in ski out condo located at Seasons on Mt. Snow.

8. Third-floor slopeside condo with balcony and fireplace, walk to Mount Snow

9. Mountain & sunset views from balcony! Heated pool/spas, walk to lifts & village!

10. Cozy 3 bedroom condo 2.5 miles to Mount Snow

Top reviews in Windham County

Vikings Villages Resort

10/10 Excellent

Frequently Asked Questions

How much do condos in Windham County cost?

How many condos are there in Windham County?

Why book your condo in Windham County with Expedia?

How can I find cheap condos in Windham County?

What is there to do in Windham County near my condo?

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