Holiday Rentals Windham County from 10.264.308 ₫: Find Short-Term Rentals & Holiday Accommodations

A wooden covered bridge over a river with stone walls on either side.

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Our top choices for Windham County holiday rentals

Long Trail House at Stratton Mountain Resort

Stratton

William

10.264.308 ₫ total

includes taxes & fees

22 Jul - 23 Jul

Hiking Trails On-site: Cozy Falls Brook Cabin

Brattleboro

sarah

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Top Windham County Hotel Reviews

Hampton Inn Brattleboro

8/10 Good

"Pool and hot tub were unavailable."

Inn At Mount Snow

10/10 Excellent

"This was a beautiful inn. I only wish we could've spent more time here. Keyless entry to main door and rooms makes it easy. We came in July passing through. Our king size room overlooking the parking lot was a little small, especially the bathroom, but it was gorgeous, and the bed very very comfortable. Innkeepers were very warm and friendly. Check-in and check-out a breeze. We didn't get to use the fire-pit outside, or the pool table, and many table top games, though that would've been fun. Breakfast was light but high quality with Chobani yogurts, cereal, muffins, and Red Mill Oatmeal, many types of tea, and of course coffee. I would highly recommend this inn, and hope to return."

Vikings Villages Resort

10/10 Excellent

"Everything about Viking Villages Resort was wonderful! We loved the cozy place we stayed, with an eye for small details that made it a delight. The resort is secluded and very peaceful, even with the occasional "baaa" from the nearby sheep herd on the property. There was corn hole available to play and chairs to sit out on the deck at night to stargaze. If you want a real escape, this is the place to visit. It really has the feel of being in a viking village! We will most certainly be repeat customers!"

Travelodge by Wyndham Brattleboro VT

8/10 Good

"We could park right next to our room. Check in was easy. Air conditioning was working and cooled the room nicely. The room was clean and neat. The bed was comfortable. We used this as a stop, sleep, and travel on place. For the money, it was a good option for us. There were good options for dinning nearby just down the street."

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Our top choices for Windham County holiday rentals

Long Trail House at Stratton Mountain Resort

Hiking Trails On-site: Cozy Falls Brook Cabin

Find holiday rentals that suit your style

Top Windham County Hotel Reviews

Hampton Inn Brattleboro

Latchis Hotel

Inn At Mount Snow

Vikings Villages Resort

Grand Summit Resort, A Vail Resorts Property

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Travelodge by Wyndham Brattleboro VT

Four Columns Inn

Chalet 239

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Search Holiday Rentals in Windham County

Change your mind

Treat yourself

Be picky

Our top choices for Windham County holiday rentals

Long Trail House at Stratton Mountain Resort

Hiking Trails On-site: Cozy Falls Brook Cabin

Find holiday rentals that suit your style

Top Windham County Hotel Reviews

Hampton Inn Brattleboro

Explore a world of travel with Expedia