Holiday Rentals Windham County : Find Short-Term Rentals & Holiday Accommodations

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Windham County Accommodation: Most Popular Cities to Stay

Autumn at Jones Pond - Carrabassett Valley - Maine - Bigelow Preserve Peak

Our top choices for Windham County holiday rentals

Hiking Trails On-site: Cozy Falls Brook Cabin

Brattleboro

sarah

Rp7.300.546 total

includes taxes & fees

15 Jun - 16 Jun

Long Trail House at Stratton Mountain Resort

Stratton

William

Rp7.720.028 total

includes taxes & fees

1 Jun - 2 Jun

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Aparthotels

Condos

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Top Windham County Hotel Reviews

Travelodge by Wyndham Brattleboro VT

4/10 Poor

"rundown, dirty, needs a total overhaul or teardown,,,,,,way to expensive for the price,,,,many other places nearby that are much better....."

Hampton Inn Brattleboro

8/10 Good

"This is the best option in the area and we are big fans of the Hilton family of hotels (we stay there exclusively when this is an option). Everything was as expected for a Hampton Inn, including the workout room, layout of the room, and amenities. Five stars for pillows, hot water, and lack of noise. It was really hard getting an early check in, much harder than one would expect given the occupancy. We did end up getting it in plenty of time, which we appreciated. (It seemed like there were challenges with staffing.) We enjoyed our stay and would stay there again."

The Covered Bridge Inn

4/10 Poor

"I don’t know where to begin. The place smelled like cigarette smoke. When I tried to check in I had to ring a bell and was to come back as the front desk staff seemed to all go out to lunch. After finally checking in, the tv didn’t work, the iron is broken and spilled water everywhere when I tried to iron my clothes. The bathroom showers had mold everywhere and I was genuinely afraid to step on the carpet, barefooted or touch anything in the room. I had to put my own bedsheets and pillowcases on the bed and pillows in order to sleep the other night. At night, there’s a door right outside my window that bangs every 45 minutes due to people going in and out to smoke. I was up all night. There were questionable people outside at all times, outside of the place was super dirty and trashy. Had i known this place was like that I wouldn’t have stayed. Needless to say I will not be returning turning and in fact if I could ask for my money back, I would."

Hideaway Inn Mt. Snow

8/10 Good

"There is no staff at the facility but someone is available by text The common areas were great. I can see how this would be a good communal area to meet others in the busy months or go with a big group of friends. I loved the work from home room. The outdoor areas were really nice too. Unfortunately the entry keypad into my room was very finicky. It would take me multiple tries each time entering my room to hit the numbers just right. My toilet seat in the bathroom was also completely broken off. Although my stay was okay, I don't think I would personally stay again."

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Stratton Holiday Rentals

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Windham County Accommodation: Most Popular Cities to Stay

Stratton

Our top choices for Windham County holiday rentals

Hiking Trails On-site: Cozy Falls Brook Cabin

Long Trail House at Stratton Mountain Resort

Find holiday rentals that suit your style

Top Windham County Hotel Reviews

Travelodge by Wyndham Brattleboro VT

Latchis Hotel

Hampton Inn Brattleboro

The Covered Bridge Inn

Econo Lodge Brattleboro South

Harvest Barn Inn

Comfort Inn & Suites Brattleboro I-91

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Hideaway Inn Mt. Snow

Find out more about Windham County

Explore a world of travel with Expedia

Search Holiday Rentals in Windham County

Change your mind

Treat yourself

Be picky

Windham County Accommodation: Most Popular Cities to Stay

Stratton

Our top choices for Windham County holiday rentals

Hiking Trails On-site: Cozy Falls Brook Cabin

Long Trail House at Stratton Mountain Resort

Find holiday rentals that suit your style

Top Windham County Hotel Reviews

Travelodge by Wyndham Brattleboro VT

Find out more about Windham County

Explore a world of travel with Expedia