Vacation Homes in Windham County, VT

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Top Vacation Homes in Windham County

Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

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This vacation home features an outdoor pool and an indoor pool. Families will appreciate the arcade/game room and onsite laundry facilities. A hot tub, a sauna, and barbecue grills are also on offer.
Pool
Hot Tub
Treetop townhouse with Hot Tub and plenty of space for the whole family!

Treetop townhouse with Hot Tub and plenty of space for the whole family!

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A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
Beautiful house w/ mountain views, fireplace, balcony, bbq, gameroom, w/d, a/c

Beautiful house w/ mountain views, fireplace, balcony, bbq, gameroom, w/d, a/c

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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

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An outdoor pool is featured at this vacation home, along with a garden and laundry facilities. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site.
Pool
Kitchen
The Green Mountain Chapel // Old Church repositioned into 3 BR

The Green Mountain Chapel // Old Church repositioned into 3 BR

2 out of 5
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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Stratton Mountain Resort Solstice Luxury 5 bedroom Ski-In/Out Vacation Home

Stratton Mountain Resort Solstice Luxury 5 bedroom Ski-In/Out Vacation Home

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This smoke-free vacation home's ski-in/ski-out access and water park are among the highlights. Families will appreciate the playground and onsite laundry facilities. Enjoy the outdoor pool and conveniences like a garden and barbecue grills.
Pool
Kitchen
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

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Ski-in/ski-out access and a hot tub are featured at this smoke-free vacation home. A garden and laundry facilities are also provided.
Hot Tub
Kitchen
Beautiful, private log cabin with huge, relaxing screened porch

Beautiful, private log cabin with huge, relaxing screened porch

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This vacation home features a garden, laundry facilities, and barbecue grills. There's fun for all ages with a playground and an arcade/game room.
Kitchen
Washer
Beautiful Custom Built Timber Frame Home, Sleeps 11

Beautiful Custom Built Timber Frame Home, Sleeps 11

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A hot tub is featured at this vacation home, along with a garden and laundry facilities. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site.
Hot Tub
Kitchen
Beautiful Modern A-Frame in Southern Vermont is The Place To BE!

Beautiful Modern A-Frame in Southern Vermont is The Place To BE!

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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

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This vacation home features a hot tub and a sauna. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. A garden and laundry facilities are also provided.
Hot Tub
Kitchen
Spacious Riverfront Home 7 Minutes to Stratton!

Spacious Riverfront Home 7 Minutes to Stratton!

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A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
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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.

Find the Best Vacation Homes in Windham County

Why book a vacation home in Windham County?

Vacation homes in Windham County make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.

How much is a vacation home in Windham County?

Private Windham County rental homes range between - per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.

What are the cancellation and flexibility options on Travelocity?

To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.

What amenities should I look out for in a vacation home?

There are some exciting amenities available in Windham County vacation home rentals. You might look for Windham County rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room. 

Vacation rentals in Windham County offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.

When is the best time to rent a vacation home in Windham County?

You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.

Why book a vacation home with Travelocity?

Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Windham County. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Windham County hotels and vacation homes that best suit your stay. We also have deals for flights, and Windham County car rentals. You’ll save even more when you bundle your items into a Windham County vacation package!

How many vacation homes are available to book in Windham County?

There are 436 rental homes in Windham County. Enter your travel dates to check availability.

How do I find the best price for a vacation home in Windham County?

Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.

Windham County Vacation Homes essential information

Accommodation
436 Vacation Homes
Lowest Price
Highest Price
Popular accommodation
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow, Treetop townhouse with Hot Tub and plenty of space for the whole family!, Beautiful house w/ mountain views, fireplace, balcony, bbq, gameroom, w/d, a/c, Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns, The Green Mountain Chapel // Old Church repositioned into 3 BR, Stratton Mountain Resort Solstice Luxury 5 bedroom Ski-In/Out Vacation Home, Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit. , Beautiful, private log cabin with huge, relaxing screened porch, Beautiful Custom Built Timber Frame Home, Sleeps 11, Beautiful Modern A-Frame in Southern Vermont is The Place To BE!, Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews, Spacious Riverfront Home 7 Minutes to Stratton!

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