Title: Windham County Vacation Rentals from $289: Search Short-Term Rentals | Expedia.com

[Windham County Travel Guide](https://expedia.com/Windham-County.dx6057353)[Windham County Hotels](https://expedia.com/Destinations-In-Windham-County.d6057353.Hotel-Destinations)[Windham County Flights](https://expedia.com/Destinations-In-Windham-County.d6057353.Flight-Destinations)[Car Rentals in Windham County](https://expedia.com/Destinations-In-Windham-County.d6057353.Car-Rental-Destinations)[Windham County Vacations](https://expedia.com/Windham-County.d6057353.Destination-Travel-Guides)

![New England is known for their covered bridges.  A beautiful example is the West Dummerston Bridge over the West River in southern Vermont.
#InStone](https://images.trvl-media.com/place/6057353/bdb3e72e-fca5-4208-a6a4-c09318f6a7f8.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Bruce Altobelli

![](https://images.trvl-media.com/place/6057353/bdb3e72e-fca5-4208-a6a4-c09318f6a7f8.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Top Cities in Windham County

![Stratton Pond 
#oxfordthemini](https://mediaim.expedia.com/destination/2/dccef88d1434c06846bba7f35aaa8285.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Stratton

[](https://expedia.com/Stratton-Vacation-Rentals.d163002.Travel-Guide-VacationRentals)

![Mount Snow showing mountain biking as well as an individual male](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/147000/147668-Mount-Snow.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### West Dover

[](https://expedia.com/West-Dover-Vacation-Rentals.d10459.Travel-Guide-VacationRentals)

![Wilmington featuring a city and autumn leaves](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/93000/93855-Southern-Vermont.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Wilmington

[](https://expedia.com/Wilmington-Vacation-Rentals.d175314.Travel-Guide-VacationRentals)

![Nice atmosphere. Fresh ingredients.  A bit of a wait on the food but it's delicious ](https://mediaim.expedia.com/destination/2/ca7b3ef3eca67e517d919813ea0accfb.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Bellows Falls

[](https://expedia.com/Bellows-Falls-Vacation-Rentals.d6842.Travel-Guide-VacationRentals)

![We were pretty impressed with this. Never seen a frozen body of water strong enough for all of this activity!](https://mediaim.expedia.com/destination/2/7293bdf66975e2ab77f3169d08030312.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Brattleboro

[](https://expedia.com/Brattleboro-Vacation-Rentals.d9636.Travel-Guide-VacationRentals)

![Love our public lands! This Army Corps campground has a clean rushing stream in the middle and mountains all around. Seasonal.](https://mediaim.expedia.com/destination/2/5dd0ae771d7a48c28ba58644a2879927.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Londonderry

[](https://expedia.com/Londonderry-Vacation-Rentals.d127228.Travel-Guide-VacationRentals)

## Our top choices for Windham County vacation rentals

![Outdoor spa tub](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/4994716e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/b907a89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Balcony](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/c46d6757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snow and ski sports](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/1e2b3992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Long Trail House at Stratton Mountain Resort

[](https://www.expedia.com/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information)

Stratton

8.6/10

Excellent

(83 reviews)

"Nice place and great location!!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

William

$445 nightly

$503 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/114000000/113160000/113155300/113155266/262afaed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113160000/113155300/113155266/d458659b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/114000000/113160000/113155300/113155266/41130fc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/114000000/113160000/113155300/113155266/75d33052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy apt in beautiful secluded spot 15 mins from Mt Snow

[](https://www.expedia.com/East-Dover-Hotels-Cozy-Apt-In-Beautiful-Secluded-Spot-15-Mins-From-Mt-Snow.h113155266.Hotel-Information)

Dover

10/10

Exceptional

(4 reviews)

"Cozy little spot that had everything we needed. Peaceful, quiet, and once the rain let up on our stay we walked out to the gorgeous little pond on the property. So serene. Catherine was great!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Erica H.

$183 nightly

$207 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/East-Dover-Hotels-Cozy-Apt-In-Beautiful-Secluded-Spot-15-Mins-From-Mt-Snow.h113155266.Hotel-Information)

![Smart TV, fireplace, Netflix, streaming services](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/341be75e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/7665cd19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/e73412a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/26cdcbb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

[](https://www.expedia.com/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-House.h36777699.Hotel-Information)

Dover

9.8/10

Exceptional

(22 reviews)

"Decently-sized rooms, great lighting, plenty of space for families with kids to relax, enjoy the outdoor space, easy drive to Stratton and Wilmington. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

SZU YIN C.

$351 nightly

$396 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-House.h36777699.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/04000126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/dec25c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, Netflix, streaming services](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/64548e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/ed219351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

[](https://www.expedia.com/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-Den.h36778065.Hotel-Information)

Dover

9.2/10

Wonderful

(21 reviews)

"So cute and in such a great area! It was a perfect stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jaden F.

$256 nightly

$289 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-Den.h36778065.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/fce63aae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/f9e6e0c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/6ae09456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/b7233da7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

[](https://www.expedia.com/West-Dover-Hotels-Ski-Inski-Out-Condo-With-Deck.h88639305.Hotel-Information)

Dover

8.6/10

Excellent

(33 reviews)

"Very nice accommodations and location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael M.

$338 nightly

$382 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/West-Dover-Hotels-Ski-Inski-Out-Condo-With-Deck.h88639305.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123530000/123526000/123525991/5805ee12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123530000/123526000/123525991/4de5a1d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123530000/123526000/123525991/648bcca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/124000000/123530000/123526000/123525991/68a2c1c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Studio with a View. Bring your dog, too!

[](https://www.expedia.com/Brattleboro-Hotels-The-Studio-With-A-View-Bring-Your-Dog.h123525991.Hotel-Information)

Brattleboro

10/10

Exceptional

(2 reviews)

"Great cozy little mountain cabin stay!! Well-appointed studio barn/cabin with scenic view and great proximity to skiing. Would stay again : )"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James M.

[](https://www.expedia.com/Brattleboro-Hotels-The-Studio-With-A-View-Bring-Your-Dog.h123525991.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/62670e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/b81f74eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/becbfa0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/306e8880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Fully Renovated One-Room Schoolhouse on 22+ acres

[](https://www.expedia.com/Grafton-Hotels-Charming-Fully-Renovated-One-Room-Schoolhouse-On-22-Acres.h27117112.Hotel-Information)

Grafton

9.6/10

Exceptional

(166 reviews)

"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Philip

$328 nightly

$367 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Grafton-Hotels-Charming-Fully-Renovated-One-Room-Schoolhouse-On-22-Acres.h27117112.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/108000000/107160000/107157400/107157394/4f7d918f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107160000/107157400/107157394/4cb3a4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107160000/107157400/107157394/ecf344dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107160000/107157400/107157394/eaa31f31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful country cabin with hot tub and outdoor shower in Londonderry

[](https://www.expedia.com/Londonderry-Hotels-Beautiful-Country-Cabin-With-Hot-Tub-And-Outdoor-Shower-In-Londonderry.h107157394.Hotel-Information)

Londonderry

10/10

Exceptional

(3 reviews)

"Stay is very cozy and rustic. Be prepared for house to be cold when you show up. Host is very responsive and accommodating."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael D.

$321 nightly

$362 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Londonderry-Hotels-Beautiful-Country-Cabin-With-Hot-Tub-And-Outdoor-Shower-In-Londonderry.h107157394.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19890000/19887200/19887179/a4ec6964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/20000000/19890000/19887200/19887179/w2207h1242x0y0-824667c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Books](https://images.trvl-media.com/lodging/20000000/19890000/19887200/19887179/w960h638x0y1-6a5c7328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Books](https://images.trvl-media.com/lodging/20000000/19890000/19887200/19887179/w1125h1933x0y49-6292efb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Family Friendly Hilltop House In Putney Vermont

[](https://www.expedia.com/Putney-Hotels-Pet-And-Family-Friendly-Hilltop-House-In-Putney-Vermont.h19887179.Hotel-Information)

Putney

9.4/10

Exceptional

(59 reviews)

"The property was beautiful--great views, super peaceful, and fabulous hosts. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Louis T.

$265 nightly

$296 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Putney-Hotels-Pet-And-Family-Friendly-Hilltop-House-In-Putney-Vermont.h19887179.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/6f40afa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/1eaaf157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/32130af3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/4cb3cf17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 3 bedroom condo 2.5 miles to Mount Snow

[](https://www.expedia.com/Bouvet-Island-Hotels-Vrbo-Property.h48188407.Hotel-Information)

West Dover

9.2/10

Wonderful

(50 reviews)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Franklin C.

$274 nightly

$310 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Bouvet-Island-Hotels-Vrbo-Property.h48188407.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/ab38fefa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/d3aa8c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/07d1d9b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/6eef057c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vikings Villages Resort - Double Bed Room

[](https://www.expedia.com/Brattleboro-Hotels-Vikings-Villages-Resort-Double-Bed-Room.h110890615.Hotel-Information)

Guilford

$214 nightly

$217 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Brattleboro-Hotels-Vikings-Villages-Resort-Double-Bed-Room.h110890615.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101360000/101355900/101355890/eda7773c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101360000/101355900/101355890/f7ab718d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101360000/101355900/101355890/ec10883e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101360000/101355900/101355890/909249f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

[](https://www.expedia.com/Wardsboro-Hotels-Brook-Haven-Retreat-Minutes-To-Mt-Snow-Stratton-Pet-Friendly.h101355890.Hotel-Information)

Wardsboro

10/10

Exceptional

(16 reviews)

"We had an awesome time here. The property was well stocked with essentials, affordable us some opportunity to unwind, explore the creek, and hang out with the fire pit, board games, and the kids enjoyed the ridge racer arcade. Would absolutely come back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joseph R.

$396 nightly

$447 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Wardsboro-Hotels-Brook-Haven-Retreat-Minutes-To-Mt-Snow-Stratton-Pet-Friendly.h101355890.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/125000000/124540000/124538100/124538047/56942c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124540000/124538100/124538047/d6484e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/125000000/124540000/124538100/124538047/8eaa2151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124540000/124538100/124538047/d2d17c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stratton Woods · Secluded Vermont Cabin Retreat

[](https://www.expedia.com/West-Wardsboro-Hotels-Stratton-Woods-Secluded-Vermont-Cabin-Retreat.h124538047.Hotel-Information)

Wardsboro

10/10

Exceptional

(1 review)

"Cabin was wonderful!Thank you,The Katz Family "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

kim k.

$405 nightly

$411 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/West-Wardsboro-Hotels-Stratton-Woods-Secluded-Vermont-Cabin-Retreat.h124538047.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/112000000/111140000/111133500/111133438/9530dfe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111140000/111133500/111133438/40c2e2d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111140000/111133500/111133438/c459a4e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111140000/111133500/111133438/962a1a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stunning Glass House nestled in the Vermont wilderness!

[](https://www.expedia.com/Brattleboro-Hotels-Stunning-Glass-House-Nestled-In-The-Vermont-Wilderness.h111133438.Hotel-Information)

Guilford

10/10

Exceptional

(1 review)

"The Mirror house was just the perfect place for my wife and I to getaway and reconnect! The house itself was very clean, warm and beautifully decorated. The hot tub, sauna and upstairs “glass room” allowed us to feel as though we were at a spa allowing us to relax and spend time just being together. The natural views and “isolation” helped us to feel like it was just the two of us. This is an ideal place if you are looking to get away with the one you love."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Grant D.

$363 nightly

$407 total

Feb 11 - Feb 12

Total with taxes and fees

[](https://www.expedia.com/Brattleboro-Hotels-Stunning-Glass-House-Nestled-In-The-Vermont-Wilderness.h111133438.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/a6a78255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/f2b8d538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/b3ddab44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/bcfc0861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet Mount Snow/Stratton Skiing/hiking

[](https://www.expedia.com/East-Dover-Hotels-Mandys-Mountain-Chalet-Minutes-From-Mount-Snow.h74683539.Hotel-Information)

East Dover

9.8/10

Exceptional

(10 reviews)

"Easy to find! Clean! Cozy!! Would definitely stay again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Roy-michael G.

$405 nightly

$458 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/East-Dover-Hotels-Mandys-Mountain-Chalet-Minutes-From-Mount-Snow.h74683539.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/fe04814b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/f1c572ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/a1a0916f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/ef743cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 8 Minutes to ski Mount Snow, Hot Tub, Game Room, Fire Pit, Dog friendly

[](https://www.expedia.com/West-Dover-Hotels-Hot-Tub.h89672463.Hotel-Information)

West Dover

10/10

Exceptional

(23 reviews)

"Wonderful time..the home was very spacious and comfortable..great location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ellen P.

$666 nightly

$753 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/West-Dover-Hotels-Hot-Tub.h89672463.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/114000000/113100000/113092300/113092281/d54b3197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113100000/113092300/113092281/3bd9f0bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113100000/113092300/113092281/2e705482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113100000/113092300/113092281/62ad9b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

[](https://www.expedia.com/Wardsboro-Hotels-The-Mont-Haus-Minutes-To-Mt-Snow-Stratton.h113092281.Hotel-Information)

Wardsboro

10/10

Exceptional

(5 reviews)

"Impressively clean house! The owners were great to deal with and very responsive. Would certainly recommend to anyone traveling in the area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristen T.

$486 nightly

$549 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Wardsboro-Hotels-The-Mont-Haus-Minutes-To-Mt-Snow-Stratton.h113092281.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496357/c179d1c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496357/7e02a3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496357/b3bdf68d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496357/413e5a34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet-7 min to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dogs OK

[](https://www.expedia.com/Jamaica-Hotels-Mountain-Chalet-7min-To-Ski-Stratton-WoodStove.h108496357.Hotel-Information)

Jamaica

7.0/10

Good

(2 reviews)

"Its a cabin. Very fun for a group of friends. I wouldnt bring a family here. No running water in the morning"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hugo T.

$240 nightly

$271 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Jamaica-Hotels-Mountain-Chalet-7min-To-Ski-Stratton-WoodStove.h108496357.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-22&endDate=2026-02-23&regionId=6057353&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Windham+County%2C+Vermont%2C+United+States+of+America&regionId=6057353&latLong=42.985636%2C-72.655926&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CABIN)

Private vacation homes

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Condos

[](https://www.expedia.com/Hotel-Search?destination=Windham+County%2C+Vermont%2C+United+States+of+America&regionId=6057353&latLong=42.985636%2C-72.655926&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CONDO)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Windham+County%2C+Vermont%2C+United+States+of+America&regionId=6057353&latLong=42.985636%2C-72.655926&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=COTTAGE)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Windham+County%2C+Vermont%2C+United+States+of+America&regionId=6057353&latLong=42.985636%2C-72.655926&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Windham+County%2C+Vermont%2C+United+States+of+America&regionId=6057353&latLong=42.985636%2C-72.655926&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=APARTMENT)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Windham+County%2C+Vermont%2C+United+States+of+America&regionId=6057353&latLong=42.985636%2C-72.655926&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CHALET)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Windham+County%2C+Vermont%2C+United+States+of+America&regionId=6057353&latLong=42.985636%2C-72.655926&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=VILLA)

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## Top Windham County Hotel Reviews

![Four Columns Inn](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/be42824d_y.jpg)

### Four Columns Inn

10/10 Excellent

"We stayed in the John Fane room which is in the main building. It is cute as a button. Perfect for couples. "

[](https://expedia.com/Newfane-Hotels-Four-Columns-Inn.h83257793.Hotel-Information)

![Chalet 239](https://images.trvl-media.com/lodging/102000000/101290000/101284000/101283909/c6beb381_y.jpg)

### Chalet 239

10/10 Excellent

"Clean room Staff very nice"

[](https://expedia.com/West-Dover-Hotels-Chalet-239.h101283909.Hotel-Information)

![The Black Bear Lodge at Stratton Mountain Resort](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/ac6aa3fb_y.jpg)

### The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent

"Accommodating staff"

[](https://expedia.com/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information)

![The Putney Inn](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/43775dcc_y.jpg)

### The Putney Inn

10/10 Excellent

"Staff"

[](https://expedia.com/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information)

![Kitzhof Inn](https://images.trvl-media.com/lodging/13000000/12030000/12026600/12026510/ffba9625_y.jpg)

### Kitzhof Inn

10/10 Excellent

"The common areas were great for lounging after skiing. The breakfast was delicious ! "

[](https://expedia.com/West-Dover-Hotels-Kitzhof-Inn.h12026510.Hotel-Information)

![Latchis Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/9faca473_y.jpg)

### Latchis Hotel

10/10 Excellent

"Spotless room -- all the basics. Friendly & helpful staff"

[](https://expedia.com/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information)

![Colonial Motel And Spa](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/a903e42a_y.jpg)

### Colonial Motel And Spa

10/10 Excellent

"Amenities were great!"

[](https://expedia.com/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information)

![Long Trail House at Stratton Mountain Resort](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/31db03a1_y.jpg)

### Long Trail House at Stratton Mountain Resort

10/10 Excellent

"Nice place and great location!!!"

[](https://expedia.com/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information)

![Big Bears Lodge](https://images.trvl-media.com/lodging/17000000/16430000/16427600/16427587/5147c108_y.jpg)

### Big Bears Lodge

10/10 Excellent

"Yes "

[](https://expedia.com/West-Dover-Hotels-Big-Bears-Lodge.h16427587.Hotel-Information)

## Find out more about Windham County

## Discover your perfect Windham County vacation rental with Expedia

#### How many vacation rentals are available in Windham County? 
  
Expedia has plenty of vacation rentals to choose from in and around Windham County, so you’re guaranteed to find the right one for you. 
  
#### How much is a vacation rental in Windham County? 
  
The selection of Windham County vacation rentals we have selected for you start as low as $289 per night. Entering your travel dates in the search wizard you might find even better deals! 
  
#### What type of vacation rental can I get in Windham County? 
  
Vacation rentals in Windham County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Windham County vacation rentals to suit everyone. 
  
#### Why should I choose a vacation rental in Windham County? 
  
 Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Windham County vacation rental often works out to be a fantastic, cost-effective option for [groups](https://www.expedia.com/lp/b/vr/large) and [families](https://www.expedia.com/lp/b/vr/family) visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 
  
#### How do I find the best deal on a vacation rental in Windham County? 
  
 Find vacation rentals in Windham County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Windham County. 
  
#### What amenities are available in a vacation rental in Windham County? 
  
 The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a [swimming pool](https://www.expedia.com/lp/b/vr/private-pool) is more your thing. Of course, there’s always the treat of having [your own hot tub](https://www.expedia.com/lp/b/vr/hot-tub). Expedia has a vast range of amenities in Windham County vacation rentals designed to suit every budget and trip type. 
  
#### When is the best time to stay in a vacation rental in Windham County? 
  
 Everytime is a great time to head to Windham County! Staying in a Windham County vacation rentals you will always find lots going on to keep you entertained. 
  
#### Why book a vacation rental with Expedia? 
  
 Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Windham County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Windham County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Windham County, you can save even more. 
  
#### Can I cancel my vacation rental through Expedia? 
  
 Yes, you can cancel or change your Windham County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted. 
  
## Explore a world of travel with Expedia

- Popular Windham County Cities
- All accommodation types in Windham County

- [Stratton Vacation Rentals ](https://expedia.com/Stratton-Vacation-Rentals.d163002.Travel-Guide-VacationRentals)
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- [Brattleboro Vacation Rentals ](https://expedia.com/Brattleboro-Vacation-Rentals.d9636.Travel-Guide-VacationRentals)
- [Londonderry Vacation Rentals ](https://expedia.com/Londonderry-Vacation-Rentals.d127228.Travel-Guide-VacationRentals)
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- [Putney Vacation Rentals ](https://expedia.com/Putney-Vacation-Rentals.d184069.Travel-Guide-VacationRentals)
- [South Londonderry Vacation Rentals ](https://expedia.com/South-Londonderry-Vacation-Rentals.d184074.Travel-Guide-VacationRentals)
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- [Newfane Vacation Rentals ](https://expedia.com/Newfane-Vacation-Rentals.d184059.Travel-Guide-VacationRentals)
- [Bellows Falls Vacation Rentals ](https://expedia.com/Bellows-Falls-Vacation-Rentals.d6842.Travel-Guide-VacationRentals)
- [West Townshend Vacation Rentals ](https://expedia.com/West-Townshend-Vacation-Rentals.d184080.Travel-Guide-VacationRentals)
- [West Halifax Vacation Rentals ](https://expedia.com/West-Halifax-Vacation-Rentals.d3000007842.Travel-Guide-VacationRentals)

- [Vacation Homes in Windham County ](https://expedia.com/Windham-County-Private-Vacation-Homes.d6057353-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Windham County ](https://expedia.com/Windham-County-Condos.d6057353-aaCondos.Travel-Guide-Accommodation)
- [Cottages in Windham County ](https://expedia.com/Windham-County-Cottages.d6057353-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Windham County ](https://expedia.com/Windham-County-Apartments.d6057353-aaApartments.Travel-Guide-Accommodation)
- [Cabin Rentals in Windham County ](https://expedia.com/Windham-County-Cabins.d6057353-aaCabins.Travel-Guide-Accommodation)
- [Chalets in Windham County ](https://expedia.com/Windham-County-Chalets.d6057353-aaChalets.Travel-Guide-Accommodation)
- [B&B in Windham County ](https://expedia.com/Windham-County-Bed-And-Breakfast.d6057353-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Resorts in Windham County ](https://expedia.com/Windham-County-Resorts.d6057353-aaResorts.Travel-Guide-Accommodation)
- [Aparthotels in Windham County ](https://expedia.com/Windham-County-Apart-Hotels.d6057353-aaApartHotels.Travel-Guide-Accommodation)
- [Villas in Windham County ](https://expedia.com/Windham-County-Villas.d6057353-aaVillas.Travel-Guide-Accommodation)
- [Motels in Windham County ](https://expedia.com/Windham-County-Motels.d6057353-aaMotels.Travel-Guide-Accommodation)
- [Farmstay in Windham County ](https://expedia.com/Windham-County-Agritourism.d6057353-aaAgritourism.Travel-Guide-Accommodation)
- [Lodges in Windham County ](https://expedia.com/Windham-County-Lodges.d6057353-aaLodges.Travel-Guide-Accommodation)
- [Guest Houses in Windham County ](https://expedia.com/Windham-County-Guest-Houses.d6057353-aaGuestHouses.Travel-Guide-Accommodation)
- [Inns in Windham County ](https://expedia.com/Windham-County-Inns.d6057353-aaInns.Travel-Guide-Accommodation)
- [RV Parks in Windham County ](https://expedia.com/Windham-County-RV-Parks.d6057353-aaRVParks.Travel-Guide-Accommodation)