Title: Windham Vacation Rentals from $280: Search Short-Term Rentals | Expedia.com

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## Check prices for these dates

In two weeks

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6150553&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=6150553&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6150553&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=6150553&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Windham vacation rentals

![Exterior](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/1f49fb0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/b112f7a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/f0bba734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gift shop](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/af3adada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Owl's Nest Treehouse

[](https://www.expedia.com/Alstead-Hotels-Owls-Nest-Treehouse.h111998634.Hotel-Information)

Alstead

10/10

Exceptional

(19 reviews)

"We loved our stay at The Owls Nest! The location was very private, and everything was exceptionally clean. Perfect for a quick weekend getaway to relax. Would highly recommend for a couple looking to enjoy a quiet weekend. "

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

Samantha R.

$310 nightly

$336 total

Mar 18 - Mar 19

Total with taxes and fees

[](https://www.expedia.com/Alstead-Hotels-Owls-Nest-Treehouse.h111998634.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)

![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)

![Dining](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/c5d0a9bf.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)

### 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

(167 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

$330 nightly

$370 total

Mar 16 - Mar 17

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/6cd80eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/0a827c6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/fc0d0a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/w956h736x34y34-3e10a6af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wellness Getaway with a Personal Sauna, and Private River Beach!

[](https://www.expedia.com/Newfane-Hotels-Wellness-Getaway-With-A-Personal-Sauna.h106418444.Hotel-Information)

Newfane

10/10

Exceptional

(3 reviews)

"Very welcoming and extremely helpful. Had a wonderful stay post ski day! Would definitely recommend and stay again. "

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

Joseph P.

$228 nightly

$255 total

Mar 18 - Mar 19

Total with taxes and fees

[](https://www.expedia.com/Newfane-Hotels-Wellness-Getaway-With-A-Personal-Sauna.h106418444.Hotel-Information)

![TV, books](https://images.trvl-media.com/lodging/69000000/68720000/68712000/68711922/8f769c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, eco-friendly toiletries, hair dryer](https://images.trvl-media.com/lodging/69000000/68720000/68712000/68711922/17c13c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/69000000/68720000/68712000/68711922/8d64a97b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/69000000/68720000/68712000/68711922/4c6a2082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

[](https://www.expedia.com/Walpole-Hotels-Cozy-Farm-Cottage-On-Gorgeous-Landscape.h68711922.Hotel-Information)

Walpole

10/10

Exceptional

(8 reviews)

"Beautiful cozy cottage. Very clean. Wonderful host."

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

Gloria A.

$233 nightly

$253 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Walpole-Hotels-Cozy-Farm-Cottage-On-Gorgeous-Landscape.h68711922.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)

![Interior](https://images.trvl-media.com/lodging/20000000/19890000/19887200/19887179/73e1d55a.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)

![Exterior](https://images.trvl-media.com/lodging/20000000/19890000/19887200/19887179/w2207h1242x0y0-824667c2.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 host and her daughter were lovely and kind and very quick with all communication."

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

Susan O.

$244 nightly

$273 total

Mar 16 - Mar 17

Total with taxes and fees

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

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33970000/33961400/33961365/1a650c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33970000/33961400/33961365/953a06fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33970000/33961400/33961365/4c5c4ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/34000000/33970000/33961400/33961365/e3b7abc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

[](https://www.expedia.com/Keene-Hotels-Charming-Updated-Farmhouse-In-Historic-Picturesque-Walpole-NH-And-Sleeps-8.h33961365.Hotel-Information)

Walpole

10/10

Exceptional

(50 reviews)

"We had a very lovely stay. "

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

mary c.

$587 nightly

$637 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Keene-Hotels-Charming-Updated-Farmhouse-In-Historic-Picturesque-Walpole-NH-And-Sleeps-8.h33961365.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)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123530000/123526000/123525991/fda99bfd.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)

### 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.

$237 nightly

$265 total

Apr 1 - Apr 2

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/108000000/107010000/107005900/107005892/c07b5f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/108000000/107010000/107005900/107005892/32d5ed92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107010000/107005900/107005892/4623c2dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107010000/107005900/107005892/c678f87b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

[](https://www.expedia.com/Cavendish-Hotels-Luxury-Cabin-1-Hot-Tub.h107005892.Hotel-Information)

Cavendish

10/10

Exceptional

(15 reviews)

"This was absolutely perfect. Every part of the cabin was well thought out from design to decor. We had such an amazing time and already want to plan another getaway to this place. "

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

Adam B.

$291 nightly

$317 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Cavendish-Hotels-Luxury-Cabin-1-Hot-Tub.h107005892.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/108000000/107180000/107179800/107179793/b93f8a98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107180000/107179800/107179793/b208aaad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/108000000/107180000/107179800/107179793/95908bc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/108000000/107180000/107179800/107179793/f358eaef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy cabin in charming Londonderry

[](https://www.expedia.com/Londonderry-Hotels-Cozy-Cabin-In-Charming-Londonderry.h107179793.Hotel-Information)

Londonderry

8.4/10

Very Good

(5 reviews)

"Very cozy and quiet. "

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

Eric H.

$245 nightly

$276 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Londonderry-Hotels-Cozy-Cabin-In-Charming-Londonderry.h107179793.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)

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

![Property grounds](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/5200a28c.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

(22 reviews)

"Highly recommend clean beautiful stay!"

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

Douglas D.

$275 nightly

$310 total

Apr 1 - Apr 2

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)

![Interior](https://images.trvl-media.com/lodging/114000000/113160000/113155300/113155266/262afaed.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)

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

![Property grounds](https://images.trvl-media.com/lodging/114000000/113160000/113155300/113155266/c9f7c522.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

Mar 31 - Apr 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)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/3d411f82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/5554154f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/fadced98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/e329a225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ski-in/out mountainside condo close to everything with full kitchen - tranquil

[](https://www.expedia.com/Ludlow-Hotels-Ski-Inout-Mountainside-Condo-Close-To-Everything-With-Full-Kitchen-Tranquil.h21692155.Hotel-Information)

Clock Tower Base Area

9.0/10

Wonderful

(78 reviews)

"Perfect location for a quick ski trip. "

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

Michael D.

$248 nightly

$280 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Ludlow-Hotels-Ski-Inout-Mountainside-Condo-Close-To-Everything-With-Full-Kitchen-Tranquil.h21692155.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/f68608f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/b47ad841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/e7a4fea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/005d9ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

[](https://www.expedia.com/Ludlow-Hotels-Condo-With-Seasonal-Pool-Tennis-Courts-Walk-To-Ski-Trails.h21708413.Hotel-Information)

Ludlow

7.6/10

Good

(56 reviews)

"Irish Bar nearby was a plus on St. Patrick’s Day !"

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

Warren

$278 nightly

$314 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Ludlow-Hotels-Condo-With-Seasonal-Pool-Tennis-Courts-Walk-To-Ski-Trails.h21708413.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/98181c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/76d59ca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/cda234b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/74c7fd79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

[](https://www.expedia.com/Stratton-Hotels-Mountain-View-Condo-With-Fast-WiFi.h74100040.Hotel-Information)

Stratton

7.4/10

Good

(21 reviews)

"A great weekend. The property was clean and comfortable."

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

Joan P.

$353 nightly

$399 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Stratton-Hotels-Mountain-View-Condo-With-Fast-WiFi.h74100040.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)

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

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/1ce3fb4c.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.

$390 nightly

$441 total

Mar 22 - Mar 23

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131894/455aec2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131894/2828ea80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131894/146a8911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131894/77b10ad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

[](https://www.expedia.com/Ludlow-Hotels-Ski-InOut-Condo-With-Patio.h72131894.Hotel-Information)

Clock Tower Base Area

9.2/10

Wonderful

(28 reviews)

"Overall very clean and nice. Needs some updating like more spoons, only 2, bigger coffee cups. And a new coffee table that is very worn. "

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

David A.

$224 nightly

$253 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Ludlow-Hotels-Ski-InOut-Condo-With-Patio.h72131894.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/127000000/126630000/126624000/126623945/a7755447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/127000000/126630000/126624000/126623945/fb6928e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/127000000/126630000/126624000/126623945/9c1c0ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, table tennis](https://images.trvl-media.com/lodging/127000000/126630000/126624000/126623945/1717113e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

[](https://www.expedia.com/Stratton-Hotels-Walk-To-Lifts.h126623945.Hotel-Information)

Stratton

$204 nightly

$231 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Stratton-Hotels-Walk-To-Lifts.h126623945.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/62000000/61640000/61636400/61636331/790c70e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/62000000/61640000/61636400/61636331/191f5e92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/62000000/61640000/61636400/61636331/1d0d61a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/62000000/61640000/61636400/61636331/4ed0f838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

[](https://www.expedia.com/Ludlow-Hotels-Downtown-Condo-W-Electric-Fireplace.h61636331.Hotel-Information)

Ludlow

9.0/10

Wonderful

(25 reviews)

"Great rate for a place with all the basics!"

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

Macgregor

$240 nightly

$272 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Ludlow-Hotels-Downtown-Condo-W-Electric-Fireplace.h61636331.Hotel-Information)

![Golf](https://images.trvl-media.com/lodging/67000000/66050000/66042300/66042213/39b8fc78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Internet, bed sheets](https://images.trvl-media.com/lodging/67000000/66050000/66042300/66042213/9c3e040e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/67000000/66050000/66042300/66042213/59f11c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/67000000/66050000/66042300/66042213/f52abcad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Efficient condo near slopes with kitchenette & great location

[](https://www.expedia.com/Ludlow-Hotels-Efficient-Condo-Near-Slopes-With-Kitchenette-Great-Location.h66042213.Hotel-Information)

Ludlow

8.6/10

Excellent

(32 reviews)

"Nice place close to mountain easy in easy out"

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

Aaron B.

$200 nightly

$227 total

Mar 18 - Mar 19

Total with taxes and fees

[](https://www.expedia.com/Ludlow-Hotels-Efficient-Condo-Near-Slopes-With-Kitchenette-Great-Location.h66042213.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/4501ee4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/w1170h1596x0y468-0a8fb230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/bdac3cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/3902b9c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table. 

[](https://www.expedia.com/West-Dover-Hotels-Fantastic-Location-Mt-Snow-Ski-Off.h101085488.Hotel-Information)

Dover

9.8/10

Exceptional

(14 reviews)

"We enjoyed our stay."

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

Anonymous traveler

$507 nightly

$573 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/West-Dover-Hotels-Fantastic-Location-Mt-Snow-Ski-Off.h101085488.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.

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## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Vermont%2C+United+States+of+America&regionId=6150553&latLong=43.173435%2C-72.72345&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Vermont%2C+United+States+of+America&regionId=6150553&latLong=43.173435%2C-72.72345&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Vermont%2C+United+States+of+America&regionId=6150553&latLong=43.173435%2C-72.72345&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=VACATION_HOME)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Vermont%2C+United+States+of+America&regionId=6150553&latLong=43.173435%2C-72.72345&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=CONDO)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Vermont%2C+United+States+of+America&regionId=6150553&latLong=43.173435%2C-72.72345&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=VILLA)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Vermont%2C+United+States+of+America&regionId=6150553&latLong=43.173435%2C-72.72345&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=COTTAGE)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Vermont%2C+United+States+of+America&regionId=6150553&latLong=43.173435%2C-72.72345&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=CABIN)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Vermont%2C+United+States+of+America&regionId=6150553&latLong=43.173435%2C-72.72345&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=CHALET)

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## Top Windham Hotel Reviews

![Hampton Inn and Suites Manchester](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg)

### Hampton Inn and Suites Manchester

10/10 Excellent

"The breakfast was great for our family. There is a coffee/tea/cocoa station in place all day. The pool area and hot tub were immaculate and fun for all."

[](https://expedia.com/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information)

![The Equinox Golf Resort & Spa](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/c6f78187_y.jpg)

### The Equinox Golf Resort & Spa

6/10 Okay

"Hot tub nor sauna we’re working. This is pretty important for a ski Hotel, or anyone that bills themselves as a spa. "

[](https://expedia.com/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information)

![Comfort Inn & Suites Brattleboro I-91](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg)

### Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"Everything was great. Clean rooms, friendly staff, good stay.."

[](https://expedia.com/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information)

![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/b9b1ed95_y.jpg)

### Pointe at Castle Hill Resort

8/10 Good

"Yes"

[](https://expedia.com/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information)

![Colonial Motel And Spa](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/05f7e3bc_y.jpg)

### Colonial Motel And Spa

10/10 Excellent

"It was good to have pool option after a ski day"

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

![Best Western Springfield Hotel](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/d8a154ae_y.jpg)

### Best Western Springfield Hotel

10/10 Excellent

" Nice clean room. Good breakfast. Friendly staff check in with help finding dining spots in area. "

[](https://expedia.com/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information)

![Hideaway Inn Mt. Snow](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/c5bdc83b_y.jpg)

### Hideaway Inn Mt. Snow

4/10 Poor

"Great location. Clunky check-in as all virtual. Hot tub, which is the reason booked was broken, saunas did not heat up, could not adjust the heat in the room, so even though we tried to turn it off it was 80’ overnight. Machine for tea also didn’t work. Clean rooms but the hot tub and heat issues made us disappointed "

[](https://expedia.com/West-Dover-Hotels-Hideaway-Inn-Mt-Snow.h122978111.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

"Great location, most convenient hotel , everything is perfect. "

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

![Hampton Inn Brattleboro](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/44065a1d_y.jpg)

### Hampton Inn Brattleboro

10/10 Excellent

"I wish I could have stayed longer. Very nice hotel "

[](https://expedia.com/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information)

## Find out more about Windham

**Everything you need to know about Windham vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Windham vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Windham. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $280 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Windham rentals**

At Expedia, we put the best Windham vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windham vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
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- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Windham ](https://expedia.com/Windham-Private-Vacation-Homes.d6150553-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Windham ](https://expedia.com/Windham-Condos.d6150553-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Windham ](https://expedia.com/Windham-Apartments.d6150553-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Windham ](https://expedia.com/Windham-Cottages.d6150553-aaCottages.Travel-Guide-Accommodation)
- [Cabin Rentals in Windham ](https://expedia.com/Windham-Cabins.d6150553-aaCabins.Travel-Guide-Accommodation)
- [Chalets in Windham ](https://expedia.com/Windham-Chalets.d6150553-aaChalets.Travel-Guide-Accommodation)
- [B&B in Windham ](https://expedia.com/Windham-Bed-And-Breakfast.d6150553-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Resorts in Windham ](https://expedia.com/Windham-Resorts.d6150553-aaResorts.Travel-Guide-Accommodation)
- [Farmstay in Windham ](https://expedia.com/Windham-Agritourism.d6150553-aaAgritourism.Travel-Guide-Accommodation)
- [Motels in Windham ](https://expedia.com/Windham-Motels.d6150553-aaMotels.Travel-Guide-Accommodation)
- [Aparthotels in Windham ](https://expedia.com/Windham-Apart-Hotels.d6150553-aaApartHotels.Travel-Guide-Accommodation)
- [Lodges in Windham ](https://expedia.com/Windham-Lodges.d6150553-aaLodges.Travel-Guide-Accommodation)
- [Villas in Windham ](https://expedia.com/Windham-Villas.d6150553-aaVillas.Travel-Guide-Accommodation)
- [Guest Houses in Windham ](https://expedia.com/Windham-Guest-Houses.d6150553-aaGuestHouses.Travel-Guide-Accommodation)
- [Inns in Windham ](https://expedia.com/Windham-Inns.d6150553-aaInns.Travel-Guide-Accommodation)
- [RV Parks in Windham ](https://expedia.com/Windham-RV-Parks.d6150553-aaRVParks.Travel-Guide-Accommodation)

## Frequently asked questions

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- [Top Hotels in Westmore](https://expedia.com/Westmore-Hotels.d184081.Travel-Guide-Hotels)
- [Middlesex 5 Star Hotels](https://expedia.com/5Star-Middlesex-Hotels.s50-0-d3000391797.Travel-Guide-Filter-Hotels)
- [Wheelock 4 Star Hotels](https://expedia.com/4Star-Wheelock-Hotels.s40-0-d553248634998838654.Travel-Guide-Filter-Hotels)
- [Top Hotels in Mendon](https://expedia.com/Mendon-Hotels.d181428.Travel-Guide-Hotels)
- [Top Hotels in Jay](https://expedia.com/Jay-Hotels.d184053.Travel-Guide-Hotels)
- [Top Hotels in Island Pond](https://expedia.com/Island-Pond-Hotels.d184051.Travel-Guide-Hotels)
- [Top Hotels in Marlboro](https://expedia.com/Marlboro-Hotels.d6056722.Travel-Guide-Hotels)
- [Hartford Pet-friendly Hotels](https://expedia.com/Hartford-Hotels-Pet-Friendly-Hotel.0-0-d3000459649-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Top Hotels in Lyndon](https://expedia.com/Lyndon-Hotels.d553248634999097886.Travel-Guide-Hotels)
- [Top Hotels in Berlin Corners](https://expedia.com/Berlin-Corners-Hotels.d6025629.Travel-Guide-Hotels)
- [Top Hotels in Hartford](https://expedia.com/Hartford-Hotels.d3000459649.Travel-Guide-Hotels)
- [West Haven 2 Star Hotels](https://expedia.com/2Star-West-Haven-Hotels.s20-0-d553248635975871796.Travel-Guide-Filter-Hotels)
- [Top Hotels in Bolton Valley](https://expedia.com/Bolton-Valley-Hotels.d56075.Travel-Guide-Hotels)

Flights

- [Middlesex Cheap Flights](https://expedia.com/lp/flights/3000391797/flights-from-middlesex)
- [Flights to BTV](https://expedia.com/Cheap-Flights-To-Berlin-Corners.d6025629.Travel-Guide-Flights)
- [Flights to VSF](https://expedia.com/Cheap-Flights-To-Ascutney.d6046953.Travel-Guide-Flights)
- [Wilder Cheap Flights](https://expedia.com/lp/flights/174820/flights-from-wilder)

Cars

- [Car rentals in Proctorsville](https://expedia.com/Car-Rentals-In-Proctorsville.d6023678.Car-Rental-Guide)
- [Car rentals in Wilder](https://expedia.com/Car-Rentals-In-Wilder.d174820.Car-Rental-Guide)
- [Car rentals in Hartford](https://expedia.com/Car-Rentals-In-Hartford.d3000459649.Car-Rental-Guide)
- [Car rentals in Graniteville-East Barre](https://expedia.com/Car-Rentals-In-Graniteville-East-Barre.d553248634998991025.Car-Rental-Guide)
- [Car rentals in Bolton Valley](https://expedia.com/Car-Rentals-In-Bolton-Valley.d56075.Car-Rental-Guide)

Vacation Rentals

- [Greensboro Bend Short Term Rentals](https://expedia.com/Greensboro-Bend-Vacation-Rentals.d3000459644.Travel-Guide-VacationRentals)
- [Westmore Short Term Rentals](https://expedia.com/Westmore-Vacation-Rentals.d184081.Travel-Guide-VacationRentals)
- [Jay Short Term Rentals](https://expedia.com/Jay-Vacation-Rentals.d184053.Travel-Guide-VacationRentals)

General

- [Visit Andover](https://expedia.com/Andover.dx6023580)
- [Visit Sudbury](https://expedia.com/Sudbury.dx3000381073)
- [Visit Hartford](https://expedia.com/Hartford.dx3000459649)

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