Title: Holiday Rentals Windham from £252: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk

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# Search Holiday Rentals in Windham

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## Check prices for these dates

In two weeks

[9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6150553&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6150553&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[20 Mar - 22 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6150553&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[17 Apr - 19 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6150553&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Windham holiday 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)

![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)

![Restaurant](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/a16eeef9.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.co.uk/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information)

Stratton

8.4/10

Very good

(78)

"The building and the units are old and tired. Early attic decorating. And the walls are paper thin. We could hear all neighbors. I would not go back. "

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

Doug

£346

includes taxes & fees

6 Jan - 7 Jan 2026

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

![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)

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

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

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

Dover

9.4/10

Exceptional

(16)

"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.

£216

includes taxes & fees

5 Jan - 6 Jan 2026

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

![Children’s area](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/1b417e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/2da73c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/c7526449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/38f7fdf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Bromley Retreat

[](https://www.expedia.co.uk/Peru-Hotels-Charming-One-Bedroom-Condo-On-Bromley-Mountain.h107448633.Hotel-Information)

Bromley Mountain

9.8/10

Exceptional

(7)

"There is no place I’d rather stay in VT. It’s a perfect condo and the recent renovations are really nice. It’s got all the comforts of home and great touches throughout. Bromley is a great community to be in, it’s close to town, obviously the slopes, and just a overall stay!"

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

Vanessa P.

£263

includes taxes & fees

13 Jan - 14 Jan 2026

[](https://www.expedia.co.uk/Peru-Hotels-Charming-One-Bedroom-Condo-On-Bromley-Mountain.h107448633.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)

![Interior](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/de082b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.co.uk/Newfane-Hotels-Your-Comprehensive-Wellness-Escape-Sauna-And-Private-Beach.h106418444.Hotel-Information)

Newfane

10/10

Exceptional

(2)

"The folks are SUPER and made me feel very welome"

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

Mark

£192

includes taxes & fees

13 Jan - 14 Jan 2026

[](https://www.expedia.co.uk/Newfane-Hotels-Your-Comprehensive-Wellness-Escape-Sauna-And-Private-Beach.h106418444.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/109000000/108500000/108496500/108496452/7d01b317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108500000/108496500/108496452/5c73c403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108500000/108496500/108496452/2ef47746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/109000000/108500000/108496500/108496452/ddc20875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin-7 minutes to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dog OK

[](https://www.expedia.co.uk/Jamaica-Hotels-Cozy-Cabin-7min-To-Ski-Stratton-Wood-Stove.h108496452.Hotel-Information)

Jamaica

10/10

Exceptional

(5)

"Great stay"

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

Chelsea D.

£170

includes taxes & fees

4 Jan - 5 Jan 2026

[](https://www.expedia.co.uk/Jamaica-Hotels-Cozy-Cabin-7min-To-Ski-Stratton-Wood-Stove.h108496452.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/107000000/106260000/106252200/106252146/92b7e91d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/107000000/106260000/106252200/106252146/d214ce59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/107000000/106260000/106252200/106252146/6c1d3afc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/107000000/106260000/106252200/106252146/8836b8a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wilmington Retreat Near Trails, Skiing & Festivals

[](https://www.expedia.co.uk/Wilmington-Hotels-Wilmington-Retreat-Near-Trails.h106252146.Hotel-Information)

Wilmington

10/10

Exceptional

(2)

"Great location and awesome house. Owners were easy to communicate with. "

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

Anonymous traveller

£445

includes taxes & fees

28 Dec - 29 Dec

[](https://www.expedia.co.uk/Wilmington-Hotels-Wilmington-Retreat-Near-Trails.h106252146.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106160000/106157400/106157385/63238a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/107000000/106160000/106157400/106157385/ad2f042c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/107000000/106160000/106157400/106157385/0df9f82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106160000/106157400/106157385/47dfeff7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington

[](https://www.expedia.co.uk/Plymouth-Hotels-BIGFOOT-CHALET.h106157385.Hotel-Information)

Plymouth

10/10

Exceptional

(14)

"Really enjoyed the setup at the location and the owners were very responsive to any queries!"

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

Ed N.

£438

includes taxes & fees

5 Jan - 6 Jan 2026

[](https://www.expedia.co.uk/Plymouth-Hotels-BIGFOOT-CHALET.h106157385.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)

![Exterior](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/e329a225.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)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/f5aaae02.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.co.uk/Ludlow-Hotels-Ski-Inout-Mountainside-Condo-Close-To-Everything-With-Full-Kitchen-Tranquil.h21692155.Hotel-Information)

Clock Tower Base Area

9.0/10

Wonderful

(74)

"Perfect location for a quick ski trip. "

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

Michael D.

£408

includes taxes & fees

21 Jan - 22 Jan 2026

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

![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)

![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)

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

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

Cavendish

10/10

Exceptional

(11)

"Super easy check in, beautiful and peaceful. Will def be back "

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

Tyler S.

£296

includes taxes & fees

20 Jan - 21 Jan 2026

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

![Interior](https://images.trvl-media.com/lodging/108000000/107450000/107442100/107442045/72524433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107450000/107442100/107442045/da47d03a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107450000/107442100/107442045/e6506175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/108000000/107450000/107442100/107442045/bb7a012d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bear Pass - Mountain View by RedAwning

[](https://www.expedia.co.uk/Arlington-Hotels-NEW-LISTING-Bear-Pass-Mountain-View.h107442045.Hotel-Information)

Sunderland

9.6/10

Exceptional

(5)

"We loved our stay at Bear Pass! The kitchen was more than adequately stocked. The hous was great for our extended family and our 3 dogs"

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

Megan G.

£512

includes taxes & fees

13 Jan - 14 Jan 2026

[](https://www.expedia.co.uk/Arlington-Hotels-NEW-LISTING-Bear-Pass-Mountain-View.h107442045.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/31000000/30450000/30441500/30441410/fbc19381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/31000000/30450000/30441500/30441410/e1b9d717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/31000000/30450000/30441500/30441410/ba659a51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, Netflix, Hulu](https://images.trvl-media.com/lodging/31000000/30450000/30441500/30441410/209d0106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Vermont A-Frame Mountain Retreat

[](https://www.expedia.co.uk/Bondville-Hotels-This-Cabin-Is-A-2-Bedroom.h30441410.Hotel-Information)

Winhall

9.8/10

Exceptional

(26)

"Great home, perfect weekend away at Stratton. Host was great and so was the property"

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

Kevin M.

£448

includes taxes & fees

22 Jan - 23 Jan 2026

[](https://www.expedia.co.uk/Bondville-Hotels-This-Cabin-Is-A-2-Bedroom.h30441410.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)

![Interior](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/ffa1709a.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.co.uk/West-Dover-Hotels-Cozy-3-Bedroom-Condo-25-Miles-To-Mount-Snow.h48188407.Hotel-Information)

West Dover

9.0/10

Wonderful

(45)

"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.

£232

includes taxes & fees

14 Jan - 15 Jan 2026

[](https://www.expedia.co.uk/West-Dover-Hotels-Cozy-3-Bedroom-Condo-25-Miles-To-Mount-Snow.h48188407.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)

![TV](https://images.trvl-media.com/lodging/108000000/107160000/107157400/107157394/fe27a3fa.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.co.uk/Londonderry-Hotels-Beautiful-Country-Cabin-With-Hot-Tub-And-Outdoor-Shower-In-Londonderry.h107157394.Hotel-Information)

Londonderry

10/10

Exceptional

(2)

"On a farm in the country…..stars blazing at night for hot tub. Cozy loft had amazing mattress and pillows! Our dog enjoyed the surrounding field. Beautiful! "

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

Laurel

£273

includes taxes & fees

29 Dec - 30 Dec

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

![Dining](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/455d0342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/0d26f53b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/dd9dbbe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/cf58af9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Whimsical Room & Private Bathroom in Historic Inn

[](https://www.expedia.co.uk/Chester-Hotels-Whimsical-Room-Private-Bathroom-In-Historic-Inn.h87135975.Hotel-Information)

Chester Depot

8.8/10

Excellent

(9)

"After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!"

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

Paul S.

£153

includes taxes & fees

4 Jan - 5 Jan 2026

[](https://www.expedia.co.uk/Chester-Hotels-Whimsical-Room-Private-Bathroom-In-Historic-Inn.h87135975.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)

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68720000/68712000/68711922/d16d9700.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)

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

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

Walpole

10/10

Exceptional

(8)

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

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

Gloria A.

£211

includes taxes & fees

28 Dec - 29 Dec

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

![Property grounds](https://images.trvl-media.com/lodging/114000000/113100000/113092300/113092281/2e705482.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)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113100000/113092300/113092281/526de6a6.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.co.uk/Wardsboro-Hotels-The-Mont-Haus-Minutes-To-Mt-Snow-Stratton.h113092281.Hotel-Information)

Wardsboro

10/10

Exceptional

(4)

"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.

£385

includes taxes & fees

13 Jan - 14 Jan 2026

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

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101830000/101828900/101828826/069d5b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/102000000/101830000/101828900/101828826/3a72f02b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/102000000/101830000/101828900/101828826/40e060b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101830000/101828900/101828826/1173ab2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Birchwood Cabin - Stunning Mountain Views

[](https://www.expedia.co.uk/Arlington-Hotels-The-Birchwood-Cabin-Stunning-Mountain-Views.h101828826.Hotel-Information)

Sunderland

10/10

Exceptional

(2)

"This cabin was everything we could have asked for! Great, peaceful location with a beautiful view. Tastefully decorated and wonderful open concept for kitchen and living room set-up. We really enjoyed the game room downstairs, too. We will definitely be back soon."

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

Shannon C.

£561

includes taxes & fees

6 Jan - 7 Jan 2026

[](https://www.expedia.co.uk/Arlington-Hotels-The-Birchwood-Cabin-Stunning-Mountain-Views.h101828826.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)

![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/e051b2f3.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)

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

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

Wardsboro

10/10

Exceptional

(14)

"Perfect weekend getaway "

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

Seth G.

£363

includes taxes & fees

20 Jan - 21 Jan 2026

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

![Fitness facility](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/ef38effc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Games room](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/6ae09456.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.co.uk/West-Dover-Hotels-Ski-Inski-Out-Condo-With-Deck.h88639305.Hotel-Information)

Dover

8.8/10

Excellent

(32)

"Very nice accommodations and location!"

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

Michael M.

£346

includes taxes & fees

21 Jan - 22 Jan 2026

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

![Exterior](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/1f49fb0d.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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/ab414fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Owl's Nest Treehouse

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

Alstead

10/10

Exceptional

(14)

"10/10 across the board! The cabin was a great experience. The hot tub was amazing. They have their own store near by with lots of goodies. They were very helpful with any questions we had. Would come here again!"

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

Adriana

£252

includes taxes & fees

4 Jan - 5 Jan 2026

[](https://www.expedia.co.uk/Alstead-Hotels-Owls-Nest-Treehouse.h111998634.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.co.uk/Hotel-Search?startDate=2026-01-08&endDate=2026-01-09&regionId=6150553&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find holiday rentals that suit your style

Aparthotels

[](https://www.expedia.co.uk/Hotel-Search?destination=Windham%2C+Vermont%2C+United+States+of+America&regionId=6150553&latLong=43.173435%2C-72.72345&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.co.uk/Hotel-Search?destination=Windham%2C+Vermont%2C+United+States+of+America&regionId=6150553&latLong=43.173435%2C-72.72345&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=APARTMENT)

Private holiday homes

[](https://www.expedia.co.uk/Hotel-Search?destination=Windham%2C+Vermont%2C+United+States+of+America&regionId=6150553&latLong=43.173435%2C-72.72345&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=VACATION_HOME)

Condos

[](https://www.expedia.co.uk/Hotel-Search?destination=Windham%2C+Vermont%2C+United+States+of+America&regionId=6150553&latLong=43.173435%2C-72.72345&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=CONDO)

Villas

[](https://www.expedia.co.uk/Hotel-Search?destination=Windham%2C+Vermont%2C+United+States+of+America&regionId=6150553&latLong=43.173435%2C-72.72345&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=VILLA)

Cabins

[](https://www.expedia.co.uk/Hotel-Search?destination=Windham%2C+Vermont%2C+United+States+of+America&regionId=6150553&latLong=43.173435%2C-72.72345&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=CABIN)

Chalets

[](https://www.expedia.co.uk/Hotel-Search?destination=Windham%2C+Vermont%2C+United+States+of+America&regionId=6150553&latLong=43.173435%2C-72.72345&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=CHALET)

Cottages

[](https://www.expedia.co.uk/Hotel-Search?destination=Windham%2C+Vermont%2C+United+States+of+America&regionId=6150553&latLong=43.173435%2C-72.72345&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=COTTAGE)

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## Top Windham Hotel Reviews

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

### Chalet 239

10/10 Excellent

"Easy check in, clean room, great breakfast"

[](https://expedia.co.uk/West-Dover-Hotels-Chalet-239.h101283909.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

"Spectular continental breakfast and really nice staff. Room was clean and beautiful. Amazing stay overall!"

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

![Kimpton Taconic Hotel by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/72cb9377_y.jpg)

### Kimpton Taconic Hotel by IHG

10/10 Excellent

"10/10 Perfect Stay. So accommodating and kind staff. "

[](https://expedia.co.uk/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information)

![The Covered Bridge Inn](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/214f3dc0_y.jpg)

### The Covered Bridge Inn

10/10 Excellent

"Front Desk boy was super cute, but no breakfast served. Very quiet for being such a busy street. "

[](https://expedia.co.uk/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.Hotel-Information)

![The Manchester View](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b534a8c8_y.jpg)

### The Manchester View

10/10 Excellent

"We love it so much! clean room, beautiful view!"

[](https://expedia.co.uk/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information)

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

### The Putney Inn

10/10 Excellent

"Very quit, clea, and comfortable. "

[](https://expedia.co.uk/Putney-Hotels-The-Putney-Inn.h1810866.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

"Place definitely needs some updating but it was clean and the staff was great!"

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

![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

"Room was spotless. Staff was friendly."

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

![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg)

### Pointe at Castle Hill Resort

10/10 Excellent

"Yea"

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

## Find out more about Windham

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

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windham holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Windham holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Windham holiday rentals we have selected for you start as low as £252 per night. Entering your travel dates in the search wizard you might find even better deals!

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

At Expedia, we put the best Windham holiday 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 holiday.

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. 

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- [London Holiday Rentals ](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals)
- [York Holiday Rentals ](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals)
- [Blackpool Holiday Rentals ](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals)
- [Isle of Wight Holiday Rentals ](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations)
- [Scarborough Holiday Rentals ](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals)
- [Edinburgh Holiday Rentals ](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals)
- [Bath Holiday Rentals ](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals)
- [Bournemouth Holiday Rentals ](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals)
- [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations)
- [Scotland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations)
- [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations)
- [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations)
- [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations)

## Frequently asked questions

### Are there holiday rentals in Windham?

### What are some of the best holiday rentals that Windham has to offer?

### How many holiday rentals are there in Windham?

### What’s there to see and do in Windham?

### What’s a holiday rental in Windham like?

### Expedia's Latest Trends

Hotels

- [Staycity London Dalston](https://expedia.co.uk/London-Hotels-Kingsland-Locke.h57227439.Hotel-Information)
- [Side Star Resort - Ultra All Inclusive](https://expedia.co.uk/Side-Hotels-Side-Star-Resort-All-Inclusive.h11701064.Hotel-Information)
- [Motherwell Accommodation](https://expedia.co.uk/Motherwell-Hotels.d55377.Travel-Guide-Hotels)
- [Hotel Ranthambore Regency](https://expedia.co.uk/Sawai-Madhopur-Hotels-Hotel-Ranthambore-Regency.h19563489.Hotel-Information)
- [Hotel Menorca Experimental](https://expedia.co.uk/Alayor-Hotels-Menorca-Experimental.h35809017.Hotel-Information)
- [Roomers Berlin Steinplatz, Autograph Collection](https://expedia.co.uk/Berlin-Hotels-Hotel-Am-Steinplatz.h6594087.Hotel-Information)
- [Areti Hotel](https://expedia.co.uk/Chania-Hotels-Areti-Hotel.h2699355.Hotel-Information)
- [Grand Palladium Select White Sand Resort & Spa - All Inclusive](https://expedia.co.uk/Kantenah-Hotels-Grand-Palladium-White-Sand-Resort-Spa-All-Inclusive.h1449832.Hotel-Information)
- [Brest Accommodation](https://expedia.co.uk/Brest-Hotels.d537.Travel-Guide-Hotels)
- [Circus Circus Hotel, Casino & Theme Park](https://expedia.co.uk/Las-Vegas-Hotels-Circus-Circus-Hotel.h24715.Hotel-Information)
- [Holiday Inn Express Perth by IHG](https://expedia.co.uk/Perth-Hotels-Holiday-Inn-Express-Perth.h247950.Hotel-Information)
- [Barber Motorsports Park hotels](https://expedia.co.uk/Barber-Motorsports-Park-Hotels.0-l6128544-0.Travel-Guide-Filter-Hotels)
- [Hotel Posada del Lucero](https://expedia.co.uk/Seville-Hotels-Hotel-Posada-Del-Lucero.h1157651.Hotel-Information)
- [Golden Circle Accommodation](https://expedia.co.uk/Golden-Circle-Hotels.d6054695.Travel-Guide-Hotels)
- [Gardens Hotel](https://expedia.co.uk/Manchester-Hotels-Gardens-Hotel.h41680.Hotel-Information)
- [Mount Pleasant Hotel](https://expedia.co.uk/Oxford-Hotels-Mount-Pleasant-Hotel.h35540366.Hotel-Information)
- [Hotel Indigo Lower East Side New York by IHG](https://expedia.co.uk/New-York-Hotels-Hotel-Indigo-Lower-East-Side-New-York.h9341162.Hotel-Information)
- [Voyage Belek Golf & Spa Hotel](https://expedia.co.uk/Serik-Hotels-Voyage-Belek-Golf-Spa-All-Inclusive.h4223633.Hotel-Information)
- [The Pennington Hotel](https://expedia.co.uk/Ravenglass-Hotels-The-Pennington-Hotel.h2422880.Hotel-Information)
- [ Mahdia beach & aquapark](https://expedia.co.uk/Mahdia-Hotels-LTI-Mahdia-Beach-Aqua-Park.h1417506.Hotel-Information)

Flights

- [Flights from Belfast to Luxembourg](https://expedia.co.uk/lp/flights/bhd/lux/belfast-to-luxembourg)
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- [Air France Paris (CDG) to London (LHR) flights](https://expedia.co.uk/lp/flight-routes/air-france-from-roissy-charles-de-gaulle-to-heathrow/af/cdg/lhr)
- [Jet2 Manchester (MAN) to Málaga (AGP) flights](https://expedia.co.uk/lp/flight-routes/jet2-from-manchester-to-malaga/ls/man/agp)

Cars

- [Car rental in Nuevo Nayarit](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Nuevo-Nayarit.d500691.Car-Hire-Guide)

Activities

- [Things to do in Blantyre](https://expedia.co.uk/Things-To-Do-In-Blantyre.d624.Travel-Guide-Activities)

Packages

- [Kuala Lumpur Holidays](https://expedia.co.uk/Kuala-Lumpur.d180008.Holidays-City-Breaks)
- [Times Square](https://expedia.co.uk/Times-Square-Manhattan.d502080.Attraction)

General

- [Visit Glastenbury](https://expedia.co.uk/Glastenbury.dx553248635975870958)

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