Title: Windham, VT Cottage Rentals from $253 | Expedia.com [Windham Travel Guide](https://expedia.com/Windham.dx6150553)[Hotels in Windham](https://expedia.com/Windham-Hotels.d6150553.Travel-Guide-Hotels)[Vacation Rentals in Windham](https://expedia.com/Windham-Vacation-Rentals.d6150553.Travel-Guide-VacationRentals)[Flights to Windham](https://expedia.com/Cheap-Flights-To-Windham.d6150553.Travel-Guide-Flights)[Car Rentals in Windham](https://expedia.com/Car-Rentals-In-Windham.d6150553.Car-Rental-Guide)[Windham Vacation Packages](https://expedia.com/Windham.d6150553.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## 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 cottages ![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/69000000/68720000/68712000/68711922/4c6a2082.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) ### Cottage in Walpole [](https://www.expedia.com/Walpole-Hotels-Cozy-Farm-Cottage-On-Gorgeous-Landscape.h68711922.Hotel-Information) 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) ![Exterior](https://images.trvl-media.com/lodging/120000000/119140000/119130500/119130417/171ffbfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/120000000/119140000/119130500/119130417/6b5c4803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/120000000/119140000/119130500/119130417/aa44f0f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119140000/119130500/119130417/82ebadba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Cavendish [](https://www.expedia.com/Cavendish-Hotels-Terrific-3-Bedroom-Cottage-With-AC-In-Charming-Cavendish.h119130417.Hotel-Information) 10/10 Exceptional (1 review) "House was perfect! Well appointed with everything you need. Beds very comfortable and very clean. Host was very responsive and was there if you needed anything. Will definitely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen S. $540 nightly $605 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Cavendish-Hotels-Terrific-3-Bedroom-Cottage-With-AC-In-Charming-Cavendish.h119130417.Hotel-Information) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/127000000/126490000/126481900/126481809/7212c2d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/127000000/126490000/126481900/126481809/fc371b6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/127000000/126490000/126481900/126481809/9b4bc035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/127000000/126490000/126481900/126481809/0d8dca3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Ludlow [](https://www.expedia.com/Ludlow-Hotels-Luxe-Mountain-Home-W-Chefs-Kitchen-Okemo-Views.h126481809.Hotel-Information) $1,557 nightly $1,712 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Ludlow-Hotels-Luxe-Mountain-Home-W-Chefs-Kitchen-Okemo-Views.h126481809.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=2026-03-26&endDate=2026-03-27®ionId=6150553&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_6150553) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Vermont%2C+United+States+of+America®ionId=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®ionId=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®ionId=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®ionId=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®ionId=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®ionId=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®ionId=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®ionId=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) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindham-Cottages.d6150553-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindham-Cottages.d6150553-aaCottages.Travel-Guide-Accommodation) ## 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 ## Windham Cottages information | Number of reviews | 9 | | ----------------- | ------------ | | Accommodation | 143 Cottages | | Lowest Price | $253 | | Highest Price | $1,712 | ## Frequently asked questions ### Why book your cottage in Windham with Expedia? ### How can I find cheap cottages in Windham? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Magic Mountain Ski Resort ](https://www.expedia.com/Magic-Mountain-Ski-Resort-Hotels.0-l6115886-0.Travel-Guide-Filter-Hotels) - [Hotels near Lowell Lake State Park ](https://www.expedia.com/Lowell-Lake-State-Park-Hotels.0-l553248621561864975-0.Travel-Guide-Filter-Hotels) - [Hotels near Ball Mountain State Park ](https://www.expedia.com/Ball-Mountain-State-Park-Hotels.0-l553248621555467464-0.Travel-Guide-Filter-Hotels) - [Hotels near Ball Mountain Dam ](https://www.expedia.com/Ball-Mountain-Dam-Hotels.0-l6327973-0.Travel-Guide-Filter-Hotels) - 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