Compare Windham Guest House Rentals
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Guest Houses in Windham
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!
This guesthouse features a gym and laundry facilities.
Free WiFi
Air conditioning
Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham
At this guesthouse, guests have access to a gym, laundry facilities, and a garden. This family-friendly guesthouse also has barbecue grills.
Free WiFi
Gym
Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants
At this guesthouse, guests enjoy features like tennis courts.
Free WiFi
Parking available
The Weston
630 Main St, Weston, VT
$450 nightly
The price is $491 total per night
$491 total
Jun 8 - Jun 9
Total includes taxes and fees
Guests of The Weston enjoy features like a full-service spa, free WiFi in public areas, and spa treatment rooms. If you drive, take advantage of free parking. Front-desk staff can assist with concierge services and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury guesthouse include coffee/tea in a common area, local meal delivery service, and a garden.
Spa
Pet friendly
The Inn At Quail Run
106 Smith Road, Wilmington, VT
$185 nightly
The price is $204 total per night
$204 total
Jun 5 - Jun 6
Total includes taxes and fees
Guests staying at The Inn At Quail Run enjoy a 24-hour gym, a sauna, and free WiFi in public areas. If you plan to drive, free parking is available. Additional amenities include a seasonal outdoor pool, a microwave in a common area, and a refrigerator in a common area.
Pool
Parking included
Book 3 nights get 4th free. Hike. L RockPond, AP-LT, H Stone.VSF, Manchester
Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.
Pet friendly
Free WiFi
Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly
At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has a garden.
Pet friendly
Air conditioning
Magical Retreat Cottage - Surrounded by Waterfalls, Extreme Peace and fast WiFi
Guests staying at this guesthouse have access to laundry facilities, barbecue grills, and a living plant wall. This smoke-free guesthouse also has a garden.
Free WiFi
Air conditioning
Sutton's Place
50 School Street, Manchester Center, VT
Guests of Sutton's Place enjoy free WiFi in public areas, coffee in a common area, and a TV in a common area. Free parking is available if you drive. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations.
Parking included
Free WiFi
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.
Hotel Options in Windham
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.
Windham
9.8/10 Exceptional! (47 reviews)
The Equinox Golf Resort & Spa
3567 Main Street Route 7A, Manchester, VT
$199 nightly
The price is $219 total per night from Jun 18 to Jun 19
$219 total
Jun 18 - Jun 19
Total includes taxes and fees
7.2/10 Good! (479 reviews)
Colonial Motel And Spa
889 Putney Rd, Brattleboro, VT
$109 nightly
The price is $120 total per night from Jun 5 to Jun 6
$120 total
Jun 5 - Jun 6
Total includes taxes and fees
6.8/10 (1,002 reviews)
Windham Guest Houses essential information
Accommodation | 10 Guest Houses |
|---|---|
Lowest Price | $120 |
Highest Price | $491 |
Popular accommodation | 1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!, Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham , Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants , The Weston, The Inn At Quail Run, Book 3 nights get 4th free. Hike. L RockPond, AP-LT, H Stone.VSF, Manchester, Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly, Magical Retreat Cottage - Surrounded by Waterfalls, Extreme Peace and fast WiFi, Sutton's Place |
Guest Houses in Windham
Most Popular
More Places To Stay in Windham
More to Explore
Top Trending
Hotels
Brasada RanchMotels ClaremontHotels closest to Tacoma DomeAwwa Suites and SpaPalm Springs All Inclusive Resorts & HotelsHotels near Tampa Intl.Owasso Hotel DealsRadisson Blu Vancouver Airport Hotel & MarinaTaos Hotels with Hot TubsCabin Rentals HamptonsCabin Rentals NorwalkOrigin Red Rocks, a Wyndham HotelPanoramic Mountain Views! Outdoor Hot Tub | Walk-In Shower | Sunrise SurpriseJay Hotels with Hot TubsSanctuary Hotel New YorkCabin Rentals GreycliffRV Parks OrlandoAll Inclusive Resorts & Hotels in St. Croix Island
Flights
Cheap Tegucigalpa to Cancun flightsCheap Phoenix to Nogales flightsCheap Daytona Beach to Boston flightsCheap New York to Freeport flightsCheap San Diego to Seattle flightsCheap Flights to Bimini IslandsCheap Greenville to Baltimore flightsCheap Gainesville to Vancouver flightsCheap Nassau to Minneapolis - St. Paul flightsCheap Orlando to Brisbane flights
Packages