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
Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham
Wilmington VT
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
The Weston
630 Main St Weston VT
$423 nightly
The price is $462 total per night
$462 total
Feb 11 - Feb 12
Total with 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 tours/tickets 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
$225 nightly
The price is $248 total per night
$248 total
Feb 2 - Feb 3
Total with taxes and fees
The Inn At Quail Run features a sauna, free WiFi in public areas, and a hot tub. 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
Hot Tub
Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly
Weston VT
At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has a garden.
Pet friendly
Air conditioning
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!
Chester VT
At this guesthouse, guests have access to features like laundry facilities. This family-friendly guesthouse also has a garden.
Free WiFi
Parking available
Excellent location close to trails treasures await.
Mt Tabor VT
Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.
Pet friendly
Free WiFi
Magical Retreat Cottage - Brilliant Autumn Colors and Waterfalls Vermont Getaway
East Dover VT
Guests staying at this guesthouse have access to laundry facilities, barbecue grills, and a garden. This smoke-free guesthouse also has a living plant wall.
Pool
Free WiFi
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
Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna
Windham VT
9.8/10 Exceptional! (55 reviews)
Pointe at Castle Hill Resort
2940 State Route 103 Cavendish VT
$148 nightly
The price is $160 total per night from Mar 1 to Mar 2
$160 total
Mar 1 - Mar 2
Total with taxes and fees
8.8/10 Excellent! (961 reviews)
Kimpton Taconic Hotel by IHG
3835 Main St. Manchester VT
$206 nightly
The price is $227 total per night from Mar 1 to Mar 2
$227 total
Mar 1 - Mar 2
Total with taxes and fees
9.2/10 Wonderful! (828 reviews)
Windham Guest Houses essential information
Accommodation | 10 Guest Houses |
|---|---|
Lowest Price | $160 |
Highest Price | $462 |
Popular accommodation | Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham , The Weston, The Inn At Quail Run, Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly, 1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!, Excellent location close to trails treasures await. , Magical Retreat Cottage - Brilliant Autumn Colors and Waterfalls Vermont Getaway, Sutton's Place, Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants |