Book Guest Houses in Windham, NY

Start date: Check-in selected.
To Date
End date: Check-out

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Guest Houses in Windham

The Herwood Inn

The Herwood Inn

4.5 out of 5
148 Tinker St Woodstock NY
$119 nightly
The price is $134 total per night
$134 total
Jan 7 - Jan 8
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a hot tub on site, and a terrace and a garden are also provided.
Hot Tub
Pet friendly
Shadowcrest

Shadowcrest

3.5 out of 5
973 Main St Fleischmanns NY
$165 nightly
The price is $182 total per night
$182 total
Jan 29 - Jan 30
Total with taxes and fees
This guesthouse features a terrace, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, a communal living room, and a picnic area are also on offer.
Breakfast included
Pet friendly
The Old Catskill Game Farm Inn

The Old Catskill Game Farm Inn

3.5 out of 5
400 Game Farm Rd Catskill NY
Get rates
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A communal living room, a picnic area, and laundry facilities are also on offer.
Pet friendly
Parking included
Beds on Clouds

Beds on Clouds

3 out of 5
5320 Main Street Windham NY
$189 nightly
The price is $204 total per night
$204 total
Jan 7 - Jan 8
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. You'll appreciate the area shuttle, terrace, and garden.
Parking included
Free WiFi
The Woodbine Inn

The Woodbine Inn

3.5 out of 5
144 Malden Ave Palenville NY
Get rates
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A garden, a snack bar/deli, and a picnic area are also on offer.
Pet friendly
Parking included
Catskills Hideaway w/ Sauna Minutes from Hiking

Catskills Hideaway w/ Sauna Minutes from Hiking

Mount Tremper NY
Get rates
This guesthouse includes a garden and barbecue grills.
Pet friendly
Air conditioning
LEEDS A GREAT ESCAPE

LEEDS A GREAT ESCAPE

Leeds NY
Get rates
This guesthouse includes a garden and barbecue grills.
Air conditioning
Parking available
Gateway Lodge Bed & Breakfast

Gateway Lodge Bed & Breakfast

3.5 out of 5
11 Highlands Road Highmount NY
Get rates
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A terrace, a garden, and a picnic area are also on offer.
Pet friendly
Parking included
Don't see what you're looking for?
See all available properties in Windham
View all properties
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.

Top hotels in Windham

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

43 State Route 296 Windham NY
$134 nightly
The price is $145 total per night from Jan 7 to Jan 8
$145 total
Jan 7 - Jan 8
Total with taxes and fees
9.6/10 Exceptional! (270 reviews)

Windham Guest Houses essential information

Accommodation
9 Guest Houses
Lowest Price
$134
Highest Price
$303
Popular accommodation
The Herwood Inn, Shadowcrest, The Old Catskill Game Farm Inn, Beds on Clouds, The Woodbine Inn, Catskills Hideaway w/ Sauna Minutes from Hiking, LEEDS A GREAT ESCAPE, Gateway Lodge Bed & Breakfast

Explore More Ways to Travel with Travelocity