Book Guest Houses in Windham, NY

Top Guest Houses in Windham

The Herwood Inn

148 Tinker St, Woodstock, NY

$261 nightly

$293 total

Sep 16 - Sep 17

Total includes 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

973 Main St, Fleischmanns, NY

$135 nightly

$149 total

Aug 21 - Aug 22

Total includes 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

Catskills Hideaway w/ Sauna Minutes from Hiking

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This guesthouse includes a garden and barbecue grills.

Pet friendly

Air conditioning

Beds on Clouds

5320 Main Street, Windham, NY

$171 nightly

$185 total

Aug 21 - Aug 22

Total includes 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

Studio · Cozy Waterfront Cabin • Couples • Spa • Hiking

$368 nightly

$382 total

Aug 25 - Aug 26

Total includes taxes and fees

This guesthouse includes a garden and barbecue grills.

Pet friendly

Air conditioning

The Old Catskill Game Farm Inn

400 Game Farm Rd, Catskill, NY

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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

The Woodbine Inn

144 Malden Ave, Palenville, NY

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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

LEEDS A GREAT ESCAPE

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This guesthouse includes a garden and barbecue grills.

Air conditioning

Parking available

Bowie Mountain Studio in heart of the Hudson-Valley's best nature, food, shops.

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This guesthouse features a garden, laundry facilities, and barbecue grills.

Pet friendly

Free WiFi

Gateway Lodge Bed & Breakfast

11 Highlands Road, Highmount, NY

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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

Amazing Views, Away from it all!

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Ski-in/ski-out access and a gym are featured at this smoke-free guesthouse. A garden, laundry facilities, and barbecue grills are also on offer.

Air conditioning

Gym

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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

Hotel Vienna

107 State Route 296, Windham, NY

$134 nightly

$145 total

Aug 26 - Aug 27

Total includes taxes and fees

9.2/10 Wonderful! (618 reviews)

Windham Guest Houses essential information

Accommodation	11 Guest Houses
Lowest Price	$145
Highest Price	$382
Popular accommodation	The Herwood Inn, Shadowcrest, Catskills Hideaway w/ Sauna Minutes from Hiking, Beds on Clouds, Studio · Cozy Waterfront Cabin • Couples • Spa • Hiking, The Old Catskill Game Farm Inn, The Woodbine Inn, LEEDS A GREAT ESCAPE, Bowie Mountain Studio in heart of the Hudson-Valley's best nature, food, shops., Gateway Lodge Bed & Breakfast, Amazing Views, Away from it all!