Compare Windham Guest House Rentals
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Featured Guest Houses in Windham

The Herwood Inn
148 Tinker St Woodstock NY
$159 nightly
The price is $178 total per night
$178 total
Feb 11 - Feb 12
Total with taxes and fees
At The Herwood Inn, guests have access to free WiFi in public areas, a hot tub, and free use of bicycles. Free parking is available if you drive. 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 express check-out, a terrace, and a gift shop.
Hot Tub
Pet friendly

Shadowcrest
973 Main St Fleischmanns NY
$165 nightly
The price is $182 total per night
$182 total
Feb 1 - Feb 2
Total with taxes and fees
Guests staying at Shadowcrest have access to a terrace, barbecue grills, and a picnic area. You can take advantage of free parking if you drive. The 24-hour front desk has staff standing by to help with concierge services, and answer any questions about the accommodations. Additional amenities include a communal living room and a garden.
Breakfast included
Pet friendly

The Old Catskill Game Farm Inn
400 Game Farm Rd Catskill NY
Guests of The Old Catskill Game Farm Inn enjoy a sauna, free WiFi in public areas, and coffee in a common area. If you decide to drive, there's free parking. Other amenities at this historic guesthouse include a meeting room, free newspapers, and laundry facilities.
Pet friendly
Parking included

Beds on Clouds
5320 Main Street Windham NY
$189 nightly
The price is $204 total per night
$204 total
Jan 29 - Jan 30
Total with taxes and fees
Guests of Beds on Clouds enjoy free WiFi in public areas, express check-in, and express check-out. You can take advantage of free parking, along with an area shuttle for a fee. Front-desk staff can assist with tours/tickets and luggage storage. Additional amenities include a terrace, a picnic area, and a garden.
Parking included
Free WiFi

The Woodbine Inn
144 Malden Ave Palenville NY
At The Woodbine Inn, guests have access to free WiFi in public areas, express check-out, and laundry facilities. If you plan to drive, free parking is available. A multilingual staff is on hand to assist with luggage storage and tours/tickets. 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 golf guesthouse include barbecue grills, a picnic area, and a garden.
Pet friendly
Parking included

Catskills Hideaway w/ Sauna Minutes from Hiking
Mount Tremper NY
Guests staying at this guesthouse have access to barbecue grills and a garden.
Pet friendly
Air conditioning

LEEDS A GREAT ESCAPE
Leeds NY
Guests staying at this guesthouse have access to a garden and barbecue grills.
Air conditioning
Parking available

Gateway Lodge Bed & Breakfast
11 Highlands Road Highmount NY
Guests of Gateway Lodge Bed & Breakfast enjoy free WiFi in public areas, meeting rooms, and a terrace. You can put free parking to good use if you drive. Staff members can help with accommodation requests, and provide front-desk service during limited hours. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a picnic area, barbecue grills, and a garden.
Pet friendly
Parking included
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

Hotel Vienna
107 State Route 296 Windham NY
$149 nightly
The price is $161 total per night from Feb 22 to Feb 23
$161 total
Feb 22 - Feb 23
Total with taxes and fees
9.2/10 Wonderful! (747 reviews)

Wylder Hotel Windham
19 New York 296 Windham NY
$261 nightly
The price is $282 total per night from Feb 1 to Feb 2
$282 total
Feb 1 - Feb 2
Total with taxes and fees
8.6/10 Excellent! (92 reviews)

Eastwind Windham
5088 NY-23 Windham NY
$249 nightly
The price is $268 total per night from Feb 2 to Feb 3
$268 total
Feb 2 - Feb 3
Total with taxes and fees
9/10 Wonderful! (84 reviews)
Windham Guest Houses essential information
Accommodation | 9 Guest Houses |
|---|---|
Lowest Price | $161 |
Highest Price | $282 |
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 |
