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Compare 10 Guest Houses in Windham with updated reviews, rates, and availability.

Shadowcrest
Front of property

Shadowcrest

3.5 star property
9.8 out of 10, Exceptional, (227)
"This lovely Victorian home has been transformed into a comfortable hotel room with everything you could need!"
The price is AED 514
AED 566 total
includes taxes & fees
26 Dec - 27 Dec
Shadowcrest
The Herwood Inn
Front of property

The Herwood Inn

4.5 star property
9.8 out of 10, Exceptional, (50)
"It’s was very lovely. Check in took me a moment to figure out but over all not too hard. The room I chose faced the street… which was too active more my preference but it wasn’t so bad. Woodstock is a quiet spot to begin with"
The price is AED 584
AED 654 total
includes taxes & fees
14 Jan - 15 January 2025
The Herwood Inn
Catskills Hideaway w/ Sauna Minutes from Hiking

Catskills Hideaway w/ Sauna Minutes from Hiking

9.6 out of 10, Exceptional, (8)
"Loved staying at this property tucked away in Mt. Tremper. Walking distance to some great restaurants, the Zen buddhist monastery and good access to wifi. My dog also had a great time walking nearby. I wasn't sure where to dispose of my dog bags, but other than that, a perfect stay."
Catskills Hideaway w/ Sauna Minutes from Hiking
LEEDS A GREAT ESCAPE
The home Entrance

LEEDS A GREAT ESCAPE

9.2 out of 10, Wonderful, (34)
"Everything about the property was wonderful and exactly as presented; location was wonderful and everything worked out very well - 5 STARS; we will definitely stay there again, next time in Leeds, New york"
LEEDS A GREAT ESCAPE
The Woodbine Inn
Room

The Woodbine Inn

3.5 star property
9.6 out of 10, Exceptional, (17)
"I liked the location and the layer back atmosphere. "
The Woodbine Inn
Beds on Clouds
Exterior

Beds on Clouds

3.0 star property
7.4 out of 10, Good, (66)
"Loved the quirky decor and the coziness. I slept like the dead when I stayed here. It was awesome."
The price is AED 756
AED 817 total
includes taxes & fees
23 Dec - 24 Dec
Beds on Clouds
The Old Catskill Game Farm Inn
Room

The Old Catskill Game Farm Inn

3.5 star property
9.6 out of 10, Exceptional, (21)
"This hotel was the most unique place we’ve ever stayed. It was a marvel in many ways, and we thoroughly enjoyed the experience with only a few minor flaws: rain shower didn’t work, the grounds where the hot tub is located could be landscaped to provide a beautiful and serene resting spot and there could be more of a staff presence to report "
The Old Catskill Game Farm Inn
Studio · Cozy Waterfront Cabin • Couples • Spa • Hiking

Studio · Cozy Waterfront Cabin • Couples • Spa • Hiking

10.0 out of 10, Exceptional, (4)
"Ideal location for wading and watching the creek. Comfortable room. Friendly hosts. Very comfortable outdoor chairs. I did not use the fire pit but nice to know it was available."
The price is AED 545
AED 1,194 total
includes taxes & fees
23 Dec - 24 Dec
Studio · Cozy Waterfront Cabin • Couples • Spa • Hiking
Amazing Views, Away from it all!
Snow and ski sports

Amazing Views, Away from it all!

Amazing Views, Away from it all!
Gateway Lodge Bed & Breakfast
Aerial view

Gateway Lodge Bed & Breakfast

3.5 star property
8.2 out of 10, Very Good, (26)
"Very poor customer service! The owner wasn't friendly and helpful. I understand we are going through difficult times but if you don't know how to deal with the stress of the situation then close your business. I asked for hot water in a paper cup for a medication. The owner made a fuss about it. The TV in the room wasn't working the owner got frustrated after he found out. Go someplace else where they would appreciate your business."
Gateway Lodge Bed & Breakfast
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.
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Other property types in Windham

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
Dancing Horse Farm Lodge | Spring

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

10.0 out of 10, Exceptional, (144)
"We had another fun stay at the Dancing Horse Farm! The house has been upgraded with a new stove and other amenities. Huge home, to house several large families. Very well maintained and clean. We also visited the near by town for coffee and a nice brisk walk. Overall great time and look forward to coming again!"
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
Tuscan Year Round Beauty - Pickleball Court
Exterior

Tuscan Year Round Beauty - Pickleball Court

10.0 out of 10, Exceptional, (97)
"Awesome"
Tuscan Year Round Beauty - Pickleball Court
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
JUNE 2024 --Plenty of parking + electric charging

GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.

9.8 out of 10, Exceptional, (8)
"We loved this house. We had 25 people (ages 5 through 84) for Thanksgiving and thoroughly enjoyed our stay from Tuesday through Sunday. Bridget is very quick to answer our emails."
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
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.