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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 11 Guest Houses in Windham with updated reviews, rates, and availability.

The Herwood Inn
Exterior detail

The Herwood Inn

4.5 star property
9.8 out of 10, Exceptional, (70)
"Lovely property. Clean, well appointed, cozy space, Nick’s Nook. Had a couple glitches but Adam took care of it immediately! Would definitely come back."
The price is AED 687
AED 769 total
includes taxes & fees
7 May - 8 May
The Herwood Inn
Shadowcrest
Suite (The Vly Room) | Premium bedding, down comforters, individually decorated

Shadowcrest

3.5 star property
9.8 out of 10, Exceptional, (238)
"Clean, quiet and friendly staff. The place is about 5 minutes drive from Belleayre ski resort."
The price is AED 533
AED 586 total
includes taxes & fees
6 May - 7 May
Shadowcrest
Beds on Clouds
Exterior

Beds on Clouds

3.0 star property
7.4 out of 10, Good, (67)
"Great spot for a weekend getaway"
The price is AED 756
AED 817 total
includes taxes & fees
4 May - 5 May
Beds on Clouds
Catskills Guesthouse with Sauna near Hiking - Hunter and Belleayre Mountain
Exterior

Catskills Guesthouse with Sauna near Hiking - Hunter and Belleayre Mountain

9.6 out of 10, Exceptional, (8)
"Adorable place to stay."
Catskills Guesthouse with Sauna near Hiking - Hunter and Belleayre Mountain
Studio · Cozy Waterfront Cabin • Couples • Spa • Hiking
Exterior

Studio · Cozy Waterfront Cabin • Couples • Spa • Hiking

10.0 out of 10, Exceptional, (4)
"Awesome cabin and I would go back to this spot anytime!! "
The price is AED 559
AED 1,185 total
includes taxes & fees
5 May - 6 May
Studio · Cozy Waterfront Cabin • Couples • Spa • Hiking
LEEDS A GREAT ESCAPE
Exterior

LEEDS A GREAT ESCAPE

9.2 out of 10, Wonderful, (35)
"Peaceful and quiet but not too far away from some great restaurants and beautiful views!"
LEEDS A GREAT ESCAPE
The Old Catskill Game Farm Inn
Property amenity

The Old Catskill Game Farm Inn

3.5 star property
9.6 out of 10, Exceptional, (23)
"I loved everything about this place ! The room the giraffe house it’s so gorgeous ! Sean the man who takes care of and manages the property is so knowledgeable. He gave my boyfriend and I a tour around the whole property with his goats and when I tell you this man knows the property HE KNOWS THE PROPERTY & history of the area. The experience wouldn’t have been the same with out him. "
The Old Catskill Game Farm Inn
The Woodbine Inn
BBQ/picnic area

The Woodbine Inn

3.5 star property
9.6 out of 10, Exceptional, (17)
"Beautiful, clean, amazing staff and supe cozy"
The Woodbine Inn
Bowie Mountain Studio in heart of the Hudson-Valley's best nature, food, shops.
Exterior

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

10.0 out of 10, Exceptional, (25)
"Really enjoyed the stay here - very easy and communication was great. Would stay again and recommend highly!"
Bowie Mountain Studio in heart of the Hudson-Valley's best nature, food, shops.
Gateway Lodge Bed & Breakfast
Garden

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
Amazing Views, Away from it all!
Exterior

Amazing Views, Away from it all!

Amazing Views, Away from it all!
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

Tuscan Year Round Beauty - Pickleball Court
Outdoor dining

Tuscan Year Round Beauty - Pickleball Court

10.0 out of 10, Exceptional, (98)
"We stayed here for a family wedding and couldn’t have been happier! Rick and Alan were great hosts and super helpful. The property was amazing with so much to offer in and outside of the house. Our kids were obsessed with the pickleball court too ! Highly recommend!"
Tuscan Year Round Beauty - Pickleball Court
A'Neils Windham Ski Lodge & Family Retreat
Outdoor dining

A'Neils Windham Ski Lodge & Family Retreat

10.0 out of 10, Exceptional, (28)
"A wonderful space for a family reunion ski get away. Enough personal space for each while also offering great shared space for warm gatherings and meals. Host was very accommodating and easily available. We would definitely stay again!"
A'Neils Windham Ski Lodge & Family Retreat
Spacious 5-bedroom house in charming Windham centrally located in town.
Smart TV, fireplace

Spacious 5-bedroom house in charming Windham centrally located in town.

Spacious 5-bedroom house in charming Windham centrally located in town.
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.