Search Guest Houses in Windham

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Featured Guest Houses in Windham and around

"Exceptional host and very clean. Would most definitely stay again."

includes taxes & fees

3 Sept - 4 Sept

"Brendan was very friend. We had a very relaxing stay. We felt like we had the place to ourselves, it was so quiet. Bed was very comfortable so slept very well. Bath was nicely remodeled. It was the perfect location for us to attend a local wedding."

includes taxes & fees

19 Aug - 20 Aug

"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."

"Great spot for a weekend getaway"

includes taxes & fees

14 Aug - 15 Aug

"Awesome cabin and I would go back to this spot anytime!! "

"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. "

"Lovely and peaceful. "

"Peaceful and quiet but not too far away from some great restaurants and beautiful views!"

Save an average of 15% on thousands of hotels when you're signed in

Top Windham Hotel Reviews

Overlook Hotel

10/10 Excellent

"We are local, but needed a place to stay while our house was having some work done. We were so excited to see The Overlook was open, and I'm even more excited that we booked! They're still finishing the property so not all rooms are available, but I can't wait to visit when they're all done! Beautiful rooms, kind and flexible owners - a must-stay if you're in Saugerties! The luxurious bathrooms are a huge bonus!"