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Looking for a guest house?
Warm and welcoming guest houses are ideal for travelers who prefer laid-back accommodations with a personal touch. Usually family run, these hosts will provide local recommendations and even optional meals. Guest houses sometimes feature a cozy living room or a garden – and are still cheaper than most regular hotels.
Search guest houses in Windham

Guest Houses That Travelers Love in Windham

  • Avg. price/night: $145.80
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 50 reviews
    the breakfast was fantastic, Laureen was a wonderful host and the house was so cozy and inviting. would 100% stay again.
    O
    Owen
    Young couple
  • Avg. price/night: $198.94
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 27 reviews
    The beds were very comfortable and the hot tub was relaxing. I liked the fire place as well. Great location.
    A
    ASHLEY
    Family with young children
  • Avg. price/night: $162
    Scored 8.4
    8.4
    Rated very good
    Very Good
     · 116 reviews
    Loved the old-time atmostphere and quaint coziness. The BEST!
    Tim and Maureen
    Young couple
  • Avg. price/night: $209.90
    Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 126 reviews
    Beautiful property, charming rooms, warm services, excellent breakfast experience.
    Cosgrave
    Travelers with friends
  • Avg. price/night: $559.66
    Scored 8.4
    8.4
    Rated very good
    Very Good
     · 81 reviews
    The location was what we were looking for, a quiet area to relax. The breakfast menu was a simple variety, which was fine for us. Dinner menu was not overwhelming, the choices were easy and the food delicious.
    Diane
    Young couple
  • Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 15 reviews
    When I first saw Georgian Garden on Booking.com it seemed almost too good to be true. There must be a catch! But everything was as perfect as it seemed online. The place has just reopend after the Covid. Beautiful mounteen view! Excellent location. Clean rooms. Delicious breacfast made by the hosts per request. Also I was free to walk down the property to the creeck and enjoy the views. Hosts Victoria and Irina are the most thoughtful, gracious and helpfull hosts. Would totally recommend Georgian Garden!
    Nino
    Solo traveler
  • Avg. price/night: $139.32
    Scored 8.4
    8.4
    Rated very good
    Very Good
     · 88 reviews
    We very much enjoyed our stay, our room was clean and comfortable and the views from the window are absolutely gorgeous. Great location for hiking and exploring the area. Breakfast was small but just what we needed in the morning; coffee, tea, pastries, and some cereal and yogurt.
    M
    Maggie
    Young couple
  • Avg. price/night: $209.90
    Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 126 reviews
    Very beautiful, quiet, clean,large parking lot, very close to club and town center. perfect staff, smiling, professional, serious
    Peng
    Family with young children
  • Avg. price/night: $139.32
    Scored 8.4
    8.4
    Rated very good
    Very Good
     · 88 reviews
    A good old fashioned motel in a quiet rural roadside setting. Convenient for Windham, Hunter and surrounding area including Kaaterskill Falls and Catskill Mountains. Breakfast was an added bonus.
    Steve
    Young couple
  • Avg. price/night: $150.12
    Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 352 reviews
    Room size, the shower is awesome! Best shower in the entire trip! The bathtub is bigger than usual, the water pressure is perfect, it’s like a waterfall over your head, we loved! The staff is awesome either, the location, the darkness and quietness in the room to sleep was just perfect! This was the cheapest hotel I found in last minute choice to overnight in Windham and there’s no regrets at all!
    Ricardo
    Young couple