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Windham NY 2 Bedroom Cozy Getaway

Photo gallery for Windham NY 2 Bedroom Cozy Getaway

Outside Entrance
View from Guest House Entryway
Entry
Interior
Kitchen West side

Reviews

9.6 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Kitchen
  • Pet friendly
  • Air conditioning
  • Laundry
  • Outdoor Space
  • Parking available

Explore the area

View in a map
Hensonville, NY
  • Place, Catskill State Park
    ‪1 min walk‬
  • Place, Windham Country Club
    ‪3 min drive‬
  • Place, Windham Mountain Resort
    ‪6 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪51 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 2

1 Twin Bed

Master

1 Queen Bed

1 bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Garden
Dining area

About this property

Windham NY 2 Bedroom Cozy Getaway

Great little historic rental centrally located in the "Gem of the Catskills," Windham, NY. Family friendly or a cozy little getaway for 2. Great place to use as home base for your mountain adventures!

Tucked away over a turn of the century barn this two bedroom rental will take you back to a simpler time and place. One comfy queen and one single bed accommodates your sleeping needs. Awaken to the rooster's crow and prepare your morning breakfast in the fully equipped kitchen. The separate dining and living area are bright and roomy. The full bathroom has an original claw foot tub.

This lovely getaway is located less than 2 miles from Windham Mountain and just 15 miles from Hunter Mountain. Area activities include skiing, snow shoeing, golf, hiking, mountain biking, horseback riding, nature trails (beautiful water falls), fishing, swimming, antiques, art galleries and much more. A short drive to Zoom Flume water park, local farm markets, Howe Caverns. An hours drive to Cooperstown.

Located in the the beautiful Northern Catskill Mountains, this quaint, cozy getaway though situated in the Catskill Park area of the Catskill Mountains has access to all the activities you need to make your vacation memorable. From winter activities such as skiing, snow tubing and snow shoeing to summertime activities such as World Class golf, horseback riding, hiking, mountain biking, antiquing, local farm markets, festivals, leaf peeping, breathtaking waterfalls and more, you have found the perfect location to plan your holiday from! Windham has some of the best eateries available...Walk to 4 star Italian Restaurant (Vesuvio) or enjoy a hearty old fashioned breakfast at Nana Gail's a short drive to Higher Grounds or Windham Local coffee shops, pizzerias, Michael's Diner, Chicken Run family restaurant, Lily’s Steakhouse , Taphouse and many more ! All area information and activities brochures available by request.

Trailways bus comes right through the main road so transport from the city is available. There are local cab services throughout the mountaintop all hours.

Weekday rate is 97.00 per night for 2 adults. No charge for children. Weekend nights (Friday Sat) are 110.00 per night for 2 adults. Two night minimum. Holiday weeks (Dec 24 through Jan 3 have a 3 night minimum) Memorial Day, Labor Day and Columbus Day weekends . $10.00 per night per adult for extra adult. Will consider early check in/late check out if available.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed
Please inquire as we have pets and animals on prop
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Smoking

Smoking is not permitted
You may smoke on the property

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property

About the neighborhood

Hensonville

Located in Hensonville, this vacation home is in a rural area and near a water park. Hunter Mountain and Kaaterskill Falls are worth checking out if an activity is on the agenda. Mountain Top Arboretum and Zoom Flume are also worth visiting. Take in the nearby slopes with skiing, or check out other outdoor activities such as sledding and ice skating.
View more Vacation Homes in HensonvilleOpens in a new window
Map
Hensonville, NY

What's nearby

  • Catskill State Park - 1 min walk - 0.0 km
  • Windham Country Club - 3 min drive - 3.6 km
  • Windham Mountain Resort - 6 min drive - 6.1 km
  • Hunter Mountain - 12 min drive - 14.5 km
  • Kaaterskill Falls - 32 min drive - 32.7 km

Getting around

  • Hudson, NY (HCC-Columbia County) - 51 min drive

Restaurants

  • ‪Fellow - ‬11 min drive
  • ‪Higher Grounds Coffee Shop - ‬2 min drive
  • ‪Chicken Run - ‬6 min drive
  • ‪Mountain Express Cafeteria - ‬6 min drive
  • ‪M&J Bagel Store - ‬11 min drive

Frequently asked questions

Is Windham NY 2 Bedroom Cozy Getaway pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Windham NY 2 Bedroom Cozy Getaway?

As of Apr 30, 2026, prices found for a 1-night stay for 2 adults at Windham NY 2 Bedroom Cozy Getaway on Jan 3, 2027 start from $125, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Windham NY 2 Bedroom Cozy Getaway?

Check-in begins at 4:00 PM.

What time is check-out at Windham NY 2 Bedroom Cozy Getaway?

Check-out is at 11:00 AM.

Where is Windham NY 2 Bedroom Cozy Getaway located?

Situated in the mountains, this vacation home is steps from Catskill State Park, and within 3 mi (5 km) of Windham Country Club and Windham Mountain Resort. Elm Ridge Wild Forest and Ashland Park are also within 9 mi (15 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 29 out of 34 reviews
Rating 8 - Good. 3 out of 34 reviews
Rating 6 - Okay. 0 out of 34 reviews
Rating 4 - Poor. 1 out of 34 reviews
Rating 2 - Terrible. 1 out of 34 reviews

9.6/10

Cleanliness

9.4/10

Check-in

9.4/10

Communication

9.4/10

Location

9.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Gia C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very quaint!

Very nice stay. Cynthia is pleasant and we enjoyed our stay!
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Jody F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was our second time staying. Cynthia is a great host. Th ehouse has everything you need. There are so many great hiking spots nearby and there are plenty of places to eat and get what you want nearby.
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Laura C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a lovely experience! My pup and I stayed for the weekend for a wedding across the street at the Henson -- it was the perfect spot. We felt very at home here and Cynthia was a dream. Absolutely hoping to come back!
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Nicholas C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy, comfortable, convenient

We had everything we needed at this comfortable and well-appointed, cottage-style stay. Cynthia was friendly, helpful, and communicative. We would recommend this stay to others and would stay again!
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Anne G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming

Charming, sweet apartment and kind host!
Stayed 2 nights in Jul 2025
Archival

10/10 Excellent

John D.

Cozy Guesthouse!

We had a great stay in this guesthouse in Windham. Our host was extremely friendly and accommodating. I'd absolutely stay here again.
Stayed 2 nights in Jul 2017
Verified

10/10 Excellent

Susan G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a wonderful property. Jeff was welcoming and Cynthia met me when I was checking in.The property was exactly what I had hoped. warn , welcoming and comfortable.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Alexander K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Apartment

My son and I stayed here for a weekend and Windham and it was absolutely perfect. The apartment was clean and well maintained and the location was great. Highly recommended.
Stayed 3 nights in Mar 2025
Verified

8/10 Good

annabelle a.

Perfect rental for our family!

We had a great time with my husband and 2 sons (2 and 4). Very convenient location, close to the slopes. Our hosts were very welcoming and helpful.
Stayed 5 nights in Dec 2017
Verified

10/10 Excellent

Jan J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

So cozy,I love this place

Cynthia is a great hostess and everything was perfect! We love the decor and the treats left for us. This was our second stay and probably won't be our last. It is so peaceful and Cynthia is very helpful and kind.
Stayed 1 night in Sep 2024
Verified

10/10 Excellent

Jody F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Catskills hiking trip

Beautiful area, nice little town with everything you need. Great hiking. Host is very friendly and helpful. Vrbo make writing a review impossible on a phone since you can't see what you're typing after the first two lines or i would expand on how great the area is.
Stayed 4 nights in Sep 2024
Verified

10/10 Excellent

Marlies B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice place

Very comfy and cozy! We had everything you could ask for. Cynthia quickly responded to our question. We loved the fresh eggs!
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Charles R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

comfortable and cozy

excellent experience; comfortable, cozy, perfect for the weekend. the apartment is welcoming and warm. thank you Cynthia!
Stayed 3 nights in Feb 2021
Verified

10/10 Excellent

Jan J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

5 stars! Home away from home

We loved our stay at Cynthia's so much that we extended it. The place is so cozy and comfortable. Everything we needed was there plus some very thoughtful extras. The vintage farmhouse decor is so sweet and homey and our dog loved meeting the chickens who inspired it as well.Cynthia's hospitality and communication were exceptional and we enjoyed a very relaxing time away. Cynthia is so nice, we felt like we were staying with family. Can't wait to go back!
Stayed 2 nights in May 2023
Verified

10/10 Excellent

MARC C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Another great stay!

We came back for our second time. We love it! We love the chickens, we named one Elvis / Fancy Pants. The fresh eggs were great, the gift in the fridge was unexpected, thank you. We look forward to the next visit. Thank You p.s. we always look to see if the cat is in your window, to greet us.
Stayed 2 nights in Jul 2024
Verified

10/10 Excellent

Diana I.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spacious and Cozy

Cute, cozy, and spacious. We enjoyed relaxing in the family room/game room at night. The host thought of every amenity possible and there was no shortage of anything needed for our stay. The town is quiet and we didn't hear any cars going by. Perfect location for hiking as there were a number of different trail heads nearby. Loved seeing the chickens every day and the host kindly gave us fresh eggs! Would definitely come back.
Stayed 3 nights in Apr 2024
Archival

10/10 Excellent

Frank H.

Wonderful Cottage - Country Charm & Easy Access to Restaurants

We had a wonderful weekend at this charming getaway. The rooms and on-site amenities were charming, clean, and very comfortable. Both nights we opted to eat locally (across the street & down the block) - both were awesome choices and a surprising treat - excellent food and service at both places. Cynthia was a wonderful hostess and made us feel very comfortable with lots of starter items in the pantry. We really enjoyed the nearby chicken coop - all the charm of a farm without having to do any work (no smell whatsoever). We look forward to visiting again in the future.
Stayed 2 nights in Sep 2017
Verified

8/10 Good

Tracy D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute place

Place is adorable and very comfortable had everything you might need during you stay. Wish Roku worked right. Probably need to wash the shower curtains with bleach. Other than the tv, shower curtain and husband hitting his head every time he walked out the door (he's 6ft) we loved it
Stayed 2 nights in Jan 2024
Verified

10/10 Excellent

Anthony S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Characterful and quiet

We enjoyed our short stay, the property is old (as in historic) with a few loose handles and drippy taps but it had a calm and homely vibe. There's enough indoor space so you shouldn't get cabin fever if the weather is bad. Its close to the windham high peak trails so perfect base for that. 7 minute drive to the worlds most expensive groceries in windham if you havent brought your own food. Decent coffee available at higher grounds 5 mins away
Stayed 2 nights in May 2023
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great space and location. Felt like a sublet/housesitting -- apartment was very well-stocked with kitchen items, dvds, games, and very comfortable living room/tv room and beds. Honestly, though, watching our chicken neighbors was more entertaining! Place was immaculately clean -- blankets and cozies everywhere, but all of them seemed freshly cleaned (no dust, no must), and bathroom was spotless. French shower takes a bit of finagling to manage, but within a day we'd managed, and you should bring drinking water if you're not accustomed to "mountain water." Check-in and -out was uncomplicated and without the massive checklists and hoops to jump through you get with some vrbos. Location is great -- I drove less on this trip than other Catskill vacations because you're right in between Windham and Hunter/Tannersville. If you were so inclined, you could walk to Windham Path in 30 minutes! Fine dining at Matilda is just across the street, so a driving-free cocktail night is close at hand! Even Phoenicia is not too far afield. Lots of great hikes (Diamond Notch, Becker Hollow, Burnt Knob/Acra Point) within twenty minutes. Will be coming back!
Stayed 5 nights in Sep 2025
Verified

10/10 Excellent

Michael L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

QUIET UPSTATE GETAWAY

The property was clean, homey, fully equipted with just the right amount of eccentricity. Lovely garden which was made available to us - as was Cynthia and her son. great stay and I hope we'll see them again next year!
Stayed 3 nights in Jul 2022
Verified

10/10 Excellent

Sima W.

Liked: Cleanliness, check-in, communication, listing accuracy

Cynthia is terrific

Cynthia was a wonderful host. Everything was clean and comfortable, with lots of thoughtful extras, like pillows, blankets, nice things for the kitchen. She was very easy to reach and immediately responded to little things we needed. The dozen fresh eggs from the chickens were an extra treat. Highly recommended.
Stayed 3 nights in Jul 2022
Verified

10/10 Excellent

Jonny G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great!

The property was perfect and in a great area.
Stayed 3 nights in Apr 2022
Verified

10/10 Excellent

lynn k.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent cozy cottage

Loved this cozy, clean cottage. We even got a dozen eggs upon arrival from the back yard chickens. Fully stocked. Very helpful and friendly owner. Love this place.
Stayed 5 nights in Feb 2022
Verified

10/10 Excellent

Edward M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

great stay, great host, great location

Description and photos were accurate. Cynthia was very communicative and responsive, the place was clean. My daughter and I had a great time and would stay again! Five minutes from Windham!
Stayed 2 nights in Feb 2022

About the host

Hosted by Cynthia Bruno

Host profile image
I'm a Jersey girl who always wanted to live in the country. Well here I am. Been here for over 30 years and have found my niche in the service industry. I own a property management business and would ultimately love to run a bed and breakfast.

Why they chose this property

I have a passion for old homes....I've always had an appreciation for the workmanship and care that used to go into building these gorgeous abodes. I love the resourcefulness of those days gone by when people had to get by with much less than we have today yet didnt sacrifice quality and craftsmanship. This home was passed down in my family and was built by my son's great grandmother's uncle. She used to take in borders to supplement her teacher's salary of 38 dollars per month. I've included pictures and documents in the informational binder and hope you find it as interesting as I do.

What makes this property unique

This property is nestled in a quiet little township of Windham yet just a short drive to hiking trails, gorgeous waterfalls, golf and ski area and a host of other activities. When your day is done and its time for dinner just freshen up and then stroll across the road to experience some of the finest 4 star Italian cuisine on the mountain or take a few more steps to Hammos brew pub where you can enjoy great food and live music on the weekends OR enjoy your meal in prepared in the fully equipped kitchen. Finish off the evening enjoying a campfire by the garden pergola.

Languages:

English

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