
Cabin holiday rentals in Windham
Find and book unique cabins on Airbnb
Top-rated cabin rentals in Windham
Guests agree: These cabins are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Windham cabin rentals
Cabin rentals with a hot tub

40-Foot Container Cabin in the Catskills
Amazing spot, great weekend, would happily come back in the future :)

Catskills Retreat - hot tub with a view
The view was absolutely stunning and the environment was so peacefully quiet. The home is beautifully constructed and decorated with all the necessities and amenities. There’s plenty of space for the pups to run around safely, and the hot tub was amazing, especially with that view! William & Liz were excellent communicators and made the whole process incredibly simple. We’ll definitely be back!

Modern cabin retreat
Amazing stay in the forest! Cozy, peaceful, and super romantic. Perfect place to relax, disconnect, and enjoy nature. Thank you for the unforgettable experience!

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna!
An amazing place to truly unwind and escape the hustle of city life. Surrounded by breathtaking views and beautiful spots just minutes away, it’s the perfect getaway. The house is cozy and has everything you could possibly need for a relaxing stay!

Romantic Cabin with Sauna & Wood Fired Hot Tub
A wonderfully relaxing place to stay. The hot tub and sauna are wonderful, as is the bedroom with the view of the mountains. We plan to come back soon.

Esopus Creek Waterfront Cabin Hot Tub & Hiking
Amanda’s place was relaxing and peaceful! Very close to hiking and other activities!!

Retreat in the sky - Hot Tub with Panoramic Views
This was our second time staying at Rashmi‘s property and it was just as great as we remembered. The kitchen is fully stocked so we were able to make dinner at home, the views were amazing and it was so nice to hang out by the fire pit at night. Our dogs loved the backyard and there was a great farm stand just down the road. Rashmi was super responsive and flexible. She is an awesome host and we hope to book another stay soon!

Heaven on Hunter
We had an amazing time at Richard’s cabin. It fit all of us perfectly and it was super well stocked with everything we could possibly need.
Pet-friendly cabin rentals

Winston's Place - Woodland Cozy Catskills Cabin
Had a great time! Was perfect for a few days away with my husband and dogs. Everything was clean and as described (it's even better than the photos!) and the area was a lot of fun to explore. There are tons of hikes and other outdoorsy things nearby and Woodstock is a quick 20 minute drive, so the location gives you get the best of both worlds.

The Waterfall Casita: A-frame with 30ft Waterfall
The Waterfall Casita was beautiful, well equipped, clean and offered lots of privacy. The view to the waterfall was breathtaking. Perfect to relax, connect with nature and get a break from the daily hustle. Would’ve loved to stay longer! We were able to cook meals without any difficulties, the fridge though small was more than plenty of room for the essentials we brought. Jenn was kind, available and communicated quickly without disrupting the peace and privacy. The information about local places and instructions were clear and helpful. Would love to stay again!

Modern & Cozy A-Frame 2BR + Loft, Firepit & Grill
Such a cute spot! We only spent one night but could have spent many more. The home itself is adorable and had lots of thoughtful touches. The beds were super comfy! They had some board games we ended up playing late into the night. Highly recommended!

Catskills Cedar House | cozy retreat in the woods
We have high standards and this listing met all our expectations and more. Perfectly located in close driving distance to all the restaurants and hikes we had planned to visit. The house has a great layout where all the rooms flow into each other. Quality of bedding and towels was hotel standards. The place was spotlessly clean. The beds and pillows struck hard-to-achieve bounce. Bathrooms had beautiful counter amenities, lamps, all in thoughtful colour times and materials. The living room with its wonderful sofas was the perfect place for us to watch movies into the night. Top 3 of best listings we have ever stayed in.

"Far from the Madding Crowd" Cozy Cabin Retreat
The perfect spot to be nurtured by nature! The sweetest cabin had everything we could need and gave us the ability to unplug, relax and rejuvenate. Loved being able to go hiking and just enjoy being outside.. surrounded by gorgeous nature. The babbling brook was so soothing. Honestly, just a perfect spot to enJOY!

Birch Creek House - Private & Cozy Creekside Cabin
Yannick's place was a fantastic place to stay in the Catskills! It's located in an ideal location close to hiking, breweries, restaurants, etc. The house itself is clean and well decorated and they provide pretty much everything you need. My only gripe would be that there is no microwave (however, this is noted in the listing, so it was not a surprise); while I don't mind heating things up the old school way on a stove, there are certain things that just heat better in a microwave. And if a microwave is not provided, at least have some better nonstick pans (they were a bit of a pain bc everything stuck to them). In addition, it was hard to actually get to the stream (I think things were just overgrown and maybe it needs a trim back). But the beds are SO comfortable and overall the property is very serene, especially driving over the little bridge to the house with the stream. I would definitly recommend the place to anyone. Thanks for the wonderful stay!

Cozy Creekside Cabin in the Catskills
We had a delightful time during our annual Memorial Day Catskills trip. Katie's cabin is beautifully decorated. You can tell it's the home of a photographer - every corner is picture perfect. The color scheme and charm of the cabin is gorgeous, and the skylights illuminated the space so nicely in the mornings and throughout the day. Wet weather kept us from spending too much time in the outdoor living spaces, but the indoor space was so lovely, we didn't mind staying in at all. Katie was an accommodating host and checkout was a breeze. Thank you, Katie, and to everyone else - enjoy your stay at one of the most charming places you'll find for your Catskills getaway!

The Upstate A - Modern Luxury in the Hudson Valley
Lovely. Well appointed. Welcoming and serene. It was a pleasure to stay in this beautifully renovated and decorated space with taste. From the coffee to the soaps, the soft towels and sheets, it is a perfect place to visit. Many thanks to our wonderful hosts.
Private cabin rentals

Moritz - Cozy Modern with a Perfect View
Wonderful place to stay in Hunter! Loved the view from this super comfortable and spacious (for one or a couple) modern cabin. The hosts have great taste in design and were very responsive and friendly when I needed help with something. Great WiFi, great kitchen and bath and comfortable bed. There’s a lovely view of the mountains through a large window but it’s so cleverly designed that you never feel a lack of privacy. I highly recommend a stay here.

Modern forest retreat with hot tub and sauna
Great space for a weekend getaway with girlfriends. Beautiful, private location a short drive to Windham. Even though the house felt tucked away, it was easy to find thanks to clear pre-visit instructions.

Woodside Cabin #2 on Lake Heloise
Overall, Melissa’s property is absolutely beautiful. Me and my partner felt right at home. The sheets were clean, house is well kept and Melissa is great at responding. Would definitely come here again and recommend it to anyone!

The Catskill Equestrian Cabin
We had a lovely stay at Eman's home! A beautiful peaceful Catskills retreat surrounded by nature. The home was better than the photos! Eman made us feel right at home and was so helpful. Great hospitality, she left some snacks and the kitchen was very clean and fully equipped. One of the nicest Airbnb's I have stayed in. Felt like the way it used to be back when Airbnb first started and people welcomed you as a guest, not the way it has evolved into just a business. Thanks for a wonderful stay. We will be back!

Cozy Catskills Cottage on the Esopus Creek
What a beautiful place and warming hosts! I had an amazing time at the home and the town was filled with wonderful people, food and relaxing atmosphere. I will definitely be back 🙏

Hunter Mtn Log Cabin w/ View
We loved this place from the moment we walked in the door. The decorations are so cute and the VIEW! Definitely has a wow factor and is exactly as described. We loved how dog friendly it was, with little details like a bone jar, dishes, leash and flashlight, and dog wipes at the front door. And the bedrooms were perfect with soft mattresses and ample closet space. It also smelled phenomenal in there with lots of decorative candles and lotions. We had everything we needed in the kitchen, and found that the location was super close to lots of restaurants for eating out. And it was very close to lots of hiking trails and the dog park. We were so sad to leave and can’t wait to come back again!

Contemporary Cabin in Catskill Mountains
We had a wonderful stay. The place was clean and the beds were comfortable; the house was well stocked with everything we needed and the backyard is well maintained. We had a nice, relaxing time grilling and sitting by the fire but if you’re in the mood to eat out, definitely try Julia’s Local.

Windham Cabin Escape (3BR)
Absolute loved this place!! Sadly didn't get to do more than sleep and mornings in it. But so peaceful and the deer out in the yard!! I hope to be able to stay again next year when we meet for the conference!! Blessings, Shelli and Steve
Destinations to explore
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- The Hamptons Holiday rentals
- Jersey Shore Holiday rentals
- Boston Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Montreal Holiday rentals
- Kid-friendly rentals Windham
- Rentals with a washing machine and dryer Windham
- Townhouse rentals Windham
- Rentals with a patio Windham
- Ski-in/ski-out rentals Windham
- Rentals with a fire pit Windham
- Rentals with outdoor seating Windham
- House rentals Windham
- Family-friendly rentals Windham
- Rentals with pools Windham
- Condo rentals Windham
- Rentals with a fireplace Windham
- Pet-friendly rentals Windham
- Rentals with a hot tub Windham
- Chalet rentals Windham
- Fitness-friendly rentals Windham
- Cabin rentals Greene County
- Cabin rentals New York
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Howe Caverns
- The Kartrite Resort & Indoor Waterpark
- John Boyd Thacher State Park
- Glimmerglass State Park
- Windham Mountain
- Resorts World Catskills
- Albany Center Gallery
- Bash Bish Falls State Park
- Taconic State Park
- Catamount Mountain Ski Resort
- Walkway Over the Hudson State Historic Park
- Zoom Flume
- Hunter Mountain Resort
- Norman Rockwell Museum
- Hancock Shaker Village
- Opus 40
- Naumkeag
- Pineridge Cross Country Ski Area
- Thaddeus Hait Farm
- Peebles Island State Park
- Huck Finn’s Playland, Albany