
Cabin holiday rentals in Windham
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Top-rated cabin rentals in Windham
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Popular amenities for cabin rentals in Windham
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!

The A-Frame on Pudding Hill
The A-Frame on Pudding Hill was everything we were looking for — cozy, private, and super romantic. It had everything we needed and exceeded our expectations. The hot tub was a little tricky to turn on at first haha, but once it was going, it was perfect. Thank you, Lenny, for being such a thoughtful host. We felt truly cared for, and we’d love to return in the future. Highly recommend to anyone looking for a dreamy getaway!

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!

QUINN HOLLOW - Hunter Mountain Cabin in the Woods | Hot Tub
We had an amazing time! Thank you for hosting us! See you 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!
Pet-friendly cabin rentals

Retro Modern Paradise in the Catskills
Would absolutely stay again! Really loved the way they've updated the space but kept the classic touches of the house. Huge well appointed kitchen with everything you could need. Peaceful outdoor space with lots of privacy. And overall a very spacious house that feels like you could have a big group without getting in each others way. Ryan & Lauren were super on it. Will definitely recommend to friends.

Cozy Catskills Cabin
I know the area super well so have a good perspective on location and quality of available accommodation etc. Mark and Lori’s place was standout on all dimensions. Close to both Woodstock and Saugerties which is great for dining and social options. Location is safe, pretty, peaceful and convenient. The house itself is immaculate and charming with a lot of nice character touches. It’s well appointed, and even if you choose to dine in, they have supplied all that one could need. A special place and if I need accommodation again I would book in a heartbeat.

Cozy Creekside Charmer: Phoenicia+Woodstock+Views!
Can’t recommend this place highly enough! Perfect for a cozy, quiet getaway with easy access to a number of fun and charming upstate towns. Regan was an incredible host - thoughtful, responsive, always informative - and made our stay feel particularly relaxing and special.

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 had the most wonderful stay at Natasha’s home! The trees surrounding the house are so majestic and the space is clean, beautiful, and welcoming. We got great sleep, as the beds were super comfy, and we can’t wait to come back again soon.

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!

"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!

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!
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.

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!

Thyme Cottage-Summer Getaway
We had a wonderful time here! The porch was perfect for enjoying a morning cup of coffee or reading. Weather was all over the place during my stay (from warm to cold and rain and sunshine) but the cabin was always cozy and warm. The kitchen is well stocked with pots pans and utensils and we were able to enjoy home cooked meals during our stay. Definitely suggest spending some time outside at night, lovely view of the stars (and lots of bats!) Raf gave excellent suggestions for things to do in the area and was responsive. This was our first time in Middleburgh but definitely won’t be our last.

Luxury A-Frame Cabin w/ Hot Tub
We absolutely loved our stay at Fil & Ellie’s place, it made it the highlight of our trip. From the minute we walked in, it felt so calm. The place is beautiful with all the amenities. We enjoyed the hot tub, grill, fireplace. We’ve been to the Catskills countless times and this is the best experience due to the wonderful stay. Thank you!

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!

Riverside Retreat on the Hudson - Modern Cottage
The home is truly beautiful and the host were amazing and responsive. this is a great location and a wonderful getaway from the NYC area if you're looking for something relatively close by but that feels like it's very different and distant. I am hopeful of the opportunity in the future to visit again because I truly enjoyed the stay
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Howe Caverns
- The Kartrite Resort & Indoor Waterpark
- Glimmerglass State Park
- John Boyd Thacher State Park
- Albany Center Gallery
- Taconic State Park
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Zoom Flume
- Windham Mountain
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Norman Rockwell Museum
- Hancock Shaker Village
- Hunter Mountain Resort
- Opus 40
- Naumkeag
- Pineridge Cross Country Ski Area
- Thaddeus Hait Farm
- Plattekill Mountain
- Huck Finn’s Playland, Albany