Cozy Caboose in the city

The host was absolutely attentive and friendly. The Caboose was definitely a great unique staying experience that I recommend to all.

Perfect set up after skiing all day

Cute unique stay, right in town and walkable to many restaurants and bars

The host was very accommodating and attentive. The caboose was an awesome experience. Super clean and cozy.

So conveniently located, great amenities, cozy touches. Unique tiny house-in-a-train-car experience. Very communicative host.

The caboose was modern, clean, and spacious. It had everything we needed and because it’s in town, there are lots of places within walking distance. Would definitely stay here again!

Amazing experience

Right in town, lots of things to do within walking distance. Nice and quiet too. Only thing was the shower and toilet areas were kinda tight.. although it's completely understandable it being in a caboose.We enjoyed our stay and hope to be back.

This is the second time we’ve come here. It is always a great time!

Place was exactly as advertised! Would definitely recommend!

Pat was very easy to work with and very flexible

The caboose was a one of a kind stay that we hope to come back to one day! It had everything we needed for our weekend in Windham. Highly recommend! Location is in close distance to coffee shops and restaurants and other fun activities.

Great place. Location was perfect and we didnt need the car all weekend. Windham is a great town in a beautiful location.

We had a lovely time, the place was great and the whole process was a breeze. Thanks!

Very fun place to spend a few days and surprisingly comfortable! Short walk to shops and restaurants in town and the front porch is perfect to enjoy in the evening. I would highly recommend this special experience!

It’s hella cute and It’s more spacious than you would think from the outside. Should have grabbed another day, as the town is cute and fun with things to do on property and off. Will visit again

This is our second stay here and it was excellent again , clean , convenient to where we were going , very quiet at night for sleeping .

Great spot! Loved it!

Super cute, clean and in the perfect location.

Great visit, thank you!

My girlfriend and I went to Windham to ski for the weekend. The caboose is very close to the mountain, and a short walk to all the downtown shops and restaurants. The caboose was very clean and cozy as described. Would recommend for two people.

Super cute

We thoroughly enjoyed our stay in Windham. Such a unique experience staying in the caboose! Right in the heart of town walkable to restaurants, bars, and less than 5 min drive to the mountain. The caboose was plenty warm and cozy. Had everything we needed.Pat the owner was fantastic- super responsive and accommodating. Highly recommend booking!

We stay in Windham often, and this is centrally located to food and entertainment. Super cute, well maintained, and spectacularly clean. Patrick is nice and available nearby.

Super cute and clean.

While on a motorcycle ride through the Catskills we saw this cute caboose and I knew I’d have to book a night to check it out. This may have been the most adorable place I’ve stayed and I try to check out unique places to stay. The owners thought of everything here, the bed was really comfortable, the place was spotless and very well maintained. The kitchen area had plenty of room, the deck off the back was great listening to the birds in the evening by the creek. Got a bit chilly at night and the heater worked great. All of the furnishings were gorgeous and inviting and the bedding itself was cozy as well. I can’t rate this place any higher! Food was in walking distance, the town here is charming as well. I’d say do yourself a favor and stay here.

A bit of fun for any age .

This place was amazing, clean, and had the perfect location! Absolutely loved staying here!

Cute little place. Perfect for the 2 of us. Zero issues, everything went as smooth as it could have.

Very unique property with a lovely host! Was the perfect getaway for one night to celebrate my daughters birthday

Perfect little spot for a romantic getaway. Surprised my boyfriend with this stay and just gave him the address. He loved how unique and different this was. The interior is clean and tidy, the ac worked great and we loved sitting on the rocking chairs at night. I had brought a citronella candle to keep the bugs away bc this is situated right on the creek. Even though it’s next to the manifold, it was still so quiet inside! Thank you for a great stay!

Everything was perfect. Clean place. Friendly and prompt responses from owner!

Clean , comfortable , convenient , very nice stay