Entire apartment

Cozy Caboose in the city

Photo gallery for Cozy Caboose in the city

Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
1 bedroom, WiFi, bed sheets
Property grounds
Exterior
Shower, hair dryer, towels, soap

Reviews

10 out of 10
Exceptional

Entire apartment

1 bedroom1 bathroomSleeps 2

Popular amenities

  • Parking available
  • Barbecue grill
  • Air conditioning
  • Kitchen
  • Outdoor space

Explore the area

Map
Windham, NY
  • Windham Mountain Resort
    ‪18 min walk‬
  • Windham Country Club
    ‪2 min drive‬
  • Windham Vineyards and Winery
    ‪10 min drive‬
  • Hudson, NY (HCC-Columbia County)
    ‪53 min drive‬

Room options

Similar properties

About the area

Windham

With a stay at this apartment in Windham, you'll be in the mountains, within a 5-minute drive of Windham Mountain Resort and Catskill State Park. .This apartment is 10.8 mi (17.5 km) from Hunter Mountain and 1.2 mi (2 km) from Windham Country Club.

What's nearby

  • Windham Mountain Resort - 18 min walk
  • Windham Country Club - 2 min drive
  • Windham Vineyards and Winery - 10 min drive
  • Hunter Mountain - 18 min drive
  • Zoom Flume - 23 min drive

Getting around

  • Hudson, NY (HCC-Columbia County) - 53 min drive

Restaurants

  • ‪Chicken Run - ‬2 min drive
  • ‪Catskill Mountain Country Store - ‬9 min walk
  • ‪Waffle Cabin - ‬3 min drive
  • ‪Higher Grounds Coffee Co. - ‬2 min drive
  • ‪Michael's Diner - ‬4 min walk

About this property

Entire place

You'll have the entire apartment to yourself and will only share it with other guests in your party.

Cozy Caboose in the city

Cozy, restored 1922 Caboose for rent in the center of downtown Windham...walking distance to restaurants, bars, shops, bus station...1/2 mile to Windham Ski Mountain...located on property of Triplex Movie theatre, Subway & Carvel shops, Game Room, Laundromat..caboose has queen size bed, TV, Wifi, Microwave, refrigerator, air conditioning, ample parking...A unique, historical overnight experience!!
Make yourself comfortable in this air-conditioned apartment, featuring a kitchenette with a refrigerator and a microwave. There's a private patio.
Make use of convenient amenities, which include an arcade/game room and barbecue grills.
Guests will find features like internet access and onsite parking.

Property manager

Pat Higgins

Property amenities

Internet

  • WiFi available

Parking and transport

  • On-site parking

Kitchenette

  • Fridge
  • Microwave
  • Cookware/dishes/utensils
  • Coffee/tea maker
  • Paper towels

Bedrooms

  • 1 bedroom
  • Bed sheets provided

Bathrooms

  • 1 bathroom
  • Shower
  • Soap
  • Shampoo
  • Hairdryer
  • Toilet paper
  • Towels provided

Entertainment

  • TV with cable/satellite service
  • Games room

Outdoor areas

  • Patio
  • Barbecue
  • Outdoor furniture

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Location highlights

  • In the mountains

Safety features

  • Carbon monoxide detector installed (host has indicated that there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated that there is a smoke detector on the property)
  • Fire extinguisher
  • First aid kit

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

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
Safety features at this property include a fire extinguisher and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

Vrbo Property
Cozy Caboose in Town Windham
Cozy Caboose in Town Private vacation home
Cozy Caboose in Town Private vacation home Windham

Cozy Caboose in the city Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 76 out of 82 reviews
Rating 8 - Good. 6 out of 82 reviews
Rating 6 - Okay. 0 out of 82 reviews
Rating 4 - Poor. 0 out of 82 reviews
Rating 2 - Terrible. 0 out of 82 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Alexandra B.

Liked: Cleanliness
Cozy Caboose Winter Getaway
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!
Stayed 2 nights in Jan 2025

10/10 Excellent

Moni O., TARRYTOWN

Liked: Cleanliness
Fun and excellent location
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.
Stayed 1 night in Jan 2025

8/10 Good

Emanuel P.

Stayed 1 night in Oct 2024

10/10 Excellent

Douglas S.

Liked: Cleanliness
Great place to stay.
Super cute and clean.
Stayed 1 night in Oct 2024

10/10 Excellent

Keri S.

Liked: Cleanliness
They thought of everything at this charming caboose stay
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.
Stayed 1 night in Oct 2024

10/10 Excellent

Frank P.

Liked: Cleanliness
Experience
A bit of fun for any age .
Stayed 1 night in Oct 2024

10/10 Excellent

David B.

Liked: Cleanliness
Excellent
This place was amazing, clean, and had the perfect location! Absolutely loved staying here!
Stayed 1 night in Oct 2024

10/10 Excellent

Frank C.

Liked: Cleanliness
Perfect.
Cute little place. Perfect for the 2 of us. Zero issues, everything went as smooth as it could have.
Stayed 1 night in Sep 2024

10/10 Excellent

Angela D.

Liked: Cleanliness
Birthday adventure
Very unique property with a lovely host! Was the perfect getaway for one night to celebrate my daughters birthday
Stayed 1 night in Aug 2024

10/10 Excellent

Melissa J.

Liked: Cleanliness
Quirky & Cute!!!
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!
Stayed 1 night in Jul 2024

10/10 Excellent

James W K.

Liked: Cleanliness
Amazing location
Everything was perfect. Clean place. Friendly and prompt responses from owner!
Stayed 3 nights in Aug 2024

10/10 Excellent

Flynn O., Catskills ny

Liked: Cleanliness
Great stay for a local bluegrass music festival
Clean , comfortable , convenient , very nice stay
Stayed 3 nights in Jul 2024

10/10 Excellent

Eric D.

Liked: Cleanliness
Fulfilled a lifelong dream I didnt know I had!
Staying here for the night was amazing! I was obsessed with Thomas the Tank Engine as a kid so this listing made me super giddy! The bed was comfortable, a lot of thought was put into the design, and we had everything we needed! If you're looking for a unique place to rest, this is the place to do it!
Stayed 1 night in Feb 2024

10/10 Excellent

Aimee M.

Liked: Cleanliness
Perfect stay in the caboose
The location of this rental could not be any better - center of downtown with many restaurants with in walking distance. Rental was clean and provided all essentials for a weekend stay.
Stayed 2 nights in Feb 2024

8/10 Good

Haley M.

Liked: Cleanliness
Snowboarding + The Caboose
Stay was great! Super clean and the place was very warm in the cold weather. Walking distance to stores and bars. Short drive to both Windham and Hunter Mountain. Only negative was a very tourist-y sign in front of the caboose. Loved it though!
Stayed 2 nights in Jan 2024

10/10 Excellent

Leah N.

Liked: Cleanliness
Love staying at this cozy caboose!
This was my second time staying here and every time I wish I never had to leave. Can't wait to hopefully visit again sometime in the next couple ski seasons.
Stayed 3 nights in Jan 2024

10/10 Excellent

reg j.

Liked: Cleanliness
Sleeping in the Caboose
Can’t wait to visit again soon. Great place and guests
Stayed 1 night in Dec 2023

10/10 Excellent

kenneth f.

Liked: Cleanliness
Weekend getaway
The caboose was absolutely adorable, comfortable and perfectly secluded. I wish I stayed longer. I will rent again and again. Process was simple and easy. Love the decor and the vibe. Perfect little retreat
Stayed 1 night in Oct 2023

10/10 Excellent

Lexi K.

Liked: Cleanliness
Absolutely beautiful stay!
I would highly recommend this stay! It is one of a kind, very clean, everything was as described. I couldn’t have been happier! Host was very kind!
Stayed 1 night in Oct 2023

10/10 Excellent

Allyson T.

Liked: Cleanliness
Fun Stay!
We had a great stay in the caboose, we were here for a wedding! So cute and comfortable!
Stayed 1 night in Oct 2023

10/10 Excellent

Xusheng Y.

Liked: Cleanliness
The stay of a lifetime.
Do not pass up this opportunity to stay at possibly the coolest Vrbo ever. I mean, it’s a train! Inside it’s meticulously finished and incredibly cozy. Heat and cooling worked flawlessly. Only regret is not staying long enough!
Stayed 1 night in Sep 2023

10/10 Excellent

Jared S.

Liked: Cleanliness
Great Windham getaway
Great little property. Unique and well maintained. Thx!
Stayed 1 night in Sep 2023

10/10 Excellent

Amber g.

Liked: Cleanliness
Hidden gem, perfect getaway!
This was my first time staying in a Vrbo and it was a memorable experience. First, the property is amazing. There were many things on the property, and shops walking distance from the caboose. Everyone was very friendly, even offering to help bring our bags inside. Pat was incredibly attentive and even allowed a special request. The river running behind the caboose is stunning. The caboose itself was beautiful. The interior is so cozy and truly gorgeous. It feels like you're in your own little world! There's a cute couch where you can sit and watch TV. Overall, an incredible experience, I can't wait to go back. Thank you!
Stayed 1 night in Sep 2023

10/10 Excellent

Norris E., South Portland,ME

Liked: Cleanliness
Pleasant and Unique
Unique and different, not your standard hotel room. It looked like a noisy setting, but quiet inside.Bed was comfortable and firm, just the way I prefer it. Walking distance to attractions and restaurants. Came stocked/ supplied with everything we needed.
Stayed 2 nights in Sep 2023

10/10 Excellent

John r.

Liked: Cleanliness
Great little getaway!
Fun little place to stay. Restaurants and activities easy to walk to. Would recommend a different cozy getaway.
Stayed 3 nights in Aug 2023