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Cozy Caboose in the city

Photo gallery for Cozy Caboose in the city

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

Reviews

10 out of 10
Exceptional

Entire apartment

1 bedroom1 bathroomSleeps 2

Popular amenities

  • Kitchen
  • Outdoor space
  • Parking available
  • Barbecue

Explore the area

View map
Windham, NY
  • Place, Catskill State Park
    ‪2 min walk‬
  • Place, Windham Mountain Resort
    ‪14 min walk‬
  • Place, Windham Country Club
    ‪2 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪48 min drive‬

Room options

Similar properties

Dining
2 Min Walk to Windham Town | Hot Tub | Fire Pit
  • Spa pool
  • Washing machine
  • Dryer
  • Air-conditioning
5.0 out of 5, Exceptional, 1 review
The price is NZ$892
includes taxes & fees
3 Feb - 4 Feb
2 Min Walk to Windham Town | Hot Tub | Fire Pit

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.
View more Apartments in WindhamOpens in a new window

What's nearby

  • Catskill State Park - 2 min walk - 0.2 km
  • Windham Mountain Resort - 14 min walk - 1.3 km
  • Windham Country Club - 2 min drive - 1.9 km
  • Hunter Mountain - 15 min drive - 19.6 km
  • Belleayre Mountain Ski Center - 42 min drive - 60.2 km

Getting around

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

Restaurants

  • ‪Chicken Run - ‬2 min drive
  • ‪Catskill Mountain Country Store - Windham - ‬9 min walk
  • ‪Babblers - ‬2 min drive
  • ‪Windham Diner - ‬4 min walk
  • ‪Higher Grounds Coffee Shop - ‬2 min drive

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 amenities

Internet

  • Available in the apartment: WiFi

Parking and transport

  • Parking on site

Kitchenette

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Paper towels
  • Refrigerator

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Outdoor furniture
  • Patio

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Location highlights

  • In the mountains

Things to do

  • Arcade/game room

Safety features

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

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
Information provided by the property may be translated using automated translation tools

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. 96 out of 103 reviews
Rating 8 - Good. 7 out of 103 reviews
Rating 6 - Okay. 0 out of 103 reviews
Rating 4 - Poor. 0 out of 103 reviews
Rating 2 - Terrible. 0 out of 103 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Leela P.

Stayed 1 night in Dec 2025

10/10 Excellent

Dia F.

Liked: Cleanliness
The host was very accommodating and attentive. The caboose was an awesome experience. Super clean and cozy.
Stayed 1 night in Jan 2026

10/10 Excellent

James S.

Liked: Cleanliness
So conveniently located, great amenities, cozy touches. Unique tiny house-in-a-train-car experience. Very communicative host.
Stayed 2 nights in Jan 2026

10/10 Excellent

Jen G.

Liked: Cleanliness
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!
Stayed 1 night in Nov 2025

10/10 Excellent

Seth T.

Liked: Cleanliness
Amazing experience
Stayed 2 nights in Oct 2025

8/10 Good

Angela L.

Liked: Cleanliness
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.
Stayed 2 nights in Oct 2025

10/10 Excellent

David B.

Liked: Cleanliness
This is the second time we’ve come here. It is always a great time!
Stayed 1 night in Sep 2025

10/10 Excellent

Jeffrey I.

Liked: Cleanliness
Place was exactly as advertised! Would definitely recommend!
Stayed 1 night in Sep 2025

10/10 Excellent

Michael K.

Liked: Cleanliness
Pat was very easy to work with and very flexible
Stayed 1 night in Sep 2025

10/10 Excellent

Stephanie K.

Liked: Cleanliness
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.
Stayed 1 night in Sep 2025

10/10 Excellent

Tim D.

Liked: Cleanliness
Great place. Location was perfect and we didnt need the car all weekend. Windham is a great town in a beautiful location.
Stayed 1 night in Aug 2025

10/10 Excellent

Bob W.

Liked: Cleanliness
We had a lovely time, the place was great and the whole process was a breeze. Thanks!
Stayed 1 night in Aug 2025

10/10 Excellent

Alexandra P., Pittsburgh, PA, USA

Liked: Cleanliness
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!
Stayed 2 nights in Aug 2025

10/10 Excellent

Nelson F.

Liked: Cleanliness

Charming and lovely

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
Stayed 1 night in Jun 2025

10/10 Excellent

Flynn O., Catskills ny

Liked: Cleanliness
This is our second stay here and it was excellent again , clean , convenient to where we were going , very quiet at night for sleeping .
Stayed 3 nights in Jul 2025

10/10 Excellent

Frank C.

Liked: Cleanliness
Great spot! Loved it!
Stayed 1 night in Jun 2025

10/10 Excellent

Matthew L.

Stayed 1 night in Mar 2025

10/10 Excellent

Dennis C.

Liked: Cleanliness

Great stay

Super cute, clean and in the perfect location.
Stayed 1 night in Feb 2025

10/10 Excellent

kelli o.

Liked: Cleanliness

Cozy & charming caboose

Great visit, thank you!
Stayed 2 nights in Feb 2025

10/10 Excellent

Paul J.

Liked: Cleanliness

Cozy and Convenient

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.
Stayed 2 nights in Feb 2025

10/10 Excellent

John T.

Liked: Cleanliness

Cutest

Super cute
Stayed 1 night in Feb 2025

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