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Cozy Caboose in the city

Top rated by guests
Exterior
Private kitchen
Private kitchen
Exterior
Property grounds
review stars
10Outstanding
(107 Ratings)
"The host was absolutely attentive and friendly. The Caboose was definitely a great unique staying experience that I recommend to all. "
Jorge V.
Don't miss out! Price and availability may change
10 / 10
Outstanding(107 Ratings)

Apartment in Windham, NY

2 guests · 1 bedroom · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this apartment rental

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!!

Amenities at Cozy Caboose in the city

Non-smoking
No pets allowed
Family friendly

Map of Windham, NY

city location on map

Nearby attractions

New York State Museum
34.3 mi
Howe Caverns
27.9 mi
Poets' Walk Park
28.3 mi
Rail Explorers: Catskills Division
16 mi

Ratings and reviews

10 / 10
Outstanding(107 Ratings)
10 / 10Outstanding·Feb 2026
The host was absolutely attentive and friendly. The Caboose was definitely a great unique staying experience that I recommend to all.
8 / 10Excellent·Feb 2026
Perfect set up after skiing all day
10 / 10Outstanding·Feb 2026
Cute unique stay, right in town and walkable to many restaurants and bars
10 / 10Outstanding·Jan 2026
The host was very accommodating and attentive. The caboose was an awesome experience. Super clean and cozy.
$$$$
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FAQs

Is parking included with this apartment?

Parking is not specified as an available amenity at Cozy Caboose in the city. For more information, we encourage you to contact the property about where to park.

Is there a pool at this apartment?

We didn’t find pool listed as an amenity for this apartment. It may be worth double checking if a pool is important for your stay.

Is Cozy Caboose in the city pet friendly?

Unfortunately, this apartment is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Cozy Caboose in the city?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.