Details

Exterior

Cozy Caboose in the city

10 / 10

Outstanding(116 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

Location

city location on map

Reviews

10 / 10

Stayed here one night as had a wedding in Windham. Had to check in early to make the wedding and host was very accommodating. Nice town to explore.

10 / 10

Name says it all super cozy, perfect location and Patrick was more than accommodating. We are sure to go back!

10 / 10

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

8 / 10

Perfect set up after skiing all day

Photos

Private kitchen

Private kitchen

Property grounds

Property grounds

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Cozy Caboose in the city

Top rated by guests

Exterior

Bathroom

Bathroom

Room

Exterior

10Outstanding

(116 Ratings)

"Stayed here one night as had a wedding in Windham. Had to check in early to make the wedding and host was very accommodating. Nice town to explore."

Patricia C.

Don't miss out! Price and availability may change

10 / 10

Outstanding(116 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

Non-smoking

No pets allowed

Family friendly

Map of Windham, NY

city location on map

Ratings and reviews

10 / 10

Outstanding(116 Ratings)

10 / 10Outstanding·Jun 2026

Stayed here one night as had a wedding in Windham. Had to check in early to make the wedding and host was very accommodating. Nice town to explore.

10 / 10Outstanding·Feb 2026

Name says it all super cozy, perfect location and Patrick was more than accommodating. We are sure to go back!

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

$$$$

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.

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