Cozy Caboose in the city

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Apartment

Overview
Amenities
Policies
Location
Host

Exceptional

1 bedroom1 bathroomSleeps 2

Popular amenities

Parking available
Kitchen
Barbecue grill
Outdoor space
Air conditioning

Explore the area

Windham, NY

Windham Mountain Resort
‪18 min walk‬
Windham Country Club
‪2 min drive‬
Hunter Mountain
‪18 min drive‬
Hudson, NY (HCC-Columbia County)
‪53 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio

Kitchenette

About this property

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!!

Property manager

Pat Higgins

Add dates for prices

Amenities

Kitchen

Air conditioning

Outdoor space

Parking available

Barbecue grill

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Similar properties

Outdoor space
Parking available
Mountain view
Microwave

House Rules

Check in after 4:00 PM

Minimum age to rent: 21

Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

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

On-site parties or group events are strictly prohibited

Host has indicated that there is a carbon monoxide detector on the property

Host has indicated that there is a smoke detector on the property

Safety features at this property include a fire extinguisher and a first aid kit

About the area

Windham

Located in Windham, this apartment is in the mountains. Windham Mountain Resort and Hunter Mountain are worth checking out if an activity is on the agenda. Mountain Top Arboretum and Zoom Flume are also worth visiting.

Windham, NY

What's nearby

Windham Mountain Resort - 18 min walk - 1.5 km
Windham Country Club - 2 min drive - 2.1 km
Windham Vineyards and Winery - 10 min drive - 9.4 km
Hunter Mountain - 18 min drive - 17.5 km
Zoom Flume - 23 min drive - 17.8 km

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
‪Windham Diner - ‬4 min walk

Frequently asked questions

Is Cozy Caboose in the city pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Cozy Caboose in the city?

Check-in begins at 4:00 PM.

What time is check-out at Cozy Caboose in the city?

Checkout is at 11:00 AM.

Where is Cozy Caboose in the city located?

Situated in the mountains, this apartment building is within 1 mi (2 km) of Catskill State Park and Windham Mountain Resort. Windham Country Club is 1.2 mi (2 km) away.

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

10/10 Excellent

Matthew L.

12 Apr, 2025

Stayed 1 night in Mar 2025

10/10 Excellent

Dennis C.

28 Feb, 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Super cute, clean and in the perfect location.

Stayed 1 night in Feb 2025

10/10 Excellent

kelli o.

26 Feb, 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy & charming caboose

Great visit, thank you!

Stayed 2 nights in Feb 2025

10/10 Excellent

Paul J.

18 Feb, 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.

10 Feb, 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cutest

Super cute

Stayed 1 night in Feb 2025

10/10 Excellent

Alexandra B.

23 Jan, 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.

6 Jan, 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.

1 Dec, 2024

Stayed 1 night in Oct 2024

10/10 Excellent

Douglas S.

16 Oct, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay.

Super cute and clean.

Stayed 1 night in Oct 2024

10/10 Excellent

Keri S.

10 Oct, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.

6 Oct, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Experience

A bit of fun for any age .

Stayed 1 night in Oct 2024

10/10 Excellent

David B.

5 Oct, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.

17 Sept, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.

1 Sept, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.

21 Aug, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.

20 Aug, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing location

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

Stayed 3 nights in Aug 2024

10/10 Excellent

Flynn O.

21 Jul, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.

11 Feb, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.

6 Feb, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.

23 Jan, 2024

Liked: Cleanliness, communication, location, listing accuracy

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.

14 Jan, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.

18 Dec, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.

1 Nov, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

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