Vintage Caboose Rental in Historic Small Town near Springfield, Massachusetts

Top rated by guests
Exterior
Property grounds
Exterior
Interior
Miscellaneous
review stars
8.6Excellent
(4 Ratings)
"Dave is an amazing host and extremely friendly. We got to experience the outdoors in quite an extraordinary fashion while living in a caboose. The space is perfect for setting up camp and had clean ba..."
Armaan D.
Don't miss out! Price and availability may change
8.6 / 10
Excellent(4 Ratings)

Campground/ RV Resort in Berkshires, MA

4 guests · 1 bedroom · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Great price for your budgetOne of the lowest cost properties in the area

About this campground/ rv resort rental

This 1919 wooden vintage caboose is located right next to the CSX main railroad line in Chester, Massachusetts, just an hour from Springfield—perfect for a New England getaway! Guests can experience railway life from the 1930s from this caboose, which features wooden bunks with leather cushions and it can accommodate up to four guests.



Outside, the vintage caboose has an outdoor picnic table and a barbecue grill on the lawn. Glampers can enjoy some rustic, al fresco dining to add to the aesthetic of this unique glamping experience. Guests have a fully-accessible shower in the Station next to the bathrooms.



While staying here, guests can learn more about the historic railroad and see some historic railroad artifacts and the very first stone arch bridges in the United States. With an abandoned quarry nearby, home to the only standing wooden derrick in New England, guests will lose themselves in the rich history of the area.



Guests have a fully-accessible shower in the Station next to the bathrooms. There is also an extra kitchen caboose for rent so that guests can make their own food. The property boasts a banquet hall for events. Should guests require additional sleeping space, they are welcome to set up tents on the lawn next to the vintage caboose.



Please note that this property does not provide linens, bedding, or towels. Most guests bring sleeping bags.

Amenities

Non-smoking
Pets allowed
Family friendly

Map of Berkshires, MA


Ratings and reviews

8.6 / 10
Excellent(4 Ratings)
10 / 10Outstanding·May 2026
Dave is an amazing host and extremely friendly. We got to experience the outdoors in quite an extraordinary fashion while living in a caboose. The space is perfect for setting up camp and had clean bathrooms with warm water. We appreciated having a space heater in the caboose. Staying here felt being taken back in time and enjoyed our time learning about the history pf the railroad. Very pet friendly also.
10 / 10Outstanding·Apr 2026
Dave is truly awesome and we will absolutely be back! This is a historic space and a great glamping experience :)

$$$$
vrbo logo

FAQs

Is parking included with this campground/ rv resort?

Parking is not specified as an available amenity at Vintage Caboose Rental in Historic Small Town near Springfield, Massachusetts. For more information, we encourage you to contact the property about where to park.

Is there a pool at this campground/ rv resort?

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

Is Vintage Caboose Rental in Historic Small Town near Springfield, Massachusetts pet friendly?

Yes! This campground/ rv resort is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Vintage Caboose Rental in Historic Small Town near Springfield, Massachusetts?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.


Explore similar stays in Berkshires

Explore all stays

Berkshires travel inspiration

Read our blog

Keep exploring