Monthly Rentals in Colebrook

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Guest favorite
Apartment in Winsted
4.91 out of 5 average rating, 380 reviews

Gateway to the Berkshires

ThayerRating, 5 stars1 week ago
The place was beautifully decorated and everything from the plants to the antiques was wonderful to see. This is the perfect place for any stay and they only ask that you respect the possessions. John was very responsive in helping us for a late check in.
Guest favorite
Home in Colebrook
5 out of 5 average rating, 29 reviews

Stunning Views of the Berkshire Foothills

KristinaRating, 5 stars6 months ago
We enjoyed a fantastic family Thanksgiving weekend in Colebrook. The home is well appointed, spacious, cozy and very comfortable. Everything we needed during our stay was intuitively located and easy to find. For those wanting to experience quintessential New England, the surrounding property itself is an outstanding example and the views are incredible! We were hoping for more wildlife sightings but did get treated to a lucky gang of wild turkeys on Thanksgiving morning. While the weather was cold and rainy/snowy, the home stayed warm and the large fireplace added to the coziness. We did get out for lunch and Christmas shopping in Great Barrington one day and highly recommend the trip. The stores in the quaint downtown offer some exceptional, unique items. Our stay in Colebrook was everything we could have hoped for and we thank Elizabeth for sharing her home with us. Happy holidays!
Top guest favorite
Home in Colebrook
4.99 out of 5 average rating, 223 reviews

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

DaveRating, 5 stars1 month ago
We really enjoyed staying here, only wish we booked it for longer! Our son and our dog enjoyed going for walks on the trails behind the brewery. The beers and pizza from the brewery were excellent, the house is really charming and relaxing. Also got out to enjoy the disc golf course which was a fun way to spend the afternoon. I would love to come back and try out the mountain bike trails. The surrounding area was fun to explore, really can't think of any negative points to this place!
Top guest favorite
Guest suite in Winsted
4.96 out of 5 average rating, 148 reviews

Private Suite 2 Bedroom Deck Lake Views

AlexRating, 5 stars3 days ago
Cheryl’s place was cozy, clean, and incredibly peaceful — just what I needed for a relaxing stay. Everything was well-maintained and thoughtfully arranged. It felt like a home away from home. Overall, a great experience and I’d definitely stay here again!

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term vacation rentals and a single monthly payment without additional charges.*

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Work-friendly spaces for digital nomads

Traveling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

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*Some exclusions may apply in certain geographies and for some properties.