Monthly Rentals in Bear Mountain

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

Nearby monthly rentals

Top guest favorite
Home in Millerton
4.97 out of 5 average rating, 181 reviews

Vacation Home In Millerton

SarahRating, 5 stars1 week ago
We had a wonderful week at Corina's house while out for a family event! The house was spotless and the kitchen was stocked with everything we could need. The outside space was just as amazing. We had a great campfire one night, enjoyed using the grill, and our dog loved being able to run around the large yard. I'm sure we'll be back next year!
Top guest favorite
Apartment in Sheffield
5 out of 5 average rating, 357 reviews

Hideaway with Spectacular Berkshire Views

RickRating, 5 stars3 weeks ago
This is our go-to place in the Berkshires and we love everything about it. We consider it home base for exploring the area with all it has to offer. Elisabeth has made a retreat that allows us to relax and destress in a wonderful environment.
Top guest favorite
Guesthouse in Millerton
4.98 out of 5 average rating, 99 reviews

Loft in the Pines

PatriciaRating, 5 stars1 month ago
I had a family emergency in the area near Rachel's loft. I made a last-minute booking and kept irregular hours. Rachel and Mark were kind and accommodating of my situation. The loft is exactly what it looks like in the photos and the amenities match the descriptions too. You can keep it very warm during winter with the two heat pumps. Rachel and Mark are thoughtful hosts. I would recommend this loft for people looking to visit Millerton, Sharon, and the surrounding area.
Guest favorite
Cottage in Great Barrington
4.92 out of 5 average rating, 248 reviews

Cottage on Scenic Road

DavidRating, 5 stars3 weeks ago
Picture the scene, crawling out of a toasty warm bed, a dusting of snow outside as you brew up a pair of espressos. The heady aroma entices my lovely bride of 27 years to poke her nose out from under the duvet. As we enjoyed our first sips we were treated to the excited chortling and gobbling of over twenty turkeys as they passed by the cabin. The peace and quiet was punctuated by the occasional woodpecker and wild turkey. We enjoyed a glass or two of wine sitting in front of the warm glow of the wood stove. Peace - quiet - nature - comfort - The Cabin gave us the pause we needed - we recommend everyone, young and old to slow down, reconnect, discover each other in this beautiful cabin in the woods!

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.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

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

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing, and relocation needs.
*Some exclusions may apply in certain geographies and for some properties.