Monthly Rentals in Tanglewood

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

Nearby monthly rentals

Guest favorite
Cottage in Great Barrington
4.94 out of 5 average rating, 125 reviews

The Cottage at The Barrington House

OwenRating, 5 stars1 week ago
We really enjoyed our stay in Great Barrington. The apartment was perfect for us and our 9 month old son. Everything was clean and tidy. There is lots of space and all the amenities we needed. The location is lovely; very peaceful and beautiful. Equipment was provided for our son, which was great. Katie and Andy were very responsive and helpful with answering questions and offering suggestions. We would definitely recommend
Superhost
Apartment in Lee
4.94 out of 5 average rating, 32 reviews

Cute, Cozy and Comfortable apartment

NatalieRating, 5 stars6 days ago
Beautiful, cozy, clean, quiet apartment. Apartment was decorated so beautiful. Tracy is amazing. Cannot wait to stay again!
Guest favorite
Guesthouse in Lenox
4.93 out of 5 average rating, 366 reviews

The Granary at House on Golden Hill

TobyRating, 5 stars1 week ago
The Granary was a truly lovely place to stay. From the moment we arrived, it felt warm and inviting, and we really appreciated how uncluttered and spacious it was. The bed was exceptionally comfortable – we slept so well! My only suggestion for improvement would be the addition of light-blocking blinds in the bedroom, as the early sunrises did make it a little difficult for me to sleep in. However, this was a minor point in an otherwise fantastic experience. The gas stove and well-equipped kitchen made cooking dinner a breeze, and the location was absolutely perfect. We loved having such easy access to beautiful trails and hiking spots, and the charming restaurants in Lenox were just a short drive away. For anyone planning to visit Tanglewood or Kripalu, The Granary would be an ideal base. We also enjoyed having the pull-out sofa for a cozy movie night in, and the skylight in the living room added a wonderful touch, especially in the evenings. We definitely recommend!
Top guest favorite
Cabin in West Stockbridge
4.99 out of 5 average rating, 93 reviews

Cozy, two-bedroom cabin in a wooded glen

SophiaRating, 5 stars1 week ago
Perfect for a peaceful getaway in the Berkshires. The cabin is on a quiet dirt road off the main road, in a wooded property lined by a small brook. The screened-in porch and lounge nook is great for a relaxed morning. Fire wood was stocked for a nice camp fire. The cabin is closed well equipped, and updated. Short drive to Monument Mountain, great restaurants/bakery/brewery in Great Barrington and Stockbridge. Sheela was a wonderful host! I can't wait to come back!

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.