Monthly Rentals in Stockbridge

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

Nearby monthly rentals

Guest favourite
Cottage in Stockbridge
4.94 out of 5 average rating, 34 reviews

Quiet 2 BR cottage in the heart of the Berkshires

CatherineRating, 5 stars8 months ago
Perfect spot for a peaceful, relaxing Berkshires weekend and/or visit to Tanglewood. Beautiful location of the cabin among the trees, super convenient to lots of hiking, cute towns to wander with great food, and town beach for swimming. And, couldn't be better situated for catching a show at Tanglewood. Sonia was also helpful, responsive, and friendly about all of the preparation details and made the logistics of the trip simple.
Guest favourite
Guest house 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!
Guest favourite
Guest house in Stockbridge
4.96 out of 5 average rating, 227 reviews

Modern studio with views of the treetops

EmilyRating, 5 stars2 weeks ago
This is a lovely studio with views of the treetops, as described! We love the location and the studio is very clean, making it a very peaceful and relaxing environment. A great spot for a getaway! Chelsea was very responsive. All the home instructions are clear and easy and the location guide on Airbnb was very helpful if you want to shop and/or stroll the nearby outdoors.
Guest favourite
Flat in Stockbridge
4.96 out of 5 average rating, 104 reviews

Historic,Famous,Iconic, Unforgettable Berks Escape

ReganRating, 5 stars3 months ago
Theresa’s beautiful Norman Rockwell studio was so much better than I could have imagined! She was so thoughtful from start to finish with clear and easy communication about everything. Parking was very easy and you will clearly have a space right behind the building. The large picture window in the middle of the living room with a Christmas tree in the center was so lovely and heart warming! Very quiet yet steps from shopping and restaurants (the best breakfast in town can be had at Main Street Cafe downstairs!) I would highly recommend this charming apartment for anyone wanting a charming experience in Stockbridge. 10 out of 10!

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 holiday 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

Travelling 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.

Stay near Stockbridge's top sights

Norman Rockwell Museum344 locals recommend
The Mount, Edith Wharton's Home167 locals recommend
Shakespeare & Company134 locals recommend
Berkshire Botanical Garden118 locals recommend
The Red Lion Inn117 locals recommend
Naumkeag109 locals recommend

Destinations to explore

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