Monthly Rentals in West Stockbridge

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

Nearby monthly rentals

Superhost
Home in West Stockbridge
4.74 out of 5 average rating, 84 reviews

Comfy Modern ★ Convenient Location ★ 2BR Queen Bed

GregoryRating, 5 stars5 months ago
Carmen's apartment is clean, well-stocked and is exactly as described on the website. It's 5 minute drive from Tanglewood and Lenox. Carmen responded immediately when contacted and was very helpful.
Top guest favorite
Home in West Stockbridge
4.97 out of 5 average rating, 74 reviews

Panoramic Views, Indoor Pool by Evergreen Home

AlbertRating, 5 stars2 months ago
Wonderful house. Ideally situated for Berkshire skiing. Spacious, comfortable, and well maintained. Views are outstanding and the indoor pool is a real differentiator. Hosts were super responsive and friendly. Would certainly stay again
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!
Guest favorite
Guest suite in Richmond
4.94 out of 5 average rating, 35 reviews

Berkshire Mountain Retreat

StephenRating, 5 stars6 months ago
Excellent lodging choice for exploring the Berkshires. Located in a peaceful, semi-rural area, yet convenient to Pittsfield, Lenox and several scenic drives. We stayed during fall foliage and the view from the patio was beautiful. Pictures and descriptions are accurate. Rebecca is an excellent hostess. She responds quickly to communications and provides excellent local recommendations. Definitely recommend!

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.

Stay near West Stockbridge's top sights

Norman Rockwell Museum344 locals recommend
Berkshire Botanical Garden118 locals recommend
No. Six Depot Roastery & Cafe82 locals recommend
Berkshire Mountain Bakery Inc64 locals recommend
Chesterwood63 locals recommend
Olivia's Overlook51 locals recommend

Destinations to explore

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