Monthly Rentals in West Stockbridge

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

Nearby monthly rentals

Guest favorite
Guesthouse 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.
Top guest favorite
Cottage in Hillsdale
4.95 out of 5 average rating, 194 reviews

Cozy Cottage Berkshires & Hudson Catamount

CristinaRating, 5 stars4 months ago
Highly recommend! Kelly is an attentive and responsive host. I have stayed in both the cottage and the Inn. The Inn will take you back in time as Kelly has preserved its history well. The cottage is cozy! Lovely to be in the heart of Hillsdale with the Rail Trail, Twisted Sisters coffee shop and Roe Jan Brewing Co. Thank you again, Kelly! I will be back!
Guest favorite
Guesthouse in Great Barrington
4.94 out of 5 average rating, 18 reviews

Renovated Private Guest House by Evergreen Home

ElizabethRating, 5 stars6 months ago
Loved my stay at this gorgeous guest cottage. Nestled in the quiet woods but close to the town of Great Barrington, it is light-filled with the most comfortable beds, scrumptious linens, a fully stocked kitchen with dishwasher and a lovely fenced in yard with a fire pit. Would stay here again in a heart beat. Loved it!
Superhost
Apartment in West Stockbridge
5 out of 5 average rating, 4 reviews

2 bedroom in-law: South County

ElizabethRating, 5 stars2 months ago
Loved our stay -- friendly, responsive hosts, lots of fun amenities (treehouse, zipline), and perfect for us. Grateful for our stay here and look forward to returning.

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.