Compare temporary rentals in Great Barrington, MA from 100+ providers!

This Hillsdale rental is located near the Berkshires and Hudson Valley, offering 3 bedrooms and 2 bathrooms for up to 6 guests.
Enjoy a wood-burning fireplace, projector, outdoor fire pit, and fast WiFi in this modern mid-century designed home, perfect for exploring nearby hiking trails and nature.

This B&B in Lee, located in the scenic Berkshires, is 2 miles from the Norman Rockwell Museum and 3 miles from Tanglewood, offering easy access to outdoor recreation and cultural attractions.
This 6-bedroom, 6-bathroom inn accommodates up to 18 guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, a garden, and a fitness center.

This family-friendly vacation home is located just 20 kilometers from Catamount Aerial Adventure Park, Catamount Ski Area, and Omi International Arts Center, offering a peaceful mountain retreat near popular attractions. The house has received excellent user ratings, making it a popular choice for travelers seeking a comfortable and enjoyable stay.
This one-bedroom, one-bathroom house can accommodate up to six guests, making it ideal for families or groups of friends. The house offers a range of amenities, including a fully equipped kitchen, a spa tub, a fireplace, a terrace, a garden, and parking, ensuring a relaxing and enjoyable stay.

This beautifully restored 1800s colonial house in New Marlborough, Massachusetts, is conveniently located near cultural attractions like Tanglewood, Jacob's Pillow, and Kripalu.
This four-bedroom, two-bathroom home sleeps eight guests and features a spacious open-plan kitchen, dining area, living room with a cathedral ceiling, a full kitchen with dishwasher, laundry facilities, Wi-Fi, a wood-burning stove, and extensive outdoor space with a garden.

This 5-bedroom apartment is located in New Marlborough, a short distance from scenic hikes, swimming lakes, and winter skiing opportunities. The apartment consistently receives excellent ratings for location, cleanliness, and overall user experience.
The apartment features a private and spacious backyard, perfect for entertaining. This home is fully stocked and comes with a fireplace, barbecue grill, trampoline, tire swing, soccer net, and a fully equipped kitchen.

Situated in the heart of Lee, this centrally located B&B is just 1.7 miles from Lee Premium Outlets and offers easy access to the town's attractions and amenities. With excellent user, location, and cleanliness ratings, this B&B ensures a comfortable and enjoyable stay.
The B&B features a charming garden, a spa tub, and spa services for relaxation and rejuvenation. Guests can enjoy free WiFi, parking, and a snack bar/deli for convenience. The B&B also offers express check-out and complimentary newspapers for added ease and comfort.

This Scandivian-inspired house is located in Egremont, Massachusetts, a short walk from a country store and park, and minutes from Great Barrington and Hillsdale for dining and exploring.
This five-bedroom, four-bathroom home sleeps ten guests and boasts a great room, recreation room, extensive amenities including a terrace with firepit, and gigabit internet; enjoy contactless check-in and 24/7 support.

This two-bedroom Copake Lake apartment rental is located near Hillsdale, within two miles of Hillsdale Town Hall, the Catamount Aerial Adventure Park, and the community library, and three miles from the Catamount Ski Area and Taconic State Park.
This pet-friendly unit sleeps four, features a full kitchen with a refrigerator, microwave, and stovetop, plus Wi-Fi, air conditioning, parking, and a workspace; nearby outdoor recreation includes hiking, skiing, and ziplining.

This spacious 5-bedroom home is located in a quiet cul-de-sac just a short walk from downtown Great Barrington, making it easy to explore the town's shops, restaurants, and attractions. The property has received excellent ratings for its location, cleanliness, and overall guest experience.
The house is perfect for large families or groups, with room for up to 12 guests. Guests can enjoy a variety of amenities, including a chef's kitchen, a hot tub, a screened porch with a ping pong table, and a private stone patio with a BBQ.

This charming cottage-style apartment in Lee, Massachusetts is conveniently located near Greenock Country Club, Wyndhurst Golf & Club, and McLennan Reservation. Guests consistently rate this property as "very good", making it a popular choice for travelers. This home offers five bedrooms, including a primary suite, and can comfortably accommodate up to 12 guests. Enjoy a spacious kitchen, a relaxing fire pit, a hammock for lounging, and a yard perfect for outdoor games.

This upstairs suite in Great Barrington offers convenient access to the Berkshires' outdoor activities and cultural attractions, being a short drive from Tanglewood, Shakespeare & Co., and the Norman Rockwell Museum.
This 300-square-foot apartment features 1 bedroom and 1 bathroom, accommodating up to 2 guests with amenities like Wi-Fi, air conditioning, and parking, and is located 2 miles from Ski Butternut.

This remodeled mid-century motel is located in Great Barrington, just 1.5 miles from the downtown area, making it easy to walk to restaurants, shops, and the Mahaiwe Performing Arts Center. The quiet location offers a peaceful retreat while still being close to the vibrant downtown scene.
This one-bedroom apartment sleeps two guests comfortably and features a king-sized bed with high-end linens, high-speed internet, a TV with Hulu Live, and a swimming pool. Guests can enjoy convenient access to nearby attractions like Butternut Ski Resort, Tanglewood, and Great Barrington Airport.