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Find places to stay in Great Barrington

Vacation rentals from professional hosts. Book direct, skip the platform markup.

Great Barrington Vacation Rentals

Great Barrington Vacation Rentals

Find places to stay in Great Barrington

Vacation rentals from professional hosts. Book direct, skip the platform markup.

Stop overpaying for
vacation rentals.

Trending stays in Great Barrington

3% savings

Cozy Great Barrington Home ~ 1 Mi to Ski Resort!

House in Great Barrington, MA

Hosted by Evolve

Dec 31 – Jan 5

3% savings

Cozy Great Barrington Home ~ 1 Mi to Ski Resort!

House in Great Barrington, MA

Hosted by Evolve

Dec 31 – Jan 5

14% savings

Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard w/ Patio & Outdoor Dining

House in Great Barrington, MA

Hosted by AvantStay

Mar 22 – Mar 27

14% savings

Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard w/ Patio & Outdoor Dining

House in Great Barrington, MA

Hosted by AvantStay

Mar 22 – Mar 27

2% savings

4 Mi to Great Barrington: Berkshires Retreat!

House in Great Barrington, MA

Hosted by Evolve

Mar 9 – Mar 14

2% savings

4 Mi to Great Barrington: Berkshires Retreat!

House in Great Barrington, MA

Hosted by Evolve

Mar 9 – Mar 14

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

House in Great Barrington, MA

Hosted by Evolve

Mar 9 – Mar 14

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

House in Great Barrington, MA

Hosted by Evolve

Mar 9 – Mar 14

7% savings

Great Barrington Lakeside Getaway w/ Kayak & Grill

House in Great Barrington, MA

Hosted by Evolve

Mar 16 – Mar 21

7% savings

Great Barrington Lakeside Getaway w/ Kayak & Grill

House in Great Barrington, MA

Hosted by Evolve

Mar 16 – Mar 21

Your questions, answered

Nearby Cities

Sandwich, MA, USA Provincetown, MA, USA Harwich, MA, USA Chatham, MA, USA