Great Barrington Rentals By Owner

There are a lot of options in Great Barrington. If you plan on staying in the Great Barrington area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Great Barrington:

• Premiere Berkshire Country Estate w/Private Pool & Tennis Court - 5 mins to GB!
• Stunning Renovated Victorian
• The Great Escape Ski Cottage w/HOT TUB @ Great Barrington
• Incredible Ski Lodge - 7500 Square ft - Log Cabin - Moose Lodge
• NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE
• Twin Maple Farm: Charming Modern Farmhouse
• Beautiful Berkshire Farm House on 160+ Acres
• Converted Berkshire schoolhouse on a quiet river
• Private Woodland Getaway minutes from Ski Butternut
• Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!

There are many large, family-friendly vacation homes available in Great Barrington; however, here are the most popular family rentals listed on our site:

• Rustic Berkshires Cottage at Lake Buel with Kayaks!
• Premiere Berkshire Country Estate w/Private Pool & Tennis Court - 5 mins to GB!
• Spacious Berkshires Retreat about 3 Mi to Skiing!
• Charming 6 Bdrm Countryside Stay
• Massachusetts Lake House w/Dock - Pets Welcome!

Yes, there are 1 self-catering vacation homes in Great Barrington that have hot tubs, swimming pools, & other amenities.

There are many luxury villas and vacation homes in or near Great Barrington. Filter by price to compare find the most expensive places to stay on Marthasvineyardcottages.

Yes, there are many pet friendly vacation homes and places to stays that are available in or near Great Barrington that you may consider.