Five New England Homes to Rent for Your Family Reunion

1. The Modern Mountain House, Great Barrington, MA
Sleeps 16+, $3,000 per night
139 miles from Boston

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Set on 120 acres with not another house in sight, guests are invited to hike in the mountains, swim in the pool, or take in the scenic views. This nine-bedroom, eight-bath home can accommodate up to 16 guests.

2. The Historic New England Experience, Edgartown, MA
Sleeps 16+, $1,475 per night
94 miles from Boston

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Built in the 1840s for Whaling Captain John Osborne Morse, this Martha’s Vineyard charmer is a short walk away from town and the beach. History aside, the home has air conditioning, TVs, and two dishwashers for large family dinners.

3. The House With the Best Party Room, Colrain, MA
Sleeps 16+, $1,500 per night
99 miles from Boston

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With views of the Connecticut River, this ten-acre property includes a barn and surrounding gardens. Inside, a built-in sound system and musical instruments (including two baby grand pianos) fill an open, two-story dance room. Plus, the home is pet friendly, so all your furry family members can tag along.

4. The House for Water Sports, Warren, CT 
Sleeps 16+, $2,000 per night
143 miles from Boston

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This 25-acre lakeside property has an on-site boathouse with kayaks and canoes. A shaded porch and multiple patios provide plenty of outdoor seating, and the open kitchen makes for another gathering space.

5. The House that Feels Like Summer Camp, Lovell, ME
Sleeps 16+, $1,200 per night
148 miles from Boston

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With private access to Maine’s Horseshoe Pond, this rental comes with canoes and kayaks. The cabin’s wood-clad interior is complete with fireplaces and reading nooks. Homeowners provide pots and pans, towels, and sheets.