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Simsbury, Connecticut

Green Acres B&B

From $185/night

Blandford, Massachusetts

Maple Corner Farm

From $120/night

Westhampton, Massachusetts

Northampton / Springfield Koa

Otis, Massachusetts

Secluded Berkshire Tree House

From $225/night

Thomaston, Connecticut

Northfield Brook Lake Group Shelters

Litchfield, Connecticut

Meadow Ridge Farm Woods

From $135/night

Litchfield, Connecticut

Meadow Ridge Farm Meadow

From $145/night

New Marlborough, Massachusetts

Echo Hill

From $150/night

Northampton, Massachusetts

Starlight Llama Bed & Breakfast

From $120/night

Chesterfield, Massachusetts

Indian Hollow

Worthington, Massachusetts

Tamarack At Running Fox Berry Farm

From $115/night

Chester, Massachusetts

Glamping In Hephzibah

From $110/night

Williamsburg, Massachusetts

Vegetarian Rustic Farmhouse

From $322.50/night

Salisbury, Connecticut

Glacial Erratic At Moore Brook

From $150/night

Naugatuck, Connecticut

Hop Brook Lake Recreation Area

Cummington, Massachusetts

Living Water Campsites: Mossy Acres 2

From $99/night

Cummington, Massachusetts

Living Water Campsites: Mossy Acres 1

From $99/night

Sturbridge, Massachusetts

Westville Recreation Area

East Haddam, Connecticut

Old Sindelar Farm

From $120/night

Millerton, New York

Driftways Farm

From $125/night

Hillsdale, New York

Hillsdale Hideaway

From $125/night

Pine Plains, New York

Hudson Valley Hilltop 2

From $169/night

Pine Plains, New York

Hudson Valley Hilltop 1

From $169/night

Richmond, Massachusetts

Berkshire Mountain Hideaway

From $120/night