Pet Friendly Holiday Rentals in Stockbridge
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25 rentals in Stockbridge.
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Spring Break Special! Stay two nights get one free for March and April!
3 bedrooms
3 bathrooms
Sleeps 8
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A Grand Estate in Historic Stockbridge
6 bedrooms
8 bathrooms
Sleeps 12
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General Williams Estate House Lenox/Stockbridge
6 bedrooms
6 bathrooms
Sleeps 16
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A Charming Mid 1800's Stockbridge Farmhouse
4 bedrooms
2 bathrooms
Sleeps 4
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Peaceful Woodland Home in the Heart of the Berkshires
3 bedrooms
2 bathrooms
Sleeps 8
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Beautifully Restored 1820s Industrial Loft Living On A Creek
2 bedrooms
3 bathrooms
Sleeps 6
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Family-friendly Cottage Near Lake, Tanglewood
3 bedrooms
2 bathrooms
Sleeps 7
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Tranquil 3BR Stockbridge House w/Private Deck
3 bedrooms
2 bathrooms
Sleeps 6
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Holiday in Norman Rockwell's Stockbridge
2 bedrooms
2 bathrooms
Sleeps 4
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Sophisticated & Comfortable Stockbridge Retreat A+ Location Modern Amenities
3 bedrooms
2 bathrooms
Sleeps 6
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Rabbit Run - in the heart of Stockbridge
3 bedrooms
2 bathrooms
Sleeps 7
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Newly Renovated Colonial on the River! Sleeps 5-6
3 bedrooms
2 bathrooms
Sleeps 5
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Circa 1900 Berkshire Cottage on 75 acres. Very private yet centrally located.
6 bedrooms
4 bathrooms
Sleeps 12
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Two Blocks from the Red Lion Inn & next to Berkshire Theater
3 bedrooms
2 bathrooms
Sleeps 6
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'Too Good' With 11 Private Acres. Contact us for Monthly Specials!
4 bedrooms
4 bathrooms
Sleeps 12
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Stockbridge renovated classic- picture perfect
4 bedrooms
4 bathrooms
Sleeps 8
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3BD Newly Rennovated Contempoary Near Stockbridge
3 bedrooms
3 bathrooms
Sleeps 6
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Iris Room
1 bedroom
1 bathroom
Sleeps 2
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One of the Finest Homes and Best location in the Berkshires
4 bedrooms
3 bathrooms
Sleeps 10
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Horse Room
1 bedroom
1 bathroom
Sleeps 3
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Vacation Home on 10 Acres with Pool and Spa
3 bedrooms
2 bathrooms
Sleeps 6
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CABIN FEVER IN STOCKBRIDGE
2 bedrooms
2 bathrooms
Sleeps 6
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Stockbridge Estate with Mountain Views
4 bedrooms
6 bathrooms
Sleeps 8
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Artist's Cottage on the Lake Mahkeenac
3 bedrooms
1 bathroom
Sleeps 6
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Stockbridge Bowl Lake Community
4 bedrooms
2 bathrooms
Sleeps 7
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