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Stockbridge Holiday Rentals

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32 rentals in Stockbridge.
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Family-friendly Cottage Near Lake, Tanglewood
3 bedrooms
2 bathrooms
Sleeps 7
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12 other travellers have booked this property
Vacation Home on 10 Acres with Pool and Spa
3 bedrooms
2 bathrooms
Sleeps 6
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Newly Renovated Colonial on the River! Sleeps 5-6
3 bedrooms
2 bathrooms
Sleeps 5
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1 other traveller has booked this property
3BD Newly Rennovated Contempoary Near Stockbridge
3 bedrooms
3 bathrooms
Sleeps 6
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2 other travellers have booked this property
Restored 1886 Eyebrow Colonial
2 bedrooms
2 bathrooms
Sleeps 6
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2 other travellers have booked this property
Tranquil 3BR Stockbridge House w/Private Deck
3 bedrooms
2 bathrooms
Sleeps 6
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3 other travellers have booked this property
Iris Room
1 bedroom
1 bathroom
Sleeps 2
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1 other traveller has booked this property
Horse Room
1 bedroom
1 bathroom
Sleeps 3
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Charming secluded Stockbridge home, 4 miles Tanglewood
5 bedrooms
2 bathrooms
Sleeps 10
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Beautifully Restored 1820s Industrial Loft Living On A Creek
2 bedrooms
3 bathrooms
Sleeps 6
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Cozy Stockbridge Home - Walk To Golf Course!
2 bedrooms
2 bathrooms
Sleeps 6
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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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Two Blocks from the Red Lion Inn & next to Berkshire Theater
3 bedrooms
2 bathrooms
Sleeps 6
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Sophisticated & Comfortable Stockbridge Retreat A+ Location Modern Amenities
3 bedrooms
2 bathrooms
Sleeps 6
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Completely Renovated Historic Home in the Heart of the Berkshires
2 bedrooms
3 bathrooms
Sleeps 6
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Stockbridge renovated classic
4 bedrooms
8 bathrooms
Sleeps 8
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Holiday in Norman Rockwell's Stockbridge
2 bedrooms
2 bathrooms
Sleeps 4
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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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Circa 1900 Berkshire Cottage on 75 acres. Very private yet centrally located.
6 bedrooms
4 bathrooms
Sleeps 12
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Berkshires Spacious Comfortable Charming Farmhouse
3 bedrooms
2 bathrooms
Sleeps 8
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To Ski or Not to Ski? Great conditions Great fireplace.Your Choice.
3 bedrooms
3 bathrooms
Sleeps 8
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14 other travellers have booked this property
Tanglewood / Berkshires - 2 Bed 2 Bath Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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2 other travellers have booked this property
Cozy & Modern Home -mins from Tanglewood & Kripalu
2 bedrooms
1 bathroom
Sleeps 6
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6 other travellers have booked this property
Deluxe New Home, 2 Master Suites, Tanglewood Area
5 bedrooms
5 bathrooms
Sleeps 12
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Berkshire Farmhouse Vacation
5 bedrooms
2 bathrooms
Sleeps 15
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18 other travellers have booked this property
Lake House
5 bedrooms
6 bathrooms
Sleeps 9
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3BR Lee House w/ Easy Access to Main Street!
3 bedrooms
2 bathrooms
Sleeps 10
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Beautifully Renovated Berkshires Farmhouse
2 bedrooms
2 bathrooms
Sleeps 4
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Cozy Modern Condo for the Berkshires
2 bedrooms
1 bathroom
Sleeps 6
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2 other travellers have booked this property
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
4 bedrooms
2 bathrooms
Sleeps 10
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1 other traveller has booked this property
SPECIAL! RECENT OPENINGS IN AUGUST! SPECIAL LIMITED TIME PRICING The Gatehouse
4 bedrooms
4 bathrooms
Sleeps 15
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Private Berkshire Escape. Monthly Deals Available!
4 bedrooms
2 bathrooms
Sleeps 12
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