Stockbridge Rentals

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Early 1800s Greek Revival Farmhouse

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Vacation Home Rentals
— Property 124735
Stockbridge house rental - Front of house
3 Bedrooms, Sleeps 8
  • House
  • 2 Bathrooms
  • town
  • air-conditioning
View Property Details Contact the Owner

Charming Lakefront on Stockbridge Bowl for Fall foliage

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Vacation Home Rentals
— Property 132791
Stockbridge house rental - Lake view from back deck
3 Bedrooms, Sleeps 8
  • House
  • lake, rural
  • washing machine
View Property Details Contact the Owner

Historic Colonial by Gardens / Tanglewood

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Vacation Home Rentals
— Property 104441
Stockbridge house rental - House from the front
3 Bedrooms, Sleeps 6
  • House
  • 2 Bathrooms
  • air-conditioning
  • washing machine
Rates per property (USD)
$8,000/month
View Property Details Contact the Owner

Fabulous Home with Pool & Hot Tub ~ July and August Special Offer

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Vacation Home Rentals
— Property 101829
Stockbridge house rental
4 Bedrooms, Sleeps 6
  • House
  • 2 Bathrooms
  • mountain, resort
  • swimming pool
View Property Details Contact the Owner

Charming Stockbridge riverside home surrounded by historic hiking trails

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Vacation Home Rentals
— Property 187295
Stockbridge house rental - exterior/ house and yard
2 Bedrooms, Sleeps 6
  • House
  • 1 Bathroom, 1 Half Bath
  • town
  • air-conditioning
Rates per property (USD)
$250/night
$1,500/week
$5,000/month
View Property Details Contact the Owner

Convenient to Beach, Tanglewood and All Berkshire Amenities

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Vacation Home Rentals
— Property 125379
Stockbridge cabin rental - Cozy cabin in wooded setting
2 Bedrooms, Sleeps 6
  • Cabin
  • 1 Bathroom
  • beach, mountain
  • washing machine
Rates per property (USD)
$1,500/week
$5,000/month
View Property Details Contact the Owner

Ice Glen Rd Stockbridge - Private and Close to All Cultural Attractions & Skiing

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Vacation Home Rentals
— Property 176891
Stockbridge house rental
3 Bedrooms, Sleeps 8
  • House
  • 4 Bathrooms, 1 Half Bath
  • mountain, rural
  • swimming pool
Rates per property (USD)
$3,750 - $7,000/week
$10,500 - $17,000/month
View Property Details Contact the Owner

Unique Townhouse in the Heart of Stockbridge-6/28 thru 8/31 Special

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Vacation Home Rentals
— Property 146723
Stockbridge townhome rental - Carriage House - 2 South Street, Stockbridge, MA
3 Bedrooms, Sleeps 8
  • Townhome
  • 2 Bathrooms
  • lake, town
  • air-conditioning
View Property Details Contact the Owner

Charming Country Cottage, 1 mile from Tanglewood , very private

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Vacation Home Rentals
— Property 124653
Stockbridge cottage rental
2 Bedrooms, Sleeps 6
  • Cottage
  • 1 Bathroom
  • mountain, rural
  • washing machine
Rates per property (USD)
$900/week
View Property Details Contact the Owner

Private Large Contemporary Victorian / Tangelwood

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Vacation Home Rentals
— Property 145364
Stockbridge house rental
3 Bedrooms, Sleeps 8
  • House
  • 3 Bathrooms, 1 Half Bath
  • mountain, rural
  • air-conditioning
Rates per property (USD)
$300/night
$1,700/week
$6,400/month
View Property Details Contact the Owner

Beautiful Stockbridge Contempt, on 16 wooded acres, Pool and Gardens

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Vacation Home Rentals
— Property 137118
Stockbridge house rental
3 Bedrooms, Sleeps 8
  • House
  • 2 Bathrooms, 1 Half Bath
  • lake, village
  • swimming pool
View Property Details Contact the Owner
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