39 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Cabins
Homes
Apartments
Barns
Boats
Bungalows
Castles
Chalets
Condos
Cottages
Estates
Farmhouses
Hotels
Lodges
Studios
Townhomes
Villas
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

39 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Stockbridge Rentals(39)

39 Results
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 night minimum stay
(9)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
(10)
$750 - $857
per night
2 - 7 night minimum stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 16
2 - 7 night minimum stay
(9)
$714 - $825
per night
2 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 - 7 night minimum stay
(8)
$8,000 - $9,000
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
1 Review
$286 - $600
per night
3 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
(15)
$275
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
2 night minimum stay
(7)
  • 3 BR,
  • 1 BA,
  • Sleeps 5
  • 3 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 8
$325 - $375
per night
2 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
2 - 7 night minimum stay
(9)
$250 - $286
per night
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
(6)
$2,000 - $2,750
per week
14 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
14 night minimum stay
(3)
$275 - $325
per night
3 night minimum stay
  • 3 BR,
  • Sleeps 6
3 night minimum stay
  • 3 BR,
  • Sleeps 8
(14)
$1,750 - $2,750
per week
7 - 14 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
7 - 14 night minimum stay
2 Reviews
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 7
30 night minimum stay
1 Review
  • 4 BR,
  • 2 BA,
  • Sleeps 8
$295
per night
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
2 Reviews
  • 4 BR,
  • 3 BA,
  • Sleeps 10
7 night minimum stay
  • 2 BR,
  • 3 BA,
  • Sleeps 6
2 Reviews
$2,500
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 11
7 night minimum stay
$250 - $375
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
1 Review
  • 4 BR,
  • 3 BA,
  • Sleeps 10
16 more choices from the HomeAway Network
$450
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 night minimum stay
$217 - $325
per night
2 - 30 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 30 night minimum stay
(8)
$250 - $300
per night
2 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 7 night minimum stay
(7)
$3,800 - $6,200
per week
7 night minimum stay
  • 6 BR,
  • 5 BA,
  • Sleeps 16
7 night minimum stay
(11)
$250 - $300
per night
2 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 7
2 - 7 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 5 night minimum stay
(3)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 7 night minimum stay
2 Reviews
Advertisement
 

Recent Stockbridge Reviews

Ultra Charming Berkshire getaway!

5 of 5
We were pleasantly surprised at how cozy this house was, yet big enough for two families to stay together. Beautiful design aesthetic throughout the rooms. The day bed room was perfect for our two little kids and the master is huge and inviting. The house is fully stocked with much more than most houses we have rented and the owner was pleasant and very accommodating. The house is centrally located in the heart of the Berkshires. We spent our days snowboarding just 1/2 hour from Jiminy Peak, 15 from Butternut, and Bousquet is just a few minutes away. And spent our nights eating at the great restaurants in Stockbridge, West Stockbridge, Lenox and Great Barrington. Norman Rockwell museum just down the road is an american treasure, while antique stores and quaint browse around stores are nearby as well. Highly recommend this house for a Berkshire getaway.
  • Submitted: Feb 22, 2015
  • Stayed: Feb 2015

A Wonderful Place to Enjoy with Family and Friends

5 of 5
My family was thrilled to find such a beautiful, spacious, and well-equipped home in which to stay during our children's school vacation. Mary is a gracious hostess who has her guests' needs in mind. There is so much to do, so close to her marvelous, restored school house. We certainly plan to return in the future.
  • Submitted: Feb 20, 2015
  • Stayed: Feb 2015

Lovely Vacation Home

5 of 5
We thoroughly enjoyed staying in this comfortable home for 4-5 weeks during four summers. A peaceful and beautiful spot, it is minutes from the lake, Tanglewood, and all the interesting attractions in the area. The house is well-appointed, with comfortable seating for reading, attractive bedrooms and a kitchen outfitted for gourmet cooking. Best of all, Ed and Lori are the perfect landlords!
  • Submitted: Jan 5, 2015
  • Stayed: Jul 2014