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Stockbridge Vacation Rentals(30)

30 Results
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 night min stay
(9)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night min stay
(10)
$714 - $825
per night
2 - 7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 - 7 night min stay
(8)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
$286 - $600
per night
3 - 7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night min stay
(15)
$750 - $857
per night
2 - 7 night min stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 16
2 - 7 night min stay
(9)
$275
per night
2 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
2 night min stay
(7)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night min stay
(11)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
2 - 7 night min stay
(10)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 - 30 night min stay
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night min stay
1 Review
$250 - $286
per night
2 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night min stay
(6)
$275 - $325
per night
3 night min stay
  • 3 BR,
  • Sleeps 6
3 night min stay
$596 - $836
per week
7 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
$691 - $716
per week
7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
$596 - $836
per week
7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
$759 - $1,284
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
12 more choices from the HomeAway Network
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
3 night min stay
(4)
$250 - $300
per night
2 - 7 night min stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 7 night min stay
(7)
$1,750 - $1,867
per week
14 - 30 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
14 - 30 night min stay
$217 - $325
per night
2 - 30 night min stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 30 night min stay
(8)
$219 - $400
per night
1 - 2 night min stay
  • Studio,
  • 1 BA,
  • Sleeps 2
1 - 2 night min stay
(8)
$1,000
per night
4 night min stay
  • 6 BR,
  • 6 BA,
  • Sleeps 12
4 night min stay
(5)
$225 - $330
per night
2 - 7 night min stay
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 7
2 - 7 night min stay
(7)
$3,800 - $6,200
per week
7 night min stay
  • 6 BR,
  • 5 BA,
  • Sleeps 16
7 night min stay
(11)
$250 - $300
per night
2 - 7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 7
2 - 7 night min stay
(4)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 5 night min stay
(3)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 7 night min stay
2 Reviews
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
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Recent Stockbridge Reviews

A beautiful home

5 of 5
Mary's spacious home was the perfect base for our winter weekend. We loved cooking in the large, well-equipped kitchen. I was particularly impressed with the three options for brewing coffee--automatic drip, french press, or aeropress! The open kitchen/dining/living area was an ideal set up for our group of 6 adults, a toddler, and a baby. The house is well situated with plenty of options for nearby activities, but we saw little reason to abandon the cozy fireplace and snowy views. Although Mary was away the weekend we visited, she was very helpful throughout the planning process, left clear instructions, and was easily reachable if we needed anything.
  • Submitted: Mar 5, 2015
  • Stayed: Feb 2015

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

Luxury and space in idyllic surroundings

5 of 5
The cottage was beautiful, with every convenience. Ruth and Gareth, the owners in the house next door, had thoughtfully provided a comprehensive supply of food and drink items to ease us into the evening and our first breakfast. They were also more than helpful when we had a problem operating the drier, and quickly dried our things themselves. The gardens around the house were lovely with views of the river. The Red Lion Inn is a beautiful old place with lots of interesting curios and fantastic food. We also ate extremely well at Once Upon a Table just a few yards further down Main Street. When you stay here you must make time to visit the Norman Rockwell Museum and the Shaker Village (food was great here too) Both of which are superb. I have already recommended the cottage and area to friends and colleagues.
  • Submitted: Oct 16, 2014
  • Stayed: Sep 2014