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Stockbridge Vacation Rentals with Online Payment(43)

43 Results
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night min stay
(13)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 night min stay
(9)
$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
5 night min stay
$357 - $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)
$2,200
per week
7 night min stay
  • 4 BR,
  • 1 BA,
  • Sleeps 10
7 night min stay
$275
per night
2 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
2 night min stay
(7)
$125 - $275
per night
2 - 3 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 3 night min stay
(11)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
1 - 3 night min stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night min stay
(11)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 - 30 night min stay
(8)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
2 - 7 night min stay
(12)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night min stay
2 Reviews
$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
$708 - $859
per week
7 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
$720 - $834
per week
7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
$720 - $846
per week
7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
$809 - $884
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
23 more choices from the HomeAway Network
$185
per night
2 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 night min stay
1 Review
$185
per night
2 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 night min stay
$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)
$250 - $300
per night
2 - 7 night min stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 7 night min stay
(7)
$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)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
2 - 5 night min stay
(4)
$167 - $300
per night
2 - 60 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 7
2 - 60 night min stay
(4)
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Recent Stockbridge Reviews

Comfortable and Spacious

5 of 5
My husband and I were more than happy with the cottage. Unfortunately for us, the owners had to be out of town for a wedding so we only met them briefly as we were leaving at the end of our stay, but they were available to answer any questions we had and were so gracious to leave a refrigerator stocked with essentials for breakfast. The cottage seems to have been recently updated with beautiful bathrooms. The water pressure in the master shower was spectacular! The location was super convenient. We walked into town multiple times each day as it was so close. Although the house is on a main street it was very quiet in the cottage and we slept well. We look forward to staying again in the future.
  • Submitted: May 18, 2015
  • Stayed: May 2015

Great! I hope we can come back again soon.

5 of 5
A perfect long weekend. We loved being in the house. We had a cozy fire. We made many nice meals in the well stocked, centrally located kitchen - with a central island that was big enough to share prep space with someone doing a 500 piece puzzle. The high ceilings paired with big windows made for a lot of wonderful light. The bedrooms were comfortable. All the quilts on the beds, pillows and walls were so beautiful! The kids had a great time running around in the field behind the house. Inside we appreciated well stocked board game closet. Nearby we spent time in Stockbridge, Great Barrington and hiked in Tyringham Cobble. Really a stupendous weekend, we hope we can come back soon.
  • Submitted: Apr 27, 2015
  • Stayed: Apr 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