A snowy ski slope with skiers, a cabin, and a mountain range in the background.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Stockbridge cottages

A two-story wooden house with a covered porch and a large window with a decorative wheel.

1. Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (96 reviews)
"The cottage was just lovely. Very comfortable. And the host was really nice and helpful. A wonderful stay!"
United States
Laura Ann
The price is AED 523
AED 800 total
includes taxes & fees
13 Oct - 14 Oct
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Two red Adirondack chairs facing a pond with a gazebo in the background.

2. Cozy Cabin Retreat

Cozy Cabin Retreat
Roxbury
10.0 out of 10, Exceptional, (42 reviews)
"Host was very friendly and accommodating "
United States
Alexandria
The price is AED 481
AED 839 total
includes taxes & fees
21 Oct - 22 Oct
Cozy Cabin Retreat
A wooden deck with a table and chairs overlooking a lake, surrounded by trees.

3. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
The price is AED 547
AED 1,096 total
includes taxes & fees
15 Oct - 16 Oct
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Stockbridge Hotel Reviews

Align Inn Vermont

Align Inn Vermont

10/10 Excellent
"Great room and nice staff. Good breakfast"
Cruz 1-night trip
Posted 7 hours ago
Align Inn Vermont

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