Airbnb, Vacation Rentals in Stockbridge, MA

Compare 1,380 available vacation home properties, starts from $28

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Airbnb, Vacation rentals and hotel deals in Stockbridge, MA

Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
8.4 (224 reviews)
Best Western Plus Berkshire Hills Inn & Suites
Hotel · 2 Guests · 1 Bedroom
$155 /night
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Cozy Monterey Family Chalet, Minutes From Lake & 10 Minutes From Butternut!
Cozy Monterey Family Chalet, Minutes From Lake & 10 Minutes From Butternut!
Cozy Monterey Family Chalet, Minutes From Lake & 10 Minutes From Butternut!
Cozy Monterey Family Chalet, Minutes From Lake & 10 Minutes From Butternut!
10 (86 reviews)
Cozy Monterey Family Chalet, Minutes From Lake & 10 Minutes From Butternut!
Chalet · 2 Guests · 1 Bedroom
$199 /night*
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The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
Hotel · 2 Guests · 1 Bedroom
$127 /night
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Cozy Monterey Home w/ Porch: Walk to Lake Garfield
Cozy Monterey Home w/ Porch: Walk to Lake Garfield
Cozy Monterey Home w/ Porch: Walk to Lake Garfield
Cozy Monterey Home w/ Porch: Walk to Lake Garfield
9.8 (18 reviews)
Cozy Monterey Home w/ Porch: Walk to Lake Garfield
Holiday home · 2 Guests · 1 Bedroom
$244 /night*
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In the Heart of Everything
In the Heart of Everything
In the Heart of Everything
In the Heart of Everything
9.8 (13 reviews)
In the Heart of Everything
Holiday home · 2 Guests · 1 Bedroom
$172 /night*
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The Whitlock
The Whitlock
The Whitlock
The Whitlock
8.9 (76 reviews)
The Whitlock
Hotel · 2 Guests · 1 Bedroom
$133 /night
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Deluxe cottage retreat!
Deluxe cottage retreat!
Deluxe cottage retreat!
Deluxe cottage retreat!
10 (1 review)
Deluxe cottage retreat!
Holiday home · 2 Guests · 1 Bedroom
$259 /night*
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Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
9.2 (230 reviews)
Hilton Garden Inn Lenox Pittsfield
Hotel · 2 Guests · 1 Bedroom
$213 /night
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The Egremont Village Inn
The Egremont Village Inn
The Egremont Village Inn
The Egremont Village Inn
8.2 (38 reviews)
The Egremont Village Inn
Inn · 2 Guests · 1 Bedroom
$158 /night
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Cozy Modern Berkshires Condo (mins from Kripalu, Tanglewood, Great Barr & Lenox)
Cozy Modern Berkshires Condo (mins from Kripalu, Tanglewood, Great Barr & Lenox)
Cozy Modern Berkshires Condo (mins from Kripalu, Tanglewood, Great Barr & Lenox)
Cozy Modern Berkshires Condo (mins from Kripalu, Tanglewood, Great Barr & Lenox)
9.2 (31 reviews)
Cozy Modern Berkshires Condo (mins from Kripalu, Tanglewood, Great Barr & Lenox)
Condo · 2 Guests · 1 Bedroom
$258 /night*
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The Dewey
The Dewey
The Dewey
The Dewey
9.1 (63 reviews)
The Dewey
B & B · 2 Guests · 1 Bedroom
$130 /night
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Chambery Inn
Chambery Inn
Chambery Inn
Chambery Inn
9.4 (104 reviews)
Chambery Inn
B & B · 2 Guests · 1 Bedroom
$216 /night
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Pilgrim Inn
Pilgrim Inn
Pilgrim Inn
Pilgrim Inn
6.2 (59 reviews)
Pilgrim Inn
Inn · 2 Guests · 1 Bedroom
$82 /night
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The Central Downtown Inn Suites
The Central Downtown Inn Suites
The Central Downtown Inn Suites
The Central Downtown Inn Suites
8.6 (220 reviews)
The Central Downtown Inn Suites
Hotel · 2 Guests · 1 Bedroom
$132 /night
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Berkshire Mountain Lodge
Berkshire Mountain Lodge
Berkshire Mountain Lodge
Berkshire Mountain Lodge
8.6 (130 reviews)
Berkshire Mountain Lodge
Lodge · 2 Guests · 1 Bedroom
$192 /night
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Quality Inn
Quality Inn
Quality Inn
Quality Inn
7.7 (269 reviews)
Quality Inn
Hotel · 2 Guests · 1 Bedroom
$123 /night
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Stockbridge Home: Walk to Town Beach!
Stockbridge Home: Walk to Town Beach!
Stockbridge Home: Walk to Town Beach!
Stockbridge Home: Walk to Town Beach!
10 (2 reviews)
Stockbridge Home: Walk to Town Beach!
Holiday home · 2 Guests · 1 Bedroom
$184 /night*
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The Red Lion Inn
The Red Lion Inn
The Red Lion Inn
The Red Lion Inn
8.5 (290 reviews)
The Red Lion Inn
Hotel · 2 Guests · 1 Bedroom
$188 /night
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Inn at Silver Maple Farm
Inn at Silver Maple Farm
Inn at Silver Maple Farm
Inn at Silver Maple Farm
9.8 (55 reviews)
Inn at Silver Maple Farm
B & B · 2 Guests · 1 Bedroom
$142 /night
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Serene, Private Waterfront House --Perfect Summer Retreat!
Serene, Private Waterfront House --Perfect Summer Retreat!
Serene, Private Waterfront House --Perfect Summer Retreat!
Serene, Private Waterfront House --Perfect Summer Retreat!
9.8 (111 reviews)
Serene, Private Waterfront House --Perfect Summer Retreat!
Holiday home · 2 Guests · 1 Bedroom
$255 /night*
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Vacation Destinations Near Stockbridge, MA

Airbnb, Vacation House with Air Conditioning in Stockbridge, MA

The Dewey
The Dewey
The Dewey
The Dewey
Air Conditioning
9.1 (63 reviews)
The Dewey
B & B · 2 Guests · 1 Bedroom
$130 /night
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Brook Farm Inn
Brook Farm Inn
Brook Farm Inn
Brook Farm Inn
Air Conditioning
Brook Farm Inn
B & B · 2 Guests · 1 Bedroom
$334 /night
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Inn at Silver Maple Farm
Inn at Silver Maple Farm
Inn at Silver Maple Farm
Inn at Silver Maple Farm
Air Conditioning
9.8 (55 reviews)
Inn at Silver Maple Farm
B & B · 2 Guests · 1 Bedroom
$142 /night
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What Are The Well Liked Rental Amenities in Stockbridge, MA?
Top Rental Amenities in Stockbridge, MA
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There are in total of 16 rental amenities in Stockbridge, shown above with the property numbers. In Stockbridge, 645 rentals offer Internet or Wifi, 631 rentals offer No Smoking, 628 rentals offer Bed linens provided. So, if you need Internet or Wifi during your vacation, use the Internet or Wifi filter to compare these properties. Two amenities that are not typical are Kitchen, Hot Tub.
Which Price Range Is Most Typical in Stockbridge, MA Area?
Vacation House & Cottage Rental Price Information in Stockbridge, MA
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The graph shows the percentages of vacation homes in each price bucket. Stockbridge has the largest percentage (16.67%) of homes in $500+ price range.
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What Are The Most Liked Rental Accommodations in Stockbridge, MA?
Best Accommodation Types in Stockbridge, MA
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There are various types of homes in Stockbridge area. Depending on your group size, you can pick the one using filters accordingly. House is the most popular accommodation type, and the largest homes can accommodate 27 people.The least popular accommodation in Stockbridge is Bungalow rentals
How Many Accommodations Are Pets Allowed in Stockbridge, MA?
Pets Allowed vs Not Allowed in Stockbridge, MA
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36.38% of vacation homes in Stockbridge are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
Must-Visit Trails in Stockbridge, MA?
Must Visit Trails In Stockbridge, MA
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The most visited trails here in Stockbridge are: Stevens Glen Trail, Threemile Hill Trail at Fountain Pond, Monument Mountain Trail, Housie Rail Trail, Turkey Trail, Laura's Tower Trail, Ice Glen Trail, Ice Glen and Laura's Tower Trails, Bowkers Woods Lower Trail, Beartown Mountain to Laura's Tower.
Any RV Campgrounds in Stockbridge, MA?
Top Rated Campgrounds In Stockbridge, MA
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If you love outdoors or travel with an RV, here are the campgrounds in Stockbridge: Alps Family Campground, Broken Wheel Campground, Aqua Vista Campground, Woodland Hills Campground, Clarksburg Campground, Prospect Lake Park Campground, Waubeeka Family Campground, Tolland State Forest Campground, Northampton / Springfield KOA, Mohawk Trail State Forest Campground.

Other Vacation Rentals Ideas

Airbnb, Vacation House with Fireplace in Stockbridge, MA

Monument Mountain Lodge
Monument Mountain Lodge
Monument Mountain Lodge
Monument Mountain Lodge
Fireplace
10 (3 reviews)
Monument Mountain Lodge
Holiday home · 2 Guests · 1 Bedroom
$2,300 /night*
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Berkshires Retreat W/ Sauna by Evergreen Home
Berkshires Retreat W/ Sauna by Evergreen Home
Berkshires Retreat W/ Sauna by Evergreen Home
Berkshires Retreat W/ Sauna by Evergreen Home
Fireplace
Berkshires Retreat W/ Sauna by Evergreen Home
Holiday home · 2 Guests · 1 Bedroom
$289 /night*
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Upscale Architecturally Designed Berkshire Home
Upscale Architecturally Designed Berkshire Home
Upscale Architecturally Designed Berkshire Home
Upscale Architecturally Designed Berkshire Home
Fireplace
9.6 (20 reviews)
Upscale Architecturally Designed Berkshire Home
Holiday home · 2 Guests · 1 Bedroom
$600 /night*
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Airbnb, Vacation Cottage with Full Kitchen, and Other Rental Options in Stockbridge, MA

Cozy Monterey Family Chalet, Minutes From Lake & 10 Minutes From Butternut!
Cozy Monterey Family Chalet, Minutes From Lake & 10 Minutes From Butternut!
Cozy Monterey Family Chalet, Minutes From Lake & 10 Minutes From Butternut!
Cozy Monterey Family Chalet, Minutes From Lake & 10 Minutes From Butternut!
Full Kitchen
10 (86 reviews)
Cozy Monterey Family Chalet, Minutes From Lake & 10 Minutes From Butternut!
Chalet · 2 Guests · 1 Bedroom
$199 /night*
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4 Bedroom House in the Berkshires. Minutes from Tanglewood.
4 Bedroom House in the Berkshires. Minutes from Tanglewood.
4 Bedroom House in the Berkshires. Minutes from Tanglewood.
4 Bedroom House in the Berkshires. Minutes from Tanglewood.
Full Kitchen
9.8 (22 reviews)
4 Bedroom House in the Berkshires. Minutes from Tanglewood.
Chalet · 2 Guests · 1 Bedroom
$850 /night*
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The Upstate Cabin: A secluded getaway in the woods
The Upstate Cabin: A secluded getaway in the woods
The Upstate Cabin: A secluded getaway in the woods
The Upstate Cabin: A secluded getaway in the woods
Full Kitchen
The Upstate Cabin: A secluded getaway in the woods
Cabin · 2 Guests · 1 Bedroom
$395 /night*
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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