Airbnb, Vacation Rentals in The Berkshires, MA

Compare 1,354 available lakefront holiday vacation home properties, starts from $24

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Airbnb, Vacation rentals and hotel deals in The Berkshires, MA

Pilgrim Inn
Pilgrim Inn
Pilgrim Inn
Pilgrim Inn
6.2 (59 reviews)
Pilgrim Inn
Inn · 2 Guests · 1 Bedroom
$76 /night
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Beautiful, Unique Country House w/Large Deck
Beautiful, Unique Country House w/Large Deck
Beautiful, Unique Country House w/Large Deck
Beautiful, Unique Country House w/Large Deck
9.6 (32 reviews)
Beautiful, Unique Country House w/Large Deck
Cottage · 2 Guests · 1 Bedroom
$213 /night*
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A simple kind of paradise
A simple kind of paradise
A simple kind of paradise
A simple kind of paradise
10 (12 reviews)
A simple kind of paradise
Agritourism · 2 Guests · 1 Bedroom
$195 /night*
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Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
6.7 (114 reviews)
Pleasant Valley Motel West Stockbridge
Motel · 2 Guests · 1 Bedroom
$59 /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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The Dewey
The Dewey
The Dewey
The Dewey
9.1 (63 reviews)
The Dewey
B & B · 2 Guests · 1 Bedroom
$145 /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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Berkshire Travel Lodge
Berkshire Travel Lodge
Berkshire Travel Lodge
Berkshire Travel Lodge
5.4 (128 reviews)
Berkshire Travel Lodge
Motel · 2 Guests · 1 Bedroom
$65 /night
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Cozy Little Cottage, a comfortable place to relax.
Cozy Little Cottage, a comfortable place to relax.
Cozy Little Cottage, a comfortable place to relax.
Cozy Little Cottage, a comfortable place to relax.
9.0 (11 reviews)
Cozy Little Cottage, a comfortable place to relax.
Cottage · 2 Guests · 1 Bedroom
$125 /night*
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Historic house on Farmington River is an angler’s dream!
Historic house on Farmington River is an angler’s dream!
Historic house on Farmington River is an angler’s dream!
Historic house on Farmington River is an angler’s dream!
9.8 (30 reviews)
Historic house on Farmington River is an angler’s dream!
Holiday home · 2 Guests · 1 Bedroom
$135 /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
$155 /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
$199 /night
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Close to Catamount Mountain Resort, and State Parks.
Close to Catamount Mountain Resort, and State Parks.
Close to Catamount Mountain Resort, and State Parks.
Close to Catamount Mountain Resort, and State Parks.
10 (7 reviews)
Close to Catamount Mountain Resort, and State Parks.
Holiday home · 2 Guests · 1 Bedroom
$205 /night*
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Blackberry River Inn
Blackberry River Inn
Blackberry River Inn
Blackberry River Inn
9.6 (12 reviews)
Blackberry River Inn
B & B · 2 Guests · 1 Bedroom
$161 /night
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Converted Berkshire schoolhouse on a quiet river
Converted Berkshire schoolhouse on a quiet river
Converted Berkshire schoolhouse on a quiet river
Converted Berkshire schoolhouse on a quiet river
9.8 (20 reviews)
Converted Berkshire schoolhouse on a quiet river
Holiday home · 2 Guests · 1 Bedroom
$200 /night*
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Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
6.2 (474 reviews)
Econo Lodge Lee - Great Barrington
Motel · 2 Guests · 1 Bedroom
$63 /night
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Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
9.1 (350 reviews)
Hampton Inn & Suites Berkshires-Lenox
Hotel · 2 Guests · 1 Bedroom
$155 /night
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The Briarcliff Motel
The Briarcliff Motel
The Briarcliff Motel
The Briarcliff Motel
8.5 (152 reviews)
The Briarcliff Motel
Motel · 2 Guests · 1 Bedroom
$118 /night
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The Blue Jay - a New England Cottage
The Blue Jay - a New England Cottage
The Blue Jay - a New England Cottage
The Blue Jay - a New England Cottage
9.6 (5 reviews)
The Blue Jay - a New England Cottage
Cottage · 2 Guests · 1 Bedroom
$200 /night*
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Modern Copake Falls Getaway
Modern Copake Falls Getaway
Modern Copake Falls Getaway
Modern Copake Falls Getaway
9.6 (22 reviews)
Modern Copake Falls Getaway
Apartment · 2 Guests · 1 Bedroom
$80 /night*
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Vacation Destinations Near The Berkshires, MA

Airbnb, Holiday Lakefront House with Air Conditioning in The Berkshires, MA

The Dewey
The Dewey
The Dewey
The Dewey
Air Conditioning
9.1 (63 reviews)
The Dewey
B & B · 2 Guests · 1 Bedroom
$145 /night
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The Cornell Inn
The Cornell Inn
The Cornell Inn
The Cornell Inn
Air Conditioning
9.5 (76 reviews)
The Cornell Inn
B & B · 2 Guests · 1 Bedroom
$135 /night
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The Constance
The Constance
The Constance
The Constance
Air Conditioning
7.4 (18 reviews)
The Constance
B & B · 2 Guests · 1 Bedroom
$162 /night
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What Are The Best Rental Amenities in The Berkshires, MA?
Trending Vacation Rental Amenities in The Berkshires, MA
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Above shows the popular amenities in The Berkshires and the number of the rental properties associated with each amenity. In The Berkshires, 628 rentals offer Internet or Wifi, 618 rentals offer No Smoking, 615 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.
How Does The Vacation Home Rental Price Look Like in The Berkshires, MA?
Vacation House & Cottage Rental Price Information in The Berkshires, MA
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The graph shows the percentages of vacation homes in each price bucket. The Berkshires has the largest percentage (17.14%) of homes in $500+ price range.
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$50 to 100
$50 to 100
$100 to 150
$100 to 150
$150 to 200
$150 to 200
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$200 to 250
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$500 +
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What Are The Popular Property Types in The Berkshires, MA?
Top Rental Accommodations in The Berkshires, MA
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Before visiting The Berkshires, it is a good idea to explore all the accommodation types in this area, and pick the one that fits your group well. All the available accommodation types are: House, Cottage, Apartment, Cabin, Chateau / Country House, Farmhouse, Estate, Condo, Chalet, Guest House, Villa, Barn, Studio, Building, Lodge, Townhome, Mill, Hotel Suites, Bungalow, Recreational Vehicle. House is the most-liked rental type, with the largest percentage of 63.96%. The biggest home in this area available for rent is around 40090 square feet.The least popular accommodation in The Berkshires is Recreational Vehicle rentals
How Many Rental Accommodations Are Pets Friendly in The Berkshires, MA?
Pets Allowed vs Not Allowed in The Berkshires, MA
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37.08% of vacation homes in The Berkshires are pet friendly. Either you bring your loved pets on vacation or you have pet allergies, make sure to select the homes by applying the right filters.

Other Vacation Rentals Ideas

Airbnb, Holiday Lakefront House with Fireplace in The Berkshires, MA

A Grand property in Historic Stockbridge
A Grand property in Historic Stockbridge
A Grand property in Historic Stockbridge
A Grand property in Historic Stockbridge
Fireplace
9.8 (74 reviews)
A Grand property in Historic Stockbridge
Holiday home · 2 Guests · 1 Bedroom
$999 /night*
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Mason's Lodge · Luxury Home - 3 Fireplaces Mins to Ski & Town
Mason's Lodge · Luxury Home - 3 Fireplaces Mins to Ski & Town
Mason's Lodge · Luxury Home - 3 Fireplaces Mins to Ski & Town
Mason's Lodge · Luxury Home - 3 Fireplaces Mins to Ski & Town
Fireplace
10 (1 review)
Mason's Lodge · Luxury Home - 3 Fireplaces Mins to Ski & Town
Holiday home · 2 Guests · 1 Bedroom
$517 /night*
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Enjoy comfortable elegance in this secluded grand home located in Lenox town
Enjoy comfortable elegance in this secluded grand home located in Lenox town
Enjoy comfortable elegance in this secluded grand home located in Lenox town
Enjoy comfortable elegance in this secluded grand home located in Lenox town
Fireplace
10 (55 reviews)
Enjoy comfortable elegance in this secluded grand home located in Lenox town
Holiday home · 2 Guests · 1 Bedroom
$850 /night*
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Airbnb, Vacation Cottage with Full Kitchen, and Other Rental Options in The Berkshires, MA

Private Island - Directly on Largest Fresh Water Reservoir in Mass.
Private Island - Directly on Largest Fresh Water Reservoir in Mass.
Private Island - Directly on Largest Fresh Water Reservoir in Mass.
Private Island - Directly on Largest Fresh Water Reservoir in Mass.
Full Kitchen
10 (3 reviews)
Private Island - Directly on Largest Fresh Water Reservoir in Mass.
Cottage · 2 Guests · 1 Bedroom
$589 /night*
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Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Full Kitchen
9.6 (28 reviews)
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Cabin · 2 Guests · 1 Bedroom
$277 /night*
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Salisbury Cottage Retreat
Salisbury Cottage Retreat
Salisbury Cottage Retreat
Salisbury Cottage Retreat
Full Kitchen
10 (8 reviews)
Salisbury Cottage Retreat
Cottage · 2 Guests · 1 Bedroom
$250 /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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