The Berkshires Cottage Rentals

Top-Rated Vacation Rentals in The Berkshires, MA

Book a vacation rental in The Berkshires that has the highest visitor rating. Here are 6 of the best vacation rentals in The Berkshires.
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Charming Ashley Falls Cottage Retreat
10

Excellent

·
Cottage
·
2 br
·
Sleeps 4
·
Wifi · Outdoor Space · Dishwasher ·
From
$182/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Wifi
Dishwasher
On Site Laundry
Furnished
Air Conditioning
Oven
Other spaces
Balcony, Kitchen, Workspace
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Monterey Haven
10

Excellent

·
Cottage
·
3 br
·
Sleeps 6
·
Kitchen · Oven · On Site Laundry ·
From
$164/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
Oven
On Site Laundry
Air Conditioning
Dishwasher
Fireplace
Wifi
Furnished
Other spaces
Kitchen, Workspace
Charming unique cottage Relax & enjoy the stunning mountains with private views!
10

Excellent

·
Cottage
·
2 br
·
Sleeps 5
·
Dishwasher · Fireplace · Outdoor Space ·
From
$444/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Dishwasher
Fireplace
Air Conditioning
Wheelchair Accessible
Ski In Ski Out
Furnished
Wifi
Mountains
Other spaces
Kitchen
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Cozy Cottage on the Lake
10

Excellent

·
Cottage
·
3 br
·
Sleeps 6
·
Outdoor Space · Waterfront · Fireplace ·
From
$290/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Waterfront
Fireplace
Oven
Lake
On Site Laundry
Furnished
Air Conditioning
Wifi
Other spaces
Kitchen
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East Otis Romantic Cottage w/ Deck & BBQ!
10

Excellent

·
Cottage
·
Studio
·
Sleeps 2
·
Workspace · Outdoor Space · Furnished ·
From
$282/night
Check availability
Property
Apartment · Studio · 1 bath
Amenities
Furnished
On Site Laundry
Ceiling Fan
Fireplace
Wifi
Other spaces
Workspace, Kitchen
Price drop
Charming cedar shingle cottage
10

Excellent

·
Cottage
·
3 br
·
Sleeps 7
·
Outdoor Space · Lake · Waterfront ·
From
$208/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
Lake
Waterfront
Ski In Ski Out
Dishwasher
Oven
On Site Laundry
Wifi
Residents Lounge
Other spaces
Kitchen

Budget-Friendly Vacation Rentals in The Berkshires, MA

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in The Berkshires starting at $144. Use the price filter at the top of the page to search for more specific prices.
Round House
10

Excellent

·
Cottage
·
1 br
·
Sleeps 4
·
Wifi · Air Conditioning · In Unit Laundry ·
From
$144/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Wifi
Air Conditioning
In Unit Laundry
Furnished
Relax And Enjoy A Fun Getaway At The Bacchus Cottage!
10

Excellent

·
Cottage
·
2 br
·
Sleeps 5
·
In Unit Laundry · Residents Lounge · Furnished ·
From
$160/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
In Unit Laundry
Residents Lounge
Furnished
Fireplace
Wifi
Oven
Air Conditioning
On Site Laundry
Other spaces
Kitchen
Price drop
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
10

Excellent

·
Cottage
·
1 br
·
Sleeps 2
·
Furnished · Wifi · Oven ·
From
$162/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
Wifi
Oven
Air Conditioning
Lake
Dishwasher
In Unit Laundry
Mountains
Other spaces
Balcony, Kitchen
Waterfront Summer Cottage, Big Pond, East Otis, MA
10

Excellent

·
Cottage
·
2 br
·
Sleeps 5
·
Lake · Outdoor Space · Beach ·
From
$165/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Lake
Beach
Oven
Residents Lounge
Furnished
Wifi
Waterfront
Other spaces
Kitchen
Peaceful, Newly Renovated Lakeside Cottage On Lake Garfield In Berkshires
10

Excellent

·
Cottage
·
2 br
·
Sleeps 5
·
Residents Lounge · Outdoor Space · Air Conditioning ·
From
$170/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Residents Lounge
Air Conditioning
Wifi
Package Service
In Unit Laundry
Oven
Dishwasher
Furnished
Other spaces
Kitchen, Workspace
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Updated: September 27, 2023