The Berkshires Cottage Rentals
Waterfront Lake Buel Cottage: 7 Mi to Monument Mtn
9.9
Excellent
·
Cottage
·
2 br
·
Sleeps 2
·
Ceiling Fan · High Ceilings · Ski In Ski Out ·
From
$216/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Ceiling Fan
High Ceilings
Ski In Ski Out
Lake
Waterfront
Wifi
Oven
Furnished
Other spaces
Kitchen
Romantic Berkshires Cottage - Stunning Views, Pool
10
Excellent
·
Cottage
·
1 br
·
Sleeps 3
·
Private Pool · Pool · Assigned Parking ·
From
$222/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Private Pool
Pool
Assigned Parking
Ceiling Fan
Fitness Center
In Unit Laundry
Wifi
Oven
Other spaces
Workspace, Kitchen
14 min to Butternut;Great Barrington Guest Cottage
10
Excellent
·
Cottage
·
2 br
·
Sleeps 5
·
On Site Laundry · Workspace · Outdoor Space ·
From
$258/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
On Site Laundry
Air Conditioning
In Unit Laundry
Wifi
Oven
Furnished
Garage Parking
Storage
Other spaces
Workspace, Kitchen
Perfect Vacation Get Away - Historical New Marlborough
9.5
Excellent
·
Cottage
·
1 br
·
Sleeps 4
·
Fitness Center · Ski In Ski Out · Outdoor Space ·
From
$217/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Fitness Center
Ski In Ski Out
Fireplace
Air Conditioning
In Unit Laundry
Wifi
Oven
Furnished
Other spaces
Kitchen
Berkshire Cottage on Ashmere Lake
9.8
Excellent
·
Cottage
·
3 br
·
Sleeps 6
·
Beach · Ski In Ski Out · Workspace ·
From
$163/nightProperty
Apartment · 3 Beds · 1 bath
Amenities
Beach
Ski In Ski Out
Lake
Waterfront
In Unit Laundry
Wifi
Oven
Furnished
Other spaces
Workspace, Kitchen
Charming cedar shingle cottage
9.7
Excellent
·
Cottage
·
3 br
·
Sleeps 7
·
Lake · Waterfront · Fireplace ·
From
$219/nightProperty
Apartment · 3 Beds · 1 bath
Amenities
Lake
Waterfront
Fireplace
Dishwasher
In Unit Laundry
Wifi
Oven
Furnished
Other spaces
Kitchen
Staycation at Private lake cottage near Jacob’s Pillow and Tanglewood
8.5
Very good
·
Cottage
·
3 br
·
Sleeps 8
·
Ski In Ski Out · Mountains · Lake ·
From
$185/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Ski In Ski Out
Mountains
Lake
Waterfront
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Other spaces
Kitchen
Blackberry River Cottage: Where Fun & Nature Meet
10
Excellent
·
Cottage
·
3 br
·
Sleeps 8
·
Waterfront · Outdoor Space · In Unit Laundry ·
From
$237/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Waterfront
In Unit Laundry
Wifi
Oven
Furnished
Residents Lounge
Other spaces
Kitchen
The best of Zumper, delivered
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Rustic Waterfront Retreat With Private Dock, 2 kayaks & canoe. Air conditioner!
9.8
Excellent
·
Cottage
·
2 br
·
Sleeps 6
·
Carpet · Lake · Waterfront ·
From
$199/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Carpet
Lake
Waterfront
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Wifi
Other spaces
Kitchen
Stockbridge Cottage minutes from downtown Lenox
10
Excellent
·
Cottage
·
3 br
·
Sleeps 7
·
Lake · Waterfront · Fireplace ·
From
$289/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Lake
Waterfront
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
Charming Lakefront Cottage; Boat, Swim, Fish, Hike, Bike, Golf, majestic Views
9.6
Excellent
·
Cottage
·
2 br
·
Sleeps 6
·
Hardwood Floor · Deck · Fitness Center ·
From
$202/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Hardwood Floor
Fitness Center
Ski In Ski Out
Mountains
Lake
Waterfront
Fireplace
Dishwasher
Other spaces
Deck, Kitchen
Ashintully Cottage in spectacular setting
10
Excellent
·
Cottage
·
4 br
·
Sleeps 7
·
Dishwasher · Air Conditioning · In Unit Laundry ·
From
$263/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Dishwasher
Air Conditioning
In Unit Laundry
Wifi
Oven
Furnished
Residents Lounge
Other spaces
Kitchen
Cozy rustic cottage minutes away from Tanglewood and Stockbridge center
10
Excellent
·
Cottage
·
3 br
·
Sleeps 4
·
Deck · Workspace · Mountains ·
From
$170/nightProperty
Apartment · 3 Beds · 1 bath
Amenities
Mountains
Lake
Waterfront
Fireplace
Air Conditioning
In Unit Laundry
Wifi
Oven
Other spaces
Deck, Workspace, Kitchen
Waterfront Summer Cottage, Big Pond, East Otis, MA
9.6
Excellent
·
Cottage
·
2 br
·
Sleeps 5
·
Beach · Lake · Waterfront ·
From
$165/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Beach
Lake
Waterfront
Oven
Furnished
Wheelchair Accessible
Other spaces
Kitchen
Adirondack-Style/Cottage-Beautiful Lake & Mountain Views-Peaceful!
7.3
Very good
·
Cottage
·
2 br
·
Sleeps 4
·
Mountains · Lake · Waterfront ·
From
$228/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Mountains
Lake
Waterfront
Fireplace
Dishwasher
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
private andj cozy in east otis
9.1
Excellent
·
Cottage
·
1 br
·
Sleeps 4
·
Balcony · Air Conditioning · In Unit Laundry ·
From
$145/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
In Unit Laundry
Wifi
Oven
Furnished
Other spaces
Balcony, Kitchen
Charming Cottage with close view of Otis Reservoir
No reviews
·
Cottage
·
2 br
·
Sleeps 4
·
Central Heat · Dishwasher · Air Conditioning ·
From
$199/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Central Heat
Dishwasher
Air Conditioning
In Unit Laundry
Wifi
Oven
Furnished
Other spaces
Kitchen
One Bedroom Luxury Cottage at Blantyre, Relais & Châteaux
No reviews
·
Cottage
·
1 br
·
Sleeps 2
·
Mountains · Air Conditioning · In Unit Laundry ·
From
$385/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Mountains
Air Conditioning
In Unit Laundry
Wifi
Oven
Furnished
Onsite Management
Concierge Service
Other spaces
Kitchen
Relax And Enjoy A Fun Getaway At The Bacchus Cottage!
9.5
Excellent
·
Cottage
·
2 br
·
Sleeps 5
·
On Site Laundry · Outdoor Space · Fireplace ·
From
$160/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
On Site Laundry
Fireplace
Air Conditioning
In Unit Laundry
Wifi
Oven
Furnished
Residents Lounge
Other spaces
Kitchen
Two Bedroom Luxury Cottage at Blantyre, Relais & Châteaux
No reviews
·
Cottage
·
2 br
·
Sleeps 4
·
Walk In Closets · Mountains · Fireplace ·
From
$465/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Walk In Closets
Mountains
Fireplace
Air Conditioning
In Unit Laundry
Wifi
Oven
Furnished
Other spaces
Kitchen
Two Bedroom Luxury Cottage at Blantyre, Relais & Châteaux
No reviews
·
Cottage
·
2 br
·
Sleeps 4
·
Balcony · Mountains · Outdoor Space ·
From
$540/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Mountains
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Wifi
Oven
Furnished
Other spaces
Balcony, Kitchen
Spectacular Housatonic River View from newly renovated Historic Cottage
10
Excellent
·
Cottage
·
2 br
·
Sleeps 4
·
High Ceilings · Fitness Center · Waterfront ·
From
$390/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
High Ceilings
Fitness Center
Waterfront
Dishwasher
Air Conditioning
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
Waterfront Summer Cottage, Big Pond, East Otis, MA
9.8
Excellent
·
Cottage
·
2 br
·
Sleeps 6
·
Beach · Lake · Waterfront ·
From
$179/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Beach
Lake
Waterfront
Oven
Furnished
Other spaces
Kitchen
Charming Cottage, New Marlborough Village Green in the Berkshires
9.9
Excellent
·
Cottage
·
2 br
·
Sleeps 4
·
Fitness Center · Ski In Ski Out · Dishwasher ·
From
$230/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Fitness Center
Ski In Ski Out
Dishwasher
Air Conditioning
In Unit Laundry
Wifi
Oven
Furnished
Other spaces
Kitchen
Private Island - On Largest Fresh Water Reservoir in Mass. Ski Boat Included!
No reviews
·
Cottage
·
2 br
·
Sleeps 6
·
Hot Tub · Workspace · Lake ·
From
$999/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Hot Tub
Lake
Waterfront
Air Conditioning
In Unit Laundry
Wifi
Furnished
Other spaces
Workspace, Kitchen
Cozy Berkshire cottage with fireplace.
10
Excellent
·
Cottage
·
3 br
·
Sleeps 5
·
Free Parking · Mountains · Fireplace ·
From
$251/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Free Parking
Mountains
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
Country cottage for two on private setting
10
Excellent
·
Cottage
·
1 br
·
Sleeps 2
·
Air Conditioning · In Unit Laundry · Wifi ·
From
$145/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
In Unit Laundry
Wifi
Oven
Furnished
Other spaces
Kitchen
Charming guest cottage on private Country road
8.7
Very good
·
Cottage
·
3 br
·
Sleeps 6
·
Assigned Parking · Deck · Workspace ·
From
$391/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Assigned Parking
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Wifi
Oven
Furnished
Other spaces
Deck, Workspace, Kitchen
Serene Great Barrington Cottage with Fire Pit!
10
Excellent
·
Cottage
·
1 br
·
Sleeps 4
·
Central Heat · Walk In Closets · On Site Laundry ·
From
$205/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Central Heat
Walk In Closets
On Site Laundry
Ceiling Fan
Air Conditioning
In Unit Laundry
Wifi
Oven
Other spaces
Workspace, Kitchen
Charming unique cottage Relax & enjoy the stunning mountains with private views!
10
Excellent
·
Cottage
·
2 br
·
Sleeps 5
·
Smoking Allowed · Outdoor Space · Fireplace ·
From
$403/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Smoking Allowed
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Wifi
Oven
Furnished
Other spaces
Kitchen
Cozy Cottage on the Lake
10
Excellent
·
Cottage
·
3 br
·
Sleeps 6
·
Outdoor Space · Fireplace · Air Conditioning ·
From
$217/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Fireplace
Air Conditioning
In Unit Laundry
Wifi
Oven
Furnished
Other spaces
Kitchen
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
8.9
Very good
·
Cottage
·
1 br
·
Sleeps 2
·
Balcony · Mountains · Lake ·
From
$297/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Mountains
Lake
Waterfront
Dishwasher
Air Conditioning
In Unit Laundry
Wifi
Oven
Other spaces
Balcony, Kitchen
Chic Renovated Berkshire Cottage for 2
10
Excellent
·
Cottage
·
1 br
·
Sleeps 2
·
Hardwood Floor · High Ceilings · Outdoor Space ·
From
$345/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Hardwood Floor
High Ceilings
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
Cozy Cottage in the Woods -- near all Berkshire attractions
10
Excellent
·
Cottage
·
3 br
·
Sleeps 6
·
Air Conditioning · In Unit Laundry · Wifi ·
From
$195/nightProperty
Apartment · 3 Beds · 1 bath
Amenities
Air Conditioning
In Unit Laundry
Wifi
Furnished
NEW! East Otis Romantic Cottage w/ Deck & BBQ!
9.2
Excellent
·
Cottage
·
Studio
·
Sleeps 2
·
Ceiling Fan · Fireplace · In Unit Laundry ·
From
$190/nightProperty
Apartment · Studio · 1 bath
Amenities
Ceiling Fan
Fireplace
In Unit Laundry
Wifi
Furnished
Other spaces
Kitchen
Charming Cottage w/ Sauna, close to hiking trails, ski lodges & Great Barrington
10
Excellent
·
Cottage
·
2 br
·
Sleeps 4
·
High Ceilings · Workspace · Mountains ·
From
$300/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
High Ceilings
Mountains
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Wifi
Oven
Other spaces
Workspace, Kitchen
Lakefront Cottage In The Berkshires In Western Massachusetts
9.9
Excellent
·
Cottage
·
2 br
·
Sleeps 4
·
Lake · Waterfront · Outdoor Space ·
From
$195/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Lake
Waterfront
Dishwasher
In Unit Laundry
Oven
Furnished
Residents Lounge
Other spaces
Kitchen
Vacation or work away from home! Private Beach Lakefront Cottage in Lenox MA
9.8
Excellent
·
Cottage
·
2 br
·
Sleeps 5
·
Beach · Fitness Center · Workspace ·
From
$250/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Beach
Fitness Center
Mountains
Lake
Waterfront
Fireplace
Dishwasher
Air Conditioning
Other spaces
Workspace, Kitchen
Charming Berkshires cottage is your perfect ski vacation home!
9.7
Excellent
·
Cottage
·
1 br
·
Sleeps 5
·
Pool · Deck · Mountains ·
From
$200/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Pool
Mountains
Dishwasher
Air Conditioning
In Unit Laundry
Wifi
Oven
Furnished
Other spaces
Deck, Kitchen
Private rustic cottage with lake access
10
Excellent
·
Cottage
·
2 br
·
Sleeps 6
·
Fireplace · Dishwasher · Air Conditioning ·
From
$195/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Wifi
Oven
Furnished
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Home > Destinations Vacation Rentals > The Berkshires Vacation Rentals > The Berkshires cottage Vacation Rentals
Updated: March 20, 2023
