Book Berkshire County, MA Cottages
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top cities with Cottages to explore in Berkshire County
Lenox
Cottages
Top Cottages in Berkshire County
Charming historic cottage on scenic road to Mt. Greylock
Lanesboro MA
Free WiFi in public areas and a garden are available at this cottage.
Kitchen
Free WiFi
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
New Marlborough MA
A gym is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer
LAKE GARFIELD WATERFRONT HOME AND BOATHOUSE
Monterey MA
This cottage features a garden, laundry facilities, and barbecue grills.
Washer
Dryer
Waterfront Cottage 10 Min From Great Barrington
New Marlborough MA
This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
A-frame Cabin w/ Furnished Deck in Becket!
Becket MA
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
1 Mi to Dtwn: Cottage w/ Large Yard in Stockbridge
Stockbridge MA
A garden is available at this cottage.
Kitchen
Air conditioning
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
New Marlborough MA
This cottage featured laundry facilities and barbecue grills.
The Blue Elm - A Historic Berkshire Cottage
Sheffield MA
Stay at this cottage in Ashley Falls. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions Ashley Falls Woods and Bartholomews Cobble are located nearby.
Kitchen
Free WiFi
Cozy Becket Cottage Minutes from Lake Beaches
Becket MA
This cottage featured laundry facilities and barbecue grills.
Kitchen
Laundry
Lake Views & Dock Access - Pittsfield Cottage!
Pittsfield MA
This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Berkshire County
View all propertiesLowest 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.
Top Cottages in Berkshire County
Charming historic cottage on scenic road to Mt. Greylock
Lanesboro MA
Free WiFi in public areas and a garden are available at this cottage.
Kitchen
Free WiFi
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
New Marlborough MA
A gym is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer
LAKE GARFIELD WATERFRONT HOME AND BOATHOUSE
Monterey MA
This cottage features a garden, laundry facilities, and barbecue grills.
Washer
Dryer
Waterfront Cottage 10 Min From Great Barrington
New Marlborough MA
This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
A-frame Cabin w/ Furnished Deck in Becket!
Becket MA
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Kitchen
Pet friendly
1 Mi to Dtwn: Cottage w/ Large Yard in Stockbridge
Stockbridge MA
A garden is available at this cottage.
Kitchen
Air conditioning
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
New Marlborough MA
This cottage featured laundry facilities and barbecue grills.
Kitchen
Washer
The Blue Elm - A Historic Berkshire Cottage
Sheffield MA
Stay at this cottage in Ashley Falls. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions Ashley Falls Woods and Bartholomews Cobble are located nearby.
Kitchen
Free WiFi
Cozy Becket Cottage Minutes from Lake Beaches
Becket MA
This cottage featured laundry facilities and barbecue grills.
Kitchen
Laundry
Lake Views & Dock Access - Pittsfield Cottage!
Pittsfield MA
This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Berkshire County
View all propertiesLowest 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.
Top hotels in Berkshire County
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
1055 South Street Pittsfield MA
$127 nightly
The price is $142 total per night from Sep 14 to Sep 15
$142 total
Sep 14 - Sep 15
Total with taxes and fees
9.4/10 Exceptional! (161 reviews)
Berkshire County Cottages essential information
Accommodation | 90 Cottages |
|---|---|
Lowest Price | $68 |
Highest Price | $176 |
Popular accommodation | Charming historic cottage on scenic road to Mt. Greylock, Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly! , LAKE GARFIELD WATERFRONT HOME AND BOATHOUSE, Waterfront Cottage 10 Min From Great Barrington, A-frame Cabin w/ Furnished Deck in Becket!, 1 Mi to Dtwn: Cottage w/ Large Yard in Stockbridge, Rustic Berkshires Cottage at Lake Buel w/ Kayaks!, The Blue Elm - A Historic Berkshire Cottage, Cozy Becket Cottage Minutes from Lake Beaches, East Otis Vacation Rental w/ Private Deck & BBQ!, Lake Views & Dock Access - Pittsfield Cottage!, Picturesque Cottage with Sunroom on Ashmere Lake! |
Berkshire County Cottages essential information
Accommodation | 90 Cottages |
|---|---|
Lowest Price | $68 |
Highest Price | $176 |
Popular accommodation | Charming historic cottage on scenic road to Mt. Greylock, Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly! , LAKE GARFIELD WATERFRONT HOME AND BOATHOUSE, Waterfront Cottage 10 Min From Great Barrington, A-frame Cabin w/ Furnished Deck in Becket!, 1 Mi to Dtwn: Cottage w/ Large Yard in Stockbridge, Rustic Berkshires Cottage at Lake Buel w/ Kayaks!, The Blue Elm - A Historic Berkshire Cottage, Cozy Becket Cottage Minutes from Lake Beaches, East Otis Vacation Rental w/ Private Deck & BBQ!, Lake Views & Dock Access - Pittsfield Cottage!, Picturesque Cottage with Sunroom on Ashmere Lake! |
Explore More Ways to Travel with Travelocity
- Apartments in Pittsfield
- Bedandbreakfast in Pittsfield
- Cabins in Pittsfield
- Condos in Pittsfield
- Cottages in Pittsfield
- Aparthotels in Pittsfield
- Beach in Pittsfield
- Berkshire Inn
- Berkshire Mountain Lodge
- LGBT Friendly in Pittsfield
- Golf in Pittsfield
- Hotel On North
- Pool in Pittsfield
- Hot Tub in Pittsfield
- Kitchenette in Pittsfield
- Smoking in Pittsfield
- Luxury in Pittsfield
- Pet Friendly in Pittsfield
- FairBridge Inn Express
- Wedding in Pittsfield
- Hotels in Pittsfield
- Motels in Pittsfield
- Privatevacationhomes in Pittsfield
- Resorts in Pittsfield
- 4 Star Hotels in Pittsfield
- 5 Star Hotels in Pittsfield
- Hotels in Amherst
- Bedandbreakfast in Ashuwillticook Rail Trail
- Cabins in Ashuwillticook Rail Trail
- Motels in Ashuwillticook Rail Trail
- Aparthotels in Berkshire County
- Guesthouses in Berkshire County
- Agritourism in Pittsfield
- Hotels near Six Flags New England
- Hotels in Northampton
- Hotels in North Adams
- Hotel Downstreet an Ascend Collection Hotel
- Holiday Inn Club Vacations Oak 'n Spruce Resort
- MGM Springfield
- Motel 6 Chicopee MA - Springfield
- Hotels in Springfield
- The Red Lion Inn
- Hotels in Stockbridge
- Hotels near Tanglewood Music Center
- Pet Friendly in The Berkshires
- Romantic in The Berkshires
- Hotels near University of Massachusetts Amherst
- Hotels in Westfield
- The Williams Inn
- Hotels in Williamstown
- Hotels near Norman Rockwell Museum
- Hotels in New Salem
- Hotels near National Shrine of the Divine Mercy
- Hotels near MGM Springfield
- Hotels near Berkshire East Ski Resort
- Hotels near Big E
- Hotels near Bousquet Ski Area
- Apartments in Dalton
- Bedandbreakfast in Dalton
- Hotels in Dalton
- Motels in Dalton
- Hotels in Great Barrington
- Hotels in Greenfield
- Jiminy Peak Mountain Resort
- Hotels in Hancock
- Motels in Hancock
- Hotels near Hancock Shaker Village
- Hotels near Herman Melville's Arrowhead
- Hotels near Jiminy Peak Mountain Resort
- Apartments in Lanesborough
- Cottages in Lanesborough
- Hotels in Lanesborough
- Privatevacationhomes in Lanesborough
- Resorts in Lanesborough
- Hotels in Lee
- Apartments in Lenox
- Bedandbreakfast in Lenox
- Cottages in Lenox
- Aparthotels in Lenox
- Apple Tree Inn
- Budget in Lenox
- The Cornell Inn Lenox & The Berkshires
- The Ponds at Foxhollow
- Hotels in Lenox
- Inns in Lenox
- Motels in Lenox
- Resorts in Lenox
- Apartments in Pittsfield
- Bedandbreakfast in Pittsfield
- Cabins in Pittsfield
- Condos in Pittsfield
- Cottages in Pittsfield
- Aparthotels in Pittsfield
- Beach in Pittsfield
- Berkshire Inn
- Berkshire Mountain Lodge
- LGBT Friendly in Pittsfield
- Golf in Pittsfield
- Hotel On North
- Pool in Pittsfield
- Hot Tub in Pittsfield
- Kitchenette in Pittsfield
- Smoking in Pittsfield
- Luxury in Pittsfield
- Pet Friendly in Pittsfield
- FairBridge Inn Express
- Wedding in Pittsfield
- Hotels in Pittsfield
- Motels in Pittsfield
- Privatevacationhomes in Pittsfield
- Resorts in Pittsfield
- 4 Star Hotels in Pittsfield
- 5 Star Hotels in Pittsfield
- Hotels in Amherst
- Bedandbreakfast in Ashuwillticook Rail Trail
- Cabins in Ashuwillticook Rail Trail
- Motels in Ashuwillticook Rail Trail
- Aparthotels in Berkshire County
- Guesthouses in Berkshire County
- Agritourism in Pittsfield
- Hotels near Six Flags New England
- Hotels in Northampton
- Hotels in North Adams
- Hotel Downstreet an Ascend Collection Hotel
- Holiday Inn Club Vacations Oak 'n Spruce Resort
- MGM Springfield
- Motel 6 Chicopee MA - Springfield
- Hotels in Springfield
- The Red Lion Inn
- Hotels in Stockbridge
- Hotels near Tanglewood Music Center
- Pet Friendly in The Berkshires
- Romantic in The Berkshires
- Hotels near University of Massachusetts Amherst
- Hotels in Westfield
- The Williams Inn
- Hotels in Williamstown
- Hotels near Norman Rockwell Museum
- Hotels in New Salem
- Hotels near National Shrine of the Divine Mercy
- Hotels near MGM Springfield
- Hotels near Berkshire East Ski Resort
- Hotels near Big E
- Hotels near Bousquet Ski Area
- Apartments in Dalton
- Bedandbreakfast in Dalton
- Hotels in Dalton
- Motels in Dalton
- Hotels in Great Barrington
- Hotels in Greenfield
- Jiminy Peak Mountain Resort
- Hotels in Hancock
- Motels in Hancock
- Hotels near Hancock Shaker Village
- Hotels near Herman Melville's Arrowhead
- Hotels near Jiminy Peak Mountain Resort
- Apartments in Lanesborough
- Cottages in Lanesborough
- Hotels in Lanesborough
- Privatevacationhomes in Lanesborough
- Resorts in Lanesborough
- Hotels in Lee
- Apartments in Lenox
- Bedandbreakfast in Lenox
- Cottages in Lenox
- Aparthotels in Lenox
- Apple Tree Inn
- Budget in Lenox
- The Cornell Inn Lenox & The Berkshires
- The Ponds at Foxhollow
- Hotels in Lenox
- Inns in Lenox
- Motels in Lenox
- Resorts in Lenox
- Rent A Wreck Rental Cars in Pittsfield MA
- Pickup Car Rentals in Pittsfield
- Standard Car Rentals in Pittsfield
- Van Car Rentals in Pittsfield
- Luxury Car Rentals in Pittsfield
- Car rentals Pittsfield MA airport
- Car rentals Pittsfield
- Convertible Car Rentals in Pittsfield
- Hertz Rental Cars in Pittsfield MA