Book Hampshire 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 Hampshire County

Amherst

Cottages

Top Cottages in Hampshire County

The Clearing - Quiet - Close To Nature

Cummington MA

Get rates

An outdoor pool is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Pool

Kitchen

Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

New Marlborough MA

Get rates

A gym is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Kitchen

Washer

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Stafford CT

$228 nightly

$258 total

Jan 6 - Jan 7

Total with taxes and fees

This cottage featured laundry facilities and barbecue grills.

Kitchen

Washer

Waterfront Cottage 10 Min From Great Barrington

New Marlborough MA

Get rates

This cottage features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Massachusetts Vacation Rental w/ Deck

Easthampton MA

Get rates

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and barbecue grills are also provided.

Kitchen

Pet friendly

Private Island - Largest Fresh Water Reservoir in Mass

Otis MA

Get rates

A gym is featured at this cottage, along with a garden and barbecue grills.

Kitchen

Pet friendly

Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!

Holland MA

Get rates

This cottage includes a garden and barbecue grills.

Kitchen

Pet friendly

Westfield Vacation Rental w/ Porch, Pets Welcome!

Westfield MA

Get rates

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.

Kitchen

Washer

Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!

Charlemont MA

Get rates

This cottage includes free WiFi in public areas and barbecue grills.

Kitchen

Washer

Brimfield Waterfront cottage

Brimfield MA

Get rates

This cottage features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Cozy Springfield Vacation Rental Near Downtown

Springfield MA

Get rates

Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.

Kitchen

Washer

Historic Home w/ Modern Updates on < 4 Acres

Royalston MA

Get rates

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

Don't see what you're looking for?

See all available properties in Hampshire County

View all properties

Lowest 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.

Hampshire County Cottages essential information

Accommodation	122 Cottages
Lowest Price	$258
Highest Price	$258
Popular accommodation	The Clearing - Quiet - Close To Nature, Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly! , Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake, Waterfront Cottage 10 Min From Great Barrington, Massachusetts Vacation Rental w/ Deck, Private Island - Largest Fresh Water Reservoir in Mass, Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks! , Westfield Vacation Rental w/ Porch, Pets Welcome!, Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!, Brimfield Waterfront cottage, Cozy Springfield Vacation Rental Near Downtown, Historic Home w/ Modern Updates on < 4 Acres