Ashfield Vacation Rentals

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Vacation Rentals in Ashfield

FaLL Western Mass Getaway-Airhockey-Firepit

Colrain MA

$573 nightly

$640 total

Dec 10 - Dec 11

Total with taxes and fees

Located in Colrain, this vacation home is within a 5-minute drive of Arthur A. Smith Covered Bridge and Colrain Town Hall.

Hot Tub

Kitchen

Experience Three Sisters Sanctuary in Goshen, MA

Goshen MA

Located in Goshen, this vacation home is a 1-minute drive from Three Sisters Sanctuary and 7 minutes from Steady Lane/Hill Cemetery.

Wildlife Lakeside Cottage beautiful views, amazing wildlife, great location

Lanesborough MA

With a stay at this vacation home in Lanesborough, you'll be on a lake, within a 15-minute drive of Jiminy Peak Mountain Resort and St Mary's of the Assumption Church.

Hot Tub

Kitchen

Riverbend Berkshire East Basecamp - 3 bedrooms available

Charlemont MA

$370 nightly

$413 total

Dec 10 - Dec 11

Total with taxes and fees

With a stay at this vacation home in Charlemont, you'll be a 4-minute walk from Charlemont Federated Church and 5 minutes by foot from Charlemont Historical Society and Museum.

Washer

Dryer

Stylish new 2 bedroom property in enchanting Shelburne Falls Village.

Shelburne Falls MA

With a stay at this vacation home in Shelburne Falls, you'll be a 1-minute walk from Deerfield River and 7 minutes by foot from Arms Cemetery.

Kitchen

Washer

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Whitingham VT

Located in Whitingham, this vacation home is on the waterfront, within a 15-minute walk of Harriman Reservoir and Green Mountain National Forest.

Hot Tub

Kitchen

Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

Becket MA

$338 nightly

$377 total

Dec 10 - Dec 11

Total with taxes and fees

With a stay at this vacation home in Becket (Sherwood Forest), you'll be within a 10-minute drive of Pyramid Lake and Becket Quarry.

Kitchen

Pet friendly

Lovely 2nd Floor Apartment

Greenfield MA

$181 nightly

$202 total

Dec 12 - Dec 13

Total with taxes and fees

Located in Greenfield, this vacation home is within a 5-minute drive of Fresenius Medical Care at Franklin Medical Center and Energy Park.

Kitchen

Air conditioning

Historic Williams House 2-bedroom downtown Northampton with AC, WiFi

Northampton MA

With a stay at this vacation home in Northampton, you'll be within a 15-minute drive of University of Massachusetts Amherst and Don Muller Gallery.

Kitchen

Pet friendly

StrautmanHaus - All-Season Chalet at Berkshire East

Charlemont MA

With a stay at this vacation home in Charlemont, you'll be within a 5-minute walk of Berkshire East Ski Resort and Thunderbolt Mountain Coaster.

Kitchen

Washer

Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass

Amherst MA

$1,570 nightly

$1,754 total

Jan 9 - Jan 10, 2026

Total with taxes and fees

With a stay at this vacation home in Amherst, you'll be a 2-minute walk from University of Massachusetts Amherst and 6 minutes by foot from Brown Fine Arts Center.

Kitchen

Washer

Cabin Style Rustic Getaway, with mini-splits

Northampton MA

With a stay at this vacation home in Florence, you'll be within a 5-minute drive of Look Memorial Park and Congregation Beth Israel.

Washer

Dryer

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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.