New Ashford Vacation Rentals

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Vacation Rentals in New Ashford

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Hoosick Falls NY

$280 nightly

$311 total

Mar 8 - Mar 9

Total with taxes and fees

Located in Hoosick Falls, this vacation home is in a rural location, a 5-minute drive from Green Mountain National Forest and 9 minutes from Old First Congregational Church.

Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!

Lanesborough MA

With a stay at this vacation home in Lanesborough, you'll be within a 10-minute drive of Crane Museum of Papermaking and Barrington Stage Company.

Amore Estate - beautiful room with many places to explore and relax in.

Lenox MA

With a stay at this vacation home in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and Wyndhurst Golf & Club.

Elegant home w/ mountain views, trail to riverfront, hot tub, dog-friendly, bbq

Readsboro VT

With a stay at this vacation home in Readsboro, you'll be on the waterfront, just steps from Green Mountain National Forest and a 5-minute drive from Readsboro Town Hall.

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Pittsfield MA

Located in Pittsfield, this vacation home is on a lake, within a 5-minute drive of Pittsfield Dog Park and Crane Museum of Papermaking.

Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!

Pownal VT

With a stay at this vacation home in Pownal, you'll be in the mountains, just steps from Green Mountain National Forest and a 5-minute drive from Solomon Wright Library.

Heart of Lenox Walk to Town Cozy Cottage!

Lenox MA

With a stay at this vacation home in Lenox, you'll be within a 5-minute drive of Tanglewood Music Center and The Bookstore.

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

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.

Hancock Village Inn Near Jiminy Peak

Hancock MA

$1,060 nightly

$1,149 total

Mar 11 - Mar 12

Total with taxes and fees

With a stay at this vacation home in Pittsfield, you'll be on the waterfront, within a 5-minute drive of Jiminy Peak Mountain Resort and Mountain Coaster.

Lake Front Home in Heart of the Berkshires Near Jiminy Peak

Pittsfield MA

Located in Pittsfield, this vacation home is on the waterfront, within a 10-minute drive of Pittsfield Dog Park and Crane Museum of Papermaking.

Five Bedroom Berkshire East Basecamp - Winter Vintage Vibe Retreat

Charlemont MA

$576 nightly

$643 total

Mar 8 - Mar 9

Total with taxes and fees

With a stay at this vacation home in Charlemont, you'll be within a 5-minute walk of Deerfield River and Charlemont Historical Society and Museum.

Contemporary Berkshire Home with Views of Taconic Golf Course

Williamstown MA

Located in Williamstown, this vacation home is within a 5-minute drive of Williams College Taconic Golf Course and Williams College.

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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.