Hancock

Great Barrington

Lenox

Lee

Stockbridge

Pittsfield

Williamstown

Becket

Monterey

North Adams

Ashmere Lakefront Apartment

Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns

Spacious, Modern House 5 Bedrooms, 2.5 Bathrooms, Sleep 12 on small horse farm.

Aug 26Sep3 open INCREDIBLE LAKE FRONT HOUSE AND DOCK ON LAKE BUEL.SWIM FISH BOAT

Huge Beautiful House-2 families-16 Acres -Low rate March 3-5/ 2 min from Jiminy

In town 2 bedroom, one bath carriage barn. Sleeps 5.

Charming Downtown Williamstown Cottage - 5 Min Walk to Campus

Huge Luxe Williamstown Updated Victorian, All Ensuite Baths, Walk to Spring St!

Cozy and quaint country cottage, walk to downtown Williamstown

19th c. Barn in the Berkshires

Dock on Lake Garfield, 10 min to Butternut, Wifi, So Fun!

Gorgeous 3BR 3BA Sleeps 8 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Condo

Belle ossature bois Accueil dans les Berkshires / Disponible pour Long Term

Hidden gem at base of ski mountain.

Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East

Lake Community - Near Town, Attractions

Location Location! Comfort and Privacy So Close to Downtown

Stunning Renovated Victorian

Romantic Berkshires Cottage - Stunning Views, Pool

A perfect getaway year-round. Booking for the rest of '23 and through '24!

Berkshire lake house on lake Garfield, Monterey MA; private, 5 BR, sleeps 12

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Rustique 'Bois et Windows de Berkshire Hideaway Accueil

Spring Break spécial! Restez deux nuits et obtenez un gratuitement pour Mars et Avril!

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Chic Modern Farmhouse 1 mile to Downtown Lenox

Heart of Lenox Walk to Town Cozy Cottage!

Lovely Lakefront Cottage, Peaceful Setting, Hiking And More

2 Bedroom newly renovated townehouse, beautifully decorated at Garfield House

Elegant 19th Century New England 2BR vacation rental at Garfield House

Mountainside Condo at Jiminy Peak in the Berkshires

Apartment in Gorgeous Stonybrook Farm

Idyllic Berkshire Get Away: Balance of relaxation and convenience

PRIVATE LAKEFRONT BEACH PROPERTY ON GOOSE POND near TANGLEWOOD

Ashintully Cottage in spectacular setting

Tranquil Lake House Getaway on Onota Lake

A Private 1940s Elegant Estate, renovated to Modern-Day Luxury - Tanglewood

A Beautiful Log Cabin In The Woods, On A Lake (Pontoosuc), Yet Near Everything

Beautiful Waterfront home with deep water dock on Onota Lake

Berkshire Lake House vacation home