Berkshire Vacation Rentals Page 5

Vacation rentals in the Berkshires make for a memorable Berkshire vacation. Stay at one of the many vacation home rentals throughout the Berkshires. From vacation homes for rent to vacation apartment and condo rentals, each vacation rental offers a truly unique lodging experience. Below, you will find vacation home rentals in the Northern Berkshires, Central Berkshires and Southern Berkshires. Many vacation rentals are located within a short distance to one of our wonderful Berkshire attractions such as Tanglewood, MASS MoCA, The Colonial Theatre, Norman Rockwell Museum, Barrington Stage Company, Williamstown Theatre Festival, Clark Art, Ski Areas, Colleges and more!

Berkshire Vacation Home Rentals Page: 1  2  3  4  5

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Grand Estate in Historic Stockbridge
9,000 Sq. Ft., Sleeps 12.

Sleeps: 12
Bedrooms: 6
Bathrooms: 7
No Pets

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Charming Stockbridge Historic
Victorian Near The Red Lion Inn.

Sleeps: 24
Bedrooms: 11
Bathrooms: 7.5
Pets Welcome

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

One Of The Finest Homes and Best
Location In The Berkshires.

Sleeps: 11
Bedrooms: 4
Bathrooms: 3
Pets Welcome

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Rabbit Run – In The Heart Of
Stockbridge, walk To Red Lion Inn.

Sleeps: 7
Bedrooms: 3
Bathrooms: 2
Pets Welcome

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

5,500 Sq. Ft. General Williams
Estate House Lenox/Stockbridge.

Sleeps: 16
Bedrooms: 6
Bathrooms: 5.5
No Pets

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

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

Sleeps: 10
Bedrooms: 3
Bathrooms: 3
Pets Welcome

Just The Berkshire MA Vacation Rentals, Stockbridge MA Area, Vacation Rentals, MA Vacation Homes

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Stockbridge Cape Near Tanglewood & Kripalu – Heart Of The Berkshires!

Sleeps: 7
Bedrooms: 4
Bathrooms: 2
Pets Considered

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Stockbridge! 1/2 Mile From Red Lion
Inn. Gt. Barrington, Lenox, Lee Close.

Sleeps: 12
Bedrooms: 4
Bathrooms: 3.5
No Pets

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Modern, Secluded Cottage In The
Heart Of The Berkshires!

Sleeps: 8
Bedrooms: 3
Bathrooms: 2.5
Pets Welcome

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Stockbridge Bowl Lake Community,
Exc. Location, Close To Everything!

Sleeps: 7
Bedrooms: 4
Bathrooms: 2
No Pets

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Family Getaway In Stockbridge Woods
Mins. To Tanglewood, Lenox & GB.

Sleeps: 8
Bedrooms: 3
Bathrooms: 2
Pets Welcome

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Cozy Modern Rental (Minutes From
Lenox, Kripalu & Tanglewood).

Sleeps: 6
Bedrooms: 2
Bathrooms: 1
Pets Welcome

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Escape To Stockbridge, 1 Mile To
Red Lion Inn, Complete Privacy!

Sleeps: 8
Bedrooms: 4
Bathrooms: 3
No Pets

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Tranquil 3 Bedroom Stockbridge
House With Private Deck.

Sleeps: 6
Bedrooms: 3
Bathrooms: 1.5
No Pets

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Cabin Fever In Stockbridge,
2 Bedroom Cabin Fully Remodeled.

Sleeps: 6
Bedrooms: 2
Bathrooms: 1
No Pets

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Spectacular Housatonic River View,
Newly Renovated Historic Cottage.

Sleeps: 4
Bedrooms: 2
Bathrooms: 2
No Pets

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Newly Refurbished Artist’s Cottage
On The Lake Mahkeenac.

Sleeps: 4
Bedrooms: 3
Bathrooms: 1
No Pets

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Sophisticated & Comfortable Retreat
A+ Location, Modern Amenities.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

NEW! Cozy Berkshires Cabin,
Walk To Beach & Lake!

Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Beautiful Farm House Near Family
Ski Mountains & Other Fun Activities.

Sleeps: 8
Bedrooms: 4
Bathrooms: 4
No Pets

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

STOCKBRIDGE One Of The Finest
Homes & Best Locations…

Sleeps: 11
Bedrooms: 4
Bathrooms: 3
Pets Welcome

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

4 BR, 3.5 BA, Renovated Perfect
Location, Summer Arts, Winter Skiing.

Sleeps: 8
Bedrooms: 4
Bathrooms: 3.5
No Pets

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Vacation In A 5 Bedroom, 2 Bath,
Berkshire Farmhouse.

Sleeps: 15
Bedrooms: 5
Bathrooms: 2
Pets Welcome

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Completely Renovated Historic Home
In The Heart Of The Berkshires.

Sleeps: 6
Bedrooms: 2
Bathrooms: 2.5
No Pets

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Spectacular Housatonic River View
From Newly Renovated Cottage.

Sleeps: 4
Bedrooms: 2
Bathrooms: 2
No Pets

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Renovated Colonial on the River!
Fantastic Views.

Sleeps: 5
Bedrooms: 3
Bathrooms: 2
No Pets

Vacation Rentals In Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Stockbridge Classic 1880 Farmhouse
Newly Renovated.

Sleeps: 8
Bedrooms: 4
Bathrooms: 3.5
No Pets

Vacation Rentals In West Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

West Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Charming Farmhouse Steps From
Downtown West Stockbridge.

Sleeps: 5
Bedrooms: 2
Bathrooms: 2
No Pets

Vacation Rentals In West Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

West Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

4 Bedroom Home, Beautiful Gardens,
On Pond, Walking Distance To Town.

Sleeps: 10
Bedrooms: 4
Bathrooms: 2
No Pets

Just The Berkshire MA Vacation Rentals, West Stockbridge MA Area, Vacation Rentals, MA Vacation Homes

West Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Secluded Mountaintop Retreat In The Heart Of The Berkshires, Front & Back Patios.

Sleeps: 6
Bedrooms: 3
Bathrooms: 3.5
No Pets

Vacation Rentals In West Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

West Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Vacation In A Berkshire Farmhouse,
5 Bedrooms, 2 Baths, Sleeps 11-15.

Sleeps: 15
Bedrooms: 5
Bathrooms: 2
Pets Welcome

Vacation Rentals In West Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

West Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

CHARMING, VIEWS For Miles,
Come RELAX, Go Hiking!

Sleeps: 5
Bedrooms: 2
Bathrooms: 1
Pets Welcome

Vacation Rentals In West Stockbridge MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

West Stockbridge, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Gorgeous Home, Nature Lover’s
Delight In The Heart Of The Berkshires.

Sleeps: 8
Bedrooms: 3
Bathrooms: 3.5
No Pets

Just The Berkshire MA Vacation Rentals, Williamstown MA Area, Vacation Rentals, MA Vacation Homes

Williamstown, MA

Northern Berkshire Area
Berkshire Vacation Rentals

NEW! Peaceful Family Home w/Fire Pit & Large Yard w/Adirondack Chairs.

Sleeps: 6
Bedrooms: 3
Bathrooms: 3
No Pets

Vacation Rentals In Williamstown MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Williamstown, MA

Northern Berkshire Area
Berkshire Vacation Rentals

Cozy And Quaint Country Cottage,
Walk To Downtown Williamstown.

Sleeps: 4
Bedrooms: 2
Bathrooms: 1
Pets Welcome

Vacation Rentals In Williamstown MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Williamstown, MA

Northern Berkshire Area
Berkshire Vacation Rentals

11 Acre Mid-Century Estate,
Newly Renovated.

Sleeps: 8
Bedrooms: 4
Bathrooms: 3.5
No Pets

Vacation Rentals In Williamstown MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Williamstown, MA

Northern Berkshire Area
Berkshire Vacation Rentals

Charming Downtown Williamstown
Cottage – 5 Minute Walk to Campus.

Sleeps: 7
Bedrooms: 3
Bathrooms: 2
No Pets

Vacation Rentals In Williamstown MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Williamstown, MA

Northern Berkshire Area
Berkshire Vacation Rentals

Cozy And Quaint Country Cottage,
Walk To Downtown Williamstown.

Sleeps: 4
Bedrooms: 2
Bathrooms: 1
Pets Welcome

Just The Berkshire MA Vacation Rentals, Williamstown MA Area, Vacation Rentals, MA Vacation Homes

Williamstown, MA

Northern Berkshire Area
Berkshire Vacation Rentals

Williamstown Brookside Cape, Backyard Brook Side View, Well-Located.

Sleeps: 5
Bedrooms: 3
Bathrooms: 1
No Pets

Vacation Rentals In Williamstown MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Williamstown, MA

Northern Berkshire Area
Berkshire Vacation Rentals

Relax In This 3 Bedroom House
Minutes From Williams College.

Sleeps: 8
Bedrooms: 3
Bathrooms: 1
Pets Welcome

Williamstown, MA

Northern Berkshire Area
Berkshire Vacation Rentals

Huge Luxe Williamstown Updated
Victorian, Walk to Spring Street.

Sleeps: 10
Bedrooms: 5
Bathrooms: 5.5
Pets Welcome

Vacation Rentals In Williamstown MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Williamstown, MA

Northern Berkshire Area
Berkshire Vacation Rentals

Cozy Renovated Williamstown Cabin,
Steps From Hiking Trails.

Sleeps: 5
Bedrooms: 2
Bathrooms: 2
No Pets

Vacation Rentals In Williamstown MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Williamstown, MA

Northern Berkshire Area
Berkshire Vacation Rentals

Charming Downtown Williamstown
Cottage, 5 Minute Walk To Campus.

Sleeps: 7
Bedrooms: 3
Bathrooms: 2
No Pets

Vacation Rentals In Williamstown MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Williamstown, MA

Northern Berkshire Area
Berkshire Vacation Rentals

Large, Family-Friendly Farmhouse
Located In The Beautiful Berkshires.

Sleeps: 13
Bedrooms: 6
Bathrooms: 2.5
No Pets

Vacation Rentals In Williamstown MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

Williamstown, MA

Northern Berkshire Area
Berkshire Vacation Rentals

Vacation Getaway Or Remote
Work/School Location

Sleeps: 7
Bedrooms: 4
Bathrooms: 2
No Pets

Berkshire Vacation Home Rentals Page: 1  2  3  4  5