Berkshire Vacation Rentals Page 4

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 North Adams MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

North Adams, MA

Northern Berkshire Area
Berkshire Vacation Rentals

Beautiful Lakeside Home In The North
Adams/Williamstown Area.

Sleeps: 8
Bedrooms: 3
Bathrooms: 1.5
No Pets

Vacation Rentals In North Adams MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

North Adams, MA

Northern Berkshire Area
Berkshire Vacation Rentals

Pleasant On Pleasant, Modern
Conveniences And Fresh Decor.

Sleeps: 7
Bedrooms: 2
Bathrooms: 2
Pets Welcome

Vacation Rentals In North Adams MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent In The Berkshires

North Adams, MA

Northern Berkshire Area
Berkshire Vacation Rentals

Large Duplex Near MASS MoCA
MCLA, Recent Complete Renovation.

Sleeps: 6
Bedrooms: 3
Bathrooms: 1
No Pets

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

Otis, MA

Southern Berkshire Area
Berkshire Vacation Rentals

4BR Berkshire Lakefront/Ski House,
Fully Fitted Kitchen. Hi Speed WiFi.

Sleeps: 10
Bedrooms: 4
Bathrooms: 3
No Pets

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

Otis, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Modern Secluded Home In Wooded
Setting, 2,500 Sq. Ft..

Sleeps: 8
Bedrooms: 3
Bathrooms: 2.5
No Pets

Otis MA Vacation Rental Berkshire Vacation Rentals

Otis, MA

Southern Berkshire Area
Berkshire Vacation Rentals

The Meadows House @ Otis Ridge w/7-Person Hot Tub, 4-Season Ski House.

Sleeps: 7
Bedrooms: 3
Bathrooms: 2.5
No Pets

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

Otis, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Spacious Waterfront Berkshire Home,
Family Private Get-Away.

Sleeps: 8
Bedrooms: 4
Bathrooms: 3
No Pets

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

Otis, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Charming 3 Bedroom Cedar Shingle
Lakefront Cottage.

Sleeps: 7
Bedrooms: 3
Bathrooms: 1
No Pets

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

Otis, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Luxury Home In Scenic Wooded
Area With Private Lake, Sleeps 16.

Sleeps: 16
Bedrooms: 4
Bathrooms: 2.5
Pets Welcome

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

Otis, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Beautiful 3 BR Lakeside Log Home
Close To All Berkshires Attractions.

Sleeps: 8
Bedrooms: 3
Bathrooms: 2
No Pets

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

Otis, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Lovely Loft By Brook And Lake In
Private Berkshire Community.

Sleeps: 6
Bedrooms: 4
Bathrooms: 3
Pets Welcome

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

Otis, MA

Southern Berkshire Area
Berkshire Vacation Rentals

East Otis Reservoir Cabin With Porch,
Walk to Lake!

Sleeps: 4
Bedrooms: 2
Bathrooms: 1
Pets Welcome

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Otis, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Modern Berkshires Cottage Gas Stove, Large Deck & W/D + 7 Mins To Otis Ridge.

Sleeps: 10
Bedrooms: 2
Bathrooms: 2
No Pets

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

Otis, MA

Southern Berkshire Area
Berkshire Vacation Rentals

NEW! East Otis Romantic
Cottage w/Deck & BBQ!

Sleeps: 2
Bedrooms: Studio
Bathrooms: 1
No Pets

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

Otis, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Private And Cozy In East Otis,
1 Bedroom, 1 Bathroom, Sleeps 4.

Sleeps: 4
Bedrooms: 1
Bathrooms: 1
No Pets

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

Peru, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Swiss Chalet Style Timber Frame
Home With All Modern Conveniences.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
Pets Welcome

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

Pittsfield, MA

Central Berkshire Area
Berkshire Vacation Rentals

Berkshire Pontoosuc Lake Beauty,
Brand New Construction On Lake.

Sleeps: 14
Bedrooms: 5
Bathrooms: 3.5
No Pets

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

Pittsfield, MA

Central Berkshire Area
Berkshire Vacation Rentals

Tranquil Lake House Getaway
On Onota Lake, 5BR, 2BA.

Sleeps: 11
Bedrooms: 5
Bathrooms: 2
No Pets

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

Pittsfield, MA

Central Berkshire Area
Berkshire Vacation Rentals

Dancing Horse Lodge, Located On Horse Farm, Next To Bosquet Ski Area.

Sleeps: 6
Bedrooms: 3
Bathrooms: 1
Pets Considered

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

Pittsfield, MA

Central Berkshire Area
Berkshire Vacation Rentals

Newly Renovated 4 Bedroom
Lakefront House In The Berkshires.

Sleeps: 8
Bedrooms: 4
Bathrooms: 2.5
No Pets

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

Pittsfield, MA

Central Berkshire Area
Berkshire Vacation Rentals

Beautiful Waterfront Home With
Deep Water Dock On Onota Lake.

Sleeps: 12
Bedrooms: 3
Bathrooms: 2
No Pets

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

Pittsfield, MA

Central Berkshire Area
Berkshire Vacation Rentals

Lake Front Home In Heart Of The
Berkshires Near Jiminy Peak.

Sleeps: 10
Bedrooms: 4
Bathrooms: 4
No Pets

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

Pittsfield, MA

Central Berkshire Area
Berkshire Vacation Rentals

Beautiful Log Cabin In The Woods, On
Pontoosuc Lake, Yet Near Everything.

Sleeps: 5
Bedrooms: 2
Bathrooms: 1.5
No Pets

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

Pittsfield, MA

Central Berkshire Area
Berkshire Vacation Rentals

6 Bedroom, Lakeside Home With
Pool, Completely Renovated.

Sleeps: 16
Bedrooms: 6
Bathrooms: 4.5
No Pets

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

Pittsfield, MA

Central Berkshire Area
Berkshire Vacation Rentals

Historic Red Schoolhouse Featured
In 2015 Home & Garden TV Special.

Sleeps: 4
Bedrooms: 1
Bathrooms: 1
Pets Welcome

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

Pittsfield, MA

Central Berkshire Area
Berkshire Vacation Rentals

Honeysuckle Rose Cottage Located
About 10 Minutes From Tanglewood.

Sleeps: 4
Bedrooms: 2
Bathrooms: 1
No Pets

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

Pittsfield, MA

Central Berkshire Area
Berkshire Vacation Rentals

Spacious Berkshire Summer Rental,
Private Dock On Lake 3 BR/2BA.

Sleeps: 7
Bedrooms: 3
Bathrooms: 2
Pets Considered

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

Richmond, MA

Central Berkshire Area
Berkshire Vacation Rentals

Morning Face – Berkshire Estate
With Views And Privacy.

Sleeps: 10
Bedrooms: 4
Bathrooms: 4.5
No Pets

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

Richmond, MA

Central Berkshire Area
Berkshire Vacation Rentals

Safe & Cozy Berkshires Getaway, Welcome Break In Routine You Need!

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets

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Richmond, MA

Central Berkshire Area
Berkshire Vacation Rentals

Recently Renovated 4BR Lakefront House In The Berkshires, Three Decks.

Sleeps: 8
Bedrooms: 4
Bathrooms: 2.5
No Pets

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

Sandisfield, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Cabin w/3 Acres, Tennis + Basketball
Courts By 4 Ski Mountains.

Sleeps: 12
Bedrooms: 4
Bathrooms: 3
Pets Welcome

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

Sandisfield, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Sweet Dreams Retreat, Newly
Renovated Luxury Guest House.

Sleeps: 3
Bedrooms: 1
Bathrooms: 1
Pets Welcome

Sandisfield, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Waterfront Oasis In The Heart Of The Berkshires, Steps From Private Pond, Patio.

Sleeps: 6
Bedrooms: 3
Bathrooms: 3
No Pets

Sandisfield MA Vacation Rental Berkshire Vacation Rentals

Sandisfield, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Iconic Cabin In The Berkshires, Stone Fireplace, Yoga & Indoor Endless Swimming Pool.

Sleeps: 12
Bedrooms: 6
Bathrooms: 3.5
Pets Welcome

Sheffield MA Vacation Rental Berkshire Vacation Rentals

Sheffield, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Family Friendly In Sheffield, Private Yet Close To Everything! Your Perfect Country Escape.

Sleeps: 10
Bedrooms: 4
Bathrooms: 3.5
Pets Welcome

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

Sheffield, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Serene Berkshire Artist’s House
Situated On 5 Quiet Acres.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2.5
No Pets

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

Sheffield, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Elterwater–Sought After And Rare
Private Idyllic Berkshire Lakefront.

Sleeps: 4
Bedrooms: 3
Bathrooms: 2
Pets Welcome

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

Sheffield, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Private Peninsula Surrounded By
Water, Minutes From Hiking & More!

Sleeps: 9
Bedrooms: 3
Bathrooms: 2
Pets Welcome

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

Sheffield, MA

Southern Berkshire Area
Berkshire Vacation Rentals

The Little House In The Woods
Fresh, Cozy & Serene

Sleeps: 6
Bedrooms: 2
Bathrooms: 2
Pets Welcome

Berkshire Vacation Home Rentals Page: 1  2  3  4  5