Berkshire Vacation Rentals Page 1

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!

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

Adams, MA

Northern Berkshire Area
Berkshire Vacation Rentals

A Beautiful Place To Enjoy The
Beautiful Berkshires!

Sleeps: 14
Bedrooms: 7
Bathrooms: 3.5
No Pets

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

Alford, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Dream Land 10 Minutes From Town
2 Story Berkshire Farmhouse.

Sleeps: 8
Bedrooms: 3
Bathrooms: 2
Pets Welcome

Alford, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Dreamy 1840’s Restored Country
House, Comfortable And Modernized.

Sleeps: 6
Bedrooms: 4
Bathrooms: 2
Pets Welcome

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

Alford, MA

Southern Berkshire Area
Berkshire Vacation Rentals

5 Bedroom 3.5 Bath Home
Overlooking Alford Brook On 15 Acres.

Sleeps: 8
Bedrooms: 5
Bathrooms: 3.5
No Pets

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

Alford, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Case Mill-Secluded Berkshire, Pond,
Farmhouse, Mill, Waterfall, 28 Acres.

Sleeps: 7
Bedrooms: 3
Bathrooms: 2
Pets Welcome

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

Alford, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Beautiful 7 Bedroom, 4.5 Bath
Berkshire Farm House, 160+ Acres.

Sleeps: 16
Bedrooms: 7
Bathrooms: 4.5
Pets Considered

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

Becket, MA

Central Berkshire Area
Berkshire Vacation Rentals

Private Lake Cottage Near Jacob’s
Pillow And Tanglewood.

Sleeps: 8
Bedrooms: 3
Bathrooms: 2
No Pets

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

Becket, MA

Central Berkshire Area
Berkshire Vacation Rentals

Serene, Private Waterfront House,
Perfect Summer Retreat!

Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets

Becket, MA

Central Berkshire Area
Berkshire Vacation Rentals

Elegant Country House With Mountain
Views In Private Community.

Sleeps: 6
Bedrooms: 4
Bathrooms: 3
No Pets

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

Becket, MA

Central Berkshire Area
Berkshire Vacation Rentals

Berkshires Private Large Lakefront
Home On Robin Hood Lake.

Sleeps: 10
Bedrooms: 6
Bathrooms: 3
Pets Welcome

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Becket, MA (Sherwood Forest)

Central Berkshire Area
Berkshire Vacation Rentals

Quiet Comfortable Cabin 5 Minute
Walk To Swimming And Boating.

Sleeps: 4
Bedrooms: 2
Bathrooms: 1
Pets Welcome

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

Becket, MA

Central Berkshire Area
Berkshire Vacation Rentals

NEW Secluded A-Frame Cabin:
Fire Pit, Walk to Lake.

Sleeps: 6
Bedrooms: 2
Bathrooms: 1
No Pets

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

Becket, MA

Central Berkshire Area
Berkshire Vacation Rentals

Luxurious, Elegant 4 Acre
Berkshire/Pioneer Valley Retreat Pool.

Sleeps: 10
Bedrooms: 5
Bathrooms: 4
Pets Welcome

Becket, MA

Central Berkshire Area
Berkshire Vacation Rentals

Long Bow Lodge: A Stylish Lakeside
Berkshires Getaway, All The Amenities.

Sleeps: 7
Bedrooms: 3
Bathrooms: 2.5
No Pets

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

Becket, MA

Central Berkshire Area
Berkshire Vacation Rentals

Scenic Byway Waterfront Property
4,600 Sq. Ft. Sleeps 11.

Sleeps: 11
Bedrooms: 3
Bathrooms: 2.5
Pets Welcome

Becket, MA

Central Berkshire Area
Berkshire Vacation Rentals

Berkshires Home on 11 Acres
With Pond & 2 Fire Pits!

Sleeps: 8
Bedrooms: 3
Bathrooms: 3
No Pets

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Becket, MA

Central Berkshire Area
Berkshire Vacation Rentals

2BR House In The Heart Of The Berkshires, Spacious Closed Porch,

Sleeps: 5
Bedrooms: 2
Bathrooms: 1
No Pets

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Becket, MA

Central Berkshire Area
Berkshire Vacation Rentals

Charming House With Large Porch
Near Jacob’s Pillow

Sleeps: 8
Bedrooms: 3
Bathrooms: 3
Pets Welcome

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Becket, MA (Sherwood Forest)

Central Berkshire Area
Berkshire Vacation Rentals

Peace And Quiet On The Lake
In Sherwood Forest.

Sleeps: 6
Bedrooms: 2
Bathrooms: 2
Pets Welcome

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Becket, MA

Central Berkshire Area
Berkshire Vacation Rentals

A-Frame In Sherwood Forest, Walk To A Peaceful Lake.

Sleeps: 5
Bedrooms: 1
Bathrooms: 1
Pets Considered

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

Becket, MA

Central Berkshire Area
Berkshire Vacation Rentals

Lakefront 2 Bedroom Cottage In The
Berkshires In Western Massachusetts.

Sleeps: 4
Bedrooms: 2
Bathrooms: 1
Pets Welcome

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

Becket, MA

Central Berkshire Area
Berkshire Vacation Rentals

Becket Contemporary Cottage In The
Woods, Private Spring Fed Pond.

Sleeps: 6
Bedrooms: 3
Bathrooms: 3
No Pets

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Becket, MA

Central Berkshire Area
Berkshire Vacation Rentals

3 Bedroom Berkshire House Rental
Perfect For Families Or Groups.

Sleeps: 8
Bedrooms: 3
Bathrooms: 1
Pets Welcome

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Becket, MA

Central Berkshire Area
Berkshire Vacation Rentals

Recently Renovated 4 BR, 2 BA Mid
Century Home On Long Bow Lake.

Sleeps: 6
Bedrooms: 4
Bathrooms: 1
No Pets

Becket, MA

Central Berkshire Area
Berkshire Vacation Rentals

Beautiful 4 Season Lakeside Log
Home Close To Berkshires Attractions.

Sleeps: 8
Bedrooms: 3
Bathrooms: 2
No Pets

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

Becket, MA

Central Berkshire Area
Berkshire Vacation Rentals

Private Lakefront Beach Property On
Goose Pond Near Tanglewood.

Sleeps: 5
Bedrooms: 1
Bathrooms: 1
No Pets

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

Becket, MA

Central Berkshire Area
Berkshire Vacation Rentals

Sprawling Ranch Nestled In Private
Wooded Lot With Expansive Yards!

Sleeps: 8
Bedrooms: 4
Bathrooms: 3.5
Pets Welcome

Cheshire, MA

Northern Berkshire Area
Berkshire Vacation Rentals

Large, 19th Century Fully Renovated
Historic Barn In The Berkshires.

Sleeps: 10
Bedrooms: 3
Bathrooms: 1
Pets Welcome

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

Egremont, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Pretty Farmhouse w/ AGA Cooker
2 Master Suites – G. Barrington 3 Miles.

Sleeps: 8
Bedrooms: 4
Bathrooms: 3.5
Pets Welcome

Egremont, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Beautiful Home With All Amenities,
Close To Everything. Fiber Optics.

Sleeps: 4
Bedrooms: 2
Bathrooms: 2
No Pets

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

Egremont, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Charming Lakefront Home In The
Heart Of The Berkshires.

Sleeps: 7
Bedrooms: 3
Bathrooms: 2
No Pets

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

North Egremont, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Antique Farmhouse, Gourmet Kitchen,
Farmstay, 2 Acres, Chickens, Sheep

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
Pets Welcome

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

Egremont, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Timberdoodle, Peaceful And Tranquil
Mountainside Tree House.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets

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

Egremont, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Premier Waterfront Home With 2
Paddle Boards, 2 Kayaks, And Dock.

Sleeps: 8
Bedrooms: 2
Bathrooms: 2
Pets Welcome

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

North Egremont, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Farmhouse From A Magazine
3 Bedroom Heated Pool & Central Air.

Sleeps: 6
Bedrooms: 3
Bathrooms: 3.5
Pets Welcome

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

Egremont, MA

Southern Berkshire Area
Berkshire Vacation Rentals

Amazing Ski Lodge – Incredible 7,500
Sq. Ft. Log Cabin, Sleeps 20.

Sleeps: 20
Bedrooms: 5
Bathrooms: 6.5
No Pets

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