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

View Over 150 Berkshire Vacation Rentals

 Stockbridge - Lenox - Lee - Becket - Otis ...And More! 

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Vacation Rentals In Lenox MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent Tanglewood Berkshires

Charming Spacious

Home, Stunning Views

5 Bedrooms, 5 Baths, Sleeps 14

Just Steps To Tanglewood

Lenox, MA

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Vacation Rentals In Lenox MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In Lenox MA, Vacation Homes For Rent Tanglewood Berkshires

Berkshire Estate

In The Heart Of Lenox

 10 Bedrooms, 9 Baths, Sleeps 17

Walk-To-Town

Lenox, MA

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Lake Vacation Rentals In Lanesboro MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent Berkshires

The Lake House Guest

Cottages Of The Berkshires

 Waterfront Boutique-Style Cottages

On Pristine Pontoosuc Lake

Lanesboro, MA

(413) 446-0017

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

Private Log Cabin Vacation

Rental With Central AC

4 Bedrooms, 3 Baths, Sleeps 10

The Perfect Summer Getaway

Sheffield, MA

Call Owner (917) 664-9576

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Vacation Rentals In Great Barrington MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In The Berkshires, Vacation Homes For Rent Berkshires

7,000 Sq. Ft. Of Berkshires

Modern Luxury & History

 6 Bedrooms, 5 Bath, Sleeps 20

 220 Acres, Yoga Studio, Lakefront

Pets Considered

Lee, MA

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

Huge Luxe Williamstown

Updated Victorian

 5 Bedrooms, 5.5 Baths, Sleeps 10

 Walk To Spring Street

Pets Considered

Williamstown, MA

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

Perfect Setting - Vacations,

Reunions, Special Occasions

5 Bedrooms, 5 Baths, Sleeps 10

 5,000 Sq. Ft. On 13 Wooded Acres

Large Chefs Kitchen

West Stockbridge, MA

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

Cultural Playground

Of The East

 2 Bedrooms, 2 Baths, Sleeps 7

 5 Minute Walk To Red Lion Inn

Pets Considered

Stockbridge, MA

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Vacation Rentals In Lee MA, Vacation Rentals In The Berkshires, Vacation Home Rentals In Lee MA, Vacation Homes For Rent Tanglewood Berkshires

Tanglewood, Downtown Lenox, Lee,
Stockbridge 5 Miles Or Less Away!
One Of A Kind Craftsmen Inspired Home.

 5 Bedrooms, 3.5 Baths, Sleeps 15

Lee, MA

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Vacation Rentals

Adams, MA

A Beautiful Place To Enjoy The Berkshires!

7 Bedrooms, 3.5 Baths, Sleeps 14

Adams, MA

Northern Berkshires

Vacation Home Rental Rates & Information

 

Alford, MA

Peaceful Berkshires Retreat

3 Bedrooms, 3 Baths, Sleeps 10

Alford, MA

Southern Berkshires

Vacation Home Rental Rates & Information

 

Becket, MA

A-Frame In Sherwood Forest

1 Bedrooms, 1 Bath, Sleeps 5

Becket, MA

Central Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Beautiful Colonial In Secluded Berkshires
6 Bedrooms, 3 Baths, Sleeps 11
Becket, MA
Central Berkshires
Pet Friendly
Vacation Home Rental Rates & Information

 
Beautiful Direct Lakefront Cottage In The Berkshires
2 Bedrooms, 1 Bath, Sleeps 6
Becket, MA
Central Berkshires
Vacation Home Rental Rates & Information

 

Beautiful Lakefront Home On Tree-Lined Property In The Berkshires

3 Bedrooms, 2.5 Baths, Sleeps 6

Becket, MA

Central Berkshires

Vacation Home Rental Rates & Information

 

Beautifully Renovated Old Colonial In Secluded Berkshires

7 Bedrooms, 2.5 Baths, Sleeps 11

Becket, MA

Central Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 
Bright, Cozy Berkshire Cottage Across From Pristine Lake
2 Bedrooms, 1 Bath, Sleeps 8
Becket, MA
Central Berkshires

Pet Friendly
Vacation Home Rental Rates & Information

 
Comfortable Berkshire Home - AC, Fireplace, BBQ, Small Keyboard Piano
2 Bedrooms, 2 Baths, Sleeps 6
Becket, MA
Central Berkshires
Vacation Home Rental Rates & Information

 
Direct Waterfront Cottage On Pristine Lake
2 Bedrooms, 1 Bath, Sleeps 6
Becket, MA
Central Berkshires
Vacation Home Rental Rates & Information


Sprawling Berkshires Ranch Nestled In A Private Wooded Lot With Expansive Yard
4 Bedrooms, 3.5 Baths, Sleeps 8
Becket, MA
Central Berkshires

Pet Friendly
Vacation Home Rental Rates & Information

 
Berkshires Cottage Nestled In The Woods Within One Minute Of Tranquil Lake
2 Bedrooms, 1 Bath, Sleeps 6
Becket, MA
Central Berkshires

Pet Friendly
Vacation Home Rental Rates & Information


Berkshires Private Large Lakefront Home On Robin Hood Lake
6 Bedrooms, 3 Baths, Sleeps 10
Becket, MA
Central Berkshires
Pet Friendly
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Luxury And Every Amenity In A Stunning Rustic Setting

4 Bedrooms, 3.5 Baths, Sleeps 10

Becket,MA

Central Berkshires

Pet Friendly

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Peace And Quiet On The Lake

2 Bedrooms, 2 Baths, Sleeps 6

Becket, MA

Central Berkshires

Pet Friendly

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Quiet Comfortable Cabin 5 Minute Walk To Swimming And Boating

2 Bedrooms, 1 Bath, Sleeps 4

Becket, MA

Central Berkshires

Pet Friendly

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Serene, Private Waterfront House - Perfect Summer Retreat!

2 Bedrooms, 2 Baths, Sleeps 6

Becket, MA

Central Berkshires

Vacation Home Rental Rates & Information

 

Sprawling Berkshire Ranch On Private Wooded Lot

4 Bedrooms, 3 Baths, Sleeps 8

Becket, MA

Central Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Starry Nite - A Lake & Mountain Getaway. Summer 2018 Dates Open!!!

3 Bedrooms, 2 Baths, Sleeps 10

Becket, MA

Central Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Charlemont, MA
SFA Lodge Log Cabin 4 BR - 2 BA Nestled In The Woods 5 Mins From Berkshire East
4 Bedrooms, 2 Baths, Sleeps 12
Charlemont, MA
Northern Berkshires
Vacation Home Rental Rates & Information

 

Egremont,MA

Beautiful Berkshire Retreat

5 Bedrooms, 4.5 Baths, Sleeps 12

Egremont, MA

Southern Berkshires

Vacation Home Rental Rates & Information

 

Renovated Lakehouse Sleeps 11 - 2 hours To NYC/Boston, Hiking/Fine Dining Nearby

4 Bedrooms, 2 Baths, Sleeps 11

Egremont, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Quiet Affordable Luxury Berkshire Getaway Near All Attractions

3 Bedrooms, 3 Baths, Sleeps 8

Egremont, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 
Great Barrington, MA
5BR Great Barrington House With Mountain Views!
5 Bedrooms, 4 Baths, Sleeps 10
Great Barrington, MA
Southern Berkshires
Vacation Home Rental Rates & Information

 
Beautiful 1920's Colonial 20 Minutes From Tanglewood
4 Bedrooms, 2 Baths, Sleeps 8
Great Barrington, MA
Southern Berkshires

Pet Friendly
Vacation Home Rental Rates & Information

 
Beautiful House With Gorgeous Views! Book Winter Ski Fun Now!
9 Bedrooms, 4 Baths, Sleeps 20
Great Barrington, MA
Southern Berkshires
Pet Friendly
Vacation Home Rental Rates & Information

 
Berkshires, MA Close To Tanglewood, Jacob's PIllow, Berkshire Theater
3 Bedrooms, 2 Baths, Sleeps 8
Great Barrington, MA
Southern Berkshires
Pet Friendly
Vacation Home Rental Rates & Information


Chic Berkshire Carriage House
2 Bedrooms, 1 Bath, Sleeps 5

Great Barrington, MA
Southern Berkshires
Pet Friendly
Vacation Home Rental Rates & Information

 
Classic Charm And Comfort In This Private, Renovated Home
4 Bedrooms, 2.5 Baths, Sleeps 8
Great Barrington, MA
Southern Berkshires
Vacation Home Rental Rates & Information
 

Cozy Guesthouse Studio, Private Woodland Setting, Close To Town

1 Bedroom, 1 Bath, Sleeps 4

Great Barrington, MA

Southern Berkshires

Vacation Home Rental Rates & Information

 

Cozy Log Home - Berkshire Attractions - Hiking - Skiing - Fall Foliage - Fire Place

2 Bedrooms, 1 Bath, Sleeps 10

Great Barrington, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Family And Dog Friendly Retreat From The City!

4 Bedrooms, 2 Baths, Sleeps 10

Great Barrington, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Family Home With Big Yard On The Hill, Short Walk To Downtown And Lake Mansfield

4 Bedrooms, 1.5 Baths, Sleeps 8

Great Barrington, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Great Barrington Summer Lake Retreat! Close to Downtown!

3 Bedrooms, 2.5 Baths, Sleeps 7

Great Barrington, MA

Southern Berkshires

Vacation Home Rental Rates & Information

 

Ideal Location, Freshly Renovated, Sleeps 6; Check For Date Availability!

3 Bedrooms, 2 Baths, Sleeps 8

Great Barrington, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Idyllic Berkshire Get Away: Balance of Relaxation And Convenience

3 Bedrooms, 2 Baths, Sleeps 6

Great Barrington, MA

Southern Berkshires

Vacation Home Rental Rates & Information

 

Location Location! Comfort And Privacy So Close To Downtown

5 Bedrooms, 2 Baths, Sleeps 10

Great Barrington, MA

Southern Berkshires

Vacation Home Rental Rates & Information

 

Minutes From Downtown Great Barrington, Convenient Location

4 Bedrooms, 3 Baths, Sleeps 8

Great Barrington, MA

Southern Berkshires

Vacation Home Rental Rates & Information

 

Newly Renovated, Pet Friendly, 3-BR 2-Bath Colonial, Minutes From Downtown GB

3 Bedrooms, 2 Baths, Sleeps 6

Great Barrington, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Peaceful Two Bedroom Cottage

2 Bedrooms, 1 Bath, Sleeps 5

Great Barrington, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Simply Elegant Log Home Only 3 Minutes From Butternut! Recently Renovated!

5 Bedrooms, 3 Baths, Sleeps 10

Great Barrington, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Hancock, MA
2200 Sq. Ft. Country House On 16 Acres
4 Bedrooms, 2 Baths, Sleeps 9
Hancock, MA
Northern Berkshires
Pet Friendly
Vacation Home Rental Rates & Information


Christmas In The Berkshires
1 Bedroom, 2 Baths, Sleeps 4
Hancock, MA
Northern Berkshires
Vacation Home Rental Rates & Information


Golden Triangle In The Berkshires
2 Bedrooms, 2 Baths, Sleeps 4
Hancock, MA
Northern Berkshires
Vacation Home Rental Rates & Information


Luxury Resort In Hancock
2 Bedrooms, 2 Baths, Sleeps 8
Hancock, MA
Northern Berkshires
Vacation Home Rental Rates & Information


Panoramic View 1,000 Sq. Ft.
Guest Quarters
1 Bedroom, 1 Bath, Sleeps 6
Hancock, MA
Northern Berkshires
Pet Friendly
Vacation Home Rental Rates & Information


Private Home on 27 Acres Near Jiminy Peak
3 Bedrooms, 2 Baths, Sleeps 8
Hancock, MA
Northern Berkshires
Pet Friendly
Vacation Home Rental Rates & Information


Ski Jiminy Peak Condo
3 Bedrooms, 2 Baths, Sleeps 6
Hancock, MA
Northern Berkshires
Vacation Home Rental Rates & Information


Wyndham Bentley Brook At Jiminy Peak
2 Bedrooms, 2 Baths, Sleeps 6
Hancock, MA
Northern Berkshires
Vacation Home Rental Rates & Information
 

Hawley, MA

Country Home With Babbling Brook And Pond View- Minutes To Berkshire East Resort

3 Bedrooms, 1.5 Baths, Sleeps 8

Hawley, MA

Northern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Hinsdale, MA
Ashmere Lake Log Cabin - Privacy - 2 BR
2 Bedrooms, 1 Bath, Sleeps 4

Hinsdale, MA
Central Berkshires
Vacation Home Rental Rates & Information


Lakefront Home In Berkshires
4 Bedrooms, 2 Baths, Sleeps 8
Hinsdale, MA
Central Berkshires
Pet Friendly
Vacation Home Rental Rates & Information
 

Lake Front On Ashmere Lake

4 Bedrooms, 5.5 Baths, Sleeps 14

Hinsdale, MA

Central Berkshires

Vacation Home Rental Rates & Information

 

Lanesboro, MA

The Lake House Guest Cottages

Of The Berkshires
Waterfront Boutique-Style Cottages
On Pristine Pontoosuc Lake
Lanesboro, MA
Central Berkshires
Vacation Home Rental Rates & Information

 

Contemporary 'Castle in the Sky' On 15 Acres

2 Bedrooms, 2 Baths, Sleeps 6

Lanesboro, MA

Central Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Country Waterfront Lakehouse In The Berkshires

3 Bedrooms, 1.5 Baths, Sleeps 6

Lanesboro, MA

Central Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Create Lasting Family Memories In Massachusetts

2 Bedrooms, 2 Baths, Sleeps 8

Lanesboro, MA

Central Berkshires

Vacation Home Rental Rates & Information

 

New Rates! BEAUTIFUL Ski-In/Ski-Out - Jiminy Peak Mountain Resort - Berkshires

2 Bedrooms, 2 Baths, Sleeps 6

Lanesboro, MA

Central Berkshires

Vacation Home Rental Rates & Information

 

Lee, MA

Tanglewood, Downtown Lenox, Lee, Stockbridge 5 Miles Or Less Away!
One Of A Kind Craftsmen Inspired Home.
5 Bedrooms, 3.5 Baths, Sleeps 15
Lee, MA
Southern Berkshires
Vacation Home Rental Rates & Information

 
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
1 Bedroom, 1 Bath, Sleeps 4
Lee, MA
Southern Berkshires
Pet Friendly
Vacation Home Rental Rates & Information

 
Enjoy Relaxing Organic Living In The Heart Of The Berkshires!
3 Bedrooms, 2 Baths, Sleeps 8
Lee, MA   
Southern Berkshires
Vacation Home Rental Rates & Information

 

Lovingly Restored Victorian In Lee's Historic District

5 Bedrooms, 5 Baths, Sleeps 12

Lee, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Tanglewood/Downtown Lenox, Lee, Stockbridge 5 Miles Or Less

5 Bedrooms, 3.5 Baths, Sleeps 15

Lee, MA

Southern Berkshires

Vacation Home Rental Rates & Information

 

The Playhouse: 7,000 Square Feet of Berkshires Modern Luxury and History

6 Bedrooms, 5 Baths, Sleeps 20

Lee, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information


Lenox, MA
1898 Refurbished Farmhouse - Easy Walk To Lenox Center
3 Bedrooms, 2.5 Baths, Sleeps 6
Lenox, MA
Central Berkshires

Pet Friendly
Vacation Home Rental Rates & Information

 
A Small Oasis In The Heart Of Lenox
1 Bedroom, 1 Bath, Sleeps 3
Lenox, MA
Central Berkshires

Pet Friendly
Vacation Home Rental Rates & Information

 
Heart of Lenox!! - Renovated Downtown Apartment
2 Bedrooms, 1 Bath, Sleeps 4
Lenox, MA
Central Berkshires
Vacation Home Rental Rates & Information


Large Cape Across From Cranwell Golf & Spa Resort
3 Bedrooms, 2 Baths, Sleeps 8
Lenox, MA
Central Berkshires
Vacation Home Rental Rates & Information

 
Nature Lover's Paradise Close To Everything The Berkshires Has To Offer
2 Bedrooms, 2 Bath, Sleeps 4
Lenox, MA
Central Berkshires
Vacation Home Rental Rates & Information

 

Secluded Luxury, Perfectly Situated Between Tanglewood And Historic Lenox

5 Bedrooms, 3.5 Baths, Sleeps 15

Lenox, MA

Central Berkshires

Vacation Home Rental Rates & Information

 

Unending Poetic Details -- Modern Renovation Of An Old World Carriage House

4 Bedrooms, 4.5 Baths, Sleeps 8

Lenox, MA

Central Berkshires

Vacation Home Rental Rates & Information

 

Unique Condo, Quiet Neighborhood, Walk to Town

2 Bedrooms, 2 Baths, Sleeps 4

Lenox, MA

Central Berkshires

Vacation Home Rental Rates & Information

 

Middlefield, MA

Private House On Westfield River- Great For Families & Pets!

2 Bedrooms, 1 Bath, Sleeps 8

Middlefield, MA

Central Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Monterey, MA

Berkshires Splendor - Year Round Relaxation And Activities For The Whole Family!

4 Bedrooms, 4.5 Baths, Sleeps 8

Monterey, MA

Southern Berkshires

Vacation Home Rental Rates & Information

 

Cozy Monterey Family Chalet, Minutes From Lake & 10 Minutes From Butternut!

2 Bedrooms, 1 Baths, Sleeps 6

Monterey, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Family-Friendly In The Berkshires

4 Bedrooms, 1.5 Baths, Sleeps 8

Monterey, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Peaceful, Newly Renovated Lakeside Cottage On Lake Garfield In Berkshires

2 Bedrooms, 1 Bath, Sleeps 5

Monterey, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 
New Marlborough, MA
Beautifully Renovated Lake Buel Cottage
2 Bedrooms, 1 Bath, Sleeps 6
New Marlborough, MA
Southern Berkshires

Pet Friendly
Vacation Home Rental Rates & Information

 

Berkshires Incredible Lake Front House And Dock On Lake Buel Swim, Fish, Boat

6 Bedrooms, 3 Baths, Sleeps 12

New Marlborough, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Christmas Cottage All Year Long
1464 Hartsville New Marlborough Road

2 Bedrooms, 1 Bath, Sleeps 4

New Marlborough, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Modern Farmhouse In The Southern Berkshires

4 Bedrooms, 3 Baths, Sleeps 8

New Marlborough, MA

Southern Berkshires

Vacation Home Rental Rates & Information

 

Rustic 1 Bedroom Lakeview Cottage On Lake Buel

1 Bedroom, 1 Bath, Sleeps 4

New Marlborough, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Stylish Bird Lovers Retreat On 10+ Wooded Acres + Modern Writer's Retreat Cabin

4 Bedrooms, 3 Baths, Sleeps 8

New Marlborough, MA

Southern Berkshires

Vacation Home Rental Rates & Information

 

North Adams, MA

Beautiful Lakeside Home In The North Adams/Williamstown Area

3 Bedrooms, 1.5 Baths, Sleeps 8

North Adams, MA

Northern Berkshires

Vacation Home Rental Rates & Information

 
Otis, MA
Lake House In The Berkshires, By Otis Reservoir, Jacob's Pillow And Tanglewood
3 Bedrooms, 2 Baths, Sleeps 7
Otis, MA
Southern Berkshires
Vacation Home Rental Rates & Information

 

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

4 Bedrooms, 2.5 Baths, Sleeps 16

Otis, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Modern Secluded Home In Wooded Setting

3 Bedrooms, 2.5 Baths, Sleeps 8

Otis, MA

Southern Berkshires

Vacation Home Rental Rates & Information

 

Quaint 3 Bedroom Lakefront Cottage On Big Pond In The Berkshires

3 Bedrooms, 1 Bath, Sleeps 6

Otis, MA

Southern Berkshires

Vacation Home Rental Rates & Information

 
Pittsfield, MA
Beautiful 7 Bedroom W/Hot Tub & Pool Table, Walk To Lake
7 Bedrooms, 3 Baths, Sleeps 18
Pittsfield, MA
Central Berkshires
Pet Friendly
Vacation Home Rental Rates & Information


Beautiful Waterfront Home With Deep Water Dock On Onota Lake
3 Bedrooms, 2 Baths, Sleeps 12
Pittsfield, MA
Central Berkshires
Vacation Home Rental Rates & Information

 

Berkshires Pontoosuc Lake Beauty - Beautifully Renovated Lakefront Home

4 Bedrooms, 3.5 Baths, Sleeps 12

Pittsfield, MA

Central Berkshires

Vacation Home Rental Rates & Information

 

Luxury Berkshires Getaway - Ski On Ski Off

4 Bedrooms, 2.5 Baths, Sleeps 10

Pittsfield, MA

Central Berkshires

Vacation Home Rental Rates & Information

 

Newly Renovated 4 Bedroom Lakefront House In The Berkshires

4 Bedrooms, 2.5 Baths, Sleeps 10

Pittsfield, MA

Central Berkshires

Vacation Home Rental Rates & Information

 

Peace And Tranquility Is Our Property's Trademark - Come Get Some!

3 Bedrooms, 1 Bath, Sleeps 6

Pittsfield, MA

Central Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Spring & Summer Downhill Rental At The Pines At Bousquet

3 Bedrooms, 3 Baths, Sleeps 13

Pittsfield, MA

Central Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Peru, MA

Swiss Chalet Style Timber Frame Home In Berkshires With All Modern Conveniences

3 Bedrooms, 2 Baths, Sleeps 6

Peru, MA

Central Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 
Richmond, MA
Beautifully Modern Home - Pool Summer & Ski Winter (Mins. Away)
3 Bedrooms, 2.5 Baths, Sleeps 8
Richmond, MA
Central Berkshires
Pet Friendly
Vacation Home Rental Rates & Information


Lake View With Kayaks, Fire Pit, Bikes & Swing Set - Near Berkshires Attractions
3 Bedrooms, 1 Bath, Sleeps 6
Richmond, MA
Central Berkshires
Pet Friendly
Vacation Home Rental Rates & Information

 
Sandisfield, MA
Berkshires Finest Country Estate In Stunning Setting Set On 130 Private Acres
6 Bedrooms, 4 Baths, Sleeps 18
Sandisfield, MA
Southern Berkshires
Vacation Home Rental Rates & Information

 
Savoy, MA
Retreat In The Woods
2 Bedrooms, 1 Bath, Sleeps 4
Savoy, MA
Northern Berkshires
Vacation Home Rental Rates & Information

 

Sheffield, MA

Private Log Cabin Vacation Rental, The Perfect Summer Getaway, Central AC

4 Bedrooms, 3 Baths, Sleeps 10

Sheffield, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Beautiful Berkshire Home With Tennis Court; Close To Skiing!
4 Bedrooms, 3 Baths, Sleeps 9
Sheffield, MA
Southern Berkshires
Pet Friendly
Vacation Home Rental Rates & Information

 

Comfortable Berkshire Getaway

3 Bedrooms, 2.5 Baths, Sleeps 6

Sheffield, MA

Southern Berkshires

Vacation Home Rental Rates & Information

 

Elterwater--Sought After And Rare Private Idyllic Berkshire Lakefront

3 Bedrooms, 2 Baths, Sleeps 4

Sheffield, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Serene Berkshire Artist's House

3 Bedrooms, 2.5 Baths, Sleeps 6

Sheffield, MA

Southern Berkshires

Vacation Home Rental Rates & Information

 

South Lee, MA

Spectacular Setting On Your Own Private Lake Close To It All

4 Bedrooms, 3 Baths, Sleeps 10

South Lee, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 
Stockbridge, MA
4 Bedroom On Country Rd 5 Miles To Tanglewood
4 Bedrooms, 3 Baths, Sleeps 6
Stockbridge, MA
Southern Berkshires
Pet Friendly
Vacation Home Rental Rates & Information

 
A Grand Estate In Historic Stockbridge
6 Bedrooms, 6 Baths, Sleeps 12
Stockbridge, MA
Southern Berkshires
Vacation Home Rental Rates & Information

 
Beautiful Berkshire Cabin Close To All Attractions And Beach
2 Bedrooms, 1 Bath, Sleeps 8
Stockbridge, MA
Southern Berkshires

Pet Friendly
Vacation Home Rental Rates & Information

 
Cozy Modern Berkshires Rental (Minutes From Lenox, Kripalu & Tanglewood)
2 Bedrooms, 1 Bath, Sleeps 6
Stockbridge, MA

Southern Berkshires

Pet Friendly
Vacation Home Rental Rates & Information

 
Cultural Playground Of The East 2+ Bed Cottage, 5 Mins Walk To The Red Lion Inn
2 Bedrooms, 2 Baths, Sleeps 7
Stockbridge, MA
Southern Berkshires
Vacation Home Rental Rates & Information
 

General Williams Estate House Lenox/Stockbridge

6 Bedrooms, 5.5 Baths, Sleeps 16

Stockbridge, MA

Southern Berkshires

Vacation Home Rental Rates & Information

 

Gorgeous Stockbridge Bowl Beach/Tanglewood

3 Bedrooms, 1.5 Baths, Sleeps 8

Stockbridge, MA

Southern Berkshires

Vacation Home Rental Rates & Information

 

Location!!! Location!!! Berkshire Glamour (And Comfort) Meets Town And Country

3 Bedrooms, 3 Baths, Sleeps 10

Stockbrisge, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Modern Home With Stockbridge Bowl Access, 5 Minutes To Tanglewood

3 Bedrooms, 2 Baths, Sleeps 6

Stockbridge, MA

Southern Berkshires

Vacation Home Rental Rates & Information

 

Newly Renovated Colonial On The River! Ready for Guests!

3 Bedrooms, 2 Baths, Sleeps 5

Stockbridge, MA

Southern Berkshires

Vacation Home Rental Rates & Information

 

One Of The Finest Homes And Best Location In The Berkshires -Walk To Lake Beach

4 Bedrooms, 3 Baths, Sleeps 11

Stockbridge, MA

Southern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

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

4 Bedrooms, 3 Baths, Sleeps 12

Stockbridge, MA

Southern Berkshires

Vacation Home Rental Rates & Information

 

Stockbridge Bowl Lakefront

2 Bedrooms, 1 Bath, Sleeps 4

Stockbridge, MA

Southern Berkshires

Vacation Home Rental Rates & Information

 

Washington, MA
Craftsman Home In The Berkshire Forest
2 Bedrooms, 2 Baths, Sleeps 6
Washington, MA
Southern Berkshires
Vacation Home Rental Rates & Information
 

West Stockbridge, MA
Newly Renovated 1910 Farmhouse - Walk To Town - Perfect Berkshire Retreat
3 Bedrooms, 2.5 Baths, Sleeps 6
West Stockbridge, MA
Southern Berkshires
Vacation Home Rental Rates & Information

 
On The Williams River In Downtown West Stockbridge
2 Bedrooms, 2 Baths, Sleeps 5
West Stockbridge, MA
Southern Berkshires
Pet Friendly
Vacation Home Rental Rates & Information

 
Rare Setting Overlooking River - West Stockbridge Dream
2 Bedrooms, 2 Baths, Sleeps 8
West Stockbridge, MA
Southern Berkshires
Vacation Home Rental Rates & Information

 
Sunny, Large, Home With Beautiful Gardens On Pond. Walking Distance To Town
3 Bedrooms, 2 Baths, Sleeps 10
West Stockbridge, MA
Southern Berkshires
Vacation Home Rental Rates & Information

 

Williamstown, MA
2000+ Guests Have Enjoyed This Home. Its A 'Good Time' Home
5 Bedrooms, 3 Baths, Sleeps 16
Williamstown, MA
Northern Berkshires
Pet Friendly
Vacation Home Rental Rates & Information

 

A Home That Feels Like A Resort

4 Bedrooms, 3.5 Baths, Sleeps 12

Williamstown, MA

Northern Berkshires

Vacation Home Rental Rates & Information

 

Beautiful Family Farmhouse In Williamstown, MA

6 Bedrooms, 3 Baths, Sleeps 10

Williamstown, MA

Northern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Cozy And Quaint Country Cottage, Walk To Downtown Williamstown

2 Bedrooms, 1 Bath, Sleeps 4

Williamstown, MA

Northern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

 

Huge Luxe Williamstown Updated Victorian, All Ensuite Baths, Walk To Spring Street

5 Bedrooms, 5.5 Baths, Sleeps 10

Williamstown, MA

Northern Berkshires

Pet Friendly

Vacation Home Rental Rates & Information

  

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.  View our map to 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.