Berkshires Vacation Rentals

63 Properties, sort by: 
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Charming brand new cottage on Ashmere Lake in the Berkshires

  1. Massachusetts,
  2. Berkshires,
  3. Hinsdale Vacation Home Rentals
— Property 137489
Hinsdale property rental - Front view of cottage
2 Bedrooms, Sleeps 4
  • 1 Bathroom
  • beach, lake
  • fishing
View Property Details Contact the Owner

Beautiful New England Home, Walk to Tanglewood

  1. Massachusetts,
  2. Berkshires,
  3. Lenox Vacation Home Rentals
— Property 114464
Lenox house rental
4 Bedrooms, Sleeps 8
  • House
  • 1 Bathroom, 1 Half Bath
  • mountain, town
  • air-conditioning
View Property Details Contact the Owner

Radiant Foliage, Romance, Relaxation, Cozy Log cabin

  1. Massachusetts,
  2. Berkshires,
  3. Becket Vacation Home Rentals
— Property 131221
Becket cabin rental - Welcome to Wisteria Cottage
1 Bedroom, Sleeps 2
  • Cabin
  • 1 Bathroom
  • lake, mountain
  • washing machine
Rates per property (USD)
$130 - $155/night
$725 - $875/week
$2,100 - $2,600/month
View Property Details Contact the Owner

Quaint Three Bedroom House in the Berkshire Mountains Five-minute Walk from Will

  1. Massachusetts,
  2. Berkshires,
  3. Williamstown Vacation Home Rentals
— Property 311008
Williamstown house rental
3 Bedrooms, Sleeps 8
  • House
  • 1 Bathroom
  • mountain, village
  • washing machine
View Property Details Contact the Owner

Charming, Berkshires Ski/Lakehouse....country setting...only 6 miles to Gt Barr.

  1. Massachusetts,
  2. Berkshires,
  3. Great Barrington Vacation Home Rentals
— Property 109882
Great Barrington house rental - Front of House
3 Bedrooms, Sleeps 5
  • House
  • 1 Bathroom, 1 Half Bath
  • lake, mountain
  • washing machine
Rates per property (USD)
$200 - $250/night
$1,400 - $2,000/week
$3,000 - $6,000/month
View Property Details Contact the Owner

Berkshire Lake Cottage, Town & Attractions Nearby

  1. Massachusetts,
  2. Berkshires,
  3. Great Barrington Vacation Home Rentals
— Property 108941
Great Barrington cottage rental
2 Bedrooms, Sleeps 6
  • Cottage
  • 1 Bathroom
  • lake, town
  • air-conditioning
View Property Details Contact the Owner

New private carriage house in the woods

  1. Massachusetts,
  2. Berkshires,
  3. Becket Vacation Home Rentals
— Property 184864
Becket house rental - front view of carriage house
1 Bedroom, Sleeps 5
  • House
  • 1 Bathroom
  • mountain, rural
  • accept credit card
Rates per property (USD)
$150 - $160/night
$750 - $900/week
View Property Details Contact the Owner

Perfect Fall Foliage Retreat!

  1. Massachusetts,
  2. Berkshires,
  3. Becket Vacation Home Rentals
— Property 182224
Becket cabin rental - The Lake
2 Bedrooms, Sleeps 4
  • Cabin
  • 1 Bathroom
  • lake, rural
  • washing machine
Rates per property (USD)
$650 - $750/week
View Property Details Contact the Owner

Time for Apple Picking and Leaf Peeping! We're just 7 mins off the Mohawk Trail!

  1. Massachusetts,
  2. Berkshires,
  3. Savoy Vacation Home Rentals
— Property 167483
Savoy cabin rental - Front of cabin in the Berkshires in Autumn
2 Bedrooms, Sleeps 8
  • Cabin
  • 1 Bathroom
  • mountain, river
  • accept credit card
Rates per property (USD)
$125 - $175/night
$900 - $1,000/week
$3,400 - $3,800/month
View Property Details Contact the Owner

Berkshires, Lake Buel Waterfront Cottage, COLUMBUS DAY WEEKEND, PRIVACY

  1. Massachusetts,
  2. Berkshires,
  3. Great Barrington Vacation Home Rentals
— Property 183642
Great Barrington house rental - Private Cove
2 Bedrooms, Sleeps 6
  • House
  • 1 Bathroom, 1 Half Bath
  • lake, waterfront
  • internet access
Rates per property (USD)
$200/night
View Property Details Contact the Owner

Charming Waterfront Cottage in the Berkshires (Booking Fall '08 Weekends)

  1. Massachusetts,
  2. Berkshires,
  3. Hinsdale Vacation Home Rentals
— Property 124600
Hinsdale cottage rental - Inside View 2
3 Bedrooms, Sleeps 6
  • Cottage
  • 1 Bathroom
  • lake, waterfront
  • pets considered
Rates per property (USD)
$600 - $1,000/week
View Property Details Contact the Owner

Post & Beam Chalet on Lake - See Current Specials!!

  1. Massachusetts,
  2. Berkshires,
  3. Richmond Vacation Home Rentals
— Property 107754
Richmond chalet rental - Post & Beam Chalet
2 Bedrooms, Sleeps 6
  • Chalet
  • 1 Bathroom
  • lake, rural
  • air-conditioning
Rates per property (USD)
$100 - $225/night
$800 - $1,200/week
$4,500 - $5,000/month
View Property Details Contact the Owner

Enchanted Cottage with Lake View

  1. Massachusetts,
  2. Berkshires,
  3. New Marlborough Vacation Home Rentals
— Property 113470
New Marlborough cottage rental - Cottage in June
2 Bedrooms, Sleeps 6
  • Cottage
  • 1 Bathroom
  • lake
  • pets considered
View Property Details Contact the Owner

Williamstown Contemporary Carriage Barn

  1. Massachusetts,
  2. Berkshires,
  3. Williamstown Vacation Home Rentals
— Property 201243
Williamstown barn rental - Open layout -- great for entertaining!
2 Bedrooms, Sleeps 5
  • Barn
  • 1 Bathroom
  • town, village
  • air-conditioning
View Property Details Contact the Owner

Charming Berkshires Lakefront House with Beautiful Views

  1. Massachusetts,
  2. Berkshires,
  3. Cheshire Vacation Home Rentals
— Property 122780
Cheshire house rental - View of house from edge of lake
3 Bedrooms, Sleeps 8
  • House
  • 1 Bathroom
  • lake, mountain
  • air-conditioning
Rates per property (USD)
$175 - $200/night
$850 - $1,150/week
View Property Details Contact the Owner

Berkshire Sanctuary: Apartment Suite in The Carriage House

  1. Massachusetts,
  2. Berkshires,
  3. Great Barrington Vacation Home Rentals
— Property 122925
Great Barrington apartment rental
1 Bedroom, Sleeps 2
  • Apartment
  • 1 Bathroom
  • rural, town
  • air-conditioning
View Property Details Contact the Owner

Lake Cottage Updated - Town, Attractions nearby

  1. Massachusetts,
  2. Berkshires,
  3. Great Barrington Vacation Home Rentals
— Property 118766
Great Barrington cottage rental
2 Bedrooms, Sleeps 6
  • Cottage
  • 1 Bathroom
  • lake, mountain
  • air-conditioning
View Property Details Contact the Owner

Berkshires Country Vacation Home

  1. Massachusetts,
  2. Berkshires,
  3. Great Barrington Vacation Home Rentals
— Property 217635
Great Barrington house rental - Backyard patio
3 Bedrooms, Sleeps 6
  • House
  • 1 Bathroom
  • mountain, rural
  • washing machine
View Property Details Contact the Owner

Lovely Otis Reservoir Cottage...

  1. Massachusetts,
  2. Berkshires,
  3. Otis Vacation Home Rentals
— Property 119271
Otis cottage rental - Summer 2007 picture..
2 Bedrooms, Sleeps 6
  • Cottage
  • 1 Bathroom, 1 Half Bath
  • lake, waterfront
  • fishing
View Property Details Contact the Owner

Norwich Lake Vacation Rental - Cottage- Lake Rights-Use Of Our Private Dock

  1. Massachusetts,
  2. Berkshires,
  3. Huntington Vacation Home Rentals
— Property 183539
Huntington cottage rental - Cottage at Norwich Lake
2 Bedrooms, Sleeps 6
  • Cottage
  • 1 Bathroom
  • lake, mountain
  • washing machine
View Property Details Contact the Owner

Quaint and Quiet Cottage with Lake Rights and Private Dock

  1. Massachusetts,
  2. Berkshires,
  3. Norwich Lake Vacation Home Rentals
— Property 159704
Norwich Lake cottage rental - The Cottage
2 Bedrooms, Sleeps 6
  • Cottage
  • 1 Bathroom
  • lake, mountain
  • pets considered
Rates per property (USD)
$135/night
$750/week
$2,500/month
View Property Details Contact the Owner

Waterfront Cottage on Ashmere Lake in the Berkshires

  1. Massachusetts,
  2. Berkshires,
  3. Hinsdale Vacation Home Rentals
— Property 152235
Hinsdale cottage rental - View of lake from deck
2 Bedrooms, Sleeps 5
  • Cottage
  • 1 Bathroom
  • lake, waterfront
  • washing machine
View Property Details Contact the Owner

Quaint New England Cottage

  1. Massachusetts,
  2. Berkshires,
  3. Lenox Vacation Home Rentals
— Property 187610
Lenox cottage rental - Outside view
2 Bedrooms, Sleeps 3
  • Cottage
  • 1 Bathroom
  • mountain, village
  • washing machine
Rates per property (USD)
$125/night
$750 - $950/week
$2,750 - $3,500/month
View Property Details Contact the Owner

Hilltop Cottage with Pool & Fireplace

  1. Massachusetts,
  2. Berkshires,
  3. Tyringham Vacation Home Rentals
— Property 118310
Tyringham cottage rental - Portapple House
2 Bedrooms, Sleeps 6
  • Cottage
  • 1 Bathroom, 1 Half Bath
  • rural, village
  • swimming pool
Rates per property (USD)
$1,400/week
View Property Details Contact the Owner

Charming Cabin Lake Rights, Private Dock

  1. Massachusetts,
  2. Berkshires,
  3. Norwich Lake Vacation Home Rentals
— Property 106977
Norwich Lake cabin rental - The Cottage at Norwich Lake
3 Bedrooms, Sleeps 6
  • Cabin
  • 1 Bathroom
  • lake, rural
  • washing machine
View Property Details Contact the Owner

Private natural paradise, charming and quiet.

  1. Massachusetts,
  2. Berkshires,
  3. Great Barrington Vacation Home Rentals
— Property 132455
Great Barrington house rental - View from Street
3 Bedrooms, Sleeps 6
  • House
  • 1 Bathroom
  • downtown, lake
  • air-conditioning
Rates per property (USD)
$975/week
$3,800/month
View Property Details Contact the Owner

Charming Stockbridge riverside home surrounded by historic hiking trails

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Vacation Home Rentals
— Property 187295
Stockbridge house rental - exterior/ house and yard
2 Bedrooms, Sleeps 6
  • House
  • 1 Bathroom, 1 Half Bath
  • town
  • air-conditioning
Rates per property (USD)
$250/night
$1,500/week
$5,000/month
View Property Details Contact the Owner

The Coach House - A Berkshire hillside retreat on 2 acres, lovely views

  1. Massachusetts,
  2. Berkshires,
  3. Lee Vacation Home Rentals
— Property 189406
Lee house rental - Coach House in summer
3 Bedrooms, Sleeps 6
  • House
  • 1 Bathroom, 1 Half Bath
  • mountain, village
  • washing machine
Rates per property (USD)
$600 - $1,500/week
$4,800 - $5,600/month
View Property Details Contact the Owner

Convenient to Beach, Tanglewood and All Berkshire Amenities

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Vacation Home Rentals
— Property 125379
Stockbridge cabin rental - Cozy cabin in wooded setting
2 Bedrooms, Sleeps 6
  • Cabin
  • 1 Bathroom
  • beach, mountain
  • washing machine
Rates per property (USD)
$1,500/week
$5,000/month
View Property Details Contact the Owner

Luxury Vacation Home in Private Wooded Lake Community -

  1. Massachusetts,
  2. Berkshires,
  3. Tolland Vacation Home Rentals
— Property 125446
Tolland house rental - Private Wooded Home
3 Bedrooms, Sleeps 7
  • House
  • 1 Bathroom, 1 Half Bath
  • beach, lake
  • air-conditioning
View Property Details Contact the Owner
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