Berkshires Vacation Rentals

38 Properties, sort by: 
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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

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

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

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

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

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

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

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

Historic Little Red Schoolhouse on one acre wooded lot in mid Berkshire County

  1. Massachusetts,
  2. Berkshires,
  3. Pittsfield Vacation Home Rentals
— Property 114532
Pittsfield house rental - Beautiful, quiet location for year round enjoyment
1 Bedroom, Sleeps 4
  • House
  • 1 Bathroom
  • mountain, town
  • air-conditioning
Rates per property (USD)
$1,100/week
View Property Details Contact the Owner

Hillside Home with beautiful mountain views

  1. Massachusetts,
  2. Berkshires,
  3. South Egremont Vacation Home Rentals
— Property 185013
South Egremont house rental - Front Porch
3 Bedrooms, Sleeps 8
  • House
  • 1 Bathroom
  • mountain, rural
  • air-conditioning
Rates per property (USD)
$700 - $1,500/week
$1,200 - $4,000/month
View Property Details Contact the Owner

Artist Sanctuary in Stockbridge - Booked thru August 08

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Vacation Home Rentals
— Property 170971
Stockbridge apartment rental - Ground floor apartment in Stockbridge
Studio, Sleeps 3
  • Apartment
  • 1 Bathroom
  • mountain, town
  • accept credit card
Rates per property (USD)
$900 - $1,200/month
View Property Details Contact the Owner

Cozy Berkshires Ski Cottage 7 mi. from Jiminy Peak - Season Rate $5K

  1. Berkshires,
  2. Jiminy Peak,
  3. Hancock Vacation Home Rentals
— Property 172656
Hancock cottage rental - Ski Cottage on the meadow's edge.
3 Bedrooms, Sleeps 7
  • Cottage
  • 1 Bathroom, 1 Half Bath
  • mountain, rural
  • washing machine
Rates per property (USD)
$2,000/month
View Property Details Contact the Owner

Apple Valley Log Cabin - Budget Friendly, Quality Stay-cation!

  1. Massachusetts,
  2. Berkshires,
  3. Ashfield Vacation Home Rentals
— Property 120246
Ashfield house rental - Apple Valley Log Cabin
3 Bedrooms, Sleeps 8
  • House
  • 1 Bathroom
  • mountain, rural
  • pets considered
View Property Details Contact the Owner

Berkshire Romantic Getaway in Quiet Village Near Waterfall

  1. Massachusetts,
  2. Berkshires,
  3. Mill River Vacation Home Rentals
— Property 172781
Mill River house rental - Front of 110 Mill River/Great Barrington Road
2 Bedrooms, Sleeps 6
  • House
  • 1 Bathroom
  • mountain, village
  • washing machine
Rates per property (USD)
$1,800/month
View Property Details Contact the Owner

Enjoy Lake Buel and Ski Butternut while staying in our new 2 bedroom home

  1. Massachusetts,
  2. Berkshires,
  3. Great Barrington Vacation Home Rentals
— Property 148393
Great Barrington house rental - Our New House
2 Bedrooms, Sleeps 6
  • House
  • 1 Bathroom
  • lake, mountain
  • air-conditioning
Rates per property (USD)
$225 - $250/night
$975/week
View Property Details Contact the Owner

Gate Way to the Berkshires Summer Rental

  1. Massachusetts,
  2. Berkshires,
  3. Lee Vacation Home Rentals
— Property 187230
Lee apartment rental - House
2 Bedrooms, Sleeps 4
  • Apartment
  • 1 Bathroom
  • mountain, town
  • air-conditioning
Rates per property (USD)
$100 - $150/night
$725/week
View Property Details Contact the Owner

Log Cabin on 8 Acres in the Northern Berkshires. Modern and Comfortable...

  1. Massachusetts,
  2. Berkshires,
  3. North Adams Vacation Home Rentals
— Property 136759
North Adams cabin rental - Sept 2006
1 Bedroom, Sleeps 3
  • Cabin
  • 1 Bathroom
  • mountain, rural
  • pets considered
Rates per property (USD)
$110 - $140/night
$700 - $760/week
View Property Details Contact the Owner

Bentley Brook Mountain Club at Jiminy Peak

  1. Berkshires,
  2. Jiminy Peak,
  3. Hancock Vacation Home Rentals
— Property 111018
Hancock studio rental
Studio, Sleeps 4
  • Studio
  • 1 Bathroom
  • mountain, resort
  • swimming pool
View Property Details Contact the Owner

Hillside Hideaway with Trout Streams, near all Berkshire attractions

  1. Massachusetts,
  2. Berkshires,
  3. Becket Vacation Home Rentals
— Property 103847
Becket house rental
3 Bedrooms, Sleeps 6
  • House
  • 1 Bathroom
  • mountain, river
  • washing machine
Rates per property (USD)
$175 - $200/night
$950/week
$3,600/month
View Property Details Contact the Owner

Mill Brook House by the Bissell Bridge

  1. Massachusetts,
  2. Berkshires,
  3. Charlemont Vacation Home Rentals
— Property 144555
Charlemont house rental - Mill Brook House
1 Bedroom, Sleeps 6
  • House
  • 1 Bathroom
  • mountain, river
  • pets considered
Rates per property (USD)
$100 - $125/night
$700/week
$1,500/month
View Property Details Contact the Owner

Spectacular Foliage Views of the Appalachian Trail and Housatonic River

  1. Massachusetts,
  2. Berkshires,
  3. Great Barrington Vacation Home Rentals
— Property 135954
Great Barrington cottage rental - Historic Wyantenuck Cottage
1 Bedroom, Sleeps 4
  • Cottage
  • 1 Bathroom
  • mountain, river
  • air-conditioning
Rates per property (USD)
$100 - $200/night
$575 - $650/week
View Property Details Contact the Owner

Cozy cottage in lake community

  1. Massachusetts,
  2. Berkshires,
  3. Becket Vacation Home Rentals
— Property 161494
Becket cottage rental - The lake which is a 2 minute walk to the beach
2 Bedrooms, Sleeps 3
  • Cottage
  • 1 Bathroom
  • lake, mountain
  • pets considered
Rates per property (USD)
$125/night
$875/week
View Property Details Contact the Owner

Your Vacation Place At West Brook

  1. Berkshires,
  2. Jiminy Peak,
  3. Hancock Vacation Home Rentals
— Property 174574
Hancock cottage rental - The Garden
2 Bedrooms, Sleeps 6
  • Cottage
  • 1 Bathroom
  • mountain, rural
  • accept credit card
Rates per property (USD)
$400 - $800/week
$1,100 - $1,250/month
View Property Details Contact the Owner

Berkshires Lakefront, Terrific Vacation Delight, We offer our 2nd home to you.

  1. Massachusetts,
  2. Berkshires,
  3. Great Barrington Vacation Home Rentals
— Property 184622
Great Barrington house rental
2 Bedrooms, Sleeps 6
  • House
  • 1 Bathroom, 1 Half Bath
  • lake, mountain
  • washing machine
Rates per property (USD)
$1,550/week
View Property Details Contact the Owner
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