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Bentley Brook Mountain Club at Jiminy Peak

  1. Berkshires,
  2. Jiminy Peak,
  3. Hancock Vacation Home Rentals
— Property 136078
Hancock condo rental - Bentley Brook Main Building
2 Bedrooms, Sleeps 8
  • Condo
  • 2 Bathrooms
  • mountain, resort
  • accept credit card
Rates per property (USD)
$200 - $313/night
$1,100 - $2,100/week
View Property Details Contact the Owner

Gorgeous brand new lake front property in The Berkshires in Massachusetts

  1. Massachusetts,
  2. Berkshires,
  3. Becket Vacation Home Rentals
— Property 188198
Becket house rental - Front entry
3 Bedrooms, Sleeps 8
  • House
  • 2 Bathrooms, 1 Half Bath
  • lake, waterfront
  • air-conditioning
Rates per property (USD)
$150 - $300/night
$1,000 - $1,750/week
$4,000 - $7,000/month
View Property Details Contact the Owner

Secluded Monterey Family Home-Looking for 9 Month renter

  1. Massachusetts,
  2. Berkshires,
  3. Monterey Vacation Home Rentals
— Property 181776
Monterey house rental - Monterrey house in Winter
3 Bedrooms, Sleeps 8
  • House
  • 3 Bathrooms, 1 Half Bath
  • mountain, rural
  • accept credit card
Rates per property (USD)
$2,500 - $3,000/week
$3,000 - $9,000/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

Modern comfort, nr Tanglewood: summer culture, fall colour, cozy winters

  1. Massachusetts,
  2. Berkshires,
  3. Lee Vacation Home Rentals
— Property 192947
Lee house rental - the house
4 Bedrooms, Sleeps 8
  • House
  • 2 Bathrooms, 1 Half Bath
  • lake, village
  • air-conditioning
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

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

Charm upon Charm

  1. Massachusetts,
  2. Berkshires,
  3. Richmond Vacation Home Rentals
— Property 190855
Richmond house rental - Front of house- 4 wooded acres behind
4 Bedrooms, Sleeps 8
  • House
  • 4 Bathrooms
  • mountain, rural
  • accept credit card
Rates per property (USD)
$200 - $600/night
$1,500 - $2,500/week
$6,000 - $7,000/month
View Property Details Contact the Owner

Beautiful Lenox Farmhouse with Hot Tub, Pond & Waterfall

  1. Massachusetts,
  2. Berkshires,
  3. Lenox Vacation Home Rentals
— Property 185184
Lenox farmhouse rental - Front of Farmhouse
4 Bedrooms, Sleeps 8
  • Farmhouse
  • 2 Bathrooms, 1 Half Bath
  • lake, mountain
  • washing machine
Rates per property (USD)
$1,100/week
$4,000/month
View Property Details Contact the Owner

Ice Glen Rd Stockbridge - Private and Close to All Cultural Attractions & Skiing

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Vacation Home Rentals
— Property 176891
Stockbridge house rental
3 Bedrooms, Sleeps 8
  • House
  • 4 Bathrooms, 1 Half Bath
  • mountain, rural
  • swimming pool
Rates per property (USD)
$3,750 - $7,000/week
$10,500 - $17,000/month
View Property Details Contact the Owner

Elegant country living in the heart of the Berkshires, Lenox, MA

  1. Massachusetts,
  2. Berkshires,
  3. Lenox Vacation Home Rentals
— Property 162997
Lenox house rental - 'The Lenox House'
3 Bedrooms, Sleeps 7
  • House
  • 2 Bathrooms
  • mountain, rural
  • air-conditioning
Rates per property (USD)
$1,300 - $1,600/week
$4,800 - $6,000/month
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

The Parsonage. New luxury 4 bedroom 3.5 bath home with in-ground pool

  1. Massachusetts,
  2. Berkshires,
  3. Lenox Vacation Home Rentals
— Property 146400
Lenox house rental - front of the Parsonage
4 Bedrooms, Sleeps 8
  • House
  • 3 Bathrooms, 1 Half Bath
  • rural, village
  • accept credit card
Rates per property (USD)
$12,000/month
View Property Details Contact the Owner

Peaceful Lenox Home in Park Like Setting, Walk to Village

  1. Massachusetts,
  2. Berkshires,
  3. Lenox Vacation Home Rentals
— Property 134325
Lenox house rental - From the yard
4 Bedrooms, Sleeps 8
  • House
  • 3 Bathrooms
  • mountain, village
  • air-conditioning
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

Four Season Berkshires Vacation Home

  1. Massachusetts,
  2. Berkshires,
  3. Otis Vacation Home Rentals
— Property 112829
Otis house rental - The cabin in the Spring
3 Bedrooms, Sleeps 8
  • House
  • 2 Bathrooms
  • lake, mountain
  • swimming pool
View Property Details Contact the Owner

Waterfront Berkshire Home - Charming Getaway

  1. Massachusetts,
  2. Berkshires,
  3. Becket Vacation Home Rentals
— Property 100024
Becket cabin rental
3 Bedrooms, Sleeps 6
  • Cabin
  • 2 Bathrooms
  • lake, waterfront
  • air-conditioning
View Property Details Contact the Owner

The Sunflower. Low Cost, High Quality, a Great Bargain!

  1. Massachusetts,
  2. Berkshires,
  3. Lee Vacation Home Rentals
— Property 145361
Lee house rental - The Sunflower House
3 Bedrooms, Sleeps 8
  • House
  • 1 Bathroom, 1 Half Bath
  • town
  • accept credit card
View Property Details Contact the Owner

Lenox Cottage in Woods -

  1. Massachusetts,
  2. Berkshires,
  3. Lenox Vacation Home Rentals
— Property 130835
Lenox cabin rental - Exterior
3 Bedrooms, Sleeps 7
  • Cabin
  • 1 Bathroom, 1 Half Bath
  • lake, rural
  • washing machine
Rates per property (USD)
$1,000/week
View Property Details Contact the Owner

Unique Townhouse in the Heart of Stockbridge-6/28 thru 8/31 Special

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Vacation Home Rentals
— Property 146723
Stockbridge townhome rental - Carriage House - 2 South Street, Stockbridge, MA
3 Bedrooms, Sleeps 8
  • Townhome
  • 2 Bathrooms
  • lake, town
  • air-conditioning
View Property Details Contact the Owner

Magical Berkshire Colonial & Gingerbread House

  1. Massachusetts,
  2. Berkshires,
  3. Tyringham Vacation Home Rentals
— Property 125457
Tyringham estate rental - Four Bedroom Colonial
4 Bedrooms, Sleeps 8
  • Estate
  • 1 Half Bath
  • rural, village
  • accept credit card
Rates per property (USD)
$500 - $600/night
$2,000/week
$1,900/month
View Property Details Contact the Owner

A Home to go on Vacation To! Tanglewood Music Center, Theater, Antique

  1. Massachusetts,
  2. Berkshires,
  3. North Egremont Vacation Home Rentals
— Property 119062
North Egremont house rental
2 Bedrooms, Sleeps 7
  • House
  • 2 Bathrooms
  • rural
  • air-conditioning
View Property Details Contact the Owner

Berkshires lake house near Tanglewood

  1. Massachusetts,
  2. Berkshires,
  3. Lee Vacation Home Rentals
— Property 115113
Lee house rental - Welcome to your home away from home
3 Bedrooms, Sleeps 8
  • House
  • 2 Bathrooms
  • beach, lake
  • air-conditioning
Rates per property (USD)
$1,400/week
$6,000/month
View Property Details Contact the Owner

Beautiful Berkshire Country House, Views & More

  1. Massachusetts,
  2. Berkshires,
  3. Sheffield Vacation Home Rentals
— Property 104868
Sheffield house rental
3 Bedrooms, Sleeps 8
  • House
  • 2 Bathrooms, 1 Half Bath
  • mountain
  • air-conditioning
View Property Details Contact the Owner

Cozy cottage close to nature. Walk thru meadow to beach.

  1. Massachusetts,
  2. Berkshires,
  3. Tolland Vacation Home Rentals
— Property 170230
Tolland cottage rental - Surrounded by natural beauty
2 Bedrooms, Sleeps 6
  • Cottage
  • 1 Bathroom
  • beach, lake
  • air-conditioning
View Property Details Contact the Owner

Breathtaking Berkshire Rental -

  1. Berkshires,
  2. Jiminy Peak,
  3. Hancock Vacation Home Rentals
— Property 105168
Hancock condo rental
3 Bedrooms, Sleeps 8
  • Condo
  • 2 Bathrooms
  • mountain, rural
  • swimming pool
View Property Details Contact the Owner

Charming Berkshire Cottage near Town & Lake

  1. Massachusetts,
  2. Berkshires,
  3. New Marlborough Vacation Home Rentals
— Property 105090
New Marlborough cottage rental
2 Bedrooms, Sleeps 6
  • Cottage
  • 1 Bathroom
  • lake
  • air-conditioning
Rates per property (USD)
$795/week
$3,200/month
View Property Details Contact the Owner

Luxury Condo with Jacuzzi at Jiminy Peak

  1. Berkshires,
  2. Jiminy Peak,
  3. Hancock Vacation Home Rentals
— Property 123292
Hancock condo rental
2 Bedrooms, Sleeps 8
  • Condo
  • 2 Bathrooms
  • mountain, resort
  • swimming pool
View Property Details Contact the Owner
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