Berkshires Vacation Rentals

24 Properties, sort by: 
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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

Brand New, Beautiful, Four Season Berkshire Cottage by the beach

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Vacation Home Rentals
— Property 142178
Stockbridge cottage rental - Living room
3 Bedrooms, Sleeps 7
  • Cottage
  • 1 Bathroom, 1 Half Bath
  • beach, lake
  • air-conditioning
Rates per property (USD)
$970 - $1,500/week
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

Beautiful Bungalow Beside Babbling Brooks

  1. Massachusetts,
  2. Berkshires,
  3. Becket Vacation Home Rentals
— Property 111135
Becket house rental - The House and Deck in the Winter
3 Bedrooms, Sleeps 8
  • House
  • 2 Bathrooms, 1 Half Bath
  • lake, mountain
  • air-conditioning
View Property Details Contact the Owner

Charming Lakefront on Stockbridge Bowl for Fall foliage

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Vacation Home Rentals
— Property 132791
Stockbridge house rental - Lake view from back deck
3 Bedrooms, Sleeps 8
  • House
  • lake, rural
  • washing machine
View Property Details Contact the Owner

Charming Lakeview Home in Berkshires --- Perfect for fall getaway

  1. Massachusetts,
  2. Berkshires,
  3. Monterey Vacation Home Rentals
— Property 137922
Monterey cottage rental - Charming cottage overlooking lake and wetlands
3 Bedrooms, Sleeps 8
  • Cottage
  • 2 Bathrooms
  • lake, mountain
  • air-conditioning
Rates per property (USD)
$175 - $225/night
$1,650/week
$1,150 - $6,600/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

OverBrook - Great local Ski conditions! - packed powder & great base

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Vacation Home Rentals
— Property 101135
Stockbridge house rental - OverBrook
3 Bedrooms, Sleeps 12
  • House
  • 2 Bathrooms, 1 Half Bath
  • lake, town
  • air-conditioning
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

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

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

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

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

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

Colesbrook Manor Berkshire Cottage

  1. Massachusetts,
  2. Berkshires,
  3. Becket Vacation Home Rentals
— Property 101832
Becket estate rental
3 Bedrooms, Sleeps 8
  • Estate
  • 2 Bathrooms
  • lake, mountain
  • washing machine
View Property Details Contact the Owner

Four Season Alpine Cottage in Beautiful Wooded Lake Community

  1. Massachusetts,
  2. Berkshires,
  3. Lee Vacation Home Rentals
— Property 187926
Lee cottage rental - Outdoor living on decks overlooking the woods
3 Bedrooms, Sleeps 6
  • Cottage
  • 3 Bathrooms
  • beach, lake
  • washing machine
Rates per property (USD)
$1,200/week
$4,600/month
View Property Details Contact the Owner

3 BR Lakefront Berkshire Home - Charm, Views, Location

  1. Massachusetts,
  2. Berkshires,
  3. Lanesboro Vacation Home Rentals
— Property 156055
Lanesboro house rental - Back of house overlooking the lake.
3 Bedrooms, Sleeps 6
  • House
  • 2 Bathrooms
  • lake, waterfront
  • washing machine
Rates per property (USD)
$3,000/month
View Property Details Contact the Owner

berkshire farmhouse in comfortable country setting

  1. Massachusetts,
  2. Berkshires,
  3. Pittsfield Vacation Home Rentals
— Property 137293
Pittsfield house rental
3 Bedrooms, Sleeps 11
  • House
  • 2 Bathrooms
  • lake, mountain
  • washing machine
Rates per property (USD)
$250 - $400/night
$1,200 - $2,500/week
View Property Details Contact the Owner

Charming Cottage in Woods with Tennis & Pond

  1. Massachusetts,
  2. Berkshires,
  3. Lee Vacation Home Rentals
— Property 101846
Lee cottage rental
3 Bedrooms, Sleeps 6
  • Cottage
  • 1 Bathroom, 1 Half Bath
  • beach, lake
  • washing machine
Rates per property (USD)
$1,300/week
$5,000/month
View Property Details Contact the Owner

Beautiful Stockbridge Contempt, on 16 wooded acres, Pool and Gardens

  1. Massachusetts,
  2. Berkshires,
  3. Stockbridge Vacation Home Rentals
— Property 137118
Stockbridge house rental
3 Bedrooms, Sleeps 8
  • House
  • 2 Bathrooms, 1 Half Bath
  • lake, village
  • swimming pool
View Property Details Contact the Owner

Fully Furnished Cabin on 1.5 acres in a Lake Community

  1. Massachusetts,
  2. Berkshires,
  3. Becket Vacation Home Rentals
— Property 138607
Becket cabin rental - Front of the Cabin
3 Bedrooms, Sleeps 6
  • Cabin
  • 2 Bathrooms
  • lake, rural
  • pets considered
View Property Details Contact the Owner
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