Destination: Search
Great Rentals is part of HomeAway.com, the world's leading vacation rentals marketplace. Search over 170,000 vacation rentals properties now! Click here to see more Berkshires Vacation Rentals

Berkshires Rentals

Go to page 1 (1-27 of 27)
Sort by: Show rentals per page

Great Barrington Berkshires-Lake Buel Summer cottage

  • 2 BR/1 BA, 1 half bath House (sleeps 6)
    $215 - $230/nt
    $1,500 - $1,600/wk
    per property, lake, waterfront, internet access, satellite or cable, TV, DVD

North Adams Log Cabin in the Northern Berkshires. Modern and Comfortable...

  • 1 BR/1 BA Cabin (sleeps 3)
    $120 - $140/nt
    $760/wk
    per property, mountain, rural, pets considered, TV, DVD

Lenox 'Village View'- Spacious, Secluded 1890's Lenox Village Gem

  • 5 BR/3 BA House (sleeps 9)
    $2,300 - $3,500/wk
    $13,000/month
    per property, mountain, village, jacuzzi, garden, terrace, internet access, satellite or cable, TV, DVD

Cheshire Charming Berkshires lakefront house near Jiminy Peak with beautiful views

  • 3 BR/1 BA House (sleeps 6)
    $950/wk
    $1,800/month
    per property, lake, mountain, garden, terrace, balcony, air-conditioning, internet access, satellite or cable, TV

Savoy The snow is gone get ready for whitewater rafting! Just 15 mins to Zoar Outdoor!

  • 2 BR/1 BA Cabin (sleeps 6)
    $125 - $175/nt
    $900 - $1,000/wk
    $3,400 - $3,800/month
    per property, mountain, river, garden, pets considered, internet access, parking, barbecue, fireplace

Great Barrington Gorgeous mountain views from wrap around decks, peaceful nature surrounds us

  • 4 BR/3 BA House (sleeps 10)
    $150 - $350/nt
    $750 - $2,200/wk
    $3,600 - $8,000/month
    per property, mountain, rural, garden, pets considered, fitness room, internet access, satellite or cable, TV, DVD

Shelburne Falls Serenity Stone Cottage on 5 beautiful secluded acres in a historic town

  • 3 BR/2 BA Cottage (sleeps 7)
    $880 - $1,080/wk
    per property, mountain, town, garden, terrace, balcony, internet access, TV, DVD, parking

Great Barrington Luxurious Secluded Hilltop Carriage House

  • 3 BR/2 BA House (sleeps 10)
    $250 - $400/nt
    $2,000 - $2,500/wk
    $6,000 - $8,000/month
    per property, mountain, river, garden, balcony, pets considered, air-conditioning, internet access, satellite or cable, TV

Pittsfield Gorgeous Townhome in The Berkshires Best Location

  • 4 BR/3 BA, 1 half bath Townhome (sleeps 8)
    $2,300 - $2,700/wk
    $9,000/month
    per property, mountain, pool, balcony, pets considered, air-conditioning, internet access, satellite or cable, TV

Stockbridge OverBrook: Value and Convenience in a Private Setting

  • 3 BR/2 BA, 1 half bath House (sleeps 12)
    $200 - $250/nt
    $1,400 - $2,000/wk
    $4,000 - $7,000/month
    per property, lake, village, garden, balcony, pets considered, air-conditioning, internet access, satellite or cable, TV

Hinsdale Lakefront Home in Berkshires (Summer 2010 weeks still available)

  • 4 BR/2 BA House (sleeps 8)
    $1,000 - $1,900/wk
    per property, lake, waterfront, pets considered, internet access, satellite or cable, TV, DVD, fireplace

Great Barrington Berkshire Sanctuary: Apartment Suite in The Carriage House

  • 1 BR/1 BA Apartment (sleeps 2)
    $125/nt
    $650/wk
    $1,250/month
    per property, rural, town, air-conditioning, satellite or cable, TV, DVD, parking

Great Barrington Charming cottage, near Ski Butternut, Catamount, child and pet friendly

  • 4 BR Cottage (sleeps 7)
    $200 - $250/nt
    $1,000 - $1,350/wk
    $3,000 - $4,000/month
    per property, lake, rural, pets considered, TV, DVD, fireplace

Hancock Jiminy Peak: The place to **Stay** and **Enjoy**...2/2 in the Berkshires

  • 2 BR Townhome (sleeps 6)
    $160 - $378/nt
    $900 - $1,240/wk
    $1,800 - $2,800/month
    per property, beach, mountain, pool, sauna, tennis court, garden, fitness room, air-conditioning, internet access

Lenox Lenox waterfront cottage on Laurel Lake, minutes to Tanglewood & Lenox village

  • 2 BR/1 BA, 1 half bath Cottage (sleeps 4)
    $850 - $1,350/wk
    per property, lake, waterfront, garden, air-conditioning, internet access, satellite or cable, TV, DVD, fireplace

Becket Beautiful Spacious Wooded Home

  • 4 BR/2 BA, 1 half bath House (sleeps 12)
    $175 - $200/nt
    $1,000 - $1,200/wk
    $3,000 - $3,500/month
    per property, TV, DVD, parking, fireplace

Williamstown Newly Renovated Stone Cottage; Walk to Williamstown

  • 3 BR/1 BA Cottage (sleeps 6)
    $125 - $250/nt
    $900 - $1,300/wk
    $2,000 - $4,300/month
    per property, mountain, town, air-conditioning, internet access, satellite or cable, TV, DVD, parking, fireplace

Ashfield Apple Valley Log Cabin - Explore MOUNTAIN SPRINGTIME!

  • 3 BR/1 BA House (sleeps 8)
    $150 - $175/nt
    per property, mountain, rural, jacuzzi, garden, pets considered, satellite or cable, TV

Lee Five Bedroom /Four Season Relaxing House

  • 5 BR/2 BA House (sleeps 10) lake, mountain, jacuzzi, tennis court, garden, balcony, internet access, satellite or cable, TV

Otis Modern Country Home Close to Lee Outlets Jacobs Pillow and Lakes

  • 5 BR/1 BA, 1 half bath House (sleeps 10) mountain, rural, garden, TV, DVD, parking, barbecue, fireplace

Lenox Beautiful Authentic New England Home, Close to Tanglewood

  • 4 BR/1 BA, 1 half bath House (sleeps 7) mountain, village, garden, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Great Barrington Berkshire Lake Cottage, Town & Attractions Nearby

  • 2 BR/1 BA Cottage (sleeps 6) lake, town, pets considered, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Monterey Monterey Home - Very Private, Outdoor Hot Tub, Close to Lake, Town & Skiiing

  • 3 BR/2 BA House (sleeps 8)
    $200 - $225/nt
    $1,100 - $1,300/wk
    $3,500 - $4,500/month
    per property, lake, mountain, garden, pets considered, internet access, satellite or cable, TV, DVD, parking

Great Barrington Sunny Contemporary, Views, Private, near Events

  • 3 BR/2 BA House (sleeps 6)
    $225/nt
    $1,500/wk
    $3,600/month
    per property, mountain, rural, garden, terrace, pets considered, internet access, TV, DVD, parking
SPECIAL OFFER! SPECIAL WEEKLY RATE 6/6 to 6/13 to 6/20 June 6 - June 20

Stockbridge Charming Lakefront on Stockbridge Bowl

  • 3 BR House (sleeps 8) lake, rural, balcony, pets considered, internet access, satellite or cable, TV, DVD, parking

Great Barrington Amazing Spring Savings! Enjoy Lake Buel while staying in our new 2 bedroom home

  • 2 BR/1 BA House (sleeps 6) beach, lake, pets considered, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Becket Hillside Hideaway with Trout Streams, near all Berkshire attractions

  • 3 BR/1 BA House (sleeps 6) mountain, river, garden, balcony, internet access, TV, DVD, barbecue, fireplace
Go to page 1 (1-27 of 27)

© 1996-Present HomeAway.com, Inc. All rights reserved.

Use of this Web site constitutes acceptance of the GreatRentals.com Terms and Conditions and Privacy Policy.