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Berkshires 3 BR Pet Friendly Rentals

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SPECIAL OFFER! $350 Discount For Week's Stay October 18 - November 22

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

  • 3 BR/2 BA Cottage (sleeps 7)
    $980/wk
    per property, mountain, town, washing machine, fishing, skiing

Monterey Log Home Nestled in the Woods

  • 3 BR/2 BA Chalet (sleeps 7)
    $1,650/wk
    per property, mountain, rural, air-conditioning, washing machine, pets considered

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

  • 3 BR/1 BA, 1 half bath Cottage (sleeps 7)
    $900 - $2,750/wk
    $2,000/month
    per property, beach, lake, air-conditioning, washing machine, internet access

Great Barrington Jem's Berkshire Rental

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $500/nt
    $2,800/wk
    $9,000/month
    per property, mountain, town, accept credit card, swimming pool, air-conditioning

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

  • 3 BR/1 BA Cottage (sleeps 6)
    $600 - $1,000/wk
    per property, lake, waterfront, pets considered, fishing, skiing

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

  • 3 BR/2 BA Cottage (sleeps 8)
    $175 - $225/nt
    $1,650/wk
    $1,150 - $6,600/month
    per property, lake, mountain, air-conditioning, washing machine, internet access

Lee Gorgeous Views in Lee with Sauna, Hot Tub, Sun-Bed, and More!

  • 3 BR/2 BA, 1 half bath House (sleeps 6)
    $1,800 - $2,200/wk
    $2,500 - $9,000/month
    per property, air-conditioning, washing machine, internet access, tennis

Pittsfield Family Farmhouse Tudor with 6 Acres

  • 3 BR/2 BA Farmhouse (sleeps 8)
    $1,800 - $2,000/wk
    $4,000 - $6,500/month
    per property, mountain, village, accept credit card, air-conditioning, washing machine

Cheshire Charming Berkshires Lakefront House with Beautiful Views

  • 3 BR/1 BA House (sleeps 8)
    $175 - $200/nt
    $850 - $1,150/wk
    per property, lake, mountain, air-conditioning, washing machine, internet access

Lenox Charming Lenox Home walk to town and close to Tanglewood

  • 3 BR/1 BA House (sleeps 6)
    $200 - $250/nt
    $1,000 - $1,500/wk
    $2,800 - $4,200/month
    per property, rural, village, air-conditioning, washing machine, internet access
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Hancock Jiminy Peak 4-Level Deluxe Condo - ski resort.- one mile off the mountain!

  • 3 BR/2 BA Condo (sleeps 8)
    $600 - $750/nt
    $2,500/wk
    $5,000 - $7,000/month
    per property, mountain, resort, swimming pool, air-conditioning, washing machine

Stockbridge Historic Colonial by Gardens / Tanglewood

  • 3 BR/2 BA House (sleeps 6)
    $8,000/month
    per property, air-conditioning, washing machine, internet access, pets considered

Dalton Historic Colonial Replica on 8.5 Wooded Acres

  • 3 BR/2 BA, 1 half bath House (sleeps 9)
    $300/nt
    $1,900/wk
    per property, mountain, rural, swimming pool, washing machine, internet access

Great Barrington Private natural paradise, charming and quiet.

  • 3 BR/1 BA House (sleeps 6)
    $975/wk
    $3,800/month
    per property, downtown, lake, air-conditioning, washing machine, internet access

Becket Gorgeous brand new lake front property in The Berkshires in Massachusetts

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $150 - $300/nt
    $1,000 - $1,750/wk
    $4,000 - $7,000/month
    per property, lake, waterfront, air-conditioning, washing machine, internet access

Monterey Secluded Monterey Family Home-Looking for 9 Month renter

  • 3 BR/3 BA, 1 half bath House (sleeps 8)
    $2,500 - $3,000/wk
    $3,000 - $9,000/month
    per property, mountain, rural, accept credit card, washing machine, internet access

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

  • 3 BR/4 BA, 1 half bath House (sleeps 8)
    $3,750 - $7,000/wk
    $10,500 - $17,000/month
    per property, mountain, rural, swimming pool, washing machine, internet access

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

  • 3 BR/2 BA House (sleeps 7)
    $1,300 - $1,600/wk
    $4,800 - $6,000/month
    per property, mountain, rural, air-conditioning, washing machine, internet access

South Egremont Hillside Home with beautiful mountain views

  • 3 BR/1 BA House (sleeps 8)
    $700 - $1,500/wk
    $1,200 - $4,000/month
    per property, mountain, rural, air-conditioning, washing machine, internet access

Great Barrington Luxurious Secluded Hilltop Carriage House

  • 3 BR/2 BA House (sleeps 10)
    $2,500/wk
    per property, mountain, river, air-conditioning, washing machine, internet access
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Hancock Cozy Berkshires Ski Cottage 7 mi. from Jiminy Peak - Season Rate $5K

  • 3 BR/1 BA, 1 half bath Cottage (sleeps 7)
    $2,000/month
    per property, mountain, rural, washing machine, fishing, skiing

Stockbridge Early 1800s Greek Revival Farmhouse

  • 3 BR/2 BA House (sleeps 8) town, air-conditioning, washing machine, internet access

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

  • 3 BR/2 BA, 1 half bath House (sleeps 12) lake, town, air-conditioning, washing machine, internet access

Stockbridge Fabulous Location! Charming 3 story cottage in a unique setting.

  • 3 BR/2 BA Cottage (sleeps 5) rural, village, swimming pool, internet access, tennis

Cheshire Quiet country setting

  • 3 BR/1 BA House (sleeps 6) rural, accept credit card, washing machine, internet access

Great Barrington Spacious Contemporary - Country Mtns - minutes from Town - All Seasons.

  • 3 BR/3 BA House (sleeps 7) mountain, town, air-conditioning, washing machine, internet access

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

  • 3 BR/2 BA Townhome (sleeps 8) lake, town, air-conditioning, internet access, pets considered

West Stockbridge Woodland retreat with inground pool

  • 3 BR/2 BA Chalet (sleeps 6)
    $1,300 - $1,600/wk
    $1,100 - $4,500/month
    per property, rural, swimming pool, pets considered, fishing

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

  • 3 BR/1 BA, 1 half bath House (sleeps 6)
    $600 - $1,500/wk
    $4,800 - $5,600/month
    per property, mountain, village, washing machine, internet access, tennis

Lee Berkshires lake house near Tanglewood

  • 3 BR/2 BA House (sleeps 8)
    $1,400/wk
    $6,000/month
    per property, beach, lake, air-conditioning, washing machine, pets considered
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Sheffield Beautiful Berkshire Country House, Views & More

  • 3 BR/2 BA, 1 half bath House (sleeps 8) mountain, air-conditioning, washing machine, pets considered

Hancock Weekly Rental-Fully furnished/renovated 1 mi. to Jiminy Peak

  • 3 BR/2 BA House (sleeps 6)
    $350/nt
    per property, mountain, rural, air-conditioning, washing machine, internet access

Otis Cute Berkshires Cottage

  • 3 BR/3 BA House (sleeps 7)
    $800/wk
    $2,350/month
    per property, mountain, rural, washing machine, internet access, pets considered

Otis Four Season Berkshires Vacation Home

  • 3 BR/2 BA House (sleeps 8) lake, mountain, swimming pool, tennis, tennis court, fishing

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

  • 3 BR/1 BA, 1 half bath House (sleeps 5)
    $200 - $250/nt
    $1,400 - $2,000/wk
    $3,000 - $6,000/month
    per property, lake, mountain, washing machine, internet access, pets considered

Monterey Charming Arts and Crafts Style Home

  • 3 BR/3 BA House (sleeps 6)
    $2,500 - $3,500/month
    per property, rural, internet access, pets considered, fishing

Becket Berkshires- Becket- Serenity on a Private Pond- with Free Gas!

  • 3 BR/1 BA Cottage (sleeps 4)
    $900/wk
    per property, waterfront, internet access, tennis, fishing

Becket Beautiful Bungalow Beside Babbling Brooks

  • 3 BR/2 BA, 1 half bath House (sleeps 8) lake, mountain, air-conditioning, washing machine, internet access

Great Barrington Berkshires Country Vacation Home

  • 3 BR/1 BA House (sleeps 6) mountain, rural, washing machine, internet access, tennis

Lenox Rare Town Center Location in Lenox

  • 3 BR/2 BA, 1 half bath House (sleeps 7)
    $1,800/wk
    $9,500/month
    per property, town, village, air-conditioning, washing machine, internet access
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Hancock Jiminy Peak mountainside condo for all seasons

  • 3 BR/2 BA Condo (sleeps 8) mountain, resort, swimming pool, air-conditioning, washing machine

Williamstown Charming Downtown Williamstown Cottage

  • 3 BR/2 BA House (sleeps 8) downtown, village, air-conditioning, washing machine, tennis

Norwich Lake Charming Cabin Lake Rights, Private Dock

  • 3 BR/1 BA Cabin (sleeps 6) lake, rural, washing machine, internet access, pets considered

Stockbridge Charming Lakefront on Stockbridge Bowl for Fall foliage

  • 3 BR House (sleeps 8) lake, rural, washing machine, internet access, pets considered

Great Barrington Sunny Contemporary, Views, Private, near Events

  • 3 BR/2 BA House (sleeps 7) mountain, rural, washing machine, internet access, pets considered

Becket Waterfront Berkshire Home - Charming Getaway

  • 3 BR/2 BA Cabin (sleeps 6) lake, waterfront, air-conditioning, washing machine, internet access

Hancock Breathtaking Berkshire Rental -

  • 3 BR/2 BA Condo (sleeps 8) mountain, rural, swimming pool, air-conditioning, washing machine

Lenox Lenox Cottage in Woods -

  • 3 BR/1 BA, 1 half bath Cabin (sleeps 7)
    $1,000/wk
    per property, lake, rural, washing machine, tennis, fishing

Tolland Luxury Vacation Home in Private Wooded Lake Community -

  • 3 BR/1 BA, 1 half bath House (sleeps 7) beach, lake, air-conditioning, washing machine, internet access

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

  • 3 BR/1 BA House (sleeps 8) mountain, village, washing machine, internet access, pets considered
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