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Berkshires Vacation Rentals

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Alford

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Becket

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Berkshire

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Cheshire

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Egremont

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Great Barrington

Great Barrington

    
Hawley

Hawley

    
Jiminy Peak

Hancock

    
Lanesborough

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Lee

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Lenox

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Middlefield

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Mill River

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Monterey

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New Marlborough

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North Adams

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Otis

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Pittsfield

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Richmond

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Sandisfield

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Savoy

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Sheffield

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South Lee

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Stockbridge

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Tyringham

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West Stockbridge

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Williamstown

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See these nearby locations: Berkshires

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Alford Vacation Rentals

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Alford Private Romantic Waterfront Cottage: Swimming, Gardens, Views [#13495]8
  Studio+/1BA (Sleeps 2-3) $129-$195/nt - $700-$1150/wk US Dollars
Alford Beautiful Large Restored Berkshire Farm House [#63759]5
  6BR+/4.5BA (Sleeps 14-16) $500/nt - $3200/wk - $12,000/mo US Dollars

Becket Vacation Rentals

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Becket New Beautiful Home with Gourmet Kitchen Lots of Light [#192595]6
  3BR+/2.5BA (Sleeps 5-7) $1500/wk - $4500/mo US Dollars
Becket A-Frame in Sherwood Forest [#189705]5
  1BR+/1BA (Sleeps 5-7) $100/nt - $500/wk US Dollars
Becket Romantic Berkshires Get a Way [#190211]5
  3BR+/1.75BA (Sleeps 2-6) $2500/season US Dollars Aug 28-Sep 14, 2008
Becket Berkshire Mountains - 3 BR/3 BA Country Home W/Loft in Becket [#138394]4
  3BR+/3BA (Sleeps 10) $250/nt US Dollars
Becket Beautiful Bungalow Beside Babbling Brooks [#29826]3
  3BR/2.5BA (Sleeps 6-8) $950-$1050/wk - $3250-$3650/mo US Dollars
Becket Hillside Hideaway with Trout Streams [#54176]3
  3BR/1BA (Sleeps 6) $900-$1000/wk US Dollars
Becket Charming House by the Lake - June and July 2008 Available!! [#65414]3
  3BR+/2BA (Sleeps 6-8) $1200/wk - $4500/mo (thru Labor nt) US Dollars
Becket House on Pristine Lake [#91299]3
  2BR+/1BA (Sleeps 4-6) From $150/nt - $1000/wk - $3500/mo US Dollars

Berkshire Vacation Rentals

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Berkshire Spa Retreat and Resort [#180670]8
  7BR+/6BA (Sleeps 13-16) From $800/nt US Dollars
Berkshire Spacious Berkshire Retreat [#186497]5
  3BR+/3.5BA (Sleeps 8) $350/nt - $1500/wk - $5000/mo US Dollars
Berkshire Estate House & Grounds for Summer/Fall Foliage Rental [#56337]2
  7BR/5BA (Sleeps 7-11) $2500-$3500/wk US Dollars

Cheshire Vacation Rentals

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Cheshire Berkshire Lakefront All Season Getaway [#191742]5
  3BR+/1.5BA (Sleeps 6-8) $475/wknd - $950/wk US Dollars
Cheshire Beautiful Quiet Country Setting, Just Renovated [#139507]4
  3BR/1BA (Sleeps 3-6) $350/wknd - $600/wk - $1800/mo US Dollars

Egremont Vacation Rentals

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Egremont Berkshire Country Cottage with a Difference [#115718]5
  3BR/1BA (Sleeps 4-6) $1350-$1450/wk US Dollars
Egremont Live in a Charming Converted Church - Book Now for Summer 2008 [#116039]5
  4BR+/2.5BA (Sleeps 8-10) From $2200/wk - $8000/mo US Dollars
Egremont Charming Private Home in N. Egremont Now Available! [#170968]5
  4BR/2.5BA (Sleeps 8) $6500/mo - $12,000/2mo - $14,000/season US Dollars

Great Barrington Vacation Rentals

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Great Barrington Berkshire Pied a Terre [#178364]12
  1BR+/1BA (Sleeps 3-4) $175/nt - $800-$900/wk US Dollars
Great Barrington Jem's Party House [#116171]11
  3BR+/2.5BA (Sleeps 6-8) From $1500/wk US Dollars
Great Barrington Magnificent New Post and Beam Home - Cobble View Manor [#130869]11
  4BR/3.5BA (Sleeps 9-10) $4,000-$13,000/mo US Dollars
Great Barrington The Perfect Small Town, New England Victorian [#170821]10
  5BR/4.5BA (Sleeps 10) $2,500/wk US Dollars August 16-30, 2008 with Potential Extension
Great Barrington Monument Mountain Multi Family Home: Booking Winter 2009! [#125427]8
  6BR/4BA (Sleeps 12) $1800-$2500/wk US Dollars
Great Barrington Sunny Contemporary, Views, Near All Events, Quiet, Pretty [#45724]6
  3BR+/1.5BA (Sleeps 6-7) From $225/nt - $1500/wk - $3600/mo US Dollars
Great Barrington Charming Village - Great House [#74479]6
  4BR+/2.5BA (Sleeps 8-10) $1250-$2000/wk - $2500-$4500/mo US Dollars
Great Barrington Perfect Berkshires Location [#127372]6
  2BR+/1BA (Sleeps 4-6) $5000/mo US Dollars
Great Barrington Lake Cottage Updated & Waiting for You! Near Town, Attractions [#118701]5
  2BR+/1BA (Sleeps 4-6) $750-$895/wk US Dollars
Great Barrington Berkshire Retreat -- Great Barrington, Ma [#119887]5
  3BR+/4BA (Sleeps 6-8) $1,500/wk US Dollars
Great Barrington The Garden House on the Hill - Ready for Summer 2008! [#129184]5
  4BR/2.5BA (Sleeps 8) $1900-$2500/wk 10% discount until 7/4!! US Dollars
Great Barrington Beautiful Berkshires Lakefront Summer/Ski House [#166700]5
  4BR+/2BA (Sleeps 8-10) From $1000/wk US Dollars
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Great Barrington Modern Design - the Mondrian House: Available for July 2008! [#179321]5
  3BR/3BA (Sleeps 4-6) $7500/mo US Dollars Mostly summer but may have some winter weeks as well.
Great Barrington Great Great Barrington Summer Rental [#182641]5
  3BR+/2BA (Sleeps 6) $6,000/mo - $16,000/season US Dollars
Great Barrington Charming, Cedar Clapboard House, Walk to Lake and Town [#192993]5
  3BR/2BA (Sleeps 6) $1125-$1200/wk US Dollars
Great Barrington Sparkling Townhouse in Housatonic - Unit B [#195317]5
  2BR+/1.5BA (Sleeps 4-6) From $800/wk - $2500/mo US Dollars
Great Barrington Charming, Cozy Home in the Berkshires [#25012]4
  3BR+/1BA (Sleeps 5) $950/wk US Dollars
Great Barrington Stunning Modern Townhouse in Housatonic Unit C - Brand New! [#135444]4
  2BR+/1.5BA (Sleeps 4-6) $800-$1200/wk - $2500-$4000/mo US Dollars
Great Barrington New England Country Home - "Frog Hollow" [#10199]3
  4BR/2.5BA (Sleeps 8-9) $800-$2000/wk US Dollars
Great Barrington Charming Country Home in the Berkshires [#34610]3
  3BR+/2BA (Sleeps 5-7) $650-$750/wknd - $1300-$1500/wk US Dollars
Great Barrington Gorgeous Decorated Post & Beam Converted 1858 Barn with A/C [#35785]3
  4BR+/2.5BA (Sleeps 9) $15,000-$24,500/season US Dollars
Great Barrington Historic Berkshire Carriage House with European Flair [#58440]3
  2BR+/2BA (Sleeps 2-7) $750-$1400/wk - $2500-$4000/mo US Dollars
Great Barrington Cozy Cottage in Housatonic Village, in the Berkshires [#91523]3
  2BR+/1.75BA (Sleeps 3-7) $600-$900/wk - $1800-$2800/mo US Dollars
Great Barrington Best in the Berkshires [#92923]3
  4BR/3.5BA (Sleeps 5-8) From $2500/wk US Dollars
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Great Barrington Pristine Family Victorian: a Short Walk to Lake or Town! [#109373]3
  4BR+/3.5BA (Sleeps 8-10) $1800-$2500/wk - $2750-$8500/mo US Dollars
Great Barrington Berkshire Estate with Indoor Pool Now Available Monthly [#112724]3
  7BR/7.5BA (Sleeps 15) $5000-$7500/wk - $15,000-$25,000/mo US Dollars

Hawley Vacation Rentals

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Hawley Western Massachusetts Farm House [#196770]2
  5BR/3BA (Sleeps 7-8) $700/wknd US Dollars
Hawley Red Top: Spacious 1820s Farmhouse on a Sunny Hilltop [#152283]1
  4BR/2BA (Sleeps 8) $910-$935/wk US Dollars

Jiminy Peak Vacation Rentals

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Other areas nearby to Hancock: Stephentown
Hancock, Jiminy Peak Ski Cottage in the Berkshires - Near Jiminy Peak [#162261]8
  1BR+/1BA (Sleeps 2-4) $100-200/nt US Dollars
Hancock, Jiminy Peak Luxurious Country Retreat - 4.5 Miles to Jiminy Peak Resort! [#153277]6
  4BR+/2.5BA (Sleeps 8-12) $800-$3000/wk US Dollars
Hancock, Jiminy Peak Jiminy Peak...the Place to Be - from $165/Night (Bonus Day) [#31050]5
  2BR+/2BA (Sleeps 4-6) From $160/nt US Dollars
Hancock, Jiminy Peak My Dream House in the Berkshires [#94562]5
  4BR/2.5BA (Sleeps 8) $775-$1100/wk - $4000/mo US Dollars
Hancock, Jiminy Peak Beautiful Condo in All Season Jiminy Peak-the Berkshires [#190639]5
  2BR+/2BA (Sleeps 4-6) $175-$250/nt - $1250-$3500/wk US Dollars
Hancock, Jiminy Peak Privacy & Exclusive Occupancy for Large Groups- 44' Pool - Ski [#5788]3
  7BR+/5BA (Sleeps 16-20) From $5000/wk + Expenses US Dollars
Hancock, Jiminy Peak Berkshire Bentley Brook/Jiminy Peak Resort Rental [#10069]3
  Studio/1BA (Sleeps 2-4) $50-$180/nt - $440/wknd - $760/wk US Dollars/Money Order
Hancock, Jiminy Peak Maple Leaf Country House Near Williamstown & Jiminy Peak [#29467]3
  4BR/2BA (Sleeps 8) From $600/wknd - $900/wk US Dollars
Hancock, Jiminy Peak Whitman Woods - 4 Acres, 4 Bedrooms Private Berkshire Vacation [#92534]3
  4BR+/2BA (Sleeps 8) $1200/wk US Dollars
Hancock, Jiminy Peak Cabin in the Woods- Lake Front Property [#156387]3
  3BR+/1BA (Sleeps 6-11) $1150/wk - May - September US Dollars
Other areas nearby to Hancock: Stephentown

Lanesborough Vacation Rentals

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Lanesborough Private Lake View Suite with Dock Access [#129461]8
  1BR+/1BA (Sleeps 2-4) $175/nt - $800/wk - $2800/mos-$5500/2 mo US Dollars
Lanesborough Beautiful Historic Building, Great Location [#86627]6
  Studio/1BA (Sleeps 4-6) From $125/nt - $770/wk US Dollars
Lanesborough A Haven Off the Grid! [#59238]5
  2BR+/1BA (Sleeps 4-6) $160-250/nt, $925-1125/wk US Dollars
Lanesborough Berkshires Lakefront with Mountain Views [#70648]4
  2BR+/1BA (Sleeps 6-7) $500/wknd - $1300/wk US Dollars

Lee Vacation Rentals

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Lee Spacious Comfortable Charming Family Farmhouse Great Location [#172407]7
  3BR+/2BA (Sleeps 6-8) $1100-$1600/wk - $3900-$5900/mo US Dollars
Lee Deluxe New Home - Two Master Suites - Tanglewood Area [#21853]5
  5BR/5BA (Sleeps 12) From $3000/wk - $15,000/mo US Dollars
Lee Historic Large Colonial with Fabulous Views of the Berkshires [#73657]5
  6BR+/3BA (Sleeps 12-15) $4000/mo US Dollars
Lee Beautiful, Berkshire, Country Get-Away [#124139]5
  5BR/2.5BA (Sleeps 9-10) $360/nt - $2700/wk US Dollars
Lee Gorgeous Views in Lee with Sauna, Hot Tub, Sun-Bed, and More! [#180155]5
  3BR/2.5BA (Sleeps 5-6) From $2,000/wk - $5,000/mo - $10,000/sn US Dollars
Lee Relaxing Berkshire Home in Lee Ma- 4 Miles from Tanglewood! [#62623]4
  5BR+/2BA (Sleeps 8-10) $850/wknd - $1,500/wk - $5000/mo winter US Dollars
Lee Tanglewood Area Resort Condominium with View [#92852]4
  2BR+/2BA (Sleeps 4-6) $1400/wk US Dollars
Lee Elegant Family Home with Breathtaking Views [#152668]4
  4BR+/2.5BA (Sleeps 7-10) From $1800/wk - $10,000/mo US Dollars
Lee Spectacular Mountain View Condo Retreat Near Tanglewood [#53346]3
  2BR+/1.5BA (Sleeps 4-6) $2000-$5250/mo US Dollars
Lee 3 Prime Weeks in Berkshires - 7/5 - 7/26 - Price Reduced [#89001]3
  3BR+/2.5BA (Sleeps 6-8) $2000/wk US. Dollars
Lee Tanglewood Timeshare Weeks in the Berkshires Sold Out '08 [#35311]
  1BR+/2BA (Sleeps 4) $1000/wk US Dollars

Lenox Vacation Rentals

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Other areas nearby to Lenox: Lebanon Springs
Lenox Lenox - Beautiful Neighborhood [#82043]6
  3BR+/2.5BA (Sleeps 8) $9000/mo peak season US Dollars
Lenox Right Between Tanglewood and Town! [#187740]6
  4BR+/2BA (Sleeps 8-9) $2000/wk - $6000/mo US Dollars
Lenox Available July Apartment with Awesome Views [#83170]5
  1BR+/1BA (Sleeps 4-6) $1000/wk US Dollars
Lenox A Small Oasis in the Heart of Lenox [#135474]5
  1BR+/1BA (Sleeps 2-4) From $875/wk US Dollars
Lenox Large Cape Across from Cranwell Golf & Spa Resort [#170093]5
  3BR+/2BA (Sleeps 6-8) $1200-$2400/wk - $4500-$6000/mo US Dollars
Lenox Beautiful 3 Bedroom Condo on Cramwell Golf Course [#170479]5
  3BR+/2.75BA (Sleeps 7-8) $7,000-$11,000/mo US Dollars
Lenox Avail July 21-28 Due to Last Minute Cancellation - Only $1800 [#176344]5
  3BR+/3BA (Sleeps 7-9) From $900/wk - $4800/mo US Dollars
Lenox 3 BR House with Pool - Walk to Tanglewood- July Cancellation! [#181683]5
  3BR+/2.5BA (Sleeps 6-8) From $900/wknd - $1100/wk - $6800/mo US Dollars
Lenox Downtown Lenox Area -Beautiful Lot [#181747]5
  2BR/2.5BA (Sleeps 4) $6500/mo US Dollars
Lenox Charming Berkshire Victorian in Lenox, Ma - Walk to Tanglewood [#36857]4
  4BR/4BA (Sleeps 8) $3500/wk US Dollars
Lenox The Winthrop Estate [#100476]4
  9BR+/9BA (Sleeps 16-20) From $2600/nt - $13,000/wk - $35,000/mo US Dollars
Lenox Berkshires-Tanglewood-Lenox [#176404]4
  3BR+/3BA (Sleeps 7-9) $1000/wk US Dollars
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Lenox Gorgeous Contemporary in Berkshire County, Massachusetts [#77618]3
  3BR+/2BA (Sleeps 5-8) $1250-$7500/mo US Dollars
Lenox 4BR/3BA Home - Walk to Tanglewood - Lenox Massachusetts [#89432]3
  4BR+/3BA (Sleeps 8-10) $2000-$3000/wk US Dollars
Lenox Private Setting in Lenox [#101993]3
  3BR/2BA (Sleeps 6) From $250/nt US Dollars, Euros
Other areas nearby to Lenox: Lebanon Springs

Middlefield Vacation Rentals

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Middlefield Cozy House on the Westfield River [#196466]5
  2BR/1BA (Sleeps 4) $975/wk US Dollars
Middlefield Beautiful Historic Berkshire Farmhouse [#81952]3
  3BR+/2BA (Sleeps 8) $1000-$1200/wk US Dollars

Mill River Vacation Rentals

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Mill River Berkshire Romantic Getaway in Quiet Village Near Waterfall [#93576]3
  2BR+/1BA (Sleeps 6) $300/nt - $3500/mo US Dollars

Monterey Vacation Rentals

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Monterey Charming Lake Front Cottage - Lake Garfield [#87864]5
  2BR+/2BA (Sleeps 6) From $1150/wk US Dollars
Monterey Glorious Views [#117749]5
  3BR+/4BA (Sleeps 6-10) $15,000/6 wk US Dollars
Monterey Secluded Monterey Family Home - Looking for 9 Month Renter [#170102]5
  3BR+/3.5BA (Sleeps 6-8) $3000-$10,000/mo US Dollars
Monterey Beautiful Berkshire Home in Monterey [#183799]5
  4BR/2BA (Sleeps 8) From $500/wknd - $1200/wk US Dollars
Monterey Waterfront House Rental - on Lake Garfield [#158989]4
  3BR/2BA (Sleeps 6) $2000/wk - $8000/mo US Dollars
Monterey Lakeview Home in Berkshires - Perfect for Fall Getaway [#128405]3
  3BR+/2BA (Sleeps 6-8) $175/nt - $1600/wk - $1100/mo US Dollars
Monterey Gorgeous Bright New Log Chalet Nestled in New England Forest [#161026]3
  3BR/2BA (Sleeps 7) From $600/wknd - $1000/wk US Dollars

New Marlborough Vacation Rentals

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New Marlborough Beautiful Vacation Home [#97873]9
  1BR+/1.75BA (Sleeps 6) $1000-$1500/wk US Dollars
New Marlborough Mill River Colonial: Tennis Court & Pond on 32 Acres-Improved! [#134381]5
  5BR+/4BA (Sleeps 9-11) $4,750-$10,000/mo US Dollars
New Marlborough The Pastures: an Experience Not to Miss & Limited Availability [#179380]5
  6BR/5BA (Sleeps 12-14) $8000-$9500/wk US Dollars

North Adams Vacation Rentals

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North Adams Two Room Victorian Suite/Hotel Alternative North Adams [#169115]4
  1BR+/1BA (Sleeps 2-4) From $250/wknd - $400/wk US Dollars

Otis Vacation Rentals

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Otis Idyllic Berkshire Country Farmhouse on 20 Ac, Lake, Streams [#61925]7
  4BR+/2.5BA (Sleeps 8-9) $2500-$5800/mo US Dollars
Otis Log Home in Otis Wood Lands Community [#56294]5
  3BR+/2BA (Sleeps 7-8) $5000/mo US Dollars
Otis Lakeside House Rental on Berkshire County's Largest Lake [#144248]5
  3BR+/1BA (Sleeps 5-6) $595-$750/2-3 nt wknd - $1000-$1500/wk US Dollars
Otis House Rental at Otis Reservoir [#171659]5
  2BR+/1BA (Sleeps 2-4) $900-$1000/wk US Dollars
Otis Idyllic Brand New Berkshire House Rental [#178951]5
  3BR+/3BA (Sleeps 6-8) Sept.13-30th From $1200/wk - $4500/mo US Dollars
Otis Secluded Tranquility Overlooking Hayes Pond in Otis [#181587]5
  4BR/3.5BA (Sleeps 8-10) $2750/wk - $4000-$8500/mo US Dollars
Otis Great Berkshires Vacation Home [#189110]5
  4BR/2.5BA (Sleeps 12-15) $1000-$1500/wk US Dollars
Otis "Hanzel & Gretal" Pine-Filled, Ten-Acre Getaway [#37047]4
  3BR/2BA (Sleeps 8) $1400/wk - $2800/2wks - $5600/mo US Dollars
Otis Four Seasons Berkshires Vacation Home [#72979]3
  3BR+/2BA (Sleeps 5-8) $600-$1600/wk - $1800-$4500/mo US Dollars

Pittsfield Vacation Rentals

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Pittsfield Pittsfield, Berkshires, Adventure Get-a-Way Lakefront Bungalow [#169985]5
  2BR/1BA (Sleeps 4) $225-$300 - $1200-$1500/wk US Dollars
Pittsfield Spacious Farmhouse Tudor on 6 Acres [#172097]5
  3BR+/2BA (Sleeps 6-8) From $1600/wk - $2500/mo - $13,500/ssn US Dollars
Pittsfield Adorable Berkshire Cottage [#196944]5
  3BR+/2BA (Sleeps 6-8) From $550/wk + US Dollars
Pittsfield The Berkshires - West Cummington - Woods, Water and Wildlife [#15696]3