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Berkshires
Vacation Rentals
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Alford
Alford
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Becket
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Berkshire
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Cheshire
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Egremont
Great Barrington
Great Barrington
Hawley
Hawley
Jiminy Peak
Hancock
Lanesborough
Lanesborough
Lee
Lee
Lenox
Lenox
Middlefield
Middlefield
Mill River
Mill River
Monterey
Monterey
New Marlborough
New Marlborough
North Adams
North Adams
Otis
Otis
Pittsfield
Pittsfield
Richmond
Richmond
Sandisfield
Sandisfield
Savoy
Savoy
Sheffield
Sheffield
South Lee
South Lee
Stockbridge
Stockbridge
Tyringham
Tyringham
West Stockbridge
West Stockbridge
Williamstown
Williamstown
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Berkshires
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Alford Vacation Rentals
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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 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 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 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 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 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 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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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 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 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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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 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 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 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 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 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 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 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