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$260
favorite this post Oct 29
Vacation in a Berkshire Farmhouse
$260 5br - 2400ft² - (West Stockbridge, Ma) pic hide this posting restore restore this posting
$250
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Just you, the lake and the brilliant fall foliage!
$250 3br - 2100ft² - (Great Barrington, Massachusetts, United States of America) pic hide this posting restore restore this posting
$168
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4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi
$168 4br - 2400ft² - (Otis, Massachusetts, United States of America) pic hide this posting restore restore this posting
$264
favorite this post Oct 29
Spacious waterfront Berkshire home family private get-away
$264 4br - 2400ft² - (Otis, Massachusetts, United States of America) pic hide this posting restore restore this posting
$255
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19th c. Renovated Barn in the Berkshires
$255 3br - (Cheshire, Massachusetts, United States of America) pic hide this posting restore restore this posting
$291
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Beautiful Berkshire Lakeside Home In The North Adams/Williamstown Area
$291 3br - 1400ft² - (North Adams, Massachusetts, United States of America) pic hide this posting restore restore this posting
$195
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Country Waterfront Lakehouse in The Berkshires
$195 3br - 1400ft² - (Lanesborough, Massachusetts, United States of America) pic hide this posting restore restore this posting
$175
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Cozy family friendly home located in the Heart of the Berkshires.
$175 2br - 1000ft² - (Adams, Massachusetts, United States of America) pic hide this posting restore restore this posting
$120
favorite this post Oct 29
Private Suite in the Beautiful Berkshires near Jiminy Peak
$120 3br - 900ft² - (Lanesborough, Massachusetts, United States of America) pic hide this posting restore restore this posting
$233
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Peace And Quiet On The Lake
$233 2br - (Sherwood Forest, Becket, Massachusetts, United States of Ame) pic hide this posting restore restore this posting
$176
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Craftsman Home In The Berkshire Forest
$176 2br - 1250ft² - (Washington, Massachusetts, United States of America) pic hide this posting restore restore this posting
$276
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Waterfront Cottage - 10 Mins to Great Barrington!
$276 2br - 850ft² - (New Marlborough, Great Barrington, Massachusetts, United Sta) pic hide this posting restore restore this posting
$275
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Beautiful Waterfront House Rental- Right on Lake Garfield
$275 3br - (Monterey, Massachusetts, United States of America) pic hide this posting restore restore this posting
$257
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Lovely Lakefront Cottage, Peaceful Setting, Hiking And More
$257 2br - 1100ft² - (Tyringham, Lee, Massachusetts, United States of America) pic hide this posting restore restore this posting
$250
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Bershire Home Rental: Enjoy Berkshire Fall Foliage
$250 3br - 1980ft² - (Washington, Massachusetts, United States of America) pic hide this posting restore restore this posting
$142
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Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
$142 2br - 640ft² - (Sherwood Forest, Becket, Massachusetts, United States of Ame) pic hide this posting restore restore this posting
$100
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Glass House located in heavily wooded upscale Lake Community near it a
$100 3br - (Becket, Massachusetts, United States of America) pic hide this posting restore restore this posting
$250
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Artist's Cottage on the Lake Mahkeenac
$250 3br - (Stockbridge, Massachusetts, United States of America) pic hide this posting restore restore this posting
$165
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Berkshire Lake access
$165 4br - 1600ft² - (Hinsdale, Massachusetts, United States of America) pic hide this posting restore restore this posting
$171
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Charming cedar shingle cottage
$171 3br - (Otis, Massachusetts, United States of America) pic hide this posting restore restore this posting
$249
favorite this post Oct 29
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
$249 3br - 2457ft² - (Lenox, Massachusetts, United States of America) pic hide this posting restore restore this posting
$244
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Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
$244 4br - 1978ft² - (Sandisfield, Massachusetts, United States of America) pic hide this posting restore restore this posting
$214
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Bright, Open GB Home on 5 Wooded Acres
$214 3br - 3000ft² - (Great Barrington, Massachusetts, United States of America) pic hide this posting restore restore this posting
$160
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Quiet Lake house with beautiful water views
$160 2br - 1100ft² - (Hinsdale, Massachusetts, United States of America) pic hide this posting restore restore this posting
$175
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Remote and Relaxing Cabin in the Berkshires
$175 3br - (Peru, Massachusetts, United States of America) pic hide this posting restore restore this posting
$246
favorite this post Oct 29
Woodland Cottage-NEW! Convenient, private, family friendly
$246 3br - (Otis, Massachusetts, United States of America) pic hide this posting restore restore this posting
$475
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STOCKBRIDGE One Of The Finest Homes and Best Locations... Walk To Beac
$475 4br - 3000ft² - (Stockbridge, Massachusetts, United States of America) pic hide this posting restore restore this posting
$178
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Charming Berkshire Getaway with Scenic Lake Views & Access
$178 2br - (Pittsfield, Massachusetts, United States of America) pic hide this posting restore restore this posting
$260
favorite this post Oct 28
Vacation in a Berkshire Farmhouse
$260 5br - 2400ft² - (West Stockbridge, Ma) pic hide this posting restore restore this posting
$700
favorite this post Oct 28
Vacation Village in the Berkshires Jiminy Peak 20/21 New Year DEC26
$700 1br - (Hancock) pic hide this posting restore restore this posting
$325
favorite this post Oct 28
5 Nights Thanksgiving Week at Bentley Brook Resort
$325 2br - (Hancock, Ma) pic hide this posting restore restore this posting
$0
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Great NMB Crescent Beach Condo
$0 3br - 1353ft² - (North Myrtle Beach) pic hide this posting restore restore this posting
$260
favorite this post Oct 27
Vacation in a Berkshire Farmhouse
$260 5br - 2400ft² - (West Stockbridge, Ma) pic hide this posting restore restore this posting
favorite this post Oct 27
Commercial Residential Airbnb cleanings
$0 hide this posting restore restore this posting
$700
favorite this post Oct 27
Two bedroom house + porch + deck in the Berkshire $700/week
$700 2br - 1100ft² - (Becket, MA) pic hide this posting restore restore this posting
$1,350
favorite this post Oct 27
Beautiful Seasonal Getaway at Camp Highview
$1,350 2br - 604ft² - (West Brookfield) pic hide this posting restore restore this posting
$120
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Huge h0me, great for f@milies!
$120 2br - (Sherwood Forest, Becket, MA) pic hide this posting restore restore this posting
$95
favorite this post Oct 26
Enjoy being up high in the famous lOC@tiOn**
$95 1br - (Shelburne Falls, MA) pic hide this posting restore restore this posting
$110
favorite this post Oct 26
Abs0lutely G0rge0us>> J@ckson C@bin
$110 2br - (Sherwood Forest, Becket, MA) pic hide this posting restore restore this posting
$260
favorite this post Oct 26
Vacation in a Berkshire Farmhouse
$260 5br - 2400ft² - (West Stockbridge, Ma) pic hide this posting restore restore this posting
$1,099
favorite this post Oct 26
Wyndham Bentley Brook 2BR MLK HOLIDAY WEEKEND
$1,099 2br - (Hancock - Jiminy Peak) pic hide this posting restore restore this posting
$1,099
favorite this post Oct 25
Wyndham Bentley Brook 2BR PRESIDENTS Weekend
$1,099 2br - (Hancock - Jiminy Peak) pic hide this posting restore restore this posting
$260
favorite this post Oct 25
Vacation in a Berkshire Farmhouse
$260 5br - 2400ft² - (West Stockbridge, Ma) pic hide this posting restore restore this posting
$1,750
favorite this post Oct 25
►New Year Eve & Presidents Day Ski Resort @Jiminy Peak + Pool Sauna
$1,750 2br - (Hancock, The Berkshires, MA) pic hide this posting restore restore this posting
$1,000
favorite this post Oct 25
Lakefront Berkshires Summer/ski House, Spectacular Location
$1,000 4br - (Great Barrington) pic hide this posting restore restore this posting
$200
favorite this post Oct 25
Secluded, elegant home w/ furnished deck - close to skiing!
$200 3br - 2198ft² - (Windham, VT, USA) pic hide this posting restore restore this posting
$395
favorite this post Oct 24
FREE NIGHT! Large Spacious Home - Great for Large Groups
$395 3000ft² - (North Conway) pic hide this posting restore restore this posting
$200
favorite this post Oct 24
Charming Home Book Now
$200 3br - (47 Jericho Rd Hancock, MA) pic hide this posting restore restore this posting
$1,199
favorite this post Oct 23
SKI NEW YEARS EVE/DAY Wyndham Bentley Brook 2BR
$1,199 2br - (Hancock - Jiminy Peak) pic hide this posting restore restore this posting
$1,999
favorite this post Oct 23
Wyndham Bentley Brook 2BR PRESIDENTS WEEK or Weekend!
$1,999 2br - (Hancock - Jiminy Peak) pic hide this posting restore restore this posting
$500
favorite this post Oct 21
Wyndham Bentley Brook Resort..Ski Season 2021
$500 pic hide this posting restore restore this posting
$150
favorite this post Oct 21
NEWPORT SUPERIOR WYNDHAM SUITE -SPECTACULAR DIRECT WATER VIEWS
$150 1br - 250ft² - (NEWPORT, RI) pic hide this posting restore restore this posting
$260
favorite this post Oct 19
Vacation in a Berkshire Farmhouse
$260 5br - 2400ft² - (West Stockbridge, Ma) pic hide this posting restore restore this posting
$1,650
favorite this post Oct 18
3 bedroom beach cottage
$1,650 3br - 1200ft² - (Old Lyme) pic hide this posting restore restore this posting
$975
favorite this post Oct 17
House for rent
$975 2br - 834ft² - (31840 Bay Ct, Westland, MI 48186) pic hide this posting restore restore this posting
favorite this post Oct 17
Vacation rental house
$100 2br - (port orange Florida) hide this posting restore restore this posting
$800
favorite this post Oct 16
Thanksgiving Week - 2 BR Presidential at Oak N' Spruce Resort
$800 2br - (South Lee, MA) pic hide this posting restore restore this posting
$0
favorite this post Oct 16
SKI SEASON Vacation In Denmark Maine at The Denmark Stage Stop House
$0 (Denmark) pic hide this posting restore restore this posting
$260
favorite this post Oct 14
Vacation in a Berkshire Farmhouse
$260 5br - 2400ft² - (West Stockbridge, Ma) pic hide this posting restore restore this posting
$2,000
favorite this post Oct 14
January 4 - 11, 2021 Winter vacation rental house in Plainfield
$2,000 3br - 2700ft² - (Plainfield) pic hide this posting restore restore this posting
favorite this post Oct 13
SKI Wyndham Bentley Brook MA 1/18-25
$750 2br - (Hancock MA) hide this posting restore restore this posting
favorite this post Oct 13
SKI Wyndham Bentley Brook MA 1/3-10
$750 2br - (Hancock MA) hide this posting restore restore this posting
$260
favorite this post Oct 12
Vacation in a Berkshire Farmhouse
$260 5br - 2400ft² - (West Stockbridge, Ma) pic hide this posting restore restore this posting
$260
favorite this post Oct 11
Vacation in a Berkshire Farmhouse
$260 5br - 2400ft² - (West Stockbridge, Ma) pic hide this posting restore restore this posting
$1,000
favorite this post Oct 11
Berkshires Oak n Spruce Resort Rental Nov 1-8, 2020
$1,000 2br - (South Lee, MA) pic hide this posting restore restore this posting
$150
favorite this post Oct 10
Elegant, Comfortable
$150 5br - (Lenox, MA) pic hide this posting restore restore this posting
$3,500
favorite this post Oct 8
Ski Berkshires
$3,500 4br - 1800ft² - (Great Barrington) pic hide this posting restore restore this posting
$550
favorite this post Oct 8
Flower Hill Farm Retreat ~STUDIO ~ 550/week Gardens Forest Views
$550 1br - (Near Northampton) pic hide this posting restore restore this posting
$2,400
favorite this post Oct 6
Beachside condo
$2,400 2br - 1205ft² - (Satellite Beach) pic hide this posting restore restore this posting
$5,000
favorite this post Oct 5
Gorgeous 4000 SQ FT country home... Spend your winter here
$5,000 4br - 4000ft² - (Williamstown area of western ma 3 hrs from NYC and 21/2 hrs) pic hide this posting restore restore this posting
$25
favorite this post Oct 5
BERKSHIRES CAMPING
$25 (Stephantown, NY) pic hide this posting restore restore this posting
favorite this post Oct 4
SKIING XMAS-NEW YEAR, JIMINY PEAK Mass.
$0 2br - (Wyndham Bentley Brook,Hancock, Massachusetts) hide this posting restore restore this posting
$2,200
favorite this post Oct 4
Restored Victorian in Housatonic Village, Great Barrington
$2,200 3br - 1600ft² - (212 Highland St) pic hide this posting restore restore this posting
$700
favorite this post Oct 3
Two bedroom house + porch + deck in the Berkshire $700/week
$700 2br - 1100ft² - (Becket, MA) pic hide this posting restore restore this posting
$120
favorite this post Sep 30
"A-Frame"- Quiet & Relaxing on the Snowmobile & ATV Trails w/WiFi
$120 (Pittsburg, New Hampshire) pic hide this posting restore restore this posting
$230
favorite this post Sep 29
fine brockton home
$230 3br - (Brockton MA) pic hide this posting restore restore this posting
$230
favorite this post Sep 29
fine brockton home
$230 3br - (Brockton MA) pic hide this posting restore restore this posting
$230
favorite this post Sep 29
fine brockton home
$230 3br - (Brockton MA) pic hide this posting restore restore this posting
$230
favorite this post Sep 29
fine brockton home
$230 3br - (Brockton MA) pic hide this posting restore restore this posting
$110
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TWO WEEKS LEFT - Private Beach Ocean WATERFRONT Cottage
$110 (Truro) pic hide this posting restore restore this posting
$0
favorite this post Sep 27
Couple seek two-month rental in Berkshires
$0 (Great Barrington-Stockbridge region) pic hide this posting restore restore this posting
$1,300
favorite this post Sep 25
Ski-In Ski-Out 2020 Christmas Week
$1,300 1br - 800ft² - (Bentley Brook Hancock, MA) pic hide this posting restore restore this posting
$95
favorite this post Sep 24
服服服W@nted to getaway fr0m the city服服服
$95 1br - (Shelburne Falls, MA) pic hide this posting restore restore this posting
$500
favorite this post Sep 23
Campground Site for Lease in Berkshires - Klondike Camp Resort
$500 (Otis) pic hide this posting restore restore this posting
$150
favorite this post Sep 21
STEPS TO THE BEACH - SPECIAL $150/nt
$150 2br - (Hyannis, MA) pic hide this posting restore restore this posting
$95
favorite this post Sep 20
pet-friendly✪✪ h0me aw@y✪✪ from your h0me
$95 1br - (Shelburne Falls, MA) pic hide this posting restore restore this posting
$110
favorite this post Sep 20
Awesome c@bin*****Awesome c@bin
$110 2br - (Sherwood Forest, Becket, MA) pic hide this posting restore restore this posting
$110
favorite this post Sep 20
S@ndpiper c0tt@ge^^^ was the perfect place
$110 2br - (Sherwood Forest, Becket, MA) pic hide this posting restore restore this posting
$0
favorite this post Sep 18
Newport RI Wyndham Long Wharf Timeshare For Sale - $2,000
$0 2br - (Newport) pic hide this posting restore restore this posting
$2,000
favorite this post Sep 18
Newport RI Wyndham Long Wharf Timeshare For Rent - $2,000
$2,000 2br - (Newport) pic hide this posting restore restore this posting
$175
favorite this post Sep 16
Berkshires Lakefront Log Cabin Rental
$175 2br - (East Otis, MA) pic hide this posting restore restore this posting
$225
favorite this post Sep 16
Berkshire Vacation Rental in Plainfield Massachusetts
$225 3br - 2800ft² - (Plainfield) pic hide this posting restore restore this posting
$750
favorite this post Sep 15
RENTED - Wyndham Bentley Brook, 12/23-27, 4 nights
$750 2br - 1100ft² - (Hancock, MA) pic hide this posting restore restore this posting

Few local results found. Here are some from nearby areas. Checking 'include nearby areas' will expand your search.

$1,799
favorite this post Oct 29
☺≈ Direct OCEANFRONT XMas vacation Ft. Lauderdale 1br Condo rental
$1,799 1br - (nct > 21 S Fort Lauderdale Beach Blvd, Fort Lauderdale, FL) pic hide this posting restore restore this posting
$0
favorite this post Oct 28
Condo-Weekly-Rentals
$0 3br - 1353ft² - (nct > North Myrtle Beach) pic hide this posting restore restore this posting
$0
favorite this post Oct 26
Book 2021 Today! Cape Cod Cottage - Just Steps To The Beach
$0 2br - (nct > Hyannis, MA) pic hide this posting restore restore this posting
$700
favorite this post Oct 29
Water's Edge Resort & Spa Dec. 4 - Dec. 11, 2020 1 week on water condo
$700 1br - (htf > Westbrook, CT) pic hide this posting restore restore this posting
$120
favorite this post Oct 29
Fishing Lake-Fireplace-Hot Tub-Large New Deck-
$120 2br - 1190ft² - (htf > Sevierville) pic hide this posting restore restore this posting
favorite this post Oct 28
VERMONT THANKSGIVING: BIG LOG HOUSE ON 21 ACRES BETWEEN LAKES & SLOPES
$0 4br - (htf > LAKE NINEVAH Rd btwn OKEMO & KILLINGTON) hide this posting restore restore this posting
$0
favorite this post Oct 28
THREE LEVEL LOG HOME (SLEEPS 14) ON 21 ACRES BETWEEN LAKES & SLOPES!
$0 4br - (htf > LAKE NINEVAH Rd btwn OKEMO & KILLINGTON) pic hide this posting restore restore this posting
$0
favorite this post Oct 28
We have a few OceanFrontCondo Weeks Open
$0 3br - 1353ft² - (htf > North Myrtle Beach) pic hide this posting restore restore this posting
$35,000
favorite this post Oct 28
Bethel Seasonal Rental Nov.15-Apr.15
$35,000 3br - 1500ft² - (htf > Bethel) pic hide this posting restore restore this posting
$0
favorite this post Oct 27
THINKING VERMONT?....Big Log House on 21 Acres between Lakes & Slopes!
$0 4br - (htf > LAKE NINEVAH Rd btwn OKEMO & KILLINGTON) pic hide this posting restore restore this posting
$950
favorite this post Oct 28
Great Sacandaga Lake summer 2021 opening
$950 3br - 1300ft² - (alb > Northville) pic hide this posting restore restore this posting
$325
favorite this post Oct 28
5 Nights Thanksgiving Week at Bentley Brook Resort
$325 2br - (alb > Hancock, Ma) pic hide this posting restore restore this posting
$0
favorite this post Oct 28
We have a few Summer--Weeks--Open
$0 3br - 1353ft² - (alb > North Myrtle Beach) pic hide this posting restore restore this posting
$125
favorite this post Oct 27
Fully Furnished Apartment with free WiFi
$125 2br - 1055ft² - (alb > Cohoes) pic hide this posting restore restore this posting
$1,380
favorite this post Oct 26
Month to Month - Cozy Cottage
$1,380 1br - 400ft² - (alb > Burnt Hills, NY 12027) pic hide this posting restore restore this posting
$350
favorite this post Oct 27
⎈ Fall GETAWAY CAPE COD 1BR/2BA rental GREAT RESORT w/POOL
$350 1br - 560ft² - (wor > W. Yarmouth, Cape Cod, MA) pic hide this posting restore restore this posting
$25
favorite this post Oct 26
2 bed 2 bath manufacturered home
$25 2br - 720ft² - (wor > Tampa Fl) pic hide this posting restore restore this posting
favorite this post Oct 29
Timeshare
$6,500 2br - (hud > Ormond beach Florida) hide this posting restore restore this posting
$0
favorite this post Oct 28
Ocean-Blvd Crescent-Beach-Area
$0 3br - 1353ft² - (hud > North Myrtle Beach) pic hide this posting restore restore this posting
$250
favorite this post Oct 27
Beautiful house in quiet neighborhood.
$250 2br - (hud > Red Hook, New York) pic hide this posting restore restore this posting
favorite this post Oct 26
Hudson Valley Escape
$95 1br - (hud > Hudson Valley) hide this posting restore restore this posting
$599
favorite this post Oct 29
7 night rental. 10/30 or 11/6 check in. Partial Kitchen
$599 1br - (hvn > Westbrook, CT) pic hide this posting restore restore this posting
$1,750
favorite this post Oct 29
$1750-$1950 - Private Hotel Room - NO DEPOSIT REQUIRED
$1,750 1br - 210ft² - (hvn > Norwalk) pic hide this posting restore restore this posting
$250
favorite this post Oct 28
Bright And Sunny direct Waterfront With private Sandy Beach
$250 3br - (hvn > Neighborhood) pic hide this posting restore restore this posting
$0
favorite this post Oct 28
Condo by Owner Ocean Blvd
$0 3br - 1353ft² - (hvn > North Myrtle Beach) pic hide this posting restore restore this posting
favorite this post Oct 27
1bdrm condo rental
$1,250 1br - 900ft² - (hvn > West Haven) hide this posting restore restore this posting
$0
favorite this post Oct 26
Book 2021 Today! Cape Cod Cottage - Just Steps To The Beach
$0 2br - (hvn > Hyannis, MA) pic hide this posting restore restore this posting