Best price vacation rentals in Dalton, MA, USA • 150 Listings
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Dalton, MA, USA Vacation Rentals | 

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5.0 (35)
Free standing private Ski in/Ski out 4 BR Home on Jiminy Peak
Up to 12 guests
Airbnb$943
Vrbo$943
Average Nightly Rate
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5.0 (38)
Berkshires Jiminy Peak Mountainside Condo
Up to 6 guests
Vrbo$399
Airbnb$417
Average Nightly Rate
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5.0 (49)
Hancock Log Cabin Retreat: 2 Miles to Jiminy Peak!
Up to 6 guests
Vrbo$185
Airbnb$199
Average Nightly Rate
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5.0 (123)
Modern And Spacious Berkshires Retreat 5 bdrm 3 bath
Up to 9 guests
Airbnb$446
Vrbo$488
Average Nightly Rate
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5.0 (60)
Historical Downtown 1bedroom
Up to 2 guests
Airbnb$238
Vrbo$238
Average Nightly Rate
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5.0 (34)
Hidden Oasis in the Berkshire Mountains
Up to 10 guests
Airbnb$564
Vrbo$564
Average Nightly Rate
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5.0 (2)
Equipped Villa with Access to Pools, a Hot Tub, 18-Hole Mini Golf, and an Arcade
Up to 8 guests
Airbnb$188
Vrbo$188
Average Nightly Rate

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5.0 (18)
Wyndham Bentley Brook Ski-In Ski-Out Resort
Up to 8 guests
Vrbo$389
Airbnb$500
Average Nightly Rate
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5.0 (34)
Beautiful Home in AMAZING Berkshire Location
Up to 10 guests
Airbnb$482
Vrbo$482
Average Nightly Rate

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5.0 (1)
NEW! Lakeside Berkshires Home Near Hiking & Skiing
Up to 8 guests
Airbnb$307
Vrbo$1,026
Average Nightly Rate
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5.0 (14)
Walk to town! Hiking & biking galore! Fireplace, patio, mtn views! Kid friendly!
Up to 8 guests
Vrbo$172
Airbnb$261
Average Nightly Rate
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5.0 (4)
Mountainside: Large 3-level Jiminy Peak Home
Up to 8 guests
Airbnb$335
Vrbo$339
Average Nightly Rate
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5.0 (23)
Wyndham Bentley Brook - Jiminy Peak ski in/out
Up to 8 guests
Airbnb$350
Vrbo$429
Average Nightly Rate
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5.0 (2)
Fox Hollow Lakeside Condo, Minutes to Tanglewood
Up to 12 guests
Airbnb$299
Vrbo$299
Average Nightly Rate
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5.0 (16)
Lakeside Home With Pool-Completely Renovated
Up to 16 guests
Airbnb$575
Vrbo$600
Average Nightly Rate
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5.0 (180)
NEWLY RENOVATED THREE BEDROOM HAUS IN LENOX WITH MODERN INTERIOR DESIGN.
Up to 6 guests
Airbnb$353
Vrbo$495
Average Nightly Rate
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5.0 (175)
Heart of Lenox Walk to Town Cozy Cottage!
Up to 4 guests
Airbnb$283
Vrbo$283
Average Nightly Rate
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5.0 (112)
Berkshire Pontoosuc Lake Beauty Too-Brand new construction on the lake
Up to 14 guests
Airbnb$464
Vrbo$464
Average Nightly Rate
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5.0 (100)
Spectacular setting on your own private lake close to it all!
Up to 10 guests
Vrbo$500
Airbnb$550
Average Nightly Rate
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5.0 (100)
Berkshire Cottage on Ashmere Lake
Up to 6 guests
Airbnb$115
Vrbo$129
Average Nightly Rate
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5.0 (94)
'Village View'- Elegant, Comfortable, Historic Home in Downtown Lenox
Up to 9 guests
Airbnb$664
Vrbo$679
Average Nightly Rate
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5.0 (117)
Heart of Lenox!! - renovated downtown apartment
Up to 6 guests
Airbnb$298
Vrbo$298
Average Nightly Rate
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5.0 (139)
Brooksong, the perfect Berkshires getaway
Up to 10 guests
Vrbo$400
Airbnb$415
Average Nightly Rate
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5.0 (274)
Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences
Up to 6 guests
Airbnb$210
Vrbo$210
Average Nightly Rate
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5.0 (95)
Elegant house nestled in the scenic hills of Northern Berkshire County.
Up to 14 guests
Vrbo$460
Airbnb$475
Average Nightly Rate
  1. United States
  2. Massachusetts
  3. Dalton Vacation Rental Price Comparison

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