Best price vacation rentals in New Ashford, MA, USA • 134 Listings
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New Ashford, 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 (27)
Tentrr Signature Site - Round Mountain Camp
Up to 6 guests
Airbnb$97
Vrbo$99
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 (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 (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 (95)
Elegant house nestled in the scenic hills of Northern Berkshire County.
Up to 14 guests
Vrbo$460
Airbnb$475
Average Nightly Rate

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5.0 (30)
SKI-IN, SKI-OUT! UNBEATABLE LOCATION for ALL SEASONS!Closest Condo Unit to Lifts
Up to 10 guests
Airbnb$448
Vrbo$488
Average Nightly Rate
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4.9 (189)
19th c. Renovated Barn in the Berkshires
Up to 10 guests
Airbnb$315
Vrbo$315
Average Nightly Rate
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4.9 (19)
Spacious 3BR 3 BA on Jiminy Mountain Resort 1900 SqFt w Tons of Perks
Up to 8 guests
Vrbo$295
Airbnb$349
Average Nightly Rate
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4.9 (46)
Large, family-friendly farmhouse located in the beautiful Berkshires
Up to 14 guests
Airbnb$495
Vrbo$495
Average Nightly Rate
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4.9 (21)
Wyndham Bentley Brook 2 Bedroom Deluxe, In & Out Ski Resort at Jiminy Peak
Up to 8 guests
Vrbo$224
Airbnb$350
Average Nightly Rate
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4.8 (42)
Wyndham Bentley Brook on Jiminy Peak - Play in the winter or summer
Up to 8 guests
Vrbo$156
Airbnb
Average Nightly Rate
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4.8 (31)
Ski IN/OUT Wyndham Bentley Brook at Jiminy Peak 2 Bedroom Condo base of Mtn
Up to 8 guests
Vrbo$300
Airbnb$389
Average Nightly Rate
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4.7 (8)
Private Estate, 5 Bedrooms, Hot Tub, Tranquil Setting!
Up to 16 guests
Airbnb$603
Vrbo$639
Average Nightly Rate
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4.6 (112)
Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak.
Up to 6 guests
Airbnb$250
Vrbo$250
Average Nightly Rate
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4.5 (47)
Spacious, Family-Friendly Getaway w/ Full Kitchen & Fireplace
Up to 8 guests
Vrbo$281
Airbnb$294
Average Nightly Rate
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4.5 (11)
Cozy Accommodations w/ Fireplace, Full Kitchen & More!
Up to 6 guests
Airbnb$208
Vrbo$231
Average Nightly Rate
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0.0 (0)
Cozy, family-friendly cottage at Jiminy Peak Mountain Resort
Up to 5 guests
Vrbo$219
Airbnb$225
Average Nightly Rate
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0.0 (0)
Bentley Brook ski in/ski out at Jiminy Peak
Up to 8 guests
Airbnb$350
Vrbo$480
Average Nightly Rate
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5.0 (6)
Wyndham Bentley Brook @ Jiminy Peak Rents Ski-in Ski-Out
Up to 8 guests
Vrbo$399
Average Nightly Rate
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5.0 (173)
Stone School Cottage
Up to 5 guests
Airbnb$175
Average Nightly Rate
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5.0 (4)
Jiminy Peak ski in/ski out Wyndham Bentley Brook
Up to 8 guests
Vrbo$450
Average Nightly Rate
  1. United States
  2. Massachusetts
  3. New Ashford Vacation Rental Price Comparison

Compare Airbnb vs. Booking.com vs. Vrbo prices for vacation rentals in New Ashford, MA, USA

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