15 Best Vacation Rentals in Hancock - Holiday Lettings - Cabins

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18 Vacation rentals

26

Apartment rental in Hancock with shared pool

Berkshires / Hancock

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Let this quaint 2-bedroom, 2-bathroom Hancock condo, which sleeps 6, be the perfect destination for your New England escape! This excellent property carries an abundance of amenities to make your northeast vacation one you’ll always cherish. Nestled along the scenic bo …see more

from $185 / night

$1110 - $2394 / week

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from $185 / night

(1) Very Good 

4

Vacation home in Hancock

Berkshires / Hancock

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
Cozy ranch home 3 miles away from Jiminy Peak Ski Resort. Near MASS MOCA, Clark Art Institute, Williams College Contemperary Museum of Art, Williamstown Theatre Festival, Tanglewood, shopping, golf courses. Wrap around deck with beautiful mountain views. Family room wit …see more

from $2500 / night

$29958 / week

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from $2500 / night

(2) Excellent 

16

Cottage rental in Hancock

Berkshires / Hancock

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
Low long term rates. Call $2500/mo for 3 months. Free Electric Vehicle Charging Station! (240V 40A no J1772) Thanksgiving Special - Nov 24 - Dec 1 - $500 Christmas Special - Dec 20 - Dec 27 - $800 Ski Season Dec 1 - Mar 31 $8000 April $50/nt Summer Cultural May 26, 201 …see more

from $145 / night

$1000 / week

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from $145 / night

(2) Very Good 

16

Vacation apartment in Hancock

Berkshires / Hancock

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
A fully furnished and nicely appointed 2br/2ba suite. There's a full kitchen, living room with sofa sleeper, king bed in master bedroom, 2nd bedroom has either a king bed or two queen size beds(varies), washer/dryer, private balcony with mountain or valley views. Everyt …see more

from $199 / night

$1393 / week

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from $199 / night

13

Vacation condo in Hancock

Berkshires / Hancock

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Luxury Condo in Beaver Pond, Hancock, Mass. Three bedrooms, loft, 2 baths, living room, kitchen with dining area, deck w/grill. Near Clark Art Museum, MassMoca. Williams College with schedule of sports open to the public: swimming, tennis, squash, basketball, skating …see more

from $250 / night

$1750 / week

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from $250 / night

14

Vacation condo in Hancock

Berkshires / Hancock

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
Commanding a stunning view of the Jiminy Peak ski area, Vacation Village in the Berkshires offers endless recreational activities and many of the comforts of home. Lounge or swim in the indoor or outdoor pool. Go hiking, biking, fishing or horseback riding around the pr …see more

from $175 / night

$1225 / week

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from $175 / night

19

Vacation apartment with shared pool in Hancock

Berkshires / Hancock

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
Ski-In/Ski-Out Plus Year-Round Mountainside Fun. Wyndham Bentley Brook is situated right at the base of Jiminy Peak ski mountain, making this resort an exceptional choice for mountainside play. In winter, ski out your door and onto the lifts; in spring, summer and fall, …see more

from $200 / night

$1400 / week

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from $200 / night

(3) Very Good 

14

Vacation home with golf nearby in Hancock

Berkshires / Hancock

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Child friendly
  • Pet friendly
Come and enjoy our beautiful mountain retreat - A home for every season. This charming home away from home is a wonderful place for family, friends and romance. Only 3 minutes from Jiminy Peak! With over 2200 square feet, this new country home has plenty of space for …see more

from $225 / night

$1100 / week

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from $225 / night

14

Vacation home in Hancock

Berkshires / Hancock

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
Whitman Woods offers privacy with proximity to excellent skiing at Jiminy Peak (less than 5 minutes away) and to many cultural attractions of the Berkshires including Williamstown Theater Festival and Tanglewood. For outdoor lovers, Whitman Woods is near Mount Greylock …see more

from $100 / night

$700 / week

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from $100 / night

(9) Very Good 

21

Ski hotel apartment to rent in Hancock

Berkshires / Hancock

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Ski
  • Child friendly
Wyndham Bentley Brook Rental includes: King bed master, 2 doubles in the 2nd bedroom, queen sleep sofa, full living room, dining room and kitchen with utensils. New York + New Jersey Flock to Hancock Mass/Jiminy Peak Ski Area, rated Top 5 Family Mountains in the Northea …see more

from $250 / night

$1750 / week

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from $250 / night

6

Hancock Vacation apartment rental

Berkshires / Hancock

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
Two Bedroom Ski Condo at base of Jiminy Peak. Renovated kitchen, fireplace, deck and a large livingroom with vaulted ceilings. Rent from the owner and save. …see more

from $250 / night

$1500 / week

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from $250 / night

7

Vacation hotel apartment rental

Berkshires / Hancock

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
We are able to offer reservations in weekly increments with arrivals and departures Fridays, Saturdays and Sundays only. Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the …see more

from $157 / night

$1099 / week

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from $157 / night

8

Vacation hotel apartment in Hancock

Berkshires / Hancock

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
We are able to offer reservations in weekly increments with arrivals and departures Fridays, Saturdays and Sundays only. Bentley Brook, located in the Jiminy Peak ski area, offers a variety of on-site amenities -- from downhill skiing to swimming and biking. The Berksh …see more

from $258 / night

$1800 - $2250 / week

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from $258 / night

23

Ski condo to rent in Hancock

Berkshires / Hancock

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Ski
  • Child friendly
** Please email or call to confirm availability. Ski-In/Ski-Out Resort! Wyndham Bentley Brook is located right at the base of Jiminy Peak ski mountain, with ski lifts only 200 feet from the resort's front door. In winter, you can ski right out the door to the lifts. I …see more

from $199 / night

$1400 / week

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from $199 / night

24

Vacation condo with shared pool in Hancock

Berkshires / Hancock

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
I have this in both 1 and 2Br, so please confirm which you want. This is for 1 full week only. Check in is Friday, Saturday, or Sunday, depending upon which week you choose. This is for 1 full week only. Check in is Friday, Saturday, or Sunday, depending upon which wee …see more

from $129 / night

$903 / week

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from $129 / night

10

Condo rental in Hancock with shared pool

Berkshires / Hancock

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
Vacation Village in the Berkshires accommodations feature spacious floor plans for maximum comfort. Kitchen, living and dining room in each suite are integrated for entertaining and enjoyment. Designated suites meet Americans with Disabilities Act (ADA) requirements. U …see more

from $215 / night

$1500 / week

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from $215 / night

10

Hancock Vacation apartment rental

Berkshires / Hancock

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Booking stays under 3 days may be possible. Please inquire for more information Bentley Brook is a colorful resort located in Hancock, Massachusetts. This spacious hotel also has the majestic Bershire Mountains, which is apart of the Appalachians, at it’s front door. Th …see more

from $155 / night

$1085 / week

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from $155 / night

10

Hancock Vacation apartment rental

Berkshires / Hancock

1 8 3 nights min

  • 1 bedroom
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Booking stays under 3 days may be possible. Please inquire for more information Bentley Brook is a colorful resort located in Hancock, Massachusetts. This spacious hotel also has the majestic Bershire Mountains, which is apart of the Appalachians, at it’s front door. Th …see more

from $120 / night

$840 / week

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from $120 / night

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