Book Holiday Homes in Hancock

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Featured Holiday Homes in Hancock

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough
The price is AU$355 per night from 6 Mar to 7 Mar
AU$355
includes taxes & fees
6 Mar - 7 Mar
Located in Lanesborough, this vacation home is in the mountains, within a 15-minute drive of Crane Museum of Papermaking and Berkshire Athenaeum.
Berkshire Village Carriage House - Super Private!!
Charlemont Retreat on Chickley River w/ EV Charger

Charlemont Retreat on Chickley River w/ EV Charger

Hawley
Located in Charlemont, this vacation home is in a rural location, within a 15-minute drive of Mohawk Trail State Forest and Zoar Outdoor/Deerfield Valley Canopy ...
Charlemont Retreat on Chickley River w/ EV Charger
Amore Estate -  beautiful room with many places to explore and relax in.

Amore Estate - beautiful room with many places to explore and relax in.

Lenox
With a stay at this vacation home in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and Wyndhurst Golf & Club.
Amore Estate - beautiful room with many places to explore and relax in.
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Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO

Hancock
The price is AU$1,072 per night from 23 Feb to 24 Feb
AU$1,072
includes taxes & fees
23 Feb - 24 Feb
With a stay at this vacation home in Hancock, you'll be within a 5-minute drive of Jiminy Peak Mountain Resort and Mountain Coaster.
Comfortable Berkshires retreat on mtn resort, SISO
Gorgeous 3BR 3BA Sleeps 10  Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

Hancock
With a stay at this vacation home, you'll be centrally located in Hancock, within a 5-minute drive of Jiminy Peak Mountain Resort and Mountain Coaster.
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
 Country Living just minutes from Everything!

Country Living just minutes from Everything!

Pittsfield
With a stay at this vacation home in Pittsfield, you'll be in the mountains, within a 15-minute drive of Tanglewood Music Center and Tracy Brook Wildlife ...
Country Living just minutes from Everything!
Hearts Desire is a furnished whole house in a small, colorful garden center.

Hearts Desire is a furnished whole house in a small, colorful garden center.

Lanesborough
With a stay at this vacation home in Lanesborough, you'll be on a lake, within a 10-minute drive of Jiminy Peak Mountain Resort and Mount Greylock State ...
Hearts Desire is a furnished whole house in a small, colorful garden center.
Berkshire Ashmere Lake lodging. Quiet  room, Fantastic sunsets.

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Hinsdale
With a stay at this vacation home in Hinsdale, you'll be within a 15-minute drive of Bas Ridge Golf Course and Crane Museum of Papermaking.
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Hancock Village Inn at Jiminy Peak

Hancock Village Inn at Jiminy Peak

Hancock
With a stay at this vacation home in Pittsfield, you'll be on the waterfront, within a 5-minute drive of Jiminy Peak Mountain Resort and Pittsfield State ...
Hancock Village Inn at Jiminy Peak
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hancock Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Hancock vacation homes are the perfect way for you to wing it.

Holiday houses in Hancock let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Hancock in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Hancock adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Hancock with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Hancock vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Hancock Holiday Homes essential information

Accommodation
218 Holiday Homes
Lowest Price
AU$208
Highest Price
AU$1,072
Popular accommodation
Berkshire Village Carriage House - Super Private!!, Charlemont Retreat on Chickley River w/ EV Charger, Amore Estate - beautiful room with many places to explore and relax in., Comfortable Berkshires retreat on mtn resort, SISO, Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con, Country Living just minutes from Everything! , Hearts Desire is a furnished whole house in a small, colorful garden center., Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets. , Hancock Village Inn at Jiminy Peak

Top trending hotels in Hancock

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3 out of 5
37 Corey Rd, Hancock, MA
The price is AU$326 per night from 23 Feb to 24 Feb
AU$326
includes taxes & fees
23 Feb - 24 Feb
Located in Hancock, Jiminy Peak Mountain Resort is in the mountains, within a 15-minute drive of Mount Greylock State Reservation Visitor Center and Waubeeka ...
Jiminy Peak Mountain Resort
Club Wyndham Bentley Brook

Club Wyndham Bentley Brook

3 out of 5
1 Corey Road, Hancock, MA
When you stay at Club Wyndham Bentley Brook in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 3-minute drive from Mountain ...
Club Wyndham Bentley Brook
Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO

Hancock
The price is AU$1,072 per night from 23 Feb to 24 Feb
AU$1,072
includes taxes & fees
23 Feb - 24 Feb
With a stay at this vacation home in Hancock, you'll be within a 5-minute drive of Jiminy Peak Mountain Resort and Mountain Coaster.
Comfortable Berkshires retreat on mtn resort, SISO
Save an average of 15% on thousands of hotels when you're signed in
Hotel Downstreet

Hotel Downstreet

3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is AU$208 per night from 9 Mar to 10 Mar
AU$208
includes taxes & fees
9 Mar - 10 Mar
A stay at Hotel Downstreet, Ascend Hotel Collection places you in the heart of North Adams, steps from Western Gateway Heritage State Park and 3 minutes by foot ...
Hotel Downstreet
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.