A white building with a sign reading "Hancock Town Hall 1850" in front of a forested hillside.

Hancock Vacation Rentals

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Dates

November 2026

December 2026

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Our top choices for Hancock vacation rentals

A cozy living room with a large window, wooden walls, and a television.

1. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Hancock

Maura D.

A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.

2. Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn

Hancock

David

A rustic wooden interior with shelves stocked with various products, a 'Tree-Free' sign, and a section with bottled beverages.

3. Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

Hancock

Neil J.

A bedroom with a wooden bed frame, a large window, and a painting of mountains on the wall.

4. Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

Hancock

patricia f.

A rustic wooden interior with various stalls selling items like books, snacks, and wine.

5. Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Hancock

Ann

6. Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

Hancock

Eileen O.

7. Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor

Hancock

Dana

A spacious living area with a stone fireplace, comfortable seating, and a view of the kitchen.

8. UNIQUE - 1BR Country Condo @ Jiminy Peak

Hancock

Nancy P.

AED 2,040 total

includes taxes & fees

12 Nov - 13 Nov

9. Comfortable Berkshires retreat on mtn resort, SISO

Hancock

Amit

AED 1,800 total

includes taxes & fees

12 Nov - 13 Nov

A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.

10. Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

Hancock

Shmaya G.

A wooden deck with outdoor furniture, a glass door leading to a view of a grassy area with trees.

11. Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views

Hancock

"I chose this place at the very last minute. It was all that I expected and wanted and more: two bedrooms with three beds, a comfortable living space, two full bathrooms, kitchen with all the basic necessities, TV in each bedroom and in the living room, a dining table and chairs, an outside porch with table, a big open space, and grill, easy parking and access, quiet, .and access to two pools. The place was well tended: clean, with towels and extras blankets ready. Howard, the owner, checked on...

Cecilia S.

AED 1,592 total

includes taxes & fees

12 Dec - 13 Dec

12. Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

Hancock

shannon m.

Four people seated at a table with food and drinks, wearing winter sports helmets.

13. Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Hancock

Wendy D.

AED 781 total

includes taxes & fees

12 Nov - 13 Nov

14. 1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

Hancock

Thomas S.

15. Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

Hancock

Kristina L.

16. Ski On/Off Winter Mountain Suite Jiminy Peak-- Sleeps4- Home Away From Home

Hancock

Rony N.

AED 781 total

includes taxes & fees

12 Nov - 13 Nov

A spacious living area with a high ceiling, a kitchen in the background, and a large abstract painting on the wall.

17. Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4

Hancock

Chad J.

A living room with a sofa, armchair, coffee table, TV, and decorative plants.

18. 1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor

Hancock

Alyne K.

AED 781 total

includes taxes & fees

12 Nov - 13 Nov

A cozy living room with a fireplace, leather sofa, and a television.

19. Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator, Pool, and Lobby

Hancock

Marc F.

20. Vacation Village in the Berkshires

Williamstown

Carol

AED 370 total

includes taxes & fees

12 Nov - 13 Nov

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Find vacation rentals that suit your style

Top Hancock Hotel Reviews

A wooden cabin with a porch and steps leading to a door, surrounded by snow.

Jiminy Peak Mountain Resort

Hancock

10/10 Excellent

Lloyd A.

Vacation Village in the Berkshires

Williamstown

10/10 Excellent

Anonymous traveler

A building entrance with a large planter with purple flowers and a small tree.

Hotel On North

Pittsfield

10/10 Excellent

The Hotel on North is a thoughtful and beautiful transformation of 2 old contiguous buildings, a store and factory, into a hip and fun hotel. The spaces are extremely large and open from the common spaces to the guest rooms, including the bathrooms. The aesthetic is colorful and friendly rather than the cookie cutter faux luxury I usually find in expensive hotels. The quirky design features such as vintage furniture and painted floors are a great juxtaposition to the perfect bed linens and...

Steve

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

Courtyard by Marriott Lenox Berkshires

Lenox

10/10 Excellent

Alyssa

A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

Hilton Garden Inn Lenox Pittsfield

Pittsfield

10/10 Excellent

A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.

Inn at Silver Maple Farm

East Chatham

10/10 Excellent

Michelle

Two Adirondack chairs facing a river with a forested hill in the background.

The Yankee Inn

Lenox

10/10 Excellent

We had a fantastic stay at the Yankee! Our adjoining rooms were clean, large and comfortable. We loved that the rooms had a fireplace and balcony! All the amenities were appreciated. The breakfast had so many offerings, including fresh fruit and two kinds of eggs. The front desk staff (especially George) were professional, helpful and friendly. This was our first stay at the Yankee, but it won't be the last!

Colleen

Berkshire Mountain Lodge

Pittsfield

10/10 Excellent

Elliott

Hotel Downstreet, an Ascend Collection Hotel

North Adams

10/10 Excellent

Ann

A large, two-story house with a front porch and a well-maintained garden with various flowers and shrubs.

Harbour House Inn

Cheshire

10/10 Excellent

Anonymous traveler

Shaker Mill Inn

West Stockbridge

10/10 Excellent

This was the most comfortable B&B I have every heard of let alone stayed at. It does not have the awkwardness of eating breakfast in a community room of strangers. All the breakfast amenities are in you room, including the food that is stock daily by the inn keepers, so you get to enjoy in the comforts of your room (which is a cozy as home). The room was so spacious and well kept. Every detail is thought of by the innkeepers and if they forgot something they are accessible and gracious to...

Joe

Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.

The Porches Inn at Mass MoCA

North Adams

10/10 Excellent

Stacey

A snow-covered outdoor area with a patio, seating, and a covered dining area.

The Cornell Inn, Lenox & The Berkshires

Lenox

10/10 Excellent

Lawrence

A garden with a swing set, a blue chair, and a flower bed.

Maple Terrace Motel

Williamstown

10/10 Excellent

Eric

Frequently Asked Questions

Can I find vacation rentals in Hancock?

Yes, we have vacation rentals in Hancock near Alpine Super Slide, or you can select a secluded option if you're looking for extra privacy while you relax. The mountain landscape and entertainment venues are just a few reasons why tourists like Hancock. Give yourself some extra time to check out the ski slopes and restaurants during your trip.

What are some of the best vacation rentals in Hancock?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This vacation home near Hancock is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Hancock?

With 14 Expedia vacation rentals, you're sure to find just the right place for your Hancock stay.

What can I see and do in Hancock?

Explore the area and family-friendly sights such as Berkshire Museum, or get out into nature at a spot like Mount Greylock State Reservation Visitor Center. While here, Jiminy Peak Mountain Resort and Alpine Super Slide are other places worth a visit.

What’s a vacation rental in Hancock like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Hancock. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a small group gathering.

Hancock Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Hancock vacation rentals

1. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

2. Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn

3. Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

4. Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

5. Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

6. Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

7. Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor

8. UNIQUE - 1BR Country Condo @ Jiminy Peak

9. Comfortable Berkshires retreat on mtn resort, SISO

10. Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

11. Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views

12. Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

13. Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

14. 1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

15. Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

16. Ski On/Off Winter Mountain Suite Jiminy Peak-- Sleeps4- Home Away From Home

17. Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4

18. 1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor

19. Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator, Pool, and Lobby

20. Vacation Village in the Berkshires

Find vacation rentals that suit your style

Top Hancock Hotel Reviews

Jiminy Peak Mountain Resort

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in Hancock?

What are some of the best vacation rentals in Hancock?

How many vacation rentals are there in Hancock?

What can I see and do in Hancock?

What’s a vacation rental in Hancock like?