Hancock Holiday Rentals, Massachusetts: Private House Rentals

A road lined with autumn-colored trees, a green house, and a mountain in the background.

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Our top choices for Hancock hotels

A resort with multiple buildings, a parking area, and a mountainous backdrop.

A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.

A cozy living room with a stone fireplace, comfortable seating, and a welcoming sign.

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

1. Jiminy Peak Mountain Resort

Hancock

Karen

Rp2.389.394

Rp2.668.953 total

includes taxes & fees

18 Oct - 19 Oct

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.

A spacious living room with large windows, a fireplace, and a variety of seating options.

2. Vacation Village in the Berkshires

Williamstown

Jacob

Rp1.695.263

Rp2.089.072 total

includes taxes & fees

27 Sept - 28 Sept

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

3. The Yankee Inn

Lenox

William

Rp1.952.844

Rp2.181.327 total

includes taxes & fees

25 Oct - 26 Oct

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

A library with bookshelves, a television, and two armchairs.

A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

4. Hotel On North

Pittsfield

Drew

Rp2.392.067

Rp2.671.939 total

includes taxes & fees

5 Oct - 6 Oct

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

A spacious lobby with a fireplace, seating area, and a bar.

A garden with wooden Adirondack chairs and a stone pathway.

5. Berkshire Mountain Lodge

Pittsfield

Robert

Rp1.418.301

Rp1.982.296 total

includes taxes & fees

1 Oct - 2 Oct

A buffet area with a counter, food items, and a beverage station.

A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.

A round dining table set for a formal event, with white tablecloth, silverware, and purple napkins.

6. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Debra

Rp1.942.162

Rp2.169.394 total

includes taxes & fees

22 Oct - 23 Oct

A patio area with outdoor furniture, a fire pit, and potted plants.

A bar area with stools, a counter displaying fruits and beverages, and a sign reading "Springs".

A poolside area with lounge chairs, umbrellas, and a swimming pool.

A cozy living room with a stone fireplace, comfortable seating, and a television.

7. The Springs Motel

New Ashford

Elizabeth

Rp2.064.661

Rp2.264.933 total

includes taxes & fees

29 Sept - 30 Sept

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

A breakfast buffet setup with cereal, milk, juice, and pastries.

A swimming pool with lounge chairs and a fence.

A house with a porch, snow-covered ground, and a Christmas tree with lights.

8. Maple Terrace Motel

Williamstown

Deborah

Rp2.476.702

Rp2.766.423 total

includes taxes & fees

27 Sept - 28 Sept

An outdoor seating area with Adirondack chairs and potted plants.

A reception area with a bulletin board, a 'no smoking' sign, a clock, and a 'STOP' sign.

A hotel room with a large bed, two bedside lamps, a nightstand, a framed picture on the wall, and a window with curtains.

A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.

9. Cozy Corner Motel

Williamstown

Jonathan

Rp1.571.548

Rp1.847.192 total

includes taxes & fees

27 Sept - 28 Sept

A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.

A white two-story building with a porch, labeled as a motel.

A hotel room with two blue upholstered chairs, a wooden table with a lamp, a TV mounted on the wall, and a wooden dresser with drawers.

10. Willows Motel Williamstown

Williamstown

Linda

Rp1.845.054

Rp2.060.830 total

includes taxes & fees

27 Sept - 28 Sept

A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

A fenced outdoor area with a pool, lounge chairs, and umbrellas.

A residential street with a paved road, a lamp post, and flowering trees.

A motel with a parking lot, a swimming pool, and outdoor seating.

11. Berkshire Inn

Pittsfield

Kristina

Rp1.532.170

Rp1.711.434 total

includes taxes & fees

27 Sept - 28 Sept

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

A hotel room with a dining area featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.

A hotel room with a dining area, a sofa, a coffee station, and a TV mounted on the wall.

A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.

12. Howard Johnson by Wyndham Lenox

Lenox

COLLEEN

Rp1.407.622

Rp1.572.314 total

includes taxes & fees

27 Sept - 28 Sept

An indoor swimming pool with clear water, tiled floors, and a blue wall.

A modern cafe with a counter, seating area, and large windows.

A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

A snack bar with shelves of snacks and a refrigerated display.

13. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield

Susan

Rp2.031.252

Rp2.268.908 total

includes taxes & fees

22 Oct - 23 Oct

A dining table set for two with red plates, silverware, and a wine glass, viewed through a window overlooking a red building.

An outdoor seating area with tables and chairs covered in beige cloths, connected by a string of lights.

A cozy living room with a leather sofa, a wooden coffee table with a vase of flowers, and a staircase leading to an upper level.

14. Gregory House Country Inn

Averill Park

Brian

Rp2.004.525

Rp2.225.022 total

includes taxes & fees

27 Sept - 28 Sept

A wooden cabin with a covered deck, a fire pit, and string lights.

A cozy room with a wood-burning stove, two wooden chairs, a small table, and a window overlooking a snowy landscape.

A swimming pool with a wooden deck, lounge chairs, and umbrellas.

15. Huttopia Berkshires

Williamstown

Dandara

Rp1.347.041

Rp1.504.645 total

includes taxes & fees

7 Oct - 8 Oct

A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.

A modern cafe with a wooden accent wall, a coffee machine, and black chairs.

A modern hotel building with the name "Hotel Downtown" on the facade.

A reception area with a large landscape painting, a dark reception desk, and a potted plant.

16. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Alexandra

Rp2.266.450

Rp2.531.625 total

includes taxes & fees

14 Oct - 15 Oct

A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.

A spacious living area with a fireplace, wooden beams, and a large window.

A spacious interior with a wooden staircase, a seating area with patterned cushions, and large windows allowing natural light.

A bar area with wooden beams, red chairs, and a long wooden table.

17. The Williams Inn

Williamstown

William

Rp3.461.147

Rp3.866.100 total

includes taxes & fees

27 Sept - 28 Sept

A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.

A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

18. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Joe

Rp1.884.788

Rp2.105.308 total

includes taxes & fees

18 Oct - 19 Oct

A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

A modern apartment with a living room, kitchenette, and dining area.

A compact living space with a kitchenette, a dining area, and a sofa.

A hotel room with two beds, a nightstand with a lamp, and a window with curtains.

19. The Central Downtown Inn & Suites

Pittsfield

Rena

Rp1.763.982

Rp1.970.314 total

includes taxes & fees

27 Sept - 28 Sept

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

A modern restaurant with wooden flooring, bar area, and seating arrangements.

A covered outdoor area with stone pillars and a view of a road and green hills.

An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

20. Courtyard by Marriott Lenox Berkshires

Lenox

Tracy

Rp2.660.406

Rp2.971.673 total

includes taxes & fees

28 Sept - 29 Sept

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Stay near popular Hancock attractions

Jiminy Peak Mountain Resort

8.8/10 (311 reviews)

Southern New England's largest ski resort transforms into a summer playground with thrilling attractions. Glide down 45 winter trails or ride the Mountain Coaster through Berkshire Mountain scenery.

See properties

Learn more about Hancock

Ski the family-friendly slopes at Jiminy Peak Mountain Resort, where summer brings mountain biking and an alpine slide. Explore the historic Hancock Shaker Village nearby in Pittsfield to see restored buildings and learn about this unique religious community's craftsmanship.

See all hotels in Hancock

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

Top Hancock Hotel Reviews

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent

"Great location to Tanglewood, 11 min ride. Clean room, comfy beds, great shower. Loved the pool and hot tub. Breakfast was just okay. We went down 20 minutes before breakfast was to be closed and not much there to be had. I had to ask for a bagel and no waffles."

Hampton Inn & Suites Berkshires-Lenox

8/10 Good

"Toilet was faulty but they gave us another room. Not much variety on the breakfast"

Vacation Village in the Berkshires

10/10 Excellent

"great for families"

The Yankee Inn

10/10 Excellent

"No Pool or hot tub available"

The Red Lion Inn

10/10 Excellent

"Nice very warm outdoor pool and hot tub - even when it's cold out. Beautifully planted property. Cute cat ambassadors!"

Berkshire Mountain Lodge

8/10 Good

"One of the most important aspects of a good hotel is the smell of it when I first walk in the door. This lodge smelled clean and was clean. The second important thing is the customer service. This place was just okay. Polite but not very friendly. The third important aspect is the plumbing and that was just okay too. Workable enough so we didn’t have to ask for another room but the little soaps were tiny and the toilet was in okay condition. A little hard to flush sometimes. They act like it’s someplace special but it really isn’t. It was a good stay but nothing special. Location was convenient to everything - restaurants and stores."

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Great location; walkable to restaurants. Spacious 7th floor room had a nice town and mountain view. All staff friendly and helpful. Bed was comfortable; room very clean. Breakfast was minimal and uninspiring."

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"The facilities and property made for a wonderful family visit to the Bershires."

Quality Inn Lee - Lenox South

8/10 Good

"Great location for our trip into NE."

More cheap stays in Hancock

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

Rp1.106.498

Rp1.235.959 total

27 Sept - 28 Sept

includes taxes & fees

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA

Rp1.407.622

Rp1.572.314 total

27 Sept - 28 Sept

includes taxes & fees

7.6/10 Good! (917 reviews)

The Yankee Inn

461 Pittsfield Rd Lenox MA

Rp1.952.844

Rp2.181.327 total

25 Oct - 26 Oct

includes taxes & fees

9.2/10 Wonderful! (1,009 reviews)

Quality Inn Lee - Lenox South

170 Housatonic Street Lee MA

Rp1.964.489

Rp2.194.334 total

19 Oct - 20 Oct

includes taxes & fees

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

1055 South Street Pittsfield MA

Rp2.031.252

Rp2.268.908 total

22 Oct - 23 Oct

includes taxes & fees

9.4/10 Exceptional! (218 reviews)

The Whitlock

16 Church St Lenox MA

Rp2.469.218

Rp2.758.117 total

27 Sept - 28 Sept

includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Hancock?

Based on our traveller data, Jiminy Peak Mountain Resort is one of the top choices for your stay. This hotel is a short 1-minute walk from Jiminy Peak Mountain Resort, and it offers a restaurant and an outdoor pool. Two other choices for your visit to the area are Vacation Village in the Berkshires and Berkshire Mountain Lodge. See all available top hotels, or vacation rentals in Hancock.

If I need to cancel my hotel reservation in Hancock, will I receive a refund?

Yes, the majority of hotel bookings are refundable if you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Hancock.

What's the best family accommodation in Hancock?

Jiminy Peak Mountain Resort is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Also, attractions in the area such as Berkshire Museum and Bousquet Ski Area are fun for children of all ages. Find more child-friendly accommodations in Hancock.

What are some accommodation options with pools in Hancock?

Jiminy Peak Mountain Resort: Hotel, 1-minute walk from Jiminy Peak Mountain Resort. Features 2 hot tubs, an outdoor pool and 2 outdoor tennis courts. Vacation Village in the Berkshires and Berkshire Mountain Lodge are two additional hotels with an on-site pool. View all hotels with pools in Hancock.

How is it to stay in Hancock?

Visitors to Hancock will definitely enjoy the skiing, mountain views and restaurants. This quaint city also attracts tourists with its entertainment. In Hancock, there are 110 hotels and other accommodation options to choose from. Find out more about Hancock.

What should I do while I'm visiting Hancock?

Skiing is a great activity, and Jiminy Peak Mountain Resort is one place to visit. A couple of additional sights to add to your itinerary are Alpine Super Slide and Mountain Coaster. Take a look at what more there is to see and do in Expedia's Hancock guide.

What's the seasonal weather like in Hancock?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Hancock are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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Find hotels in Hancock, MA from Rp1.235.959

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Hancock

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Hancock hotels

1. Jiminy Peak Mountain Resort

2. Vacation Village in the Berkshires

3. The Yankee Inn

4. Hotel On North

5. Berkshire Mountain Lodge

6. Holiday Inn & Suites Pittsfield-Berkshires by IHG

7. The Springs Motel

8. Maple Terrace Motel

9. Cozy Corner Motel

10. Willows Motel Williamstown

11. Berkshire Inn

12. Howard Johnson by Wyndham Lenox

13. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

14. Gregory House Country Inn

15. Huttopia Berkshires

16. Hotel Downstreet, an Ascend Collection Hotel

17. The Williams Inn

18. Best Western Plus Berkshire Hills Inn & Suites

19. The Central Downtown Inn & Suites

20. Courtyard by Marriott Lenox Berkshires

Stay near popular Hancock attractions

Jiminy Peak Mountain Resort

Learn more about Hancock

Top Hancock Hotel Reviews

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Hampton Inn & Suites Berkshires-Lenox

Vacation Village in the Berkshires

The Yankee Inn

The Red Lion Inn

Berkshire Mountain Lodge

Hotel Downstreet, an Ascend Collection Hotel

Holiday Inn Club Vacations Oak 'n Spruce Resort

Quality Inn Lee - Lenox South

More cheap stays in Hancock

FairBridge Inn Express

Howard Johnson by Wyndham Lenox

The Yankee Inn

Quality Inn Lee - Lenox South

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

The Whitlock

Frequently asked questions

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