Search Holiday Rentals in Hancock

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Find properties with these dates

Tonight
May 3 - May 4
Tomorrow
May 4 - May 5
This weekend
May 3 - May 5

Top Holiday Rentals in Hancock

Bear Creek Cabin
Exterior
Bear Creek Cabin
10.0 out of 10, Exceptional, (12)
"We had a very pleasant stay at Bear Creek Cabin. It’s just a short ride to Berkshire East for skiing and snow tubing. The house is beautiful and has all the essentials. Bunk room was perfect for the kids, and upstairs open master bedroom had beautiful views. We’d love to come back in the summer to enjoy the creek and warm weather activities. FYI- there are limited restaurant options in the immediate area, so we stopped for groceries on the way up. The kitchen had all we needed. Thanks for a...
The price is £490
per night
6 May - 7 May
Bear Creek Cabin
3 Bedroom Lakefront Home with Hot Tub & Fireplace
View from property
3 Bedroom Lakefront Home with Hot Tub & Fireplace
10.0 out of 10, Exceptional, (96)
"Loved the lake house!"
3 Bedroom Lakefront Home with Hot Tub & Fireplace
Berkshire Lake access
Lake
Berkshire Lake access
10.0 out of 10, Exceptional, (41)
"Living space is bigger than the pictures, plenty of room for everyone, well stocked kitchen, everything we needed!"
Berkshire Lake access
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Stockbridge Home, Come Experience The Berkshires!
Fridge, microwave, oven, stovetop
Stockbridge Home, Come Experience The Berkshires!
10.0 out of 10, Exceptional, (10)
"The hosts have made this ranch house into an artsy, cozy place for families to rest and relax! Plenty of space for family hang outs and game playing, but also enough rooms for tweens or teens to get away and have alone time. Beautiful spaces throughout. We would have loved to enjoy the backyard space and screened-in porch if it hadn't been winter, but appreciated watching the snow falling while sipping coffee by the kitchen window! Close to Catamount ski area and minutes from Stockbridge shops...
Stockbridge Home, Come Experience The Berkshires!
The Kemble- Built by a US Secretary of State in Lenox
Exterior
The Kemble- Built by a US Secretary of State in Lenox
10.0 out of 10, Exceptional, (15)
"We were a big group..16 adults and 7 children. The families with children were well situated with nearby or adjacent rooms. Everyone had comfortable rooms which afforded privacy and quiet times. Each room had its own beautiful newly renovated bathrooms ( with great water pressure). The living and dining rooms were large and comfortable. The dining table was a loooong table with benches all around which easily sat our crowd. The backyard was gorgeous with beautiful views of the distant mountains....
The Kemble- Built by a US Secretary of State in Lenox
The Winthrop Estate - 12K SF 32 Acres
Exterior
The Winthrop Estate - 12K SF 32 Acres
10.0 out of 10, Exceptional, (2)
"Absolutely stunning property - truly incredible stay. Recommend to anyone looking for a large group getaway. Fast WiFi, commercial grade kitchen and plentiful supplies make it easy for large groups. beautiful property and room for activities on a huge lawn. Highly recommend."
The Winthrop Estate - 12K SF 32 Acres
Hearts Desire is a furnished whole house in a small, colorful garden center.
Terrace/patio
Hearts Desire is a furnished whole house in a small, colorful garden center.
10.0 out of 10, Exceptional, (64)
"This is the 2nd time we've stayed here and loved it again. This has become our go to place to stay for our Berkshires adventures. Clean, comfortable, beautiful, private (the garden center was not open while we were there in Feb.), and great location!"
Hearts Desire is a furnished whole house in a small, colorful garden center.
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Exterior
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
10.0 out of 10, Exceptional, (18)
"Our stay at this cottage was wonderful. The property was perfect size for us and we enjoyed golfing at Bas Ridge Golf Course, even though the weather was not the greatest that day. The hot tub was such a great amenity and we enjoyed the nice quiet location!"
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Wellspring by AvantStay | Indoor Pool + Views
Pool
Wellspring by AvantStay | Indoor Pool + Views
10.0 out of 10, Exceptional, (2)
"We had the whole family come together to stay for the weekend and celebrated two birthdays while relaxing at the peaceful property. The pool was the main focus of our stay!!"
Wellspring by AvantStay | Indoor Pool + Views
Find your Sanctuary at The Rectory at Stockbridge
Outdoor dining
Find your Sanctuary at The Rectory at Stockbridge
10.0 out of 10, Exceptional, (1)
"We had 3 generations of family staying here after the holidays and the home provided everything we needed - wonderful location right in town, comfortable rooms, and large living spaces to play games and catch up. The kids, parents and grandparents all had a great time!"
The price is £811
per night
5 May - 6 May
Find your Sanctuary at The Rectory at Stockbridge
Berkshire Village Carriage House - Super Private!!
Fridge, microwave, oven, stovetop
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (203)
"The property was quiet and clean."
Berkshire Village Carriage House - Super Private!!
Beautiful, Private Estate w/ Pool, Pond, Rec Room, Gym, Library, Barn, Trails!
Fridge, microwave, oven, stovetop
Beautiful, Private Estate w/ Pool, Pond, Rec Room, Gym, Library, Barn, Trails!
9.6 out of 10, Exceptional, (79)
"We had 4 families and grandparents all stay together for an unforgettable weekend at Bellavista. The house had enough space for us to hang out together playing charades in the great room, ping pong tournaments in the finished attic playroom, and making holiday ornaments at the large dining room table. There were also spaces to have quiet moments when you needed it...and we even enjoyed a beautiful hike at a nearby conservation area that Laurie recommended. The house was extremely clean, fully...
Beautiful, Private Estate w/ Pool, Pond, Rec Room, Gym, Library, Barn, Trails!
Amore Estate - sleeps 12 in beds
Private kitchen
Amore Estate - sleeps 12 in beds
9.6 out of 10, Exceptional, (8)
"Great space for a group of friends! House has a lot of character. Beautiful property and great location! Easy access to downtown Lenox and surrounding area. We really enjoyed our stay!"
Amore Estate - sleeps 12 in beds
Family-Friendly Hancock Home: Walk to Slopes!
Fridge, microwave, stovetop, dishwasher
Family-Friendly Hancock Home: Walk to Slopes!
9.4 out of 10, Exceptional, (10)
"Came for the Lift Maintenance Seminar. The property was overall great, no major complaints. The two things that were less than ideal was a lot of the dishes were not clean, I'm guessing the previous guest put them away that way. And the hot tub water was low, we tried to fill it but the hose spigot was turned off. Other than that we had a great stay!"
Family-Friendly Hancock Home: Walk to Slopes!
Fox Hollow Luxury Ranch Laurel Lake
Fridge, microwave, oven, stovetop
Fox Hollow Luxury Ranch Laurel Lake
9.4 out of 10, Exceptional, (12)
"Generous facility, nicely located, accommodating host."
Fox Hollow Luxury Ranch Laurel Lake
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
Interior
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
9.4 out of 10, Exceptional, (29)
"Our stay was fantastic, the house is cozy and well appointed. the beds are prefect, with plenty of warm blankets for a chilly Berkshire night. Our host was incredibly accommodating and went out of their way to ensure our comfort. The kitchen was fully equipped for cooking a family meal. Can't wait to go back next year"
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
Chic Pittsfield Home With A View!
Property grounds
Chic Pittsfield Home With A View!
9.0 out of 10, Wonderful, (4)
"Nicely decorated and clean. It had everything we needed, including kitchen supplies and detergent for the washer/dryer. Great rental for our family getaway."
Chic Pittsfield Home With A View!
Near Tanglewood: Historic Summer Retreat
Fridge, microwave, oven, stovetop
Near Tanglewood: Historic Summer Retreat
9.0 out of 10, Wonderful, (6)
"Clean and comfortable house with lots of character 15 minutes away from Jimini Peak. Watch your head on the stairs and beware of a few ladybugs. Family of 5 had a great weekend hiking, skiing, eating and drinking. Would rent again."
The price is £265
per night
5 May - 6 May
Near Tanglewood: Historic Summer Retreat
Mountainside Condo Ski In Ski Out
Pool
Mountainside Condo Ski In Ski Out
8.8 out of 10, Excellent, (8)
"Great location and nice unit. Had a blast!"
The price is £151
per night
6 May - 7 May
Mountainside Condo Ski In Ski Out
Rockspring by AvantStay | Huge Berkshires Estate
Interior
Rockspring by AvantStay | Huge Berkshires Estate
8.8 out of 10, Excellent, (10)
"We stayed with friends and family and had plenty of room. The separate game room is great! The house was as pictured and described. It is close to a few ski mountains and Great Barrington. We would happily stay at RockSpring or a different AvantStay again!"
Rockspring by AvantStay | Huge Berkshires Estate
Don't see what you're looking for?
See all available properties in Hancock
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 Rental Travel Info

Number of holiday rentals
5
Popular accommodation
Hancock condos
Known landmarks
Jiminy Peak Mountain Resort, Bousquet Ski Area and Berkshire Museum
International airports
Albany, NY (ALB-Albany Intl.) and Pittsfield, MA (PSF-Pittsfield Municipal)

Other types of properties in Hancock you may be interested in

Club Wyndham Bentley Brook
Exterior
Club Wyndham Bentley Brook
3.0 star property
9.2 out of 10, Wonderful, (431)
"The staff was wonderful. The suite had everything that we needed and felt like home. I was there for a hiking trip and location was convenient and loved being able to relax in a jacuzzi afterwards. "
Club Wyndham Bentley Brook
Life House Berkshires
Lobby
Life House Berkshires
3.5 star property
9.2 out of 10, Wonderful, (232)
"It’s the perfect place to go for a weekend or weeklong stay and be as isolated as social as you want. The towns nearby are fantastic. Will definitely be back a lot "
The price is £88
per night
9 May - 10 May
Life House Berkshires
The Red Lion Inn
Outdoor pool, pool loungers
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (872)
"The most quaint and cozy New England Inn, with multiple dining options, two boutiques, heated swimming pool, close to all the Berkshires has to offer, everything is perfect!"
The price is £134
per night
14 May - 15 May
The Red Lion Inn
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.

Everything you need to know about Hancock holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hancock holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hancock holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hancock holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hancock. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hancock holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hancock holiday rentals we have selected for you start as low as £151 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hancock rentals

At Expedia, we put the best Hancock holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hancock rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hancock holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hancock. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Hancock?

Yes, there are holiday rentals close to the most popular sights in Hancock, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Hancock has to offer?

Berkshire Village Carriage House - Super Private!!: This holiday home rental outside of Hancock is located in the mountains, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Hancock?

With 13 Expedia holiday rentals, you're guaranteed 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. Jiminy Peak Mountain Resort and Pittsfield State Forest are a couple of places you'll find in the wider area.

What’s a holiday rental in Hancock like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hancock. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a small group gathering.

Recent reviews of Hancock properties
Expedia verified reviews

The Williams Inn

The Williams Inn

5/5 Excellent
"Love the Williams Inn"
A verified traveller stayed at The Williams Inn
Posted 8 hours ago
The Williams Inn