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Kid-friendly vacation rentals in Hancock

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Hancock

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Cabin in Stephentown

4.86 out of 5 average rating, 266 reviews

Cabin in the woods w cedar Hot Tub + private pond

The Hemlock Hideaway is a charming, rustic cabin in the woods designed for rest and relaxation. Guests will journey into simpler times, inspired by antique furnishings that remind them to slow down and unwind during their stay. The cabin is isolated yet only 10 min drive to Jiminy Peak for skiing as well as park and trails for hiking, apple orchards, excellent restaurants and foliage viewings. Cherry Plain State Park, Mount Greylock, Lebanon Speedway, Albany, and Pittsfield are all 25 min max.

Cottage in Lanesborough

4.93 out of 5 average rating, 237 reviews

Stone School Cottage

Romantic getaway or family vacation. Charming stone building served as a one-room schoolhouse from 1832 until 1950. Beautifully situated amidst horse farms on the scenic road to Mt Greylock, centrally located midway between Williamstown and Lenox. We host lots of writers and musicians who love the bright airy space, families that have fun in this big playhouse, and couples seeking a memorable and private retreat. PLEASE NOTE: this truly-unique building has an unusual layout, described below.

Rental unit in Petersburg

4.87 out of 5 average rating, 171 reviews

The Beer Diviner Brewery Apartment

The apartment is entire upstairs of back of our farm brewery & taproom. Space is 14 x 28 feet and includes living/dining/work space, bathroom has small claw foot tub with shower. Queen-sized memory foam bed; twin day bed with pull out twin mattress. High def TV, wifi, private deck, kitchenette has mini fridge, microwave, toaster oven, hot kettle for tea and and k-cup coffeemaker. Complimentary pint of craft beer in taproom. Located in a private setting in a hollow in the Taconic Mountains.

Cottage in Williamstown

4.89 out of 5 average rating, 179 reviews

Cute Cozy Comfy Cottage in the Berkshires

A cute cozy cottage sleeps 4 comfortably. One queensize bed and 1 pull out couch.. Dog friendly for up to 2 dogs .More than one dog will have to be an additional fee of 50.00 each pet. My cottage sits on 13 privately owned acres. Partially fenced in.3 miles down the road from Jiminy Peak ski resort & summer activities and a short drive to Ramblewild adventure park. Hiking, boating, museums, shopping, restaurants- all sorts of activities in the Berkshires. Two minute ride to Bloom Meadows!

Condo in Hancock

4.84 out of 5 average rating, 141 reviews

Cozy Condo @ Jiminy Peak

Nestled in the majestic Berkshire mountains, this Cozy Condo is a home away from home! It features 2 bedrooms with closets & dresser space. The master bedroom connects to a full bathroom and has a TV for when it's time to unwind in the comfort of bed! The fully equipped kitchen/dining area opens into a spacious living room. It's the perfect place for evening gatherings with friends or a romantic night in front of the fireplace! Free access to 2 heated pools, hot tubs, sauna & fitness center.

Home in Dalton

4.99 out of 5 average rating, 139 reviews

Cleveland House - renovated Berkshires' gem.

Enjoy a retreat in a home full of history - it was a tavern/stage coach stop in the 1800's. Today we have added modern comfort while keeping the charm. We are centrally located in the Berkshires making it easy to enjoy -ski Jiminy, hike Mt. Greylock, and enjoy the culture. Or stay in and unwind. Play games on the flat 3-acre yard or try yoga surrounded by nature. Work remotely in our library. Walk down our country road and enjoy the farms. Most of all, reconnect with family/friends.

Rental unit in Lanesborough

4.87 out of 5 average rating, 108 reviews

Cozy Rustic Apt. in 18th c. Berkshire Farmhouse

This cozy rustic studio is located at the base of Mount Greylock and a 6 minute drive from Jiminy Peak ski resort. Built in the 1700’s, this centuries old farmhouse has since been converted into four separate cute suites. Newly updated kitchen, bathroom and furniture. Enjoy exploring the sprawling 19 acre property you will be staying on which includes seasonal flower fields, thousands of berry bushes, fruit trees, creek, and walking trails full of wildlife. Follow us on IG @SecondDropFarm

Rental unit in Canaan

4.99 out of 5 average rating, 144 reviews

Mountain View Getaway

Come relax & enjoy panoramic mountain and pond views. Marvel at the dramatic lighting effects on Mercer Mt from sunrise-sunset from your private deck or bright living room. Fully equipped kitchen, grill on the deck, short scenic drive to a wide variety of restaurants & endless cultural venues in the surrounding quaint villages of Berkshire County Mass and Columbia County NY. Near hiking trails, skiing, apple picking & farm stores. Queechy Lake swimming, NYS boat launch for car top boats.

Guest suite in Hancock

4.81 out of 5 average rating, 176 reviews

Cozy apartment near Jiminy Peak

Two cozy bedrooms with an efficient kitchen make this a great weekend getaway for 2 adults or family of 3 to use as a base to explore both north and south Berkshire county in every season. About a mile from Jiminy Peak Ski Resort, less than 5 minutes to Bloom Meadows, 15 minutes to both Williamstown and Pittsfield, and 30 minutes to Mass MoCA, the quiet, wooded mountainside surroundings let you enjoy nature at its finest while easily getting to the area's many cultural attractions.

Farm stay in Pittsfield

4.99 out of 5 average rating, 168 reviews

Private 2nd-floor studio on a working produce farm

Charming 2nd-floor studio on a working produce farm in beautiful Berkshire County. Convenient to many local attractions such as Tanglewood, Bousquet Mountain ski resort, Naumkeag, local theater, museums, and much more. Visit our farm stand from late June through mid-October for fresh vegetables, baked goods, and our delicious corn on the cob! Spend time visiting with the farm's goats, horses and chickens, or just relax out on the balcony and take in the views.

Guesthouse in Lenox

4.94 out of 5 average rating, 338 reviews

The Granary at House on Golden Hill

The Granary is a 1735 carriage house situated on a historic Berkshires farmhouse compound. Featuring 20-foot cedar-lined ceilings, original wide-planked pine floor boards, and large windows and skylights, the Granary provides sweeping mountain views and an idyllic Berkshires experience. King-sized bedroom, eat-in kitchen, and bathroom with soaking tub and standing shower. Minutes to downtown Lenox, Tanglewood, and centrally located in the Berkshires.

Yurt in Stephentown

4.91 out of 5 average rating, 112 reviews

Off Grid Yurt Right By The Best of The Berkshires

This is an off grid yurt with a woodstove for heat and an off grid kitchen - no running water or electricity - water can be heated on the woodstove. You'll have a comfy bed and futon. We love it when it rains. Staying inside, listening to the rain on the yurt and playing games is a highlight of our trips there. Cooking outside and enjoying a campfire & toasting marshmallows is also fun!

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Popular amenities for Hancock kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Home in Averill Park

4.98 out of 5 average rating, 170 reviews

Lake House in Averill Park, NY (age 30+ excl kids)

Home in Pittsfield

4.87 out of 5 average rating, 279 reviews

Dancing Horse Lodge

Home in Chatham

4.89 out of 5 average rating, 175 reviews

Chatham Village Fully Stocked Home 100% Smoke Free

Home in New Ashford

4.91 out of 5 average rating, 188 reviews

Rosecroft, Historic Home, Greylock Valley Estate

Home in Becket

4.87 out of 5 average rating, 323 reviews

Real Estate:Therapy - Lake, Laundry, Love it

Home in Cheshire

4.86 out of 5 average rating, 211 reviews

19th c. Barn in The Berkshires

Home in Great Barrington

4.97 out of 5 average rating, 240 reviews

Jaw dropping mountain & lake views

Home in Averill Park

4.95 out of 5 average rating, 153 reviews

Cozy, peaceful lake house close to Jiminy Peak

Kid-friendly apartment rentals

Rental unit in Adams

4.85 out of 5 average rating, 132 reviews

full apartment in adams self check in

Rental unit in Plainfield

4.97 out of 5 average rating, 258 reviews

Sunny, light filled loft in 1873 Colonial

Rental unit in Shelburne Falls

4.95 out of 5 average rating, 192 reviews

Soaring 2-level loft w/ views in heart of downtown

Rental unit in Plainfield

4.95 out of 5 average rating, 262 reviews

Sunny carriage house apartment

Rental unit in Copake Falls

4.92 out of 5 average rating, 299 reviews

Modern Copake Falls Getaway - 8 Mins to Catamount

Rental unit in Schenectady

4.92 out of 5 average rating, 225 reviews

Bring your Kayak or paddleboard this Summer!

Rental unit in Bennington

4.93 out of 5 average rating, 618 reviews

The Octopus's Garden

Rental unit in Pownal

4.95 out of 5 average rating, 183 reviews

The Shepherd's Retreat

Kid-friendly condo rentals

Condo in West Dover

4.75 out of 5 average rating, 132 reviews

Beautiful condo 2.5 miles from Mount Snow

Condo in Hancock

4.98 out of 5 average rating, 42 reviews

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

Condo in Dover

4.87 out of 5 average rating, 228 reviews

Mt Snow Ski In/Out at Seasons

Condo in Dover

4.99 out of 5 average rating, 105 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

Condo in Albany

4.89 out of 5 average rating, 219 reviews

Elegant, spacious studio apt in historic mansion

Condo in Hancock

4.91 out of 5 average rating, 54 reviews

Jiminy Peak Country Inn - ski in/out condo MT view

Condo in Dover

4.84 out of 5 average rating, 157 reviews

Mount Snow Close, Great Price, Lots of Room

Condo in Dover

4.99 out of 5 average rating, 112 reviews

Winter Bliss: Cozy Stay near Mount Snow!

Quick stats about vacation rentals that are kid-friendly in Hancock

Total rentals
60 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
30 properties have a pool

Destinations to explore