Vacation rentals in Hancock

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Top-rated vacation rentals in Hancock

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Guest favorite

Home in Canaan

5.0 out of 5 average rating, 133 reviews

Country Cottage

Quiet, peaceful cottage nestled on country road w/pond & stream. Located minutes from all season activites; lakes, concerts, theatre, horseracing, VT, MA, skiing, hiking,botanical garden, Tanglewood, Mass Moca, Mt. Greylock & more. Visit local Shaker round barn or simply barbeque on deck & enjoy the woods, flowers, wildlife & nature. Cottage has fully equipped kitchen. Local village has convenience store & Restaurants. Large grocery stores 15-20 mi Vehicle is vital for exploring the area.

Guest favorite

Condo in Hancock

4.9 out of 5 average rating, 20 reviews

All-season Berkshires ski resort condo - Sitzmark

Stay at the Jiminy Peak mountain resort near renowned museums, music, dance and theater in the beautiful Berkshires. You'll be steps from swimming, hiking, aerial adventures and thrill rides. Meals are easy with two resort restaurants, a country store and a fully equipped kitchen. Spend your days at Tanglewood, Hancock Shaker Village, Mass MoCA and other nearby attractions. Then relax on the deck or in front of TVs in each room. Return for skiing in the winter with a fireplace for extra warmth.

Guest favorite

Farm stay in New Lebanon

4.95 out of 5 average rating, 184 reviews

Barn Stay at Shadowbrook Farm

Welcome to the Shadowbrook Farm Stay. Tucked in the hills of upstate New York, this 1700's Shaker barn has been restored into a beautiful guest house. It sits upon a two hundred acre working pasture raised meat farm. This barn was used to hold, and milk cows for two hundred and fifty years. Guests will have access to portions of the farm lands which are highlighted on the maps provided in the Farm Stay manual. If you follow the farm road, you are able to meet every farm animal on the property!

Guest favorite

Cottage in Lanesborough

4.93 out of 5 average rating, 220 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.

Guest favorite

Condo in Hancock

4.83 out of 5 average rating, 131 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.

Superhost

Home in Dalton

4.88 out of 5 average rating, 113 reviews

The Yellow House

The Yellow House in the Berkshires is the perfect place for a getaway, just 2. 5 hours from NYC and 2 hours from Boston. This historic small town offers many activities including Jacob's Pillow, hiking trails, skiing, Mass MoCA, and The Clark Art Institute. It is close to Tanglewood in Lenox and the Norman Rockwell Museum in Stockbridge. Located steps away from The Stationery Factory, which houses a food market, gallery spaces, artisan shops, coffee shop, and the Shire Brewhouse & pub.

Guest favorite

Guest suite in Williamstown

4.96 out of 5 average rating, 202 reviews

Berkshire Guest Suite

Welcome to our guest suite in the beautiful Northern Berkshires, home to many great cultural venues, including The Clark, Williamstown Theatre Festival and Mass MoCA. The newly updated private suite offers a queen pillow-top mattress, bathroom with stall shower, coffee bar and an outdoor seating area with mountain views. Located in a quiet neighborhood at the base of Mt. Greylock, we are a short walk to a local farm stand, and a few minutes drive to downtown Williamstown and North Adams.

Guest favorite

Guest suite in Hancock

4.83 out of 5 average rating, 154 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.

Superhost

Apartment in Lanesborough

4.85 out of 5 average rating, 62 reviews

Charming Apt. in 18th c. Berkshire Farmhouse

This lovely 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 cute apartments. 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. *Check out our other rentals on our profile!* Follow us on IG @SecondDropFarm

Guest favorite

Farm stay in Pittsfield

4.99 out of 5 average rating, 105 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 take a walk on our hiking trail.

Guest favorite

Condo in Hancock

4.9 out of 5 average rating, 51 reviews

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

Rent your very own condo in the Country Inn at Jiminy Peak Mountain Resort.This unit is just steps away from the entrance and your ski locker. Ski in/out and never have to move your car! Spectacular view of the mountain from your windows, close to all the amenities the resort has to offer. The resort offers a year-round heated pool, 2 hot tubs, a gym, fireplace lounge and restaurants. The perfect mountain escape.

Guest favorite

Loft in East Nassau

4.99 out of 5 average rating, 151 reviews

Dog Friendly Farm Spring bird watching

Welcome to The June Arthur Farm! This beautiful spot has a long agricultural history. It hasn't been in production for the past 40 years but we're slowly bringing it back to life. It's once again producing good, happy, Hudson Valley food: eggs, fruit, lamb, and beef. We hope you'll come visit us. Note for the skiers out there: We're 20 minutes from Jiminy Peak!

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Hancock vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Hancock's top sights

Jiminy Peak200 locals recommend

Hancock Shaker Village161 locals recommend

Big Y World Class Market80 locals recommend

Hot Dog Ranch4 locals recommend

Roasted Garlic14 locals recommend

Bousquet Ski Area115 locals recommend

Other great vacation rentals in Hancock

Guest favorite

Condo in Hancock

4.95 out of 5 average rating, 19 reviews

Upscale 2 bed/2bath Condo at a Mountain Resort!

Guest favorite

Apartment in Hancock

5.0 out of 5 average rating, 18 reviews

Ski-InSki-Out Loft Lift&MT.Views

Guest favorite

Apartment in Hancock

4.97 out of 5 average rating, 37 reviews

Ski-in, Ski-out, Recently Renovated 2BR Condo

Guest favorite

Vacation home in Hancock

5.0 out of 5 average rating, 8 reviews

Ski in/Ski Out - Building 1 Condo at Jiminy Peak

Guest favorite

Apartment in Canaan

5.0 out of 5 average rating, 83 reviews

Mountain View Getaway

Guest favorite

Condo in Hancock

4.97 out of 5 average rating, 37 reviews

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

Guest favorite

Apartment in Stephentown

5.0 out of 5 average rating, 50 reviews

Cozy 2-Bedroom Vacation Apartment

Guest favorite

Vacation home in Stephentown

4.94 out of 5 average rating, 17 reviews

Quiet, peaceful wooded setting.

Show all

Quick stats about vacation rentals in Hancock

Total rentals
230 properties
Rentals with a pool
120 properties have a pool
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
130 properties are a good fit for families
Total number of reviews
5.9K reviews
Nightly prices starting at
$10 before taxes and fees

Frequently Asked Questions

Do resort rentals in Hancock have air conditioning?
Absolutely! We offer over 10 resort rentals with air conditioning in Hancock. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Hancock?
Experience the best of Hancock with our apartment rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly vacation rentals in Hancock?
Hancock has more than 130 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Hancock have a bbq area?
Absolutely! We offer over 10 apartment rentals with a bbq area in Hancock. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Hancock have wireless internet?
Absolutely! We offer over 50 apartment rentals with wireless internet in Hancock. Enjoy a tailored experience with all the comforts you desire.
Are there Hancock vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 120 vacation homes with pools in Hancock, available on Airbnb. Make a splash and soak up the sun in style!
Are there vacation rentals with a dedicated workspace in Hancock?
Yes! Work meets play with ease at over 80 vacation rentals in Hancock featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Hancock have a gym?
Absolutely! We offer over 10 house rentals with a gym in Hancock. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Townhouse Rentals in Hancock?
Enhance your stay in our Townhouse Rentals with the most popular amenities: over 10 homes with wireless internet, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Hancock?
Four-legged friends are welcome in Hancock. Choose from more than 60 vacation rentals for guests traveling with pets.

Vacation rentals in Hancock

Top-rated vacation rentals in Hancock

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Hancock vacation rentals

Stay near Hancock's top sights

Other great vacation rentals in Hancock

Condo in Hancock

Apartment in Hancock

Apartment in Hancock

Vacation home in Hancock

Apartment in Canaan

Condo in Hancock

Apartment in Stephentown

Vacation home in Stephentown

Quick stats about vacation rentals in Hancock

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do resort rentals in Hancock have air conditioning?

How much does it cost to stay in apartment rentals in Hancock?

Are there family-friendly vacation rentals in Hancock?

Do apartment rentals in Hancock have a bbq area?

Do apartment rentals in Hancock have wireless internet?

Are there Hancock vacation rentals on Airbnb with pools?

Are there vacation rentals with a dedicated workspace in Hancock?

Do house rentals in Hancock have a gym?

What are the most popular amenities for Townhouse Rentals in Hancock?

Are there pet-friendly vacation rentals in Hancock?

Destinations to explore