We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Airbnb your place

Vacation rentals in Stephentown Center

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Stephentown Center

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

1 of 3 pages

Cabin in Stephentown

4.84 out of 5 average rating, 236 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.

Jun 15 – 22

ﺩ.ﺇ956 per night

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.

Mar 25 – Apr 1

ﺩ.ﺇ566 per night

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!

May 28 – Jun 4

ﺩ.ﺇ771 per night

Cottage in Williamstown

4.9 out of 5 average rating, 165 reviews

Cute Cozy Comfy Cottage in the Berkshires

A cute cozy cottage sleeps 4 comfortably. One queensize bed and 1 full futon. Dog friendly for up to 2 dogs .More than two dogs 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!

Oct 25 – Nov 1

ﺩ.ﺇ576 per night

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.

Dec 1 – 8

ﺩ.ﺇ421 per night

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.

Nov 13 – 20

ﺩ.ﺇ351 per night

Guest suite in Valatie

4.98 out of 5 average rating, 230 reviews

Guest Suite in Old Chatham Hunt Country

Looking for all the perks of a hotel while staying at a house in the country? This tranquil, light filled room overlooks horse pastures and a dirt road in the heart of Old Chatham hunt country. A private entrance leads to a guest suite which includes a queen size bed, sitting area, kitchenette, and walk-in closet. Located on the first floor of a newly built, net-zero home. Power comes from solar and solar water panels provide for guilt-free hot showers! 50 MBPS fiber optic Internet!

Oct 8 – 15

ﺩ.ﺇ357 per night

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.

Dec 3 – 10

ﺩ.ﺇ313 per night

Earthen home in West Sand Lake

4.98 out of 5 average rating, 150 reviews

The Hobbit House at June Farms

Enjoy 120-acres of beautiful farmland while you stay in your very own Hobbit house! Nestled in the hills of Hudson Valley, June Farms is a gorgeous animal sanctuary. During your stay, you will be able to meet our Shire horses, Scottish highland cows, Gloucestershire spotted pigs, Nigerian dwarf goats, many chickens and ducks! From June 1 - Labor Day, the bar & restaurant is open most days for you to enjoy (check our calendar to be sure). We look forward to meeting you!

Feb 16 – 23

ﺩ.ﺇ1,276 per night

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.

Jul 19 – 26

ﺩ.ﺇ555 per night

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!

Sep 15 – 22

ﺩ.ﺇ588 per night

Apartment in Petersburg

4.85 out of 5 average rating, 147 reviews

The Beer Diviner Brewery Apartment

Whole upstairs space 14 x 28 feet, small bathroom with claw foot tub and shower, twin and a full size bed, High def TV, private deck, small fridge and microwave, toaster oven, complimentary tea and coffee (no breakfast). Complimentary pint downstairs at the brewery and taproom. Located in a private setting in a hollow in the Taconic Mountains

Sep 22 – 29

ﺩ.ﺇ251 per night

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Stephentown Center vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Stephentown Center

Apartment in Stephentown

5.0 out of 5 average rating, 50 reviews

Cozy 2-Bedroom Vacation Apartment

Jun 10 – 17

ﺩ.ﺇ457 per night

Vacation home in Stephentown

4.94 out of 5 average rating, 17 reviews

Quiet, peaceful wooded setting.

Apr 30 – May 7

ﺩ.ﺇ360 per night

Yurt in Stephentown

4.91 out of 5 average rating, 89 reviews

Off Grid Yurt Right By The Best of The Berkshires

Jun 30 – Jul 7

ﺩ.ﺇ401 per night

Apartment in Stephentown

4.83 out of 5 average rating, 6 reviews

Berkshires Apartment @ the Stephentown Hotel

Nov 26 – Dec 3

ﺩ.ﺇ460 per night

Apartment in Canaan

5.0 out of 5 average rating, 83 reviews

Mountain View Getaway

Aug 27 – Sep 3

ﺩ.ﺇ392 per night

Chalet in Averill Park

4.93 out of 5 average rating, 46 reviews

A Hidden Sparrow

Sep 5 – 12

ﺩ.ﺇ1,169 per night

Condo in Hancock

4.9 out of 5 average rating, 51 reviews

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

Aug 5 – 12

ﺩ.ﺇ482 per night

Farm stay in Nassau

4.98 out of 5 average rating, 60 reviews

Private 1830 farm house perfect for a country stay

May 10 – 17

ﺩ.ﺇ485 per night

Destinations to explore