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Great Barrington, MA accommodations
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332 Lodgings in Great Barrington, MA

Best Great Barrington, MA accommodation with a balcony

Stunning Post & Beam Home Minutes From Lenox, Stockbridge And Tanglewood! - Great Barrington, MA
10 99 reviews

Stunning Post & Beam Home Minutes From Lenox, Stockbridge And Tanglewood!

apartment, Lee
This vacation home in Lee is located close to a lake, within a mile of Greenock Country Club and the Housatonic River, offering a peaceful escape near local attractions. It has received excellent user ratings, making it a popular choice for travelers.
The home features five bedrooms, four bathrooms, and can comfortably accommodate up to 14 guests in its 2800 square feet of space. Amenities include a fully equipped kitchen, a fireplace, a fitness center, a spa, a garden, a terrace, and parking, ensuring a comfortable and enjoyable stay.
Spacious 5-bedroom House In Egremont With Ac And Pool - Great Barrington, MA
10 1 review

Spacious 5-bedroom House In Egremont With Ac And Pool

apartment, Egremont
This Egremont house rental sits on 2 wooded acres with a brook, offering a secluded retreat minutes from Great Barrington's cultural sites like the Mahaiwe Performing Arts Center and outdoor recreation at Catamount Aerial Adventure Park.
This 5-bedroom, 4-bathroom home accommodates up to 9 guests with amenities including a dishwasher, microwave, air conditioning, and a heated swimming pool, ideal for family trips or group getaways in the Berkshires.
Peaceful, Post And Beam Loft, Sleeps 9 - Great Barrington, MA
9.7 122 reviews

Peaceful, Post And Beam Loft, Sleeps 9

apartment, New Marlborough
This New Marlborough apartment is a short drive from popular Berkshire attractions like Ski Butternut, Dry Hill, and Tanglewood, offering a tranquil setting for a relaxing getaway. It consistently receives excellent ratings for its location, cleanliness, and overall experience.
The apartment features a spacious living area, a well-equipped kitchen, and comfortable sleeping arrangements for up to nine guests, including a private bedroom, a loft, and a queen-size air bed. Guests can enjoy amenities like a washer and dryer, parking for six, and a luxurious bathroom with a double-headed shower and a two-person Jacuzzi tub.
Imagine Being Lakeside, Kayaks/fishing/ev Charger - Great Barrington, MA
9.6 23 reviews

Imagine Being Lakeside, Kayaks/fishing/ev Charger

apartment, Lenox
This Lenox vacation home is near the beach, a 15-minute walk from Wyndhurst Golf & Club and The Mount, and within 3 miles of Shakespeare & Company and Ventfort Hall Mansion.
This 1890-square-foot property boasts four bedrooms, two bathrooms, and accommodates up to ten guests, featuring a fully equipped kitchen, a terrace, a garden, parking, and a DVD player, perfect for families or groups exploring Lenox's attractions.

Popular Family Lodgings in Great Barrington, MA

Family vacations in Great Barrington, MA work best when your lodging provides plenty of space with trails and fresh air right outside.

Elegant 5 Bedroom Farmhouse With Expansive Lawn - Great Barrington, MA
10 23 reviews

Elegant 5 Bedroom Farmhouse With Expansive Lawn

house, Egremont
This charming farmhouse is located in Egremont, just a short distance from Great Barrington and within walking distance of local shops and restaurants. The home has received excellent ratings for cleanliness, location, and overall user experience, making it an ideal choice for families and groups.
The house has five bedrooms and two bathrooms, comfortably accommodating up to nine guests. Amenities include a spacious yard with a swing set, a renovated barn with ping pong and games, a fully equipped kitchen, and air conditioning.
Chic, Mid Century 3+ Bedroom With Hot Tub! - Great Barrington, MA
No reviews

Chic, Mid Century 3+ Bedroom With Hot Tub!

apartment, Great Barrington
This newly renovated mid-century modern house in Great Barrington is a 3-bedroom, 3-bathroom rental, located within walking distance to Lake Mansfield Park and downtown shops, restaurants, and galleries.
This family-friendly home accommodates up to 8 guests and features a finished basement game room with billiards and air hockey, a fenced backyard with a BBQ grill and fire pit, high-speed internet, air conditioning, and an attached 2-car garage.
Historic Family Retreat On The At & Housatonic! - Great Barrington, MA
No reviews

Historic Family Retreat On The At & Housatonic!

apartment, Lee
This historic 1815 farmhouse apartment in South Lee is located along the Appalachian Trail, 2 miles from Stockbridge and 3 miles from downtown Lee, offering proximity to Ski Butternut (10 miles), Bousquet Mountain (12 miles), and Goose Pond Reservation & October Mountain State Forest (6 miles).
This 1500 square foot dwelling accommodates up to 5 guests with 3 bedrooms and 2 bathrooms, featuring a full kitchen with a fridge, microwave, and dishwasher, air conditioning, free WiFi, a washer/dryer, and parking, with mountain and river views available from the shared yard.
Berkshire Retreat W Pool & Court - Great Barrington, MA
10 4 reviews

Berkshire Retreat W Pool & Court

apartment, Great Barrington
This 4-bedroom rental home is located on an expansive property in the Berkshires, offering a secluded retreat just 5 minutes from downtown Great Barrington.
This family-friendly house features 3 bathrooms, accommodates up to 7 guests, and includes a private outdoor pool, on-site tennis court, sun house with ping pong and bumper pool, and a large lawn, with amenities like internet, air conditioning, and a full kitchen with a fridge, freezer, and dishwasher.

Frequently Asked Questions about accommodations in Great Barrington, MA

  • What are the must-see sites in or near Great Barrington, MA?

    Great Barrington is full of charm! You'll want to check out the historic Mahaiwe Performing Arts Center for a show, wander through the Great Barrington Historical Society museum, and take a stroll along Hop Brook for some stunning scenery. If you're looking for something a little further out, the Mount Everett State Reservation offers breathtaking views and hiking trails.
  • What are the best accommodations in Great Barrington, MA?

  • How can travelers reach Great Barrington, MA?

    The easiest way to get to Great Barrington is by car. It's a scenic drive from either Boston or New York City. You can also take a train to the Great Barrington Amtrak Station, which is located in town. If you're flying, the closest airport is Bradley International Airport in Hartford, Connecticut, about a two-hour drive away.
  • What are the best accommodations with a pool in Great Barrington, MA?

  • What outdoor activities can visitors enjoy in and around Great Barrington, MA?

    Great Barrington is a haven for outdoor enthusiasts! You can hike or bike the Appalachian Trail, explore the Bash Bish Falls State Park, or go kayaking on Lake Buel. For a more relaxing experience, take a stroll through the Great Barrington Town Forest or visit the Hopkins Memorial Manse gardens.
  • What are the best accommodations with a jacuzzi in Great Barrington, MA?

  • When is the ideal time to plan a trip to Great Barrington, MA?

    The best time to visit Great Barrington is during the fall when the leaves change colors, creating a breathtaking landscape. The summer is also a great time to visit, with plenty of outdoor activities to enjoy. If you're looking for a quieter experience, spring and winter are also pleasant, with fewer crowds.
  • What are the best accommodations for families and kids in Great Barrington, MA?

    The best accommodations for families and kids in Great Barrington, MA are Fairfield Inn & Suites By Marriott Great Barrington Lenox/berkshires, Monument Mountain Motel and Quality Inn.

  • What are the best walking or cycling routes in Great Barrington, MA?

    For a scenic walk, try the Hop Brook Trail, which follows the river through town. If you're looking for a longer walk, the Mount Everett State Reservation has several trails with stunning views. For cycling, the Great Barrington Rail Trail is a paved path that runs along the old railroad line, offering beautiful views of the countryside.
  • What are the best pet friendly accommodations in Great Barrington, MA?

    The best pet friendly accommodations in Great Barrington, MA are Holiday Inn Express Great Barrington By Ihg, The Little Lion and Travelodge By Wyndham Great Barrington Berkshires.

  • What nearby towns or cities can be explored from Great Barrington, MA?

    Great Barrington is a great base for exploring the Berkshires. Nearby towns like Stockbridge, Lenox, and Lee are all worth a visit. You can also take a short drive to Hudson, NY, for a day trip filled with art galleries and antique shops.
  • What are the best accommodations with parking in Great Barrington, MA?

  • What amenities can travelers expect from accommodations in Great Barrington, MA?

    Great Barrington offers a variety of accommodations, from charming bed and breakfasts to luxury hotels. Many accommodations offer amenities like free Wi-Fi, breakfast, and parking. Some even have outdoor pools and hot tubs. You can also find vacation rentals, cottages, and cabins for a more secluded stay.

Popular destinations

Best Great Barrington, MA accommodation with a fireplace

Garfield Grounds | Lakeside  Guest Cottage  Dock - Great Barrington, MA
10 1 review

Garfield Grounds | Lakeside Guest Cottage Dock

apartment, Monterey
This lakeside Monterey, Massachusetts vacation home, near Lake Garfield, offers easy access to Otis Ridge, Les Trois Emme Winery, McLennan Reservation, and Dry Hill.
This 4,040-square-foot property features four bedrooms, three bathrooms, a private dock on Lake Garfield, a spacious main house with a fireplace, a separate guest house with a wood stove, a basement TV room, and can accommodate up to ten guests.
Guesthouse Cabin Vacation Rentals In Berkshire County - Great Barrington, MA
10 13 reviews

Guesthouse Cabin Vacation Rentals In Berkshire County

cabin, Sheffield
Undermountain Lodge is a short drive from Mount Washington's cultural attractions like Ashley House and Mahaiwe Performing Arts Center, and sits between two natural spring lakes in Sheffield, offering a serene escape. The lodge has earned excellent user ratings.
The four-bedroom cabin comfortably sleeps 12 guests and features a spacious living room, dining room, and well-equipped kitchen. Guests can enjoy the expansive deck, covered porch, and firepit, as well as amenities like free Wi-Fi and a full kitchen with modern appliances.
Berkshires Family Oasis With Hot Tub, Patio, Gym - Great Barrington, MA
10 50 reviews

Berkshires Family Oasis With Hot Tub, Patio, Gym

apartment, Great Barrington
This Great Barrington apartment boasts a prime Berkshires location, adjacent to the Appalachian Trail, five minutes from downtown Great Barrington, two minutes from Butternut Ski Area, and fifteen minutes from Tanglewood and Shakespeare & Company in Lenox.
The four-bedroom, two-bathroom rental sleeps ten guests and features a finished basement with a TV and game room, plus amenities including air conditioning, a kitchen, a garden, and a fitness center.
Prime Location, Recently Redesigned, Riverfront! - Great Barrington, MA
10 1 review

Prime Location, Recently Redesigned, Riverfront!

apartment, Great Barrington
This historic factory conversion in Great Barrington is situated on the riverfront, offering 5-minute access to Butternut, 10-minute access to Catamount, and 30-minute access to Bousquet ski resorts, with nearby attractions including the Mahaiwe Performing Arts Center and the W.E.B. Du Bois Boyhood Homesite.
This spacious 2020 sq ft lodge accommodates up to 8 guests with 4 bedrooms, 2 bathrooms, a full kitchen, air conditioning, a terrace, garden, and onsite parking for 6 vehicles, featuring original historic elements like wood beams and stonework, along with two fireplaces and a grand piano.

Best Great Barrington, MA accommodation with a kitchen

Romantic Berkshires Cottage, Great Views, Pool - Great Barrington, MA
9.9 112 reviews

Romantic Berkshires Cottage, Great Views, Pool

house, Great Barrington
This pet-friendly studio cottage is located on a secluded country lane, seven minutes from Great Barrington's restaurants and cultural attractions, offering easy access to Appalachian Trail hikes.
The 450-square-foot unit features a bedroom/sitting room combination, full kitchenette, full bath, private in-ground pool with kayaks, Weber grill, and accommodates up to three guests.
Pond & Hot Tub! Airy Hudson Valley Escape - Great Barrington, MA
No reviews

Pond & Hot Tub! Airy Hudson Valley Escape

house, Ghent
This Austerlitz, New York cabin rental is located 13 miles from both the Tanglewood Music Center and the Norman Rockwell Museum.
This 2,500-square-foot lodge boasts three bedrooms, three bathrooms, sleeps 23 guests, and features a private hot tub, fully equipped kitchen, and free Wi-Fi.
Garden Retreat, 1st Fl King Ste, Ev, Close To All - Great Barrington, MA
10 4 reviews

Garden Retreat, 1st Fl King Ste, Ev, Close To All

apartment, Great Barrington
This private wooded apartment estate is located less than 1 mile from Butternut Ski, 5 miles from downtown Great Barrington and Lake Buel, and 10 miles from Stockbridge.
This family-friendly 3-bedroom, 3-bathroom residence accommodates up to 6 guests and features a fully stocked kitchen, mini-split AC and heat in every room, a remote workspace, a clawfoot tub, and a fenced backyard with a fire pit and sun deck.
The Ponds At Foxhollow - Great Barrington, MA
8.0 332 reviews

The Ponds At Foxhollow

resort, Lee
The Ponds at Foxhollow By Capital Vacations is located in Lenox, Massachusetts, just 2.5 miles from the renowned Tanglewood music venue. The resort has received very good user ratings, with excellent ratings for its location and very good ratings for cleanliness.
The resort offers a variety of accommodations, including villas and apartments. Guests can enjoy a range of amenities, including indoor and outdoor pools, a fitness center, a sauna, and free bicycle rentals.

Search Luxury Lodgings in Great Barrington, MA

A well-chosen luxury lodging in Great Barrington, MA provides the perfect mountain retreat.

Amore Estate -  Beautiful Room With Many Places To Explore And Relax In. - Great Barrington, MA
9.2 41 reviews

Amore Estate - Beautiful Room With Many Places To Explore And Relax In.

apartment, Lenox

Find the Best Pet-Friendly Lodgings in Great Barrington, MA

A quality pet-friendly lodging in Great Barrington, MA means dog-friendly trails and plenty of space to roam with no compromise on your own relaxation.

Spacious 4br Central-berkshires Home With Pool! - Great Barrington, MA
10 3 reviews

Spacious 4br Central-berkshires Home With Pool!

apartment, Lee
Mountain Views + Scenic Berkshires Hideaway - Great Barrington, MA
10 1 review

Mountain Views + Scenic Berkshires Hideaway

apartment, Sheffield
Historic, Modern Comforts, Walk To Downtown - Great Barrington, MA
9.1 7 reviews

Historic, Modern Comforts, Walk To Downtown

apartment, Great Barrington
Berkshire Vacation Home - Great Barrington, MA
10 55 reviews

Berkshire Vacation Home

apartment, Great Barrington

Our Favorite Lodgings with a Pool in Great Barrington, MA

Dip in whenever you like, as these lodgings in the mountains around Great Barrington, MA come with an on-site swimming pool.

Idyllic Berkshires Getaway - Great Barrington, MA
9.8 125 reviews

Idyllic Berkshires Getaway

bungalow, Great Barrington
Berkshire Serenity: Mountain, Field, Lake - Great Barrington, MA
No reviews

Berkshire Serenity: Mountain, Field, Lake

apartment, Great Barrington
Hot Tub, Sauna, Game Room, Fireplaces + Heated Pool In Summer! - Great Barrington, MA
No reviews

Hot Tub, Sauna, Game Room, Fireplaces + Heated Pool In Summer!

apartment, New Marlborough
Home With Pool On 10 Acres - Great Barrington, MA
10 2 reviews

Home With Pool On 10 Acres

apartment, Stockbridge

Discover Lodgings with a Hot Tub in Great Barrington, MA

A lodging with a hot tub in Great Barrington, MA is perfectly designed for a restorative soak with stunning views.

Stunning Renovated Victorian - Great Barrington, MA
10 59 reviews

Stunning Renovated Victorian

apartment, Great Barrington
Adventure Ready Ranch Sleeps 10 & 0.7 Mi To Gb Main St. Wi-fi + Hot Tub. - Great Barrington, MA
10 28 reviews

Adventure Ready Ranch Sleeps 10 & 0.7 Mi To Gb Main St. Wi-fi + Hot Tub.

apartment, Great Barrington
Great Barrington Ranch. Sleeps 10,hot Tub, 5 Acres - Great Barrington, MA
10 18 reviews

Great Barrington Ranch. Sleeps 10,hot Tub, 5 Acres

apartment, Great Barrington
5 Stars W/ Hot Tub, Sunny Patio, Game Room, Views! - Great Barrington, MA
9.9 27 reviews

5 Stars W/ Hot Tub, Sunny Patio, Game Room, Views!

apartment, Great Barrington
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