Places to stay in Egremont

4.99 out of 5 average rating, 332 reviews

A brown hen is seen foraging among the green foliage and fallen leaves. The bird's feathers are a warm shade of brown, blending with the earthy tones of the surroundings. Branches and leaves create a natural frame around the hen.

Loft in Great Barrington

The Old Red Barn

Renovated studio in barn built circa 1830, centrally located to all activities in the Berkshires. Bright and sunny space with views of fields and spectacular sunsets. Open upstairs loft bedroom with pine floors, catherial ceiling, exposed beams, full kitchen , bathroom and washer and dryer. The Berkshires are beautiful in the fall , come stay ! 5 minute drive to town. Walk to the Green River , hike the trails. We provide all basic household supplies. We invite all to enjoy our old red barn.

Apartment in Copake Falls

A bright and airy living space features a round wooden dining table surrounded by black chairs. Large windows invite natural light, offering views of the scenic outdoor landscape. A seating area with a black sofa is positioned beside a modern fireplace, enhancing the room's comfort.

4.91 out of 5 average rating, 331 reviews

Modern Copake Falls Getaway - 8 Mins to Catamount

Hudson Valley/Berkshires vacation rental! Located on a 13 acre former horse farm, full size apt (private entrance) features all new everything and sits in the Taconic Mtns. Has a separate bedroom, new bathroom, kitchenette with Nespresso Coffee Maker, dining and living room with a fireplace and a private bathroom. Property has a pond, stream, 360 views. Relax on property or adventure out. 8 min from Catamount, 7 min from Bash Bish Falls, tons to do locally! 7 min walk to nearest hiking trail!

4.97 out of 5 average rating, 106 reviews

A compact bathroom features a sloped ceiling and is adorned with map-patterned wallpaper. A sink is situated above a light-colored countertop, with cabinetry below providing storage. A white toilet is positioned adjacent to the sink, and a full-length mirror reflects natural light, enhancing the space.

Loft in Great Barrington

Studio in Bucolic Berkshire Setting

The 600 Sq. Ft Studio with skylights has a sitting area with sofa-bed, flat screen TV/DVD, sleep area with queen-size bed, dining area, fully equipped kitchen and full bath with shower. Views overlook a 30 acre farm (south) and mountains (east). The studio is in a separate building with a private entrance. The 4 acre property includes perennial and vegetable gardens, an orchard and walking paths. The studio is easily accessible to biking, hiking, swimming, and numerous cultural attractions.

Guest suite in Great Barrington

A charming two-story house is set against a vibrant sunset sky, with soft pink and purple hues above. A spacious porch encircles the front, alongside well-maintained greenery and rock features lining the driveway, which leads to the property.

4.98 out of 5 average rating, 107 reviews

Hillside Haven

Ideally located on “the hill” in a beautiful and quiet neighborhood just a short walk to downtown Great Barrington’s amazing cafes, restaurants, ice cream, and Lake Mansfield’s beach and loop trail. The perfect hillside haven for those looking to be in the center of it all. This private, modern, and clean space is completely new as of mid-2021 and has a well-appointed kitchen, outdoor patio with a firepit, fast internet, covered parking, radiant heat floors, and an air conditioning unit.

Guesthouse in Great Barrington

A well-lit hallway is shown, leading towards a staircase with polished wooden steps and a black handrail. A decorative rug is positioned at the entrance, and doors are visible along the walls, adding a sense of depth to the space.

4.96 out of 5 average rating, 125 reviews

Sweet Victorian in Housatonic

Fresh and simple living in a three bedroom family friendly duplex. Experience the Berkshires while staying in a newly renovated Victorian house in Housatonic. Tasteful clean furniture, organic new sheets, pillows and duvets. Lovely clean kitchen that is fully equipped to host dinners. Situated up on a hill in Housatonic this three bedroom is conveniently located to to Great Barrington, Lake Mansfield, Stockbridge, Butternut, Catamount, Tanglewood, Kripalu and Monument Mountain.

4.99 out of 5 average rating, 105 reviews

Bungalow in Egremont

3-bedroom Berkshire bungalow on 2.5 peaceful acres

Modern farmhouse bungalow with private bridge and brook! Offering privacy as well as nearby nightlife, set upon 2.5 acres of beautiful Berkshire landscape but only 7 minutes to downtown Great Barrington and a short drive to Catamount and Butternut ski area. Mountains, waterfalls, countless hikes and bike routes, farmers' markets, coffee shops, breweries, Shakespeare and Co, Tanglewood, and world-class restaurants all come together in this quintessential New England community.

4.99 out of 5 average rating, 208 reviews

The image displays a green sign for the Mt. Washington House featuring gold lettering. The sign indicates parking to the right and notes 'No Vacancy.' Wet pavement reflects the surroundings, with a glimpse of greenery and buildings in the background.

Apartment in Hillsdale

Serene Suite by Gt. Barrington, Hudson, Tanglewood

Hillsdale’s Hygge Hideaway...Enjoy a peaceful, serene suite with all the comforts of home. Private entrance, with ample parking for multiple cars so you can meet up...perfectly located where the Hudson Valley meets the Berkshires. Just 8 miles east from the Taconic State Parkway, located in the center of the Historic Hamlet of Hillsdale, NY. Walk to unique shops, a cooking school, restaurants and a brewery, a full service grocery store, wine and liquor store and more.

A hot tub sits on a polished wooden deck, surrounded by greenery. Soft lighting from string lights illuminates the area. A colorful striped pillow rests on a lounge chair, with a patterned plate and drink placed nearby, creating a relaxing outdoor retreat.

4.94 out of 5 average rating, 118 reviews

Best of the Berkshires + Hot Tub by Evergreen Home

Ski, hike, shop, and dine with this beautiful 2-bed, 1-bath Berkshires cottage as your home base. 7 minutes to downtown Great Barrington, this stylish, cozy rental has everything you need for a great getaway. A new renovation brings modern amenities to this classic 50’s cottage. Enjoy a chef’s kitchen, 500 sq-foot deck with hot tub, and thoughtful touches like yoga mats, a record player, board games, and a backyard hammock. Monthly ski rental discounts are available!

4.96 out of 5 average rating, 335 reviews

A wooden sauna is showcased with glass doors, highlighting a spacious interior with wooden benches and a soothing blue light. Natural light filters in through a window, adding warmth to the inviting atmosphere.

Farm stay in Ancram

Relaxing secluded stay with loving social animals.

Do you love nature, animals, and spa comforts? Then this is the perfect place for you! This is a fully finished, private area ground-floor walk-out, in the basement of the main house. Right outside your front door is 800 acres of hiking trails. You are surrounded by a mature forest, with loving and social goats, geese, ducks, kitty, and pups. To enhance this private retreat there are a hot tub and sauna steps from your door. Just Added mini split AC!

4.9 out of 5 average rating, 125 reviews

A rustic living room features exposed wooden beams and hardwood flooring. A cozy seating area is complemented by floral-patterned armchairs and a round braided rug. Light from a window illuminates a stone fireplace, enhancing the warmth of the space.

Home in Egremont

Beautiful Period Home in the Berkshires

Situated on 26 acres in the heart of the Berkshires in the small town of South Egremont, MA, this early 19th c. house combines the charm of the antique with all the modern conveniences including two screened-in porches. Conveniently located five minutes from Gt. Barrington, MA and 25 minutes from Stockbridge, Tanglewood, and Hudson, NY. The property also sits adjacent to the Appalachian Trail with plenty of local options for hiking and skiing.

4.94 out of 5 average rating, 281 reviews

A charming farmhouse appears at night, illuminated by warm light from large windows. A covered porch invites with a cozy ambiance, framed by vibrant greenery and trees. The exterior features a classic shingled design, complemented by the peaceful night sky.

Home in Egremont

Modern Farm House 5 minutes from Great Barrington

Completely renovated with absolute style, this shingled farmhouse boasts clean modern decor with the architectural charm of a country home. Spacious & sunny kitchen that connects to the large outdoor patio with fireplace. Cozy living room with large flat screen television for streaming Netflix & Amazon. First floor bedroom with bathroom & laundry. The second floor master suite has cathedral ceilings & a jet powered glass shower.

4.95 out of 5 average rating, 128 reviews

The Hideaway: Berkshire Home - village of Egremont

**NEW KITCHEN APRIL 2025!!**. Welcome to our family's home in the village of Egremont (part of Great Barrington). Both the house and property are open and inviting! You'll feel relaxed the minute you arrive. The kitchen is equipped with everything you should need for your stay. Our house is perfect for just a couple or a group. Please reach out to me with any questions!

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Popular amenities for Egremont places to stay

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Other great vacation rentals in Egremont

5 out of 5 average rating, 51 reviews

The exterior of the farmhouse is surrounded by lush greenery and vibrant blooming flowers. A large patio area features comfortable seating and leads to a sand play area, while stone pathways guide guests through the natural landscape.

Home in Hillsdale

Cambridge Hill Farmhouse - Sauna - Swimming Pond

janetRating, 5 stars5 days ago

This was a perfect vacation home for our family trip. Spacious house with beautiful indoor and outdoor spaces, a well equipped kitchen, luxurious and extremely comfortable furnishings and a location that makes visits to surrounding charming towns so easy.

5 out of 5 average rating, 30 reviews

Home in Egremont

The Catamount Ski Haus w. Pool/Hot Tub

JulieRating, 5 stars3 weeks ago

This house was perfect for our needs. We were in town for Berkshires graduation. It was 15 min from the school and 15 min from Great Barrington. Wish the weather would have been better for the pool! They were very available for any of our questions and needs. Definitely recommend!

5 out of 5 average rating, 25 reviews

Cabin in Craryville

Cabin on Copake Lake, NY.

JoRating, 5 stars2 weeks ago

Great for a weekend away with my friends and I!!! Looks exactly like the pictures and was listed for an AMAZING price for everything that we got! Would totally come back and could not recommend enough!!!

An outdoor deck features a cozy fire pit surrounded by four cushioned chairs. A hot tub is positioned nearby, and a plush rug anchors the space. Lush greenery and trees provide a natural backdrop, creating a peaceful atmosphere for relaxation.

4.99 out of 5 average rating, 95 reviews

Private Home in The Berkshires (New Hot Tub!)

DanielleRating, 5 stars3 weeks ago

Great stay! This is our second time staying at Bradley’s place and it was exactly the same as last time, in a good way. Place was clean, great neighborhood, very quiet!

A bright kitchen is showcased with white cabinetry and a green base. A double sink is positioned beneath a window, allowing natural light to enter. Counter space features a toaster and additional decorative shelving with a potted plant adding a touch of greenery.

4.97 out of 5 average rating, 32 reviews

Charming Cottage - Walk To Town

AmandaRating, 5 stars2 months ago

Perfect location for a few friends that came for a birthday party. Was perfect. I didn’t worry about them at all, and I knew they had a quality stay

5 out of 5 average rating, 79 reviews

A vibrant garden area is filled with blooming purple and white irises, complemented by yellow flowers. Lush green foliage surrounds the flower beds, with distant trees and a natural landscape visible in the background. The scene includes a subtle pathway leading through the floral arrangement.

Guest suite in Sheffield

The Sunset Suite~Great South Berkshire Location!

MaureenRating, 5 stars3 days ago

Sharon and Oliver were wonderful hosts! They greeted me with friendly smiles and a gift of maple syrup upon arrival, and they were proactive and responsive throughout my stay. The apartment is spacious, spotless and inviting, and I immediately felt right at home. The super comfy bed and blackout shades make for a great night's sleep, and the view from the windows is spectacular. This airbnb was one of my favorites, and I look forward to staying here again when I come back to the area.

5 out of 5 average rating, 53 reviews

An aerial view captures the Studio nestled among vibrant autumn foliage, with trees displaying warm hues of orange and yellow. The winding pathway leads to the tiny house, while a serene pond reflects the surrounding natural beauty. Fields and a silos complete the tranquil landscape.

Farm stay in Chatham

Charming Cabin Studio Amid the Hudson Valley

MarineRating, 5 stars3 weeks ago

We had a wonderful stay! The location is incredible— peaceful, beautiful, and perfect for a weekend escape. The studio itself was spotless, well-equipped, very comfortable, and felt perfectly private. The entire farm setting was a real gem. Thank you for a lovely experience!