Places to stay in Charlemont

A modern kitchen sink is showcased with a polished faucet. Black appliances, including a refrigerator and microwave, are positioned in the background. The counter features a dark surface, and a blue cleaning cloth is visible beside the sink.

4.87 out of 5 average rating, 438 reviews

Big, sunny 1893 flat steps from Bridge of Flowers

Urban 3-room (2 bdrm) apartment on 3rd floor of funky older apt building on the main street of Shelburne Falls. Apartment faces the street, with views of the hills beyond. New kitchen appliances, and newly remodeled bath with custom shower, tile floor, and washer/dryer. Interesting art throughout the apartment, including some original pieces. Steps to the Glacial Potholes, Bridge of Flowers; and all the galleries, shops, restaurants, and cafes that this charming New England village has to offer.

4.97 out of 5 average rating, 218 reviews

A dedicated laundry area is visible, featuring stacked white washer and dryer units with sleek silver accents. Above, light wood cabinetry provides additional storage. A light-colored, tiled floor complements the appliances, creating a tidy and functional space.

Cabin in Savoy

The Camp - hiking trails right outside your door

Enjoy the peaceful silence, private forested expanses, wildlife, and unforgettable starry night skies from this wonderful home. Only 8 minutes to the village of Charlemont and 5 to the Tannery Falls entrance of the Savoy State Forest. During your escape on the mountain rest assured that you’re only a 30 minute drive to Norths Adams, Greenfield. Highlight your visit with journeys to Berkshire East Ski Resort, Thunder Mountain Biking, Zoar Outdoor River Rafting, MASS MoCA, or the Clark Art Museum.

A charming pathway is lined with an array of colorful flowers, creating a lush garden feel. The path is illuminated by a warm lamppost, and greenery borders the sides. In the background, buildings are visible under soft evening light, contributing to a welcoming ambiance.

4.96 out of 5 average rating, 343 reviews

Annies’ Place by The Bridge of Flowers ~

As a guest at Annie’s Place, enjoy access to a tastefully, renovated 3 room apartment, including a fully equipped kitchen, living room, sofa with 2 recliners, a spacious bedroom, walk-in closet, full bath, TV & Internet. There is a seasonal front porch and mudroom for convenience. Meticulously maintained and located in the downtown village area. Simply park and walk to specialty shops, restaurants & the Bridge of Flowers. Shelburne Falls, designated as one of the 15 “Great Places in America.”

4.99 out of 5 average rating, 104 reviews

Chalet in Charlemont

The Lodge on Warner Hill

On your journey to our lodge, you will pass through a nostalgic covered bridge, drive by a babbling brook, and meander up a winding dead-end dirt road. Our home sits in a quiet, peaceful 5-acre setting. It has been completely remodeled with earth-tone charm. Enjoy your time with friends and family relaxing, reading a book, playing pool, barbequing on the back deck, gazing at the stars, or hanging out by the fire pit. Located less than 10 minutes from Berkshire East and the Deerfield River

4.99 out of 5 average rating, 158 reviews

A serene brook flows through the image, revealing clear water that reflects the surrounding greenery. Smooth stones line the water's edge, and overhanging leaves create dappled light patterns on the surface. The peaceful landscape suggests an inviting area for relaxation.

Apartment in Charlemont

Suite 23 - Spacious Sunny 2-BR with Mountain view

Our happy place is a 5 minute walk to Berkshire East/Thunder Mountain . An 8 minute walk to the Deerfield River for guided fishing tours with Hilltown Anglers, kayaks, ,whitewater rafting. 10 minute walk to town and shuttle for tubing. A 5 minute drive to local wedding venues. We provide a full kitchen with all cooking essentials, a private picnic area with charcoal grill (charcoal provided). We reside at the single family home on property and we’re excited to share our Suite 23 !

The entrance to the Bridge of Flowers is showcased, featuring a decorative sign surrounded by vibrant floral landscaping. Pathways lined with plants and stones lead into the serene area, while a lamppost adds to the charming ambiance. The setting is tranquil and inviting.

4.97 out of 5 average rating, 559 reviews

In town, newly renovated studio with private deck

Come explore our unique area and stay in a renovated, light filled studio with private entrance, secluded deck , kitchenette and bath located in the quaint New England village of Shelburne Falls.We are within easy walking distance to numerous shops, candlepin bowling, Glacial potholes, tennis/basketball courts, Bridge of Flowers, eateries/restaurants, Pothole pictures, groceries, playgrounds, hiking & swimming areas, a natural food store and art galleries.Close to Berkshire East and Zoar!

Superhost

A view from a hallway leads into a spacious dining area featuring a large wooden table surrounded by six chairs. Soft lighting from the chandelier above enhances the warm tones of the wooden flooring and walls. A rustic bench with decorative pillows is positioned in the foreground.

Apartment in Charlemont

4.95 out of 5 average rating, 106 reviews

Hilltown Getaway

Located in the village of Charlemont, just one mile away from one of the region's favorite ski/mountain biking resorts, Berkshire East, is this charming apartment. Located on the second floor of the Wells Country Store, which was built in 1845 is a spacious, completely renovated, two-bedroom apartment. Come here for your country getaway and use this space as your launching pad for outdoor adventures. Hiking, fishing, white water rafting, skiing and so much more are right outside your door.

4.93 out of 5 average rating, 114 reviews

A small island is seen in the center of a calm river, featuring a cluster of tall trees. The surrounding water reflects the greenery and distant forest, creating a serene natural setting under a cloudy sky.

Home in Charlemont

Rafting, Tubing, Fishing and Biking Paradise

Experience the charm of a beautifully renovated 1901 Odd Fellows Hall! Nestled in Charlemont, MA, this historic gem boasts stunning views of Berkshire East Ski & Mountain Bike Park, a serene field, and the Deerfield River from the back deck. Surrounded by state forests, it’s perfect for hiking, biking, and fishing. Enjoy modern comforts with high-speed internet, air conditioning, a sleek kitchen, and two well-appointed bathrooms. Your perfect blend of history and adventure awaits!

Guest suite in Charlemont

A ceramic figure of a golden cocker spaniel is positioned on a tiled floor. The statue showcases detailed fur texture and expressive eyes, contributing a charming element to the entry area. Its warm tones complement the surrounding space.

4.91 out of 5 average rating, 209 reviews

Unique People & Pet-Welcoming Haven

Your own gracious living space with very well equipped kitchen, private deck, entrance, garden, country roads for dog walks, forests, meadows, mountain streams, stone walls, tranquility. The cottage is attached to the main house but is a "separate" entity and again has its own private entrance as mentioned above. No smoking in the cottage please but on the deck just fine. There is an air purifier that runs 24/7. Wi-Fi signal is strong and reliable. MA Taxpayer ID: 10352662

4.97 out of 5 average rating, 271 reviews

Apartment in Plainfield

Sunny, light filled loft in 1873 Colonial

Relax in our bright, very spacious, and quiet loft, on six open acres. Lounge on the stone terrace, under the stars, by a cozy fire, near the garden. 35 min to Northampton, 35 min to MassMoca, 10 min to Berk. East. Pellet stove, Fiber Optic Wi-Fi, streaming options, and cell coverage. Fully outfitted kitchen with home made granola, and assorted beverages. Two hybrid bikes available for use. There are 3, 5-ft long skylights, and a cathedral ceiling= much natural light!

4.95 out of 5 average rating, 165 reviews

The image showcases a serene river scene with colorful autumn foliage framing the landscape. In the background, charming buildings with warm hues line the waterfront, while the calm water reflects the vibrant colors of the trees. Gentle hills rise in the distance.

Apartment in Conway

A Country Retreat-Enhanced Studio Apartment

Welcome to our lovely apartment, located in the beautiful, quiet Western MA hill-town of Conway. This is our second time as Airbnb hosts, having hosted almost 150 reservations and achieved Superhost status there. We built again and downsized but included this spacious studio apartment with a bedroom alcove. Wooded and quiet yet just 3 miles from the charming tourist town of Shelburne Falls, and not far off RT91 and the cities of Amherst, Northampton and Greenfield.

Superhost

A river flows over smooth, large stones, creating a gentle waterfall. Lush trees frame the scene, with a distant view of charming buildings along the riverbank. The sky is partly cloudy, complementing the serene natural surroundings.

Cottage in Monroe

4.86 out of 5 average rating, 133 reviews

Pumpkin Pine Cottage: your next adventure awaits!

Explore the Deerfield River Valley and Hoosac Range from this tranquil base. Close to skiing, snow tubing, snowshoeing, hiking, birding, kayaking, white-water rafting, fly fishing, zip lines, and more. Like bikes? Amazing gravel, road, and MTB offerings await. Seek culture? Mass MOCA, Clark Art Institute, Northampton, Shelburne Falls, and the Berkshires are a short drive away. Covered bridges, farm stands, sugar shacks, and waterfalls are too plentiful to count!

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Popular amenities for Charlemont places to stay

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Other great vacation rentals in Charlemont

4.96 out of 5 average rating, 71 reviews

The cottage exterior features a wooden facade with a green metal roof, framed by vibrant trees. A covered porch with potted flowers welcomes visitors, while large windows allow natural light to fill the space. The peaceful setting highlights the connection to nature.

Cabin in Guilford

Guilford Grove Cottage

ElizabethRating, 5 stars4 days ago

We truly loved staying in this beautiful, cozy cabin. It was just the right size for the two of us, and very comfortable. The view of trees and wildflowers was lovely and refreshing. It was also fun to have a couple of cats walk across the porch each day! Joel was very proactive and friendly, which we greatly appreciated.

4.96 out of 5 average rating, 25 reviews

The front porch features a cozy seating area with cushions on a wooden bench, accompanied by a small table. Potted plants add greenery to the entrance, and bright natural light filters through the surrounding trees, enhancing the welcoming ambiance.

Apartment in Conway

Spacious, Sunny* Woodland Retreat

MollyRating, 5 stars4 days ago

We had a fantastic stay at Erica's with our 2 month old. Erica provided a crib, and it was safe for infant sleeping. We enjoyed sitting on the porch, and ended up cooking a full dinner for local friends one night. The kitchen had all the basics that we needed. It was a short trip so we didn't have much time to explore the property, but it looked beautiful and we enjoyed hearing the frogs at night and birds during the day. The apartment is HUGE, and we found it very comfortable. It'll be our go-to for future visits in the area!

4.98 out of 5 average rating, 57 reviews

A spacious dining area features a long table draped in a vibrant yellow tablecloth, surrounded by wooden chairs. An antique fireplace is visible, complemented by candles and decorative elements. A sideboard displays glassware and a portrait, enhancing the historic ambiance of the room.

Home in Ashfield

An 18th century farmhouse

NateRating, 5 stars5 days ago

What a beautiful, idyllic getaway Susan offers for her guests. A kind welcoming soul who provides a stay that brings you back in history – we had the most lovely time!

Superhost

An aerial view captures a rustic modern cabin set amidst lush greenery, with rolling hills in the background. A serene pond reflects the surrounding trees, while pathways and outdoor seating areas are visible. The structure’s roof and nearby outbuildings add to the tranquil setting.

Cabin in Florida

5 out of 5 average rating, 3 reviews

Lux Berkshires Mtn Cabin: Near MassMOCA & Williams

AdrianRating, 5 stars2 weeks ago

Me and my girlfriend had a wonderful weekend out in western Mass. Tito was an amazing host with a stylish cabin away from the noise. Close to North Adams and hiking trails, would definitely stay here again!

5 out of 5 average rating, 11 reviews

Charming Family Retreat: Steps from Downtown

GabrielleRating, 5 stars1 week ago

My friends and I stayed at Jen's place for our high school reunion. The pictures did not do it justice. Not only was her place spacious, clean, and homey but it was less than a 5 minute walk to the Main Street. Jen's recommendations for coffee and food were great and the home was equipped with everything we needed, and even some things we didn't think about like books and board games. The bedrooms were all spacious and there were plenty areas for a group movie night or some quiet alone time. When we first arrived, my friends and I did not know how to lock the door. However, as soon as we reached out to Jen she responded and with patience and grace walked us through the process. My friends and I will be returning every time we visit the area ! Thank you for a great stay.

4.99 out of 5 average rating, 95 reviews

Apartment in Conway

House Above the Hollow

AnnaRating, 5 stars2 weeks ago

Meg’s place was truly amazing. The apartment itself was very well maintained, well-appointed, and Meg went out of her way to ask what kind of milk/creamer we liked with our coffee so that she had stocked in our fridge upon arrival. The property is stunning- from Meg’s flower beds to her gardens, to the open fields, to the bird feeds attracting the most beautiful birds, this property is truly serene and a place where we felt relaxed. Our visit was filled with hiking, biking, and exploring nearby towns (Northampton, Amherst, Hadley, etc.). Meg herself is an incredibly talented artist and has beautiful pottery she crafts in her studio located under the apartment. She was kind enough to show us the studio and sell us a couple of her beautiful vases which we know we’ll always think of our wonderful trip whenever we see them. Thanks for everything, Meg!

4.92 out of 5 average rating, 49 reviews

A cozy table is set near floor-to-ceiling windows, featuring three birch-inspired candles and a book. Sunlight floods in, illuminating the forest view outside, where trees and a grassy area create a serene atmosphere.

Home in Guilford

Vermont Mirror House

GeorgeRating, 5 stars5 days ago

I was planning on my proposal and wanted somewhere special. The window house was exactly that. Private, peaceful, super clean, amazing views and wildlife. Taylor and Marla were EXTREMELY good at communicating and getting back in a timely manner. If you and your significant other are looking to get away, this is the place. It’s sublime.