Vacation rentals in Charlemont

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Top-rated vacation rentals in Charlemont

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Top guest favorite
A charming two-story cabin is set against a backdrop of lush forest. It features a spacious front porch with multiple windows, allowing for abundant natural light. A well-maintained lawn surrounds the cabin, with a gravel pathway leading to a parked vehicle nearby.
Cabin in Savoy
4.97 out of 5 average rating, 231 reviews

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.

Top guest favorite
The kitchen features white cabinetry with black hardware and a tiled floor. An overhead fan circulates air. A round wooden table with placemats is set beside a lamp. Modern appliances, including a stove and microwave, are neatly integrated into the design.
Apartment in Shelburne Falls
4.96 out of 5 average rating, 367 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.”

Top guest favorite
A charming lodge is nestled within a wooded landscape, showcasing a vast back deck with seating and a central fire pit surrounded by comfortable chairs. Colorful autumn leaves frame the scene, highlighting the welcoming atmosphere of the outdoor space.
Chalet in Charlemont
4.99 out of 5 average rating, 126 reviews

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

Guest favorite
Apartment in Shelburne Falls
4.89 out of 5 average rating, 175 reviews

Mountain+river views from big, sunny downtown flat

Walk to everything from this sunny, spacious, tastefully furnished apartment, newly renovated in 2023, in the heart of downtown Shelburne Falls steps from Bridge of Flowers. Giant windows in all directions with views of town, mountains & river. Queen bedroom & comfy pull-out queen bed in the living room. Large, well-equipped eat-in kitchen with brand-new stainless-steel appliances & dishwasher. Washer/dryer. Luxurious bathtub & rain shower. plenty of closet space. Fast Internet. 65" Roku TV.

Top guest favorite
A modern kitchen features a central island with bar stools, stainless steel appliances, and white cabinetry. Natural light floods the space through a skylight and large windows, highlighting the open layout. A dining area with dark chairs sits adjacent to the kitchen.
Apartment in Charlemont
4.99 out of 5 average rating, 170 reviews

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 !

Guest favorite
The bright studio features a cozy sleeping area with a spacious bed, a comfortable yellow armchair, and two plush couches. A coffee table sits in the center, with large windows allowing natural light and views of greenery. A television is mounted on the wall.
Apartment in Shelburne Falls
4.97 out of 5 average rating, 590 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!

Guest favorite
A spacious living area features two comfortable sofas, a wooden coffee table, and a dining area with a custom table for six. Natural light fills the space, highlighting the wooden flooring and neutral-toned walls. A clock adorns the wall, adding functionality to the inviting atmosphere.
Apartment in Charlemont
4.96 out of 5 average rating, 113 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.

Top guest favorite
A cozy loft area features vaulted ceilings with wooden beams and large windows overlooking a forested landscape. A dark bed with decorative pillows is complemented by a woven area rug. A small globe and accent furniture add character to the inviting space.
Loft in Heath
4.87 out of 5 average rating, 133 reviews

Cozy loft apartment in adventurers paradise

Relax in our uniquely decorated loft apartment. This location is a privately secluded homestead, bordering the Maitland Memorial Forest. Just minutes from all of your favorite outdoor adventures! We are 10 mins from the Berkshire East Mountain Resort and the Deerfield river. We have bike storage and a great repair area. Amenities: Full kitchen and bath. we are happy to announce the completion of our new deck and private entrance for our guests that includes private yard and fire pit

Top guest favorite
A spacious living area is characterized by a combination of blue and neutral tones. A comfortable bed is positioned against one wall, while a cozy seating area contains a sofa and armchair. Natural light enters through an open door that leads to a kitchen beyond.
Guest suite in Charlemont
4.91 out of 5 average rating, 218 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

Top guest favorite
A spacious, two-story dark wooden building is nestled among trees, showcasing a welcoming entrance with a large front porch. Lush green grass surrounds the structure, enhancing its serene setting. Bright blue skies and scattered clouds further complement the inviting atmosphere.
Apartment in Conway
4.96 out of 5 average rating, 192 reviews

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.

Guest favorite
The exterior of a charming yellow cottage is visible, featuring dark green shutters and a welcoming porch with decorative elements. A well-kept garden with colorful flowers and greenery surrounds the cottage, while a gravel pathway leads to the entrance under a partly cloudy blue sky.
Cottage in Monroe
4.88 out of 5 average rating, 152 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!

Guest favorite
The log home is framed by lush greenery, with a rainbow arching over the hillside in the background. Solar panels are visible on the roof, and a small, illuminated outdoor lamp stands in the foreground, providing a welcoming touch to the natural setting.
Apartment in Hawley
4.88 out of 5 average rating, 160 reviews

Green Acres Hawley Upper Studio (Bonus Room)

This space is a Large Studio Apartment in the Bonus Room above the Garage of a large log home overlooking Berkshire East Mountain Resort. Guests have shared access to the hot tub, deck, fire pit barbecue area and limited access to host's laundry facilities. You'll have sole access to the bonus room, deck & grill and full private bath. Space is comfy and charming, accessible from a private staircase or spiral into the main house's entrance hall.

Popular amenities for Charlemont vacation rentals

Quick stats about vacation rentals in Charlemont

  • Total rentals

    30 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    1.7K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Frequently Asked Questions

  • Do house rentals in Charlemont have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Charlemont. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Charlemont have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Charlemont. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Charlemont have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Charlemont. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Charlemont have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Charlemont. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Charlemont?

    Experience the best of Charlemont with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Charlemont?

    Yes! Work meets play with ease at over 10 vacation rentals in Charlemont featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Charlemont?

    Four-legged friends are welcome in Charlemont. Choose from more than 10 vacation rentals for guests traveling with pets.

  • What are the most popular amenities for House Rentals in Charlemont?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with free parking, over 10 homes with air conditioning, over 10 homes with a kitchen, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore