Vacation rentals in Charlemont

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Top-rated vacation rentals in Charlemont

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Guest favorite
A bright living space features large windows, allowing natural light to fill the room. A comfortable sofa sits beside a wooden coffee table, with visible mountain views outside. A round dining table is surrounded by wooden chairs, enhancing the room's spacious feel.
Apartment in Shelburne Falls
4.92 out of 5 average rating, 295 reviews

Sunny, soaring 2-level downtown loft, scenic views

Walk to everything from this sunny, spacious 2-level, newly renovated 3rd-floor loft in downtown Shelburne Falls, right by the Bridge of Flowers. Cathedral ceiling, giant windows with views of mountains & river. Open upstairs queen bed space. Comfy pull-out queen bed downstairs. Washer/dryer. Well-equipped kitchen w/ dishwasher. Brand-new tiled shower. Fast Internet, two smart TVs, and a 15,000 BTU air conditioner that cools the big space in minutes. 15-minute drive to Berkshire East ski resort.

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
4.98 out of 5 average rating, 243 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
A bright living space is surrounded by floor-to-ceiling windows, offering views of vibrant foliage and serene waterways. A small wooden table is positioned on a natural wood floor, highlighting the connection to the outdoor landscape. Warm sunlight filters through the trees, creating a calm ambiance.
Home in Guilford
4.94 out of 5 average rating, 122 reviews

Vermont Mirror House

Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

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
4.97 out of 5 average rating, 387 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 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, 185 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 !

Top 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, 626 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!

Top guest favorite
A spacious mountain lodge is depicted, featuring a striking stone chimney and expansive decks. Large windows frame the scenic landscape, while lush green grass surrounds the building. The warm tones of the log exterior harmonize with the natural setting, inviting outdoor relaxation.
Apartment in North Adams
4.94 out of 5 average rating, 180 reviews

Berkshire Mountain Top Chalet

Amazing mountain top lodge with beautiful views, and majestic log interior. Soaring ceilings, dramatic stone fireplace, and many more amazing amenities such as blazing fast internet, multiple decks, and hot tub. This gorgeous lodge is located near all The Berkshires has to offer—resplendent nature with waterfalls, hiking trails; cultural institutions such as Mass MoCA, and the Clark Institute; adventures such as zip-lining, white-water rafting, and skiing—it is the ultimate place for you.

Guest favorite
A wooden deck extends from the back of the house, overlooking a fire pit surrounded by several adirondack chairs. Vibrant fall foliage complements the tranquil setting, with a winding path leading to the house, where large windows invite natural light.
Chalet in Charlemont
4.96 out of 5 average rating, 138 reviews

Ski, Raft & Relax | Lodge w/ Pool Table & Fire Pit

On your journey to The Lodge on Warner Hill, you will pass through a nostalgic covered bridge, drive by a babbling brook, and meander up a winding 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 10 minutes from Berkshire East and the Deerfield River

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
4.89 out of 5 average rating, 154 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, 227 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

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, 168 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.

Guest favorite
A classic log cabin stands surrounded by greenery, featuring a spacious front porch with a wooden railing. Large windows dominate the front, allowing natural light to fill the interior. An American flag is displayed, adding to the rustic charm of the structure.
Cabin in Plainfield
4.92 out of 5 average rating, 231 reviews

Peaceful Cabin in the Woods

Escape the noise and come relax in the middle of the beautiful Berkshire Hills. This classic log cabin has been recently renovated so that you can unwind and connect to the picturesque landscape that envelopes this property. You can drive 30 minutes west to North Adams and visit Mass Moca or 30 minutes east to Northampton, Amherst & Hadley. (Please note, 1/2 of the bedrooms is an open loft).

Popular amenities for Charlemont vacation rentals

When is the best time to visit Charlemont?

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Avg. priceG$57,443 GYDG$57,443 GYDG$47,835 GYDG$57,443 GYDG$56,190 GYDG$57,443 GYDG$57,443 GYDG$57,443 GYDG$57,443 GYDG$57,443 GYDG$52,221 GYDG$60,159 GYD
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Frequently Asked Questions

  • Are there family-friendly house rentals in Charlemont?

    Charlemont has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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 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.

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

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

  • 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.

  • 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.

Quick stats about vacation rentals in Charlemont

  • Total vacation rentals

    Explore 30 vacation rentals in Charlemont

  • Nightly prices starting at

    Charlemont vacation rentals start at G$10,444 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,810 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Charlemont vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Charlemont rentals

  • 4.9 Average rating

    Charlemont stays are highly rated by guests—averaging 4.9 out of 5!