
Holiday rentals in Charlemont
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Charlemont
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

Pristine Oasis with Private Bath
Our studio space (250 sq ft) is separate from the main house and located on the outskirts of Greenfield MA. The location provides easy access to downtown, restaurants, shopping areas and Interstate 91. Modern decor, tiled artsy bathroom, lots of garden art, and sweeping views of Berkshire foothills make this a great choice for foliage season, summer recreation and choice winter skiing. One Queen bed. Our house is 90 miles west of Boston, 60 miles north of Hartford and a 3-hour drive to Canada.

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.”

Just Be Cabin
Small, rustic cabin in the woods behind our home. The cabin has electricity, but no running water. Drinking and cooking water are provided from a hand pumped container. The cabin is a beautiful place to slow down, connect to nature and one's self. If you love to camp, you will love the cabin. It is the perfect locale for a personal retreat. We are happy to arrange a yoga class at our home studio as well. It is like a tree house, where all are welcome to come, simplify life and just be.

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 !

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!

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

Sweet Vermont Tiny Home Get Away
Your unique Vermont retreat is just a click away! Come stay in this custom built tiny house in southern Vermont. We are an easy walk to the train station, art museum, restaurants, shops, and many beautiful nature spots in and around Brattleboro VT, plus a 40 minute drive to the Mount Snow ski area, and local hiking, swimming, boating, skiing, and skating opportunities. A nature lover's paradise! Enjoy the great outdoors and small town living, or cozy up in the tiny house and just relax.

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

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.

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!
Popular amenities for Charlemont holiday rentals
Other great holiday rentals in Charlemont

Modern Luxury & Pickleball near Berkshire East

Tall Pines Rental

Five Bedroom Berkshire East Basecamp413

Mill Town Lodge • Spacious & Private Retreat

Spacious, Sunny* Woodland Retreat

An 18th century farmhouse

The Corner of Main and South St. 2 bedroom Suite.

Lux Berkshires Mtn Cabin: Near MassMOCA & Williams
When is the best time to visit Charlemont?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $351 SGD | $351 SGD | $292 SGD | $351 SGD | $344 SGD | $351 SGD | $351 SGD | $351 SGD | $351 SGD | $351 SGD | $319 SGD | $368 SGD |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Charlemont?
Charlemont has more than 20 family-friendly stays. 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 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.
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 holiday rentals in Charlemont

Total holiday rentals
Explore 30 holiday rentals in Charlemont

Nightly prices starting at
Charlemont holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 1,810 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Charlemont holiday rentals include wifi 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!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Stratton Mountain
- Six Flags New England
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Monadnock State Park
- Stratton Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Mount Snow Ski Resort
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Taconic State Park
- Norman Rockwell Museum
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Berkshire Botanical Garden
- Naumkeag
- June Farms
- Hancock Shaker Village
- New York State Museum
- Rensselaer Polytechnic Institute
- Mount Greylock
- MVP Arena
- The Egg




