
House vacation rentals in Charlemont
Find and book unique houses on Airbnb
Quick stats about house rentals in Charlemont

Total vacation rentals
Explore 20 vacation rentals in Charlemont

Nightly prices starting at
Charlemont vacation rentals start at G$10,456 GYD per night before taxes and fees

Verified guest reviews
Over 490 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 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!
Top-rated house rentals in Charlemont
Guests agree: these houses are highly rated for location, cleanliness, and more.

Charming Brookside Artisan Home
Relax, work & play in this peaceful country home built by a renowned furnituremaker and filled with handmade furniture and art. Explore the countryside, listen to the babbling brook & visit the many local family farms. There is a large firepit and plenty of outdoor activities at your doorstep, including biking, hiking, and x-country skiing. Come get away from it all while being only 10 minutes to Greenfield and the quaint village of Shelburne Falls. Easy 30 minute drive to the five college area.

Wilmington A-Frame- Cozy and Convenient
Entire charming and chic A-frame chalet conveniently located to all the amenities Wilmington has to offer. Walk into town to enjoy dining, shopping and trail hiking or take a short 15 minute drive to Mount Snow for a day of outdoor adventure. Relax on the water at Harriman Reservoir, just a 2 mile drive from the house. House is also conveniently located along the Moover route. Relax back at the house while enjoying time on the front porch or an evening on the couch. Located on Main Street.

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!

Spacious Loft with View
Located off a quiet dirt road, this rental features a great view of Putney Mountain, a private Hot Tub(exclusive to just the loft), miles of trails right from your doorstep, & a private rock quarry with swimming spot! Nestled amongst 100+ acres of conserved forest, with many VT destinations just minutes away, we are at the top of a hill overlooking the Putney Mountain ridge line.Just a 7 minute drive to downtown Putney and 20 minutes to Brattleboro.Landmark College (6min) & Putney School (12min)

Vermont lake house near Mt. Snow-fab 360 views!
Welcome to our fabulous farmhouse on 3 green acres! Enjoy amazing views of Lake Sadawga and the surrounding Green Mountains as you kick back in our cozy stylishly furnished home. The house comfortably sleeps 8+ with 4 bedrooms, 2 full bathrooms, and a finished loft space. We are located off the beaten path on a paved road with multi-car parking. This wonderful year-round retreat is a short drive to skiing at Mt. Snow, boating in Harriman Reservoir, and easily accessible to local amenities.

Red Door River House
1 min from Berkshire East Ski Mt and Thunder Mt and the Crazy Horse Bar, Across Street from Zoar Outdoor. Walk to cold river cafe and liquor store, Close to crabapple whitewater rafting. On River for Tubing, kayaking, canoeing right to and from the house. Close to Shelburne fall’s& Bridge Of Flowers outdoor rec: skiing, fishing, rafting, kayaking, zip lining and mountain biking, hiking, 5 bed + sofa bed. 4 bedrooms ,2 kings, two queens and one room- full bed. 1 full bath.1/2 bath.

Berkshire Mountain retreat with Urban eco-luxuries
600 West Rd (an eco-friendly energy efficient home) serves as a haven of relaxation in the mountains, with all the comforts and conveniences of urban luxury. We are located in a prime location, directly in between Stockbridge, Lenox and Lee and only 15 minutes to Great Barrington. Whether you are here to ski, hike, hear the great musicians at Tanglewood, take in a play at Shakespeare & Co, or just relaxing our wood-fired hot tub- we hope you enjoy your stay and will visit us again.

New & Cozy~Near MoCa~Deck~River
Retreat to the lovely 2BR 1Bath oasis nestled in the charming city of North Adams, MA. Escape the big-city crowds by taking in the beautiful natural surroundings from the deck while being less than 5 mins from the famous MoCa museum, exciting attractions, and scenic landmarks. A haven of relaxation awaits you. ✔ 2 Comfortable Bedrooms (Sleeps 4) ✔ Cozy Living Area ✔ Fully Equipped Kitchen ✔ Private Deck with Seating ✔ High-Speed Wi-Fi ✔ Free Parking Learn more below!

Magical, Rural Getaway in the Berkshires
Serene, idyllic, and extensively renovated farmhouse. Perfect for bird watchers, outdoor enthusiasts, and those seeking a tranquil retreat. Large kitchen (2 skylights) w new D/W & Fridge. Clawfoot tub in downstairs bath with w/d. Swimming < 1 mile away: DAR Forest (lake), Chapel Falls (waterfall). as well as Ashfield Lake. Skiing at Berkshire East (28"), and Notchview Cross Country (30"). Super fast/reliable fiber w/bakup battery. Pet (dog) fee: $150. Sorry, no cats.

Secluded Farmhouse Retreat - stunning views
This beautiful farmhouse called "High Pocket" is nestled on a knoll at the end of a private dirt road with majestic views of Vermont. Come experience your own solar powered country getaway on 545 acres, 15 minutes away from Shelburne Falls and Greenfield, Ma. Pets welcome {$50- per stay per animal} please keep off furniture and bedding Level 2 EV Charger on north/east corner

Cozy Modern Sugar House with spectacular views.
This beautiful Vermont home sits on 25 acres with spectacular views. We moved this sugar house structure to this land and had an architect adapt it to its surroundings. It has three walls of windows that display the amazing views. The house is surrounded by Mount Anthony hiking trails and a gorgeous pond. The location is a 5 minute drive to town or a lovely 20 minute walk.

Tulsi Rose Healing Retreat
Come enjoy our beautiful home surrounded by nature. Our home is spacious with lots of windows highlighting our perennial gardens, pond and view of rolling hills. This is a place to slow down and relax, take a sauna, sit outside and enjoy your friends and family. Our home is relaxing for adults and very kid friendly.
Popular amenities for Charlemont house rentals
House rentals with a pool

The 1770 House

Berkshire Mountain House

Serene South Deerfield Retreat

The Brick House on Washington Street

Stunning luxury home with pool

Chimney Hill Home w/ New Hot Tub & Amenity Center!

Morning Side

Hollywood Bungalow in the Berkshires #C0191633410
Weekly house rentals

North Adams Getaway-walk to MASS MoCA

Stone Ridge Cottage

The Gate House--Experience Vermont!

19th c. Barn in The Berkshires

Bernie's & Betty's

Steps to MoCA private house + SAUNA!

HOT TUB! Dog & Family Friendly in the Berkshires!

Modern farmhouse close to Montague Retreat Center
Private house rentals

The Cozy Cabin near Berkshire East and DF River

Tall Pines Rental | Pet Friendly | Fire Pit | Yard

5BR Berkshire Home Mins To The Mountain & River

Country home on 20 wooded acres with field views

Bridge of flowers cottage

An 18th century farmhouse

Bear Minimum

The Barn
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