
House vacation rentals in Charlemont
Find and book unique houses on Airbnb
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.

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!

Brooksong, the perfect Berkshires getaway
Part of this bright, sprawling, five-acre property was built in 1866 as a schoolhouse. Its historic charm now includes all the updated comforts of home, in an idyllic country setting that's lovely in all seasons. Located a short drive from Jiminy Peak, Brooksong is perfect for a ski vacation and close to plenty of lakes for summer fun. With a pool table, fire pit, and play set for kids, this is the perfect place to recharge and have fun with the people you care about. Welcome to Brooksong!

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.

Colrain Winter Adventure HotTub AirHockey Firepit
Escape to Millhouse 254, a historic 5-bedroom home blending modern luxury with classic charm. Perfect for large groups & families, it comfortably sleeps 10 and features a hot tub, game room, and an accessible main-floor suite. Located just 5 minutes from the shops and restaurants of Shelburne Falls, it's your ideal retreat for exploring the outdoors or simply relaxing in style. Enjoy a fully equipped kitchen, private yard, and year-round fun in this thoughtfully updated home.

Steps to MoCA private house + SAUNA! Near SKI
Near Ski & Museums! Welcome to the Gardener’s Cottage at Chase Hill—the historic estate of the owners of the factory that became MASS MoCA. More than just houses, Chase Hill is an experience: gardens, fire pits, sauna, massages, occasional music rehearsals. Just a 5-minute walk to MASS MoCA, 10 mins by car to Williams & Clark. YOUR STAY SPONSORS PRO BONO RESIDENCE FOR REFUGEE & iMMIGRANT MUSICIANS. Nearest ⛷️ SKI resorts: Jiminy Peak, Berkshire East Mountain and many others!

North Adams Getaway-walk to MASS MoCA
BRAND NEW! Ready for guests to enjoy all the Berkshires has to offer! Whether you are visiting for work or pleasure, with family or friends this is a perfect place for you. Located in downtown North Adams you are surrounded by breath taking mountains and foliage, nestled between award winning museums, access to great food, and a short drive to ski resorts, breweries, Tanglewood, the highest peak in MA, and more. A true outdoorsman paradise. BOOK NOW!

Idyllic family retreat - spacious lake home,
This recently renovated waterfront home is perfectly situated close to many Berkshire attractions for an ideal getaway. Lake views are stunning year around. The fire-pit at shore offers a unique outdoor gathering option. Warm and welcoming interior with three levels of living for families and friends (up to 8 people). Area offers family-friendly hiking. Enjoy the whimsical decor and mid-century style furnishings. Cook in the well-equipped kitchen.

Peaceful Beautiful Mountain Home Spectacular Views
15 Spectacular Acres! Plenty of room for the entire family or great for a couples getaway. This home has everything you need. There are brand new mattresses, quilts, linens, towels, cookware, plates and utensils for your comfort. The beautiful mountain views are seen from just about every room. There is a wood burning fireplace, 4 bedrooms and 2 full bathrooms. Both levels have 3 season porches to enjoy the views, coffee, reading or a meal.

Swim Lake , Hikes, Sleeps 12, Fast WiFi
Voted by Airbnb guests as a top "Wish-listed family home" * A beautiful 5 bedroom post & beam house in the woods off the Appalachian trail. * 5 mins to Swim lake, kayaking & fishing. * Great Hikes from the house * Jacobs Pillow & Tanglewood 20 mins * Historic Great Barrington 15 mins/ local shops * Kids activities at the house & area. * Fast Wifi * Fireplace * Butternut ski 15 mins * Pets welcome

Victorian house near Smith college and downtown
Welcome to Frankin! This is a beautiful Victorian duplex that is close to everything you need. One side of the house is the rental and my wife and I live on the other side. The house is located in a quiet residential neighborhood within walking distance of downtown Northampton and just minutes from Smith College. There is also a nice park a couple of blocks down the road as well!

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.
Popular amenities for Charlemont house rentals
House rentals with a pool

The 1770 House

Classic New England Home, Direct trail access

Adams Farm-"The Little Farmhouse"

Serene South Deerfield Retreat

The Brick House on Washington Street

High Field Farm

Woodsy Retreat Near Skiing, Private Pool in Summer

Hollywood Bungalow in the Berkshires #C0191633410
Weekly house rentals

The Cozy Cabin near Berkshire East and DF River

Modern Luxury & Pickleball near Berkshire East

Tall Pines Rental

Bridge of flowers cottage

An 18th century farmhouse

Modern Farmhouse Retreat

Time to think about making summer plans!

Berkshire Basecamp: Hike, Bike, Raft & Relax!
Private house rentals

Cozy Home in Pownal VT

1810 Brook-Side Mill/EV 2 Charge

Amherst/Pelham getaway with a view!

Mount Greylock View Retreat,3 bedroom,2 1/2 bath.

Hummingbird Haven

New & Cozy~Near MoCa~Deck~River

Gregory Art House

Peaceful Retreat in the Berkshires
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 ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 420 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!
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- 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
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Norman Rockwell Museum
- Berkshire Botanical Garden
- Naumkeag
- June Farms
- Hancock Shaker Village
- New York State Museum
- MVP Arena
- Rensselaer Polytechnic Institute
- Emerald Lake State Park
- Mount Greylock




