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House vacation rentals in Charlemont

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Top-rated house rentals in Charlemont

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Home in Readsboro

4.86 out of 5 average rating, 124 reviews

December in Peaceful Vermont (Pet Friendly)

Beautiful Country Home, nestled in Vermont's Green mountains, panoramic views, with good access by the road. A babbling brook to lull you asleep from the master bedroom, and a clawfoot soaking tub, fully stocked house. Hiking, antiques, shops, lakes, picnics, covered bridges, cozy local inns, mountain views! Enjoy Vermont! Scenic roads, Mt. Snow, VAST trails, Mt.Greylock, Mass MOCA museum, nearby N.Adams, MA, Berkshires. Bennington Wilmington & Mt. Snow. PEACEFUL & PERFECT Vermont getaway! ☺

Home in Putney

4.88 out of 5 average rating, 171 reviews

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)

Home in Putney

4.94 out of 5 average rating, 369 reviews

Vermont Botanical Studio Apartment

This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.

Home in Wilmington

4.99 out of 5 average rating, 188 reviews

Vermont Sugar House Retreat

Stay at this unique rustic Vermont getaway. Nestled on a quiet hill in Wilmington, this private retreat will serve as the perfect home base for your Vermont adventures. You'll have the house to yourself without a neighbor in sight. While very private and surrounded by beautiful forest, this house is still only a short 5 minute drive from downtown Wilmington. The house is built around an enormous one-of-a-kind natural stone fireplace that was formed atop the old foundations of a sugar house.

Home in Becket

4.87 out of 5 average rating, 323 reviews

Real Estate:Therapy - Lake, Laundry, Love it

This is what happens when a realtor and an expressive-therapist make a vacation home. You get a decent property, in a good location with little things to help you de-stress, have fun and connect with friends and family. 18 minutes from downtown Lee, in the private Sherwood Forest Community with lake access, laundry, and a level-2 EV charger, this 1500 sq. ft home built in 1987 rejuvenates. We hope you will leave here a little more relaxed, recharged or maybe even a little bit happier.

Home in Chester

4.96 out of 5 average rating, 337 reviews

Riverfront Getaway

Our place is on a gentle flowing river, close to waterfalls, walks and the Berkshire cultural sites like Tanglewood and Jacobs Pillow . You’ll love our place because of the river, the deck, the hot tub; complete tranquility and a home away from home. Close to some great sites and activities, far enough away to escape. Our place is good for couples, friends and solo adventurers. Snowboarders/Skiers (or snow bunnies) and families can have great fun too! Sit back, relax and enjoy our home!

Home in Charlemont

4.92 out of 5 average rating, 105 reviews

Skiing, Rafting, Biking Paradise

Experience the charm of a beautifully renovated 1901 Odd Fellows Hall! Nestled in Charlemont, MA, this historic gem boasts stunning views of Berkshire East Ski & Mountain Bike Park, a serene field, and the Deerfield River from the back deck. Surrounded by state forests, it’s perfect for hiking, biking, and fishing. Enjoy modern comforts with high-speed internet, air conditioning, a sleek kitchen, and two well-appointed bathrooms. Your perfect blend of history and adventure awaits!

Home in Colrain

4.95 out of 5 average rating, 173 reviews

W. MASS Winter Getaway |AirHockey |HotTub |Firepit

Enter into the brightly lit kitchen/dining with seating for 10 while the kids enjoy the air hockey table and board games close by. You'll adore cooking in our stunning kitchen which guests absolutely love! The first floor bedroom is tucked away from the fun activities, while 4 bedrooms upstairs offer plenty of space and privacy. 5 minutes from Shelburne Falls and local areas for downhill and x-country skiing, hiking, restaurants, shops and more. Don't miss out!

Home in Bennington

4.99 out of 5 average rating, 269 reviews

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.

Home in Colrain

4.93 out of 5 average rating, 167 reviews

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

Home in North Adams

4.98 out of 5 average rating, 344 reviews

Steps to MoCA private house + SAUNA! Near SKI

Tucked away on a hilltop oasis right above MoCA (3 minutes by walk) the whimsically restored house is part of a private estate that belonged to the owners of APW factory (now the museum). Steps to downtown & restaurants. 10 min drive to Williams & Clark. Now part of @chasehillartistretreat. Your stay enables us to host refugee & immigrant musicians pro bono year-round.

Home in New Lebanon

4.99 out of 5 average rating, 362 reviews

The old sawmill from 1771

The oldest house in town, fully renovated. Beautiful two-story living room with leafy, private back deck for meals outside. Kitchen with stone counters, gas cook top, and dishwasher; two bathrooms with warm floors. Floorboards upstairs a foot wide; queen size bed with view over the trees, creek and porch.

Vacation rentals for every style

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Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Charlemont house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Wilmington

5 out of 5 average rating, 12 reviews

Silver Moose Lodge (Mt Snow)

Home in Lanesborough

5 out of 5 average rating, 12 reviews

Berkshire Mountain House

Home in Wilmington

4.88 out of 5 average rating, 163 reviews

Adams Farm-"The Little Farmhouse"

Home in Hillsdale

5 out of 5 average rating, 5 reviews

*Majestic views*Hot tub*Firepit*Games*Sleeps 14

Home in Keene

4.93 out of 5 average rating, 205 reviews

The Brick House on Washington Street

Home in Chesterfield

4.98 out of 5 average rating, 55 reviews

High Field Farm

Home in Wilmington

5 out of 5 average rating, 12 reviews

Stylish Chimney Hill Home - Close to Mt. Snow!

Home in Wilmington

4.83 out of 5 average rating, 42 reviews

Mountain Paradise 4 Bed w/ Hot Tub Mins to Mt Snow

Weekly house rentals

Home in Goshen

4.96 out of 5 average rating, 139 reviews

Lake Escape

Home in Dummerston

4.99 out of 5 average rating, 338 reviews

Pinecone Pond

Home in Wardsboro

4.95 out of 5 average rating, 100 reviews

Hot Tub & Game Room - Ski Mt. Snow/Stratton

Home in Bennington

4.99 out of 5 average rating, 124 reviews

The Gate House--Experience Vermont!

Home in Northampton

4.88 out of 5 average rating, 608 reviews

The Farmhouse - Hot tub eclectic farmhouse 3 br

Home in Wilmington

4.94 out of 5 average rating, 260 reviews

Wilmington. Easy walk to center of town.

Home in Greenfield

4.89 out of 5 average rating, 187 reviews

Peaceful Blossoms Victorian Home

Home in Lanesborough

5 out of 5 average rating, 107 reviews

Tranquil mid-century modern Berkshires retreat

Private house rentals

Home in Heath

4.98 out of 5 average rating, 52 reviews

Serene Cottage with Mountain View

Home in Adams

4.9 out of 5 average rating, 92 reviews

Mountain View Hideaway

Home in Charlemont

5 out of 5 average rating, 19 reviews

Above the Oaks - Modern Luxury near Berkshire East

Home in Charlemont

4.94 out of 5 average rating, 51 reviews

Tall Pines Rental

Home in Ashfield

5 out of 5 average rating, 38 reviews

An 18th century farmhouse

Home in Charlemont

4.98 out of 5 average rating, 57 reviews

Immerse yourself in relaxation at the Parsonage.

Home in Northampton

4.98 out of 5 average rating, 133 reviews

Discover Cozy Elegance in the Heart of Northampton

Home in Ashfield

5 out of 5 average rating, 99 reviews

Sunny Chalet Nestled in the Woods of Ashfield

Quick stats about house rentals in Charlemont

Total rentals
10 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
460 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool

Destinations to explore