Vacation rentals in Charlemont

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Top-rated vacation rentals in Charlemont

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Guest favorite

Apartment in Shelburne Falls

4.98 out of 5 average rating, 487 reviews

In town, newly renovated studio with private deck

Come explore our unique area and stay in a newly 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!

Apr 10 – 17

G$20,349 GYD per night

Guest favorite

Apartment in Shelburne Falls

4.94 out of 5 average rating, 145 reviews

Soaring 2-level loft w/ views in heart of downtown

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.

Jul 12 – 19

G$29,915 GYD per night

Guest favorite

Cabin in Savoy

4.98 out of 5 average rating, 186 reviews

The Camp - 20 Minutes to Berkshire East!

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.

Jul 29 – Aug 5

G$23,785 GYD per night

Guest favorite

Apartment in Shelburne Falls

4.96 out of 5 average rating, 290 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.”

Apr 1 – 8

G$21,381 GYD per night

Guest favorite

Apartment in Greenfield

4.96 out of 5 average rating, 268 reviews

Mohawk Trail View/ private apt. no cleaning Fee

Apartment: Entrance, bathroom & driveway are all private. Backyard with gas bbq. Kitchenette has microwave, toaster oven, Keurig coffee maker & sink. 2 TV’s one in living room & bedroom. Netflix, Amazon Prime , HBO & Local programs. High speed internet. Bedroom has Queen bed & desk. Apt. Is 2 min's to Rt. 2 Mohawk Trail, Rt. 91, Supermarket, Restaurants & GCC. Less than 5 min's to Greenfield Center. <10 minutes to Deerfield Academy, Bement, Stonleigh. Berkshire East Resort Ski Area 24 minutes.

Jul 3 – 10

G$22,194 GYD per night

Guest favorite

Guest suite in Greenfield

4.95 out of 5 average rating, 147 reviews

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. Our house is 90 miles west of Boston, 60 miles north of Hartford and a 3-hour drive to the Canadian border.

Feb 9 – 16

G$14,777 GYD per night

Guest favorite

Loft in Shelburne Falls

4.95 out of 5 average rating, 264 reviews

The Railroad House

The Railroad House is a cute attached converted barn in the village center with parking, private entrance, 2 floors, fridge, microwave, coffee maker, toaster, WiFI, but no television. It is located within just a minute's walk from the famous Bridge of Flowers. Other local attractions include several dining choices from a drugstore soda shop on up to 5-star dining, as well as the country's 2nd oldest bowling alley. On weekends you can often find live music. Train goes by twice/day on average.

Sep 1 – 8

G$19,446 GYD per night

Guest favorite

Guest suite in Sunderland

5.0 out of 5 average rating, 143 reviews

Bright private suite minutes to Five College area

Welcome to our bright, newly renovated suite in the historic Elihu Smith home, built in 1847. Centered on historic S. Main Street in Sunderland, we are minutes from UMass, Amherst, Hadley, Deerfield, and located on the local bus route connecting directly to UMass and Amherst. Ideal for stays of any length of time, for business or pleasure during any time of the year and walking distance to the Millstone market, as well the Bridgeside Café. Suite is professionally cleaned between each stay.

Aug 29 – Sep 5

G$18,988 GYD per night

Guest favorite

Barn in Marlboro

4.95 out of 5 average rating, 263 reviews

The Studio With a View. Bring your dog, too!

Our stylish Studio, a not so tiny Tiny House, is nestled into the Southern Vermont hillside and surrounded by nature. Enjoy the view from the deck, and cozy up in the newly renovated flower barn with a cup of coffee or tea and a great book. Well-mannered dogs are welcome, they will enjoy the fenced-in area right off the deck. Features: efficiency kitchen and dining area, cozy living space, queen-size bed, and a full bathroom. The large covered porch overlooks fields and trees.

Jan 7 – 14

G$29,244 GYD per night

Guest favorite

Guest suite in Charlemont

4.9 out of 5 average rating, 182 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

Mar 1 – 8

G$22,309 GYD per night

Guest favorite

Apartment in Plainfield

4.97 out of 5 average rating, 238 reviews

Sunny, light filled loft in 1873 Colonial

Relax in our bright, very spacious, and quiet loft, on six open acres. Lounge on the stone terrace, under the stars, by a cozy fire, near the garden. 35 min to Northampton, 35 min to MassMoca, 10 min to Berk. East. Pellet stove, Fiber Optic Wi-Fi, streaming options, and cell coverage. Fully outfitted kitchen with home made granola, and assorted beverages. Two hybrid bikes available for use. There are 3, 5-ft long skylights, and a cathedral ceiling= much natural light!

Mar 2 – 9

G$24,812 GYD per night

Guest favorite

Apartment in Charlemont

5.0 out of 5 average rating, 128 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

Our happy place is a short walk to Berkshire East and the Deerfield River. You’ll love our large yard, the brook, private picnic area, enjoy an outdoor fire. This town awaits fun-filled adventures biking, skiing, leaf peeping, fishing , tubing, whitewater rafting, snowmobiling. We reside at the single family home on property and we’re excited to share our place with you.

Dec 21 – 28

G$48,113 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Charlemont vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Charlemont's top sights

Thunder Mountain Bike Park4 locals recommend

Zoar Outdoor Adventure Resort78 locals recommend

Crab Apple Whitewater Inc37 locals recommend

Berkshire Pizzeria12 locals recommend

Cold River Cafe & Restaurant4 locals recommend

Cold River Package & Market7 locals recommend

Other great vacation rentals in Charlemont

Guest favorite

Apartment in Vernon

4.96 out of 5 average rating, 132 reviews

Farm land view.

May 3 – 10

G$20,447 GYD per night

Guest favorite

Apartment in North Adams

4.97 out of 5 average rating, 409 reviews

See MoCA from your mansion+Sauna! Ski nearby!

Dec 10 – 17

G$31,913 GYD per night

Guest favorite

Guest suite in Brattleboro

4.94 out of 5 average rating, 518 reviews

Charming studio in renovated 19th century church.

Dec 24 – 31

G$19,439 GYD per night

Guest favorite

Cabin in Guilford

4.96 out of 5 average rating, 479 reviews

Serenity Now - Couples Retreat or Writer's Dream

Apr 21 – 28

G$37,940 GYD per night

Guest favorite

Guesthouse in Brattleboro

4.93 out of 5 average rating, 429 reviews

Mahalo Temple Retreat

Jul 15 – 22

G$20,285 GYD per night

Guest favorite

Tiny home in Wilmington

4.99 out of 5 average rating, 140 reviews

Beautiful Timber Frame Retreat

Sep 13 – 20

G$45,778 GYD per night

Guest favorite

Cottage in Petersham

4.99 out of 5 average rating, 149 reviews

Cider House Cottage

Dec 20 – 27

G$29,419 GYD per night

Guest favorite

Guesthouse in Putney

4.97 out of 5 average rating, 196 reviews

Cozy cottage loft and retreat

Apr 4 – 11

G$18,764 GYD per night

Show all

Quick stats about vacation rentals in Charlemont

Total rentals
30 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.5K reviews
Nightly prices starting at
G$10,424 GYD before taxes and fees

Frequently Asked Questions

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.
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.
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 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.
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.
What are the most popular amenities for House Rentals in Charlemont?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Charlemont

Top-rated vacation rentals in Charlemont

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Charlemont vacation rentals

Stay near Charlemont's top sights

Other great vacation rentals in Charlemont

Apartment in Vernon

Apartment in North Adams

Guest suite in Brattleboro

Cabin in Guilford

Guesthouse in Brattleboro

Tiny home in Wilmington

Cottage in Petersham

Guesthouse in Putney

Quick stats about vacation rentals in Charlemont

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do house rentals in Charlemont have free parking?

Do house rentals in Charlemont have air conditioning?

Do house rentals in Charlemont have a kitchen?

Do house rentals in Charlemont have wifi?

How much does it cost to stay in house rentals in Charlemont?

Are there vacation rentals with a dedicated workspace in Charlemont?

Are there pet-friendly vacation rentals in Charlemont?

What are the most popular amenities for House Rentals in Charlemont?

Destinations to explore