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Charlemont Rentals

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Price: high to low

Number of reviews

37 Houses

Unique People & Pet-Welcoming Country Haven

Charlemont apartment

1 bedroom / 1 bathroom / sleeps 4

“Cozy little spot, kid and definitely dog friendly” We brought our Cavalier with us and had a great time at the cottage. It was clean and gave us tons of room. Would definitely stay again.

Price per night from

$172

Great rentals within 20 miles that match your search

Mount Snow Area Home with 5 Bedrooms

Wilmington house

5 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 3 hours 11 minutes

Price per night from

$345

Vermont Log Cabin available for weekend and weekly

Guilford log cabin

2 bedrooms / 1 bathroom / sleeps 5

“Awesome cabin in the woods!!!” We loved our stay in Guilford. It was plenty of space for our family of 4. The cabin was cozy, clean, and had everything we could have ever needed. We even got to enjoy the potbelly stove on one of the chillier nights. Perfect escape from the city for us!!!

Price per night from

$127

PARADISE on EARTH! - Historic 4BR Farmhouse

West Halifax house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$328

Charming 'Swiss Chalet' Ski Cabin Near Mount Snow

Wilmington house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$202

The Bear Den

North Adams apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$340

Rural Berkshires Home

Ashfield house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 22 minutes

Price per night from

$23

Charming Affordable Home for groups up to 14

Shelburne Falls house

7 bedrooms / 3 bathrooms / sleeps 14

“Beautiful house in beautiful village!” Thank you for the use of your beautiful house. It was perfect for our wedding weekend. Everyone was very comfortable and had a great time. Looking forward to coming back again in the future.

Responds fast! avg. 3 hours 49 minutes

Price per night from

$577

OWL'S NEST LODGING

Conway apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 11 minutes

Price per night from

$197

Flight's End-A Country Home with Babbling Brook

Hawley house

3 bedrooms / 2 bathrooms / sleeps 8

“Perfect getaway” We spent few days there. It is very quiet and private. We loved the retro look. Looking forward going there again. It was New Year's eve we were hoping for.

Price per night from

$172

Crafts Inn in Vermont 1BR Suite, SATURDAY Check-In

Wilmington condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$111

New Timberframe House Rental in the Berkshire Mountains, Masschusetts

Hinsdale house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$218

NEW! Woodsy Wilmington Condo 7 Mi to Mount Snow!

Wilmington condo

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 2 hours 41 minutes

Price per night from

$237

NEW! Cozy Vermont Condo Near Slopes, Hikes & Bites

Wilmington condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 41 minutes

Price per night from

$112

Spacious Wilmington Home w/ Game Room & Deck!

Wilmington house

6 bedrooms / 5 bathrooms / sleeps 26

Responds fast! avg. 2 hours 41 minutes

Price per night from

$453

NEW! Spacious Wilmington Home w/ Deck & Mtn Views!

Wilmington condo

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 2 hours 41 minutes

Price per night from

$295

NEW! Cozy Treetop Hideaway By Harriman Reservoir

Wilmington cottage

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 41 minutes

Price per night from

$251

Picturesque Cottage with Sunroom on Ashmere Lake!

Hinsdale cottage

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 41 minutes

Price per night from

$250

Wilmington Home w/ Pool Access, 20 Mins to Mt Snow

Wilmington house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 41 minutes

Price per night from

$196

Secluded & Cozy Dog-Friendly Year-Round Retreat

Wilmington house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 41 minutes

Price per night from

$476

NEW! Peaceful Family Home w/ Fire Pit & Large Yard

Williamstown house

4 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 41 minutes

Price per night from

$299

Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Wilmington cottage

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 41 minutes

Price per night from

$166

Wilmington Retreat w/ Deck, Lake Views & Game Room

Wilmington house

5 bedrooms / 4 bathrooms / sleeps 14

Responds fast! avg. 2 hours 41 minutes

Price per night from

$880

NEW! Cozy A-Frame w/ Pool Table: 8 Mi to Mt. Snow!

Wilmington cottage

3 bedrooms / 3 bathrooms / sleeps 9

Responds fast! avg. 2 hours 41 minutes

Price per night from

$299

NEW! Sleek Cabin w/Deck 8Mi to Mount Snow & Hikes!

Wilmington cottage

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 41 minutes

Price per night from

$185

Tentrr Backcountry Site - Camp Cozie Nook

Ashfield tented camp

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$80

Tentrr Signature Site - Hidden Hoosic Riverside Camp

Clarksburg tented camp

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$172

Private Wooded Cabin, 8 Mi to Sundance Ski & Town!

Wilmington cottage

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 41 minutes

Price per night from

$274

Jacksonville Cabin w/ Wraparound Deck & Views

Jacksonville cottage

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 41 minutes

Price per night from

$247

Vermont Getaway w/ Deck - 6 Miles to Mt Snow!

Wilmington house

5 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 2 hours 41 minutes

Price per night from

$353

'John's Farmhouse in Mount Snow' on 120 Acres!

Jacksonville house

5 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 41 minutes

Price per night from

$356

Berkshire house w/ fireplace, A/C, WiFi & laundry

Plainfield house

3 bedrooms / 2 bathrooms / sleeps 10

“Peaceful country home” Beautiful, welcoming home in a perfect location. Warm and inviting living room; bright, airy bedrooms.

Responds fast! avg. 3 hours 58 minutes

Price per night from

$234

Retreat in the Woods

Savoy house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$229

Serene Shelburne Studio Cabin w/Spring-Fed Pool!

Shelburne studio

Studio / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 41 minutes

Price per night from

$181

BaseCamp Mogul: Green Mountain Retreat

Wilmington house

3 bedrooms / 1 bathroom / sleeps 10

Price per night from

$159

Jabulani Luxury Rural Stay

Guilford farmhouse

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$435

Mountain Retreat - Chimney Hill - 7 Miles to Mount Snow - direct VAST access

Wilmington house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$155

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