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Aug 15 - Aug 17
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Condo Rentals in Charlemont

Vacation Village in the Berkshires
Relax in a stylish living area with a large carpet, comfortable sofas, and a wooden coffee table.

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1938)
"Very relaxing, clean and convenient for a family vacation. Pool area and grills are well kept and also convenient "
$130 nightly
The price is $145
Aug 27 - Aug 28
Total includes taxes and fees
Vacation Village in the Berkshires
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Enjoy a serene lakeside escape with a picnic table surrounded by lush greenery and a tranquil lake view.

Cozy 3 bedroom condo 2.5 miles to Mount Snow

9.2 out of 10, Wonderful, (39)
"This is the third time I’ve stayed here and it’s very convenient and I really love what the host did for upgrades on the property. "
$262 nightly
The price is $296
Aug 18 - Aug 19
Total includes taxes and fees
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Seasons On Mount Snow - Ski-in/Ski-out
Guests can enjoy a refreshing swim in the pool surrounded by lush trees.

Seasons On Mount Snow - Ski-in/Ski-out

9.8 out of 10, Exceptional, (169)
"Wonderful host / fantastic location "
Seasons On Mount Snow - Ski-in/Ski-out
Comfortable condo with fireplace, pool, and sauna access - near slopes
Relax in a serene onsen bath with a central bench and seating area.

Comfortable condo with fireplace, pool, and sauna access - near slopes

8.4 out of 10, Very Good, (14)
"Perfect location. On the MOOver line. Plenty of space for my family of four. "
Comfortable condo with fireplace, pool, and sauna access - near slopes
Mtn & Foliage Views: Modern Mount Snow Stay!
Enjoy cooking in this kitchen with a large island, sink, and window seat overlooking a scenic view.

Mtn & Foliage Views: Modern Mount Snow Stay!

10.0 out of 10, Exceptional, (1)
"Outstanding property. Perfect location. Very clean and comfortable condo. "
Mtn & Foliage Views: Modern Mount Snow Stay!
Condo < 1mi. from Mt. Snow / Free Shuttle
Relax by the rectangular pool surrounded by a dark floor and large windows.

Condo < 1mi. from Mt. Snow / Free Shuttle

9.6 out of 10, Exceptional, (7)
"Everything was great!"
Condo < 1mi. from Mt. Snow / Free Shuttle
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
Guests can enjoy skiing and mountain views from the central lodge.

SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1

10.0 out of 10, Exceptional, (39)
"3rd time staying here. The host is great, the place is clean, and the location couldn't be better!"
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
UNIQUE - 1BR Country Condo @ Jiminy Peak
Relax in a spacious spa room with a large hot tub and comfortable seating area.

UNIQUE - 1BR Country Condo @ Jiminy Peak

10.0 out of 10, Exceptional, (12)
"Clean and quiet, nicely decorated! "
$259 nightly
The price is $289
Aug 10 - Aug 11
Total includes taxes and fees
UNIQUE - 1BR Country Condo @ Jiminy Peak
Mount snow ski on ski off at Seasons
Swim laps in a spacious pool surrounded by a tiled floor and natural light pouring in through skylights.

Mount snow ski on ski off at Seasons

10.0 out of 10, Exceptional, (2)
"Awesome property right on the trails. The amenities are great with some nice hot tubs available to end the day in. Owner is very responsive "
Mount snow ski on ski off at Seasons
Walk to Mount Snow, Cozy, Clean and Comfortable!
Relax by the pool with a breathtaking view of the snowy landscape through large windows.

Walk to Mount Snow, Cozy, Clean and Comfortable!

9.6 out of 10, Exceptional, (37)
"Lovely condo in great location. "
Walk to Mount Snow, Cozy, Clean and Comfortable!
Updated Ski in ski out condo & mountain biking located at Seasons on Mt. Snow
A dining area with a large table and chairs, illuminated by a chandelier, features a framed map and a decorative flower arrangement.

Updated Ski in ski out condo & mountain biking located at Seasons on Mt. Snow

10.0 out of 10, Exceptional, (58)
"Great place and great ski in/out location! "
Updated Ski in ski out condo & mountain biking located at Seasons on Mt. Snow
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
Kitchen features stainless steel appliances, a small island with stools, and a large window with an outdoor view.

SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!

10.0 out of 10, Exceptional, (12)
"We'll be back!"
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
Newly renovated condo- Summertime Shared Pool - less than a mile to MT Snow
Cozy up by the fireplace, surrounded by a stunning beach view.

Newly renovated condo- Summertime Shared Pool - less than a mile to MT Snow

10.0 out of 10, Exceptional, (3)
"Our family of 5 loved our time exploring West Dover and Wilmington, and this condo was the perfect home base. The property was clean, comfortable, and conveniently located to all the area has to offer. We hope to visit again soon!"
Newly renovated condo- Summertime Shared Pool - less than a mile to MT Snow
Ski-in/ski-out condo w/ deck, wood-burning fireplace, wifi, community amenities
Stunning residential building with a central entrance and beautifully landscaped grounds.

Ski-in/ski-out condo w/ deck, wood-burning fireplace, wifi, community amenities

3.0 star property
7.0 out of 10, Good, (4)
"Great Location "
Ski-in/ski-out condo w/ deck, wood-burning fireplace, wifi, community amenities
Club Wyndham Bentley Brook Resort - 2 Bedroom
Situated in a landscaped area, this gazebo offers a serene escape with a pathway leading to it.

Club Wyndham Bentley Brook Resort - 2 Bedroom

Club Wyndham Bentley Brook Resort - 2 Bedroom
Ski on Ski Off & Newly Renovated! 30 feet to covered magic carpet at Carinthia.
Relax on the deck with a seating area and hot tub, surrounded by lush greenery.

Ski on Ski Off & Newly Renovated! 30 feet to covered magic carpet at Carinthia.

10.0 out of 10, Exceptional, (14)
"Amazing ski on and off house. Very responsive owner. Magical weekend."
Ski on Ski Off & Newly Renovated! 30 feet to covered magic carpet at Carinthia.
Updated Condo at Base of Mt Snow w Fireplace
Relax in this inviting living room with a fireplace, flat-screen TV, and comfortable seating for two.

Updated Condo at Base of Mt Snow w Fireplace

9.4 out of 10, Exceptional, (12)
"We had a great experience Would definitely go back"
Updated Condo at Base of Mt Snow w Fireplace
Dover Condo w/ Grill & Balcony: 3 Mi to Mt Snow!
Enjoy meals in this kitchen with modern appliances, ample counter space, and a large island with seating.

Dover Condo w/ Grill & Balcony: 3 Mi to Mt Snow!

8.8 out of 10, Excellent, (3)
"We had a great time at this home for our 3-day ski getaway with our 4 children. The home was clean and well stocked and the property manager super responsive with anything we needed! Mt. Snow is right up the road so the location was very convenient as well. We hope to be back next year!"
Dover Condo w/ Grill & Balcony: 3 Mi to Mt Snow!
Charming 1-bedroom condo in delightful Dover
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, microwave, and dishwasher.

Charming 1-bedroom condo in delightful Dover

10.0 out of 10, Exceptional, (1)
"The place was nice. It was clean, lots of supplies were provided, and it was in a great location. The host contacted me the day before, letting me know that the wifi was out, and the technician was unavailable until the next week. I was appreciative of the heads up. Unfortunately, the TV was unusable without wifi, no option to watch local channels. Cellular (Verizon) data was non-existent throughout the majority of daytime hours. Despite this smallish issue, I would stay here again! "
$177 nightly
The price is $200
Sep 3 - Sep 4
Total includes taxes and fees
Charming 1-bedroom condo in delightful Dover
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Relax by the pool surrounded by lush surroundings and enjoy the view.

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

7.8 out of 10, Good, (6)
"Cozy little condo, good for a group of four or five. We stayed there with my two kids 8 &10 and wife. It’s a nice place overall we had a great time. It is a short drive to the slopes, which is fine as long as you have a car but you still need to park at the inn"
$318 nightly
The price is $355
Aug 13 - Aug 14
Total includes taxes and fees
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Charlemont Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Reallt liked the property. Great location. Would suggest more comfortable chairs outside."
Susan 6-night trip
Posted 21 hours ago
Berkshire Mountain Lodge