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Search and Rent Charlestown Condos

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In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Charlestown condo rentals

Property grounds
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Clock Tower Base Area
9.0 out of 10, Wonderful, (75)
"Perfect location for a quick ski trip. "
United States
Michael D.
$276 nightly
The price is $312
Jan 11 - Jan 12
Total with taxes and fees
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Exterior
2nd-floor downtown Ludlow studio condo with kitchenette, streaming

2nd-floor downtown Ludlow studio condo with kitchenette, streaming

2nd-floor downtown Ludlow studio condo with kitchenette, streaming
Ludlow
8.6 out of 10, Excellent, (4)
"Great location and convenient to all local businesses. I enjoyed it very much. Would stay here anytime and plan to again. "
United States
Kevin C.
$266 nightly
The price is $301
Jan 6 - Jan 7
Total with taxes and fees
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
Fridge, microwave, oven, stovetop
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
7.6 out of 10, Good, (53)
"Irish Bar nearby was a plus on St. Patrick’s Day !"
United States
Warren
$325 nightly
The price is $368
Jan 12 - Jan 13
Total with taxes and fees
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Interior
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Ludlow
9.0 out of 10, Wonderful, (22)
"Great rate for a place with all the basics!"
United States
Macgregor
$266 nightly
The price is $301
Jan 6 - Jan 7
Total with taxes and fees
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Exterior
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Cavendish
10.0 out of 10, Exceptional, (19)
"Amazing place! "
United States
Tara
$479 nightly
The price is $536
Jan 6 - Jan 7
Total with taxes and fees
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Property grounds
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
Clock Tower Base Area
8.6 out of 10, Excellent, (14)
"Excellent Location.. "
United States
Juan Carlos L.
$321 nightly
The price is $363
Jan 26 - Jan 27
Total with taxes and fees
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
Property grounds
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi

Ground Floor ski-in/out condo, full kitchen & high-speed WiFi

Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
Clock Tower Base Area
9.4 out of 10, Exceptional, (22)
"Enjoy our stay !!!!! Awesome in and out right on the slope feet away for deck."
United States
Dan G.
$384 nightly
The price is $434
Jan 8 - Jan 9
Total with taxes and fees
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
Microwave, oven, stovetop, coffee/tea maker
Condo in the heart of town near skiing - less than a mile to Okemo Mountain

Condo in the heart of town near skiing - less than a mile to Okemo Mountain

Condo in the heart of town near skiing - less than a mile to Okemo Mountain
Ludlow
9.0 out of 10, Wonderful, (14)
"Great place!"
United States
Darcie L.
$309 nightly
The price is $350
Jan 12 - Jan 13
Total with taxes and fees
Condo in the heart of town near skiing - less than a mile to Okemo Mountain
Microwave, oven, stovetop, dishwasher
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Ludlow
10.0 out of 10, Exceptional, (102)
"Convenient 2 BR space with comfy beds right in the heart of Ludlow. Would definitely stay there again."
United States
Andrew L.
$335 nightly
The price is $366
Jan 12 - Jan 13
Total with taxes and fees
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
TV, DVD player
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (27)
"Loved the location"
United States
Steven W.
$368 nightly
The price is $415
Jan 28 - Jan 29
Total with taxes and fees
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Interior
True Ski in/Ski out with Pool, Hot tubs & Firepits

True Ski in/Ski out with Pool, Hot tubs & Firepits

True Ski in/Ski out with Pool, Hot tubs & Firepits
Okemo Village
9.8 out of 10, Exceptional, (13)
"Ahmad was great, and was very responsive! The condo location was amazing, and convenient to all amenities. "
United States
L M.
$485 nightly
The price is $548
Jan 6 - Jan 7
Total with taxes and fees
True Ski in/Ski out with Pool, Hot tubs & Firepits
Dining
Ski-In/Out Condo with Mountain Views, and Washer/Dryer

Ski-In/Out Condo with Mountain Views, and Washer/Dryer

Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Ludlow
9.8 out of 10, Exceptional, (16)
"Perfect spot to jump onto the mountain and ski. Two adults and 4 kids, and we had plenty of space for a long weekend."
United States
Allison T.
$855 nightly
The price is $966
Jan 6 - Jan 7
Total with taxes and fees
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Exterior
Okemo | 1BR + Loft Condo + Close to All Amenities

Okemo | 1BR + Loft Condo + Close to All Amenities

Okemo | 1BR + Loft Condo + Close to All Amenities
Jackson Gore Base Area
$889 nightly
The price is $981
Jan 13 - Jan 14
Total with taxes and fees
Okemo | 1BR + Loft Condo + Close to All Amenities
Property grounds
OKEMO WINTERPLACE Best Location, Ski-In/Ski-Out 4BR/3BATH + LOFT. Spacious.

OKEMO WINTERPLACE Best Location, Ski-In/Ski-Out 4BR/3BATH + LOFT. Spacious.

OKEMO WINTERPLACE Best Location, Ski-In/Ski-Out 4BR/3BATH + LOFT. Spacious.
Okemo Village
10.0 out of 10, Exceptional, (15)
"The condo is great for ski in ski out"
United States
Nanette P.
$1,341 nightly
The price is $1,515
Jan 19 - Jan 20
Total with taxes and fees
OKEMO WINTERPLACE Best Location, Ski-In/Ski-Out 4BR/3BATH + LOFT. Spacious.
Exterior
Okemo | Charming 1BR Condo + Close to Amenities

Okemo | Charming 1BR Condo + Close to Amenities

Okemo | Charming 1BR Condo + Close to Amenities
Jackson Gore Base Area
$708 nightly
The price is $781
Jan 13 - Jan 14
Total with taxes and fees
Okemo | Charming 1BR Condo + Close to Amenities
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 Charlestown Hotel Reviews

Claremont Motor Lodge

Claremont Motor Lodge

10/10 Excellent
"Loved it"
Danielle 2-night trip
Posted 3 days ago
Claremont Motor Lodge

Find out more about Charlestown

Charlestown Condo Rentals information

Number of reviews
286
Accommodation
255 Condo Rentals
Lowest Price
$301
Highest Price
$1,515

Frequently asked questions

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What is there to do in Charlestown near my condo?
The best travel accessory is a well-thought-out travel plan. The Fort at No.4 Open Air Museum is a wonderful spot to begin your exploration of Charlestown.

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