A grassy field with a wooden fence, surrounded by autumn-colored trees and a hill in the background.

Search Condos Rentals in Charlestown from CA $317

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Charlestown condo rentals

A view of a grassy area with a ski lift and a building in the background.

1. 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
8.8 out of 10, Excellent, (81 reviews)
"It was a perfect location and had everything we needed for a great stay."
United States
Danna K.
The price is CA $105
CA $369 total
includes taxes & fees
Oct 23 - Oct 24
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
A living room with a sofa, a bench, a fireplace, a TV, and a large window.

2. 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, (30 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
The price is CA $72
CA $317 total
includes taxes & fees
Oct 23 - Oct 24
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
A two-story house with a porch, a staircase, and a front door.

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

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Ludlow
8.8 out of 10, Excellent, (27 reviews)
"Great location - walkable to small town. Very close drive to slopes"
United States
Keath
The price is CA $148
CA $377 total
includes taxes & fees
Oct 23 - Oct 24
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
A cozy cabin interior with a sofa, dining table, chairs, wooden cabinets, and a kitchen area.

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

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
The price is CA $78
CA $415 total
includes taxes & fees
Oct 26 - Oct 27
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
A rectangular pool with a glass enclosure, surrounded by lounge chairs and umbrellas, set in a landscaped area with trees.

5. 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, (25 reviews)
"Great location, and comfortable for the whole family. Everyone in the enjoyed the open living room and dining room, plus the privacy of their own bedroom space. "
United States
Ania H.
The price is CA $421
CA $754 total
includes taxes & fees
Oct 23 - Oct 24
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
A cozy living room with a fireplace, a black leather sofa, and a television mounted above it.

6. 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
9.8 out of 10, Exceptional, (109 reviews)
"Great location right in town and close to Okemo."
United States
Justin P.
The price is CA $273
CA $608 total
includes taxes & fees
Nov 18 - Nov 19
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
A two-story house with a covered porch, a staircase, and a front door with a wreath.

7. 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 reviews)
"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.
The price is CA $140
CA $365 total
includes taxes & fees
Oct 23 - Oct 24
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
A modern living room with a fireplace, a television, and a ceiling fan.

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

Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Ludlow
9.6 out of 10, Exceptional, (18 reviews)
"Very clean and comfortable for our family of 4. Great ski-in/ski-out location - easily accessible to all lifts. Highly recommend. "
United States
Carey S.
The price is CA $258
CA $714 total
includes taxes & fees
Oct 26 - Oct 27
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
A two-story house with a covered porch, a staircase, and a front door with a wreath.

9. 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 reviews)
"Great place!"
United States
Darcie L.
The price is CA $184
CA $448 total
includes taxes & fees
Oct 23 - Oct 24
Condo in the heart of town near skiing - less than a mile to Okemo Mountain
A modern living room with a fireplace, a dining area, and a kitchen in the background.

10. 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, (27 reviews)
"No interaction with host but all amenities were excellent "
United States
Dan M.
The price is CA $221
CA $573 total
includes taxes & fees
Oct 23 - Oct 24
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
A multi-story building with a red and yellow facade, surrounded by lush greenery and flowering plants.

11. Okemo | Charming 1BR Condo + Close to Amenities

Okemo | Charming 1BR Condo + Close to Amenities
Jackson Gore Base Area
The price is CA $431
CA $556 total
includes taxes & fees
Oct 26 - Oct 27
Okemo | Charming 1BR Condo + Close to Amenities
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, under a high ceiling with skylights.

12. Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!

Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!
Okemo Village
10.0 out of 10, Exceptional, (64 reviews)
"The host is extremely friendly and accommodating! The place is large and didn’t feel cramped with two adults and five male teenagers! Perfect in every way, clean, well stocked, and easy access to the slopes!"
United States
Nina
The price is CA $702
CA $1,270 total
includes taxes & fees
Oct 23 - Oct 24
Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!
A multi-story building with a red and yellow facade, surrounded by lush greenery and flowering plants.

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

Okemo | 1BR + Loft Condo + Close to All Amenities
Jackson Gore Base Area
The price is CA $542
CA $699 total
includes taxes & fees
Oct 26 - Oct 27
Okemo | 1BR + Loft Condo + Close to All 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

The Putney Inn

The Putney Inn

8/10 Good
"It was adequate"
Debbie 3-night trip
Posted 3 hours ago
The Putney Inn

Find out more about Charlestown

Charlestown Condo Rentals information

Number of reviews
372
Accommodation
229 Condo Rentals
Lowest Price
CA $317
Highest Price
CA $1,270

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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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