Search Condo Rentals in Charlestown

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Condo Rentals in Charlestown

Cozy Slopeside Escape - Ski-In/Out Condo at Okemo

3.0 star property
Okemo Village
10.0 out of 10, Exceptional, (5)
"Location was perfect for skiing. Hosts were responsive and the stay was pleasant. Would book again."
United States
Paul T.
The price is SAR 469
SAR 1,475 total
includes taxes & fees
24 Nov - 25 Nov
Cozy Slopeside Escape - Ski-In/Out Condo at Okemo

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

Clock Tower Base Area
9.0 out of 10, Wonderful, (74)
"Perfect location for a quick ski trip. "
United States
Michael D.
The price is SAR 296
SAR 972 total
includes taxes & fees
1 Dec - 2 Dec
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

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.
The price is SAR 296
SAR 874 total
includes taxes & fees
1 Dec - 2 Dec
2nd-floor downtown Ludlow studio condo with kitchenette, streaming

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
The price is SAR 266
SAR 1,075 total
includes taxes & fees
1 Dec - 2 Dec
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

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

Clock Tower Base Area
8.4 out of 10, Very Good, (13)
"Excellent Location.. "
United States
Juan Carlos L.
The price is SAR 416
SAR 1,137 total
includes taxes & fees
23 Nov - 24 Nov
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

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

Ludlow
9.0 out of 10, Wonderful, (14)
"Great location and very comfortable."
United States
Richard J.
The price is SAR 296
SAR 972 total
includes taxes & fees
1 Dec - 2 Dec
Condo in the heart of town near skiing - less than a mile to Okemo Mountain

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

Clock Tower Base Area
9.2 out of 10, Wonderful, (25)
"Loved the location"
United States
Steven W.
The price is SAR 233
SAR 887 total
includes taxes & fees
1 Dec - 2 Dec
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

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
The price is SAR 296
SAR 874 total
includes taxes & fees
1 Dec - 2 Dec
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

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

Cavendish
10.0 out of 10, Exceptional, (18)
"Amazing place! "
United States
Tara
The price is SAR 1,125
SAR 2,025 total
includes taxes & fees
22 Nov - 23 Nov
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

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.
The price is SAR 551
SAR 1,128 total
includes taxes & fees
24 Nov - 25 Nov
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

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.
The price is SAR 671
SAR 1,649 total
includes taxes & fees
1 Dec - 2 Dec
Ski-In/Out Condo with Mountain Views, and Washer/Dryer

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

Clock Tower Base Area
9.4 out of 10, Exceptional, (21)
"Enjoy our stay !!!!! Awesome in and out right on the slope feet away for deck."
United States
Dan G.
The price is SAR 578
SAR 1,405 total
includes taxes & fees
30 Nov - 1 Dec
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi

Okemo | Charming 1BR Condo + Close to Amenities

Jackson Gore Base Area
The price is SAR 1,256
SAR 1,585 total
includes taxes & fees
23 Nov - 24 Nov
Okemo | Charming 1BR Condo + Close to Amenities

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

Okemo Village
10.0 out of 10, Exceptional, (12)
"The condo is great for ski in ski out"
United States
Nanette P.
The price is SAR 3,372
SAR 5,200 total
includes taxes & fees
1 Dec - 2 Dec
OKEMO WINTERPLACE Best Location, Ski-In/Ski-Out 4BR/3BATH + LOFT. Spacious.

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

Okemo Village
9.8 out of 10, Exceptional, (12)
"Ahmad was great, and was very responsive! The condo location was amazing, and convenient to all amenities. "
United States
L M.
The price is SAR 1,125
SAR 2,327 total
includes taxes & fees
19 Dec - 20 Dec
True Ski in/Ski out with Pool, Hot tubs & Firepits

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

Jackson Gore Base Area
The price is SAR 2,246
SAR 2,810 total
includes taxes & fees
4 Dec - 5 Dec
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.

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top Charlestown Hotel Reviews

Frequently asked questions

Why book your condo in Charlestown with Expedia?
Use Expedia to find your dream condo in Charlestown. After an upmarket stay? Make the most of our filters to search for properties with a 5-star rating. If you have a set budget, select how much you'd like to spend and then browse our amazing options. We'll help you find the right stay whatever your escape looks like.
How can I find cheap condos in Charlestown?
The easiest way to compare cheap condos in Charlestown is with Expedia's easy-to-use filter tool. Narrow down your search by star rating, budget and amenities to take advantage of awesome bargains with only a few clicks.