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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Browse Select Charlestown Condo Rentals

Spacious Winterplace 2 Br - Okemo 2 Bedroom Condo by RedAwning
Condo, 2 Bedrooms | Outdoor dining

Spacious Winterplace 2 Br - Okemo 2 Bedroom Condo by RedAwning

3.5 star property
Spacious Winterplace 2 Br - Okemo 2 Bedroom Condo by RedAwning
2BR Sunshine Town Condo
Signature Apartment, 2 Bedrooms, Non Smoking, Kitchen | Private kitchen | Fridge, microwave, oven, stovetop

2BR Sunshine Town Condo

4.0 star property
8.8 out of 10, Excellent, (6)
"Great stay. Most important: it was clean, quiet, comfortable, cute decor and cozy. Have two college age kds who stay up way too late, so needed two bedrooms and paying for two hotel rooms was not desirable. This worked perfect! Would have given excellent rating but little work needs to be done on place - closet door fell of track, soap dospenser about to fall off wall. Just minor things. Also clearer instructions are needed on how to reach the location. The address on text, when used on...
2BR Sunshine Town Condo
1br Ski-in, Ski-out With King Bed- Okemo Mtn Lodge 1 Bedroom Condo by RedAwning
Condo, 1 Bedroom | Living area

1br Ski-in, Ski-out With King Bed- Okemo Mtn Lodge 1 Bedroom Condo by RedAwning

3.5 star property
6.8 out of 10, (3)
"I was promised the fire place worked. that is the only reason I booked the place. I expect a portion 0f what I spent returned."
1br Ski-in, Ski-out With King Bed- Okemo Mtn Lodge 1 Bedroom Condo by RedAwning
Okemo Mountain Lodge- Cozy 1 Bedroom Condo #A206 1 Condo by RedAwning
Condo, 1 Bedroom | Property grounds

Okemo Mountain Lodge- Cozy 1 Bedroom Condo #A206 1 Condo by RedAwning

3.0 star property
Okemo Mountain Lodge- Cozy 1 Bedroom Condo #A206 1 Condo by RedAwning
Okemo Westwood Condo 3 Bedroom Condo by RedAwning
Condo, 3 Bedrooms | Lake

Okemo Westwood Condo 3 Bedroom Condo by RedAwning

3.5 star property
Okemo Westwood Condo 3 Bedroom Condo by RedAwning
Clocktower 4 Bedroom Condo by RedAwning
Condo, 4 Bedrooms | Living area

Clocktower 4 Bedroom Condo by RedAwning

3.0 star property
Clocktower 4 Bedroom Condo by RedAwning
Modern & Updated Winterplace 3br- Sleeps 12 3 Bedroom Condo by RedAwning
Condo, 3 Bedrooms | Private kitchen | Oven, coffee/tea maker

Modern & Updated Winterplace 3br- Sleeps 12 3 Bedroom Condo by RedAwning

3.5 star property
Modern & Updated Winterplace 3br- Sleeps 12 3 Bedroom Condo by RedAwning
1br Ski-in, Ski-out At Okemo Mountain Lodge 1 Bedroom Condo by RedAwning
Condo, 1 Bedroom | Miscellaneous

1br Ski-in, Ski-out At Okemo Mountain Lodge 1 Bedroom Condo by RedAwning

3.5 star property
1br Ski-in, Ski-out At Okemo Mountain Lodge 1 Bedroom Condo by RedAwning
2br Grand Suite Solitude- Next To Moonshine Trail 2 Bedroom Condo
Condo, 3 Bedrooms | Private kitchen | Oven, coffee/tea maker

2br Grand Suite Solitude- Next To Moonshine Trail 2 Bedroom Condo

3.5 star property
2br Grand Suite Solitude- Next To Moonshine Trail 2 Bedroom Condo
Kettle Brook B3 Brought to you by GetAway Vacations
Condo, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

Kettle Brook B3 Brought to you by GetAway Vacations

3.0 star property
Kettle Brook B3 Brought to you by GetAway Vacations
2br Solitude -ski-in, Ski-out Access To Promenade Trail 2 Bedroom Condo by RedAwning
Condo, 2 Bedrooms | Private kitchen | Oven, coffee/tea maker, cookware/dishes/utensils

2br Solitude -ski-in, Ski-out Access To Promenade Trail 2 Bedroom Condo by RedAwning

3.5 star property
2br Solitude -ski-in, Ski-out Access To Promenade Trail 2 Bedroom Condo by RedAwning
Mountain Lodge At Okemo-1br Newly Renovated 1 Bedroom Condo by RedAwning
Condo, 1 Bedroom | Balcony

Mountain Lodge At Okemo-1br Newly Renovated 1 Bedroom Condo by RedAwning

3.5 star property
4.0 out of 10, (1)
"No heat for the first of 2 days. Not good"
Mountain Lodge At Okemo-1br Newly Renovated 1 Bedroom Condo by RedAwning
Solitude - SO104 - 3 Br Condo
Condo, 3 Bedrooms | Private kitchen | Oven, coffee/tea maker

Solitude - SO104 - 3 Br Condo

3.5 star property
Solitude - SO104 - 3 Br Condo
Winterplace 3 Br- Plenty Of Bedding- Great For Families 3 Bedroom Condo by RedAwning
Condo, 3 Bedrooms | Property grounds

Winterplace 3 Br- Plenty Of Bedding- Great For Families 3 Bedroom Condo by RedAwning

3.5 star property
Winterplace 3 Br- Plenty Of Bedding- Great For Families 3 Bedroom Condo by RedAwning
Okemo Mtn Lodge - OC110 - 1 Br Condo
Condo, 1 Bedroom | Balcony

Okemo Mtn Lodge - OC110 - 1 Br Condo

3.5 star property
Okemo Mtn Lodge - OC110 - 1 Br Condo
2 Br In Kettle Brook- Okemo 2 Bedroom Condo by RedAwning
Condo, 2 Bedrooms | Private kitchen | Oven, coffee/tea maker

2 Br In Kettle Brook- Okemo 2 Bedroom Condo by RedAwning

3.0 star property
2 Br In Kettle Brook- Okemo 2 Bedroom Condo by RedAwning
Solitude - SO103 - 2 Br Condo
Condo, 3 Bedrooms | Private kitchen | Oven, coffee/tea maker

Solitude - SO103 - 2 Br Condo

3.5 star property
Solitude - SO103 - 2 Br Condo
Kettlebrook - 2 Br Condo
Condo, 3 Bedrooms | Private kitchen | Fridge, microwave, oven, dishwasher

Kettlebrook - 2 Br Condo

3.5 star property
10.0 out of 10, Exceptional, (1)
Kettlebrook - 2 Br Condo
Ski-in, Ski-out 2 Br With View Of Ski Lift! 2 Bedroom Condo by RedAwning
Condo, 2 Bedrooms | Exterior

Ski-in, Ski-out 2 Br With View Of Ski Lift! 2 Bedroom Condo by RedAwning

3.5 star property
Ski-in, Ski-out 2 Br With View Of Ski Lift! 2 Bedroom Condo by RedAwning
Solitude 2br Grand Suite- Ski-in, Ski-out 1 Bedroom Condo
Condo, 2 Bedrooms | Balcony

Solitude 2br Grand Suite- Ski-in, Ski-out 1 Bedroom Condo

3.5 star property
Solitude 2br Grand Suite- Ski-in, Ski-out 1 Bedroom Condo
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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Other property types in Charlestown

Solitude Village at Okemo
Solitude Village Two Bedroom Suite Mountainside | Private kitchen | Fridge, microwave, stovetop, toaster

Solitude Village at Okemo

4.0 star property
8.0 out of 10, Very good, (25)
"Very friendly costumer service, we arrived late and we're greated with kindness. "
Solitude Village at Okemo
Okemo Mountain Lodging
Full-sized fridge, microwave, oven, stovetop

Okemo Mountain Lodging

3.5 star property
7.8 out of 10, Good, (27)
"We are so impressed with the lodging. We will definitely be back. "
Okemo Mountain Lodging
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.

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.