Photo by The Curious Zephyr

Search Condo Rentals in Charlestown

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

Compare 275 Condo Rentals in Charlestown with updated reviews, rates, and availability.

Ski-in/out condo with a fireplace, hot tub, gym, pool, washer/dryer & cable
Fridge, microwave, oven, stovetop

Ski-in/out condo with a fireplace, hot tub, gym, pool, washer/dryer & cable

8.2 out of 10, Very Good, (19)
"Unfortunately there was a hot water heater issue and the management company could not fixit nor provide a replacement property ahead of a busy holiday weekend."
Ski-in/out condo with a fireplace, hot tub, gym, pool, washer/dryer & cable
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Exterior

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

10.0 out of 10, Exceptional, (18)
"Our stay was great. The place is clean, well stocked, and spacious. It felt like we were staying at a friend’s place. "
The price is AED 1,102
AED 1,991 total
includes taxes & fees
15 Apr - 16 Apr
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Property grounds

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

9.0 out of 10, Wonderful, (71)
"Perfect location for a quick ski trip. "
The price is AED 275
AED 970 total
includes taxes & fees
15 Apr - 16 Apr
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Ski-in/out mountainside condo with pool, hot tub, game room & washer/dryer
Interior

Ski-in/out mountainside condo with pool, hot tub, game room & washer/dryer

9.4 out of 10, Exceptional, (12)
"The condo was perfect, just what we were looking for. Vacasa is the management firm and they are very difficult to work with. They gave us the wrong door code to begin with so after trying to open the door in the freezing cold with children at night we had to go back to the car and wait on hold to get in touch with vacasa to eventually get the right code. The condo comes with two parking passes but we had a third card as the condo accomodates 10 people. I asked vacasa where a 3rd car could park...
Ski-in/out mountainside condo with pool, hot tub, game room & washer/dryer
Condo near ski trail with fireplace, hot tub, pool, tennis & washer/dryer
Fridge, microwave, oven, stovetop

Condo near ski trail with fireplace, hot tub, pool, tennis & washer/dryer

9.4 out of 10, Exceptional, (35)
"Perfect condo for a ski weekend to celebrate our son's birthday. Bunk beds were perfect for 4 active boys. Location was also perfect. Condo was well appointed and exactly as advertised. We will be back!"
Condo near ski trail with fireplace, hot tub, pool, tennis & washer/dryer
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Fridge, microwave, oven, stovetop

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

7.6 out of 10, Good, (53)
"Irish Bar nearby was a plus on St. Patrick’s Day !"
The price is AED 195
AED 935 total
includes taxes & fees
15 Apr - 16 Apr
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Okemo's Jackson Gore-1 Bedroom Condo /Direct Ski Access. Walk to Pool & hot tubs
Indoor pool, outdoor pool

Okemo's Jackson Gore-1 Bedroom Condo /Direct Ski Access. Walk to Pool & hot tubs

9.8 out of 10, Exceptional, (23)
"A quick trip with my son and took a chance on some spring skiing. While the weather was closer to summer than spring, our accommodations did not disappoint. Very roomy, comfortable and had everything, and then some, of what we needed. Excellent service by Jackson Gore and excellent communication with Alyson, our VRBO rep. Highly recommend and will be doing this again. "
Okemo's Jackson Gore-1 Bedroom Condo /Direct Ski Access. Walk to Pool & hot tubs
Experience lake life! Beautiful, light-filled Grantham condo near Lake Sunapee
Dining

Experience lake life! Beautiful, light-filled Grantham condo near Lake Sunapee

9.8 out of 10, Exceptional, (25)
"The layout of the condo was great. One bedroom & bathroom on each level. Plenty of space for a family or a few couples. "
Experience lake life! Beautiful, light-filled Grantham condo near Lake Sunapee
The Okemo Love Lounge
Fridge, microwave, oven, dishwasher

The Okemo Love Lounge

10.0 out of 10, Exceptional, (38)
"Fantastic location-out the back door onto the slope right next to the lift. Interior just as described. Host was super responsive and helpful. Would definitely stay again. "
The Okemo Love Lounge
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Interior

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

9.0 out of 10, Wonderful, (21)
"We were in walking distance of restaurants. Close to Buttermilk Falls which was awesome! We went to Crowleys Cheese Factory, Green Mountain Sugar"
The price is AED 180
AED 848 total
includes taxes & fees
15 Apr - 16 Apr
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Ski in/Ski out nicely updated 2 BR condo on Okemo Mountain ski trails.
Fridge, microwave, oven, stovetop

Ski in/Ski out nicely updated 2 BR condo on Okemo Mountain ski trails.

10.0 out of 10, Exceptional, (23)
"Perfect slopeside location for our families ski trip. Top of some nice green/easy runs for the kids. Easy to come and go for lunch, snacks, etc.. Alyson was incredibly easy to communicate with. "
Ski in/Ski out nicely updated 2 BR condo on Okemo Mountain ski trails.
Mountainside Luxury 2-Level Condo at Okemo. Ski-In/Out.
Snow and ski sports

Mountainside Luxury 2-Level Condo at Okemo. Ski-In/Out.

10.0 out of 10, Exceptional, (33)
"This was our second stay at this fantastic Southface Village condo, and it was just as wonderful as the first! This time, it was just my 13-year-old son and me, and the condo was the perfect place for a father-son ski getaway. The ski-in/ski-out access couldn’t be more convenient, and the modern, well-appointed space makes for an incredibly comfortable stay. It’s clear this has become our favorite place to stay, and we’ll definitely be back again. Kary continues to be an excellent...
Mountainside Luxury 2-Level Condo at Okemo. Ski-In/Out.
Newly renovated ski-in/out slope side condo
Exterior

Newly renovated ski-in/out slope side condo

8.8 out of 10, Excellent, (20)
"This unit is fantastic! Completed renovated kitchen and bathroom. Unit is right near the chairlifts. Had an amazing time staying here! :) "
Newly renovated ski-in/out slope side condo
Ski-in/out condo with fireplace, pool, hot tub, sauna & washer/dryer
Fridge, microwave, oven, stovetop

Ski-in/out condo with fireplace, pool, hot tub, sauna & washer/dryer

9.6 out of 10, Exceptional, (28)
"This property is simply amazing! My husband and I walked into this beautiful condo and views from the patio are stunning. "
Ski-in/out condo with fireplace, pool, hot tub, sauna & washer/dryer
Mountain view condo with fireplace, pool, hot tub, tennis, washer/dryer & cable
Indoor pool

Mountain view condo with fireplace, pool, hot tub, tennis, washer/dryer & cable

8.8 out of 10, Excellent, (21)
"This was a nice condo, suited our family's needs for a weekend getaway."
Mountain view condo with fireplace, pool, hot tub, tennis, washer/dryer & cable
3-BR Ski-In/Ski-Out Condo: Private Hot Tub, Okemo
Fridge, microwave, oven, stovetop

3-BR Ski-In/Ski-Out Condo: Private Hot Tub, Okemo

9.8 out of 10, Exceptional, (9)
"Great location and nice hot tub!"
3-BR Ski-In/Ski-Out Condo: Private Hot Tub, Okemo
Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!
Exterior

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

10.0 out of 10, Exceptional, (57)
"We had a great time at the wonderful Winterplace condo. The host was very responsive . "
Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!
Ski-In/Ski-out Condo: Most accessible location on Okemo Mountain
TV, fireplace

Ski-In/Ski-out Condo: Most accessible location on Okemo Mountain

9.8 out of 10, Exceptional, (8)
"Family had a great trip thanks"
Ski-In/Ski-out Condo: Most accessible location on Okemo Mountain
Ski-in/ski-out condo with mountain view, private balcony, & fireplace
Outdoor dining

Ski-in/ski-out condo with mountain view, private balcony, & fireplace

8.0 out of 10, Very Good, (6)
"The perfect location for a weekend getaway! The condo is perfectly located at the drop off area, which made it easy for unloading. After a small climb of stairs to the third floor, we arrived to our unit. Entry was super easy once we figured out the correct lock box LOL. The condo was clean as can be and had everything we needed for our trip. Only downside was the fire place did not work. Overall I would highly recommend this rental and would stay here again if available! Thank you for the...
Ski-in/ski-out condo with mountain view, private balcony, & fireplace
Ski-in/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse
TV, fireplace, video games, DVD player

Ski-in/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse

9.4 out of 10, Exceptional, (29)
"Nice location steps off of Moonshadow trail. "
Ski-in/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse
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.
Don't see what you're looking for?
See all available properties in Charlestown
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Charlestown

Cozy Crescent Cottage
Terrace/patio

Cozy Crescent Cottage

10.0 out of 10, Exceptional, (25)
"This was our second stay at the cozy cottage amd was just as enjoyable as the first time . Glenn and Melanie are very responsive and like to makesure their guests are comfortable and happy . We loved waking up on the lake and enjoyed the back deck and firepit. We look forward to renting here again in the future. P"
Cozy Crescent Cottage
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Exterior

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (156)
"Two friends and I stayed at this house for the second year in a row. It has been a perfect place for us, being 10 minutes away from Grafton and 25 minutes from Okemo."
The price is AED 624
AED 1,337 total
includes taxes & fees
15 Apr - 16 Apr
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Property grounds

Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

9.8 out of 10, Exceptional, (206)
"Only a 4 minute drive from the slopes!"
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
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

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.