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
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 215 Condo Rentals in Charlestown with updated reviews, rates, and availability.

Ski-in/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse
9.4 out of 10, Exceptional, (18)
"Many years ago my husband and I had summer access to an identical condo to this one in Solitude Village on Mt. Okemo, so this past week was a real walk down memory lane! The condo was lovely…very clean and well appointed, with sweeping views of the mountains from the master bedroom and living room. The king mattress was very comfortable, and the numerous linens available were fresh, plentiful and high-end. The grounds of Solitude were exquisitely maintained, and while these units do not have AC,...
Ski-in/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse
Ski On & Off 2 BR Okemo Solitude Village Condo
10.0 out of 10, Exceptional, (24)
"We had a wonderful weekend ski trip with our teenage daughter. The condo is beautiful, very well appointed and just a short walk across the parking lot to the ski trail. We love the location of Solitude Village, so easy to access the entire mountain. We would definitely come back!"
Ski On & Off 2 BR Okemo Solitude Village Condo
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
9.2 out of 10, Wonderful, (64)
"Was supposed to be first floor but had to go up lots of stairs. The place was very clean but dated. Better for young people not good for old people."
The price is SAR 293
SAR 1,056 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Ski-in/out condo with water & mountain views, private sauna & fireplace
9.8 out of 10, Exceptional, (40)
"Well appointed and perfect location - would definitely stay again"
Ski-in/out condo with water & mountain views, private sauna & fireplace
Condo near ski trail with fireplace, hot tub, pool, tennis & washer/dryer
9.4 out of 10, Exceptional, (33)
"Great condo for family fun and skiing. We would definitely stay again!"
Condo near ski trail with fireplace, hot tub, pool, tennis & washer/dryer
Renovated Luxury 4 Bedroom 3.5 Bath Okemo Trailside
10.0 out of 10, Exceptional, (23)
"We were awestruck when we entered the property and saw the view of mountains and cloud. Liked the interior and blend of contemporary as well as traditional designs inside. Had a lovely stay and Robert is the best and most transparent host I have ever experienced."
Renovated Luxury 4 Bedroom 3.5 Bath Okemo Trailside
Magic Mountain Trailside Condo - Ski In / Ski Out
9.8 out of 10, Exceptional, (10)
"This was the perfect spot for my wife and I for a 2 night stay while attending a wedding on the mountain. The condo was clean and had everything needed for us to enjoy the weekends festivities. "
The price is SAR 469
SAR 1,184 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
Magic Mountain Trailside Condo - Ski In / Ski Out
Ski-in/out mountainside condo with pool, hot tub, game room & washer/dryer
9.6 out of 10, Exceptional, (11)
"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
Modern & Updated Winterplace 3Br- Sleeps 12 by RedAwning
7.4 out of 10, Good, (3)
"I have booked with VRBO for years. The booking said Ski in and out with a renovated surroundings. First … walking down 2 flights of stairs icy wooden walkway , across a icy parking lot, up a bank of snow and down in ski boots is not what I call ski in and out. Close to slopes is one thing! Second, my family cooks in for meals. The pots and pans were dirty and awful. Didn’t have enough silverware or glasses! Mattresses in master and second bedroom were old and uncomfortable. The unit was ok but...
Modern & Updated Winterplace 3Br- Sleeps 12 by RedAwning
Ski-in/ski-out home with a private hot tub, dry sauna, wood fireplace, & balcony
Ski-in/ski-out home with a private hot tub, dry sauna, wood fireplace, & balcony
Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas
8.6 out of 10, Excellent, (10)
"The place is great but it alludes that the pool and gym are included, they are in fact not and they want you to pay another $25 per person to use them. So I wasn't really happy about that."
Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
7.6 out of 10, Good, (50)
"This cozy cabin was perfect for a ski weekend with friends. We really enjoyed gathering by the stone fireplace after a couple long days out on the slopes."
The price is SAR 248
SAR 1,007 total
includes taxes & fees
5 Nov 2024 - 6 Nov 2024
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
10.0 out of 10, Exceptional, (83)
"We traveled to Castleton VT for an away college football game (watch our son) and settled on Ludlow for overnight accommodations. We found this condo, immediately booked and are so glad we did! The place exceeded our expectations and we had wished we had booked for another night ! We hope to be back next year. Thank you!"
The price is SAR 439
SAR 939 total
includes taxes & fees
6 Nov 2024 - 7 Nov 2024
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Ski-in/out condo with fireplace, pool, hot tub, sauna & washer/dryer
9.8 out of 10, Exceptional, (27)
"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
2BR Sunshine Town Condo
4.0 star property
8.0 out of 10, Very Good, (4)
"1. Both bedsheets, pillowcases have not been replaced in the two bedrooms! They were filthy, with foul odor! 2. The coffee maker was dirty inside the pot & the water reservoir! 3. The host forgot to relay the access code to the property! Took us over an hour to get in, the host was hard to get hold of, horrible experience here… "
The price is SAR 507
SAR 976 total
includes taxes & fees
5 Nov 2024 - 6 Nov 2024
2BR Sunshine Town Condo
Mountain Bliss: Hot Tub, Shuttle to Okemo, Quiet Ludlow Retreat
9.6 out of 10, Exceptional, (15)
"This was a very nice quite and private location. very relaxing. Property needed a little tender loving care, but all in all was a good experience. "
Mountain Bliss: Hot Tub, Shuttle to Okemo, Quiet Ludlow Retreat
Après Chalet: A Modern Ski-In/Out condo at Okemo
10.0 out of 10, Exceptional, (14)
"Great location and extremely clean property, which we appreciated. We enjoyed our stay!"
Après Chalet: A Modern Ski-In/Out condo at Okemo
Mountain-view condo with skiing nearby, pool, and balcony - snowbird-friendly
9.0 out of 10, Wonderful, (9)
"Overall this is a nice condo in a great location in Ludlow for a ski trip to Okemo. It’s great to have a fireplace to warm up with after a day on the slopes. Only complaint is that when we arrived there were crumbs on the counter and a puddle on the floor. It didn’t look like there had been much cleaning beyond tidying up. We cleaned off the counters ourselves and wiped up the floor. Aside from a few minutes of cleaning we invested at the start of the trip, we had a great stay. Overall would...
Mountain-view condo with skiing nearby, pool, and balcony - snowbird-friendly
Three-story, ski-in/out condo with mountain view & fireplace - dog-friendly
8.6 out of 10, Excellent, (14)
"Excellent location right behind sachem Trail. Truly a ski in ski out place as long as Sachem trail is open. The mud room in the back provide excellent access. There are a few quirks to be aware of. I read all of the reviews in advance and was prepared. I will reiterate them here. There are no kitchen towels whatsoever. There are no hot potholders whatsoever. We brought our own. That is a little unusual for a rental. The house is a little stingy with bath and hand towels, especially given the...
Three-story, ski-in/out condo with mountain view & fireplace - dog-friendly
Best Location! Renovated center village Okemo 2 BR - free shuttle outside door!
10.0 out of 10, Exceptional, (31)
"Visited for a weekend with the family to ski at Okemo. Great space for the whole family to enjoy before and after skiing. Super clean and well equipped in the kitchen. Location is central to everything and very close to the mountain. We would not hesitate to stay here again!"
Best Location! Renovated center village Okemo 2 BR - free shuttle outside door!
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

Other property types in Charlestown

Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Air Conditioning
9.8 out of 10, Exceptional, (163)
"Stayed at this property with 11 co-workers/friends for an annual golf trip we do. Beautiful property, well maintained, and plenty of space for everyone. Will for sure be looking to rent this property again if we have another trip nearby."
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Air Conditioning
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
9.6 out of 10, Exceptional, (145)
"Cozy little cabin in the woods "
The price is SAR 638
SAR 1,388 total
includes taxes & fees
5 Nov 2024 - 6 Nov 2024
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Ski-in/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse
9.4 out of 10, Exceptional, (18)
"Many years ago my husband and I had summer access to an identical condo to this one in Solitude Village on Mt. Okemo, so this past week was a real walk down memory lane! The condo was lovely…very clean and well appointed, with sweeping views of the mountains from the master bedroom and living room. The king mattress was very comfortable, and the numerous linens available were fresh, plentiful and high-end. The grounds of Solitude were exquisitely maintained, and while these units do not have AC,...
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.

Frequently asked questions

Why book your condo in Charlestown with Expedia?
We think that vacations shouldn’t be complicated, so if you’re chasing condos at a competitive rate, Expedia has got you covered. Save cash and stay in something small and cozy, or splurge on a high-end condo and really spoil your crew. Our search filters make it a breeze to lock in a stay in Charlestown that suits your needs.
How can I find cheap condos in Charlestown?
With Expedia’s handy filter tool, locating cheap condos in Charlestown is easy. To discover accommodations that are very pocket friendly, fine-tune your search results by star rating, amenities and budget.