Hang gliding with Morningside Flight Park! AMAZING! For $175, you will be strapped into a tandem hang-glider and towed up for a 10-minute flight over the Connecticut River Valley. Your instructor will do all the work if you'd rather, OR they will let you try controlling the aircraft while you're drifting through the air!

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Condo Rentals in Charlestown

Enter through the central archway into this charming two-story residence.

"We loved our stay at the Winterplace condo. It was clean and so easy to find, park and best of all ski out of!"

Step out onto the deck and enjoy the view from the covered porch with a glass door.

"The stay itself was wonderful. The apartment is fantastic for its location, cleanliness, and amenities. Unfortunately, being on the second floor with people above you there can be a lot of noise. Pool was wonderful. Walk to skiing is fantastic. Would happily come back"

Relax on the deck with a view of the serene landscape, featuring a comfortable seating area and a natural view of trees and water.

"Great Location. Inside of place was great. "

"This was a great place to stay. Clean, spacious, and gorgeous. I love the fully stocked kitchen, the games for the family, and relaxing spa like bathrooms."

Step out onto the deck and enjoy the view of the surrounding grassy area from the comfort of your room.

"Great ski in ski out location. Lift is right next to condo"

Enjoy breathtaking views of the surrounding mountains and serene landscape from this elevated structure.

"We loved staying here. Such a wonderful experience. "

Stunning residential building with a central entrance and symmetrical facade, featuring a pitched roof and vertical windows.

"We had a great time at the wonderful Winterplace condo. The host was very responsive . "

Cozy living space with a fireplace, flat-screen TV, and comfortable seating area.

"Family had a great trip thanks"

Compact kitchen with a refrigerator, microwave, coffee maker, sink, and dishwasher.

"Convenient 2 BR space with comfy beds right in the heart of Ludlow. Would definitely stay there again."

$253 nightly

Aug 6 - Aug 7

Total includes taxes and fees

Kitchen area with stove, sink, coffee maker, refrigerator, and toaster.

"Great location! Small walk to the trails but easy to get to! Definitely needed some improvements with the amount of sheets and cleanliness but other than that a great stay for an affordable rate!"

$232 nightly

Aug 10 - Aug 11

Total includes taxes and fees

Enjoy cooking in this kitchen with an oven, stainless steel range hood, and large window.

"This is a particularly quiet place"

Escape to a serene hotel setting surrounded by lush greenery and a tranquil atmosphere.

"Loved the cozy and updated condo."

Relax in a warm and inviting living room with a fireplace, comfortable seating, and a view of the outdoors.

"Loved skiing out our back door. This place was the perfect vacation getaway for our group!"

Stunning multi-story building with a central entrance and covered porch.

"My family of four stayed here for 3 days and enjoyed our visit. The unit is clean and the beds are comfy. The hot tub was nice on a cold night. And being able to come back for lunch is great. "

Escape to Solitude Village at Okemo, surrounded by serene woods.

"Always a great stay! It's easy to communicate with Jeff and check-in/out is seamless. Great condo that feels personal and not corporate. "

Enjoy cooking in this well-equipped kitchen with a microwave, oven, and refrigerator, along with ample cabinetry and a countertop.

"My family really enjoyed our stay at Ellen's condo at Okemo. The location was excellent and so convenient being at the top of the A/B Quad. The condo was clean, spacious, and well appointed. Thank you so much Ellen, we can't wait to go back again!"

Enjoy a refreshing swim in the pool surrounded by lounge chairs.

"The condo was very comfortable and a short walk to the trail. We had a great ski vacation. "

Enjoy cooking in this kitchen with a stainless steel refrigerator, black stove, and ample storage.

"Kerry's condo was immaculate and comfortable and in an awesome location right on the mountain. She was very easy to communicate with and a great host. My son and I had a great time. Thank you Kerry!"

Relax in this stylish living room with a comfortable sofa, dining table, and large mirror.

"Great property as advertised. Responsive host. Beautiful ski in ski out condo!! Woulstay here again. "

Features a kitchen with white cabinetry, stainless steel appliances, and a granite countertop with a double sink.

"They place was great. The only issue was the heat wouldn't turn off so it was very hot, even with windows open. Called the contacts given and they said they would send maintenance and they never came. Also couldn't find any of the wifi information."

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Top Charlestown Hotel Reviews

Newport Motel

10/10 Excellent

"Great staff.....super friendly"

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent

"Everything was very well taken care of except the pool building which was an awful first impression of the property since it is the first thing you see upon arrival. Rotten and decaying siding and what isn’t is In need of repainting. A sharp contrast to the rest of the buildings and grounds which were beautiful."

Find out more about Charlestown

Charlestown Condo Rentals information

Number of reviews	389
Accommodation	266 Condo Rentals
Lowest Price	$262
Highest Price	$274

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Search and Rent Charlestown Condos

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Condo Rentals in Charlestown

Coveted Ski-In/Ski-Out Winterplace Condo with Hot Tubs, Indoor Pool & Fireplace

Inviting condo with a fireplace, hot tubs, pool, tennis & washer/dryer

Dog-friendly & riverfront condo one mile from Okemo with wood fireplace

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

Ski-in/out condo with fireplace, hot tubs. pool, tennis & washer/dryer

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

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

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

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

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

Ski-in/out, dog-friendly condo with prime location for skiing & hiking

Newly renovated ski-in/out slope side condo

Three-level ski-in/out condo with sauna, washer/dryer & mountain view

Serene 1-BR Ski-In/Ski-Out Retreat on Okemo Mtn.

Enjoy our ski in ski out condo. Located mid-mountain at Solitude Peak!

Okemo Ski in-Ski out @ Winterplace, 3 bdr, 2 ba Condo with Pool, Hot Tub, W/D

Ski-In/Ski-Out Hike and Swim Okemo Luxury Rustic Condo

The Lodge-Modern Ski-Out/Ski-Out. Serene retreat Condo for the Outdoorsy type!

Okemo Ski-In/Ski-Out: Modern, Cozy 2-BR Retreat

Modern & Updated Winterplace 3Br- Sleeps 12

Top Charlestown Hotel Reviews

Newport Motel

Keene Elm City Hotel, Ascend Hotel Collection

The Putney Inn

A Hotel Inn Sunapee

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Claremont Motor Lodge

Brook Road Inn

Best Western Plus Keene Hotel

Pointe at Castle Hill Resort

Find out more about Charlestown

Charlestown Condo Rentals information

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