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Vacation rentals in Charleston

Vacation rentals in Charleston

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Charleston

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Private Hill Top Home - Willoughby Lake & Mt Views
    SUPERHOSTEntire chalet · 12 guests · 7 beds · 2.5 bathrooms
    Private Hill Top Home - Willoughby Lake & Mt Views

    Stunning lodge with 360 views that will take your breath away! With 3BR's bedrooms and an extra twin bed and futon in the rec room, this beautiful private home on over 500 acres can sleep you and all of your guests! The large master bedroom, has a private balcony and amazing views that will make you want to make your vacation permanent! So much to do just off your doorstep- swimming in your private pond, hiking, biking, fishing, snowmobiling (with VAST trails on property), boating, and golf.

    What guests are saying:

    “Wow, wow, wow!!! Absolutely Breathtaking!!! Where do we even begin... compliments truly unbounded!! Megan’s home & property are overwhelmingly stunning!! This rustic cabin is extremely clean, fabulous beds & pillows, fluffy towels, comfort surrounds you everywhere. Between the inside & outside of this home you have everything you need. The only problem is that you’ll never want to leave!!! In fact, if you ever want to sell please call us. We will definitely be back!!!”

  • Dreamcatcher -Fairytale Cabin near Lake Willoughby
    SUPERHOSTEntire cabin · 8 guests · 3 beds · 1 bathroom
    Dreamcatcher -Fairytale Cabin near Lake Willoughby

    Magical timber frame cabin on private 75 acres nestled in the mountains ~ cross between a hobbit & tree house. Five minute drive down to pristine Lake Willoughby, 25 mins to world class mountain biking (kingdom trails), and 30 or 50 minute drive to ski resorts *Burke* and *Jay Peak*, respectively. Perfect for couples, friends & families who want to enjoy all Vermont's glorious Northeast Kingdom has to offer (ski, fish, hike, bike, swim, beer-cation, etc) while still getting away from it all.

    What guests are saying:

    “This place is amazing!! It is as beautiful, rustic and cozy as it appears in the pictures. Heated floors, fireplace fully stocked with firewood, very clean and well-maintained. Michelle is an extremely responsive and detailed hostess. One warning: if you go in winter DEFINITELY bring a 4WD or AWD vehicle. We went with 2 cars: a mini-cooper and a subaru impreza, and only the impreza made it to the house. Bonus: we skiied down the driveway. Thanks Michelle. We will be back in the fall :)”

  • Summer camp w/ 3 bedrooms on Lake Seymour, Vermont
    SUPERHOSTEntire house · 6 guests · 3 beds · 1 bathroom
    Summer camp w/ 3 bedrooms on Lake Seymour, Vermont

    Charming 3 bedroom summer camp on beautiful Lake Seymour, literally the cleanest lake in Vermont!

    What guests are saying:

    “Sherry and Greg’s lakefront camp on Seymour Lake in Morgan, Vermont is a little piece of paradise. They met us upon our arrival and they are simply good people. We immediately felt at home. The three bedroom camp is both charming and cozy- it boasts lots of vintage charm mixed with a cool, beach cottage feel. Just pack your swimsuit, beach towels and toothbrush and enjoy the private beachfront, dock, crystal clear lake water and excellent swimming, paddling, boating and fishing. The dock is a great place to read, and enjoy the passing loons, ducks, eagles and beautiful sunsets. The water is pristine and of the highest quality. You can’t go wrong renting this camp, meeting the gracious hosts and neighbors, and enjoying your lake time in the beautiful Northeast Kingdom of Vermont.”

Holiday rentals for every style

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Popular amenities for Charleston holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Charleston

Northeast Kingdom, VT Clyde River House
SUPERHOSTEntire cottage
Northeast Kingdom, VT Clyde River House
Price:€115 / night
Wayward Pines
SUPERHOSTPrivate room
Wayward Pines
Price:€35 / night
Scenic cottage on Echo Lake Vermont
SUPERHOSTEntire house
Scenic cottage on Echo Lake Vermont
Price:€100 / night
Spring Hill Farm fresh eggs, coffee & hot tub
SUPERHOSTEntire flat
Spring Hill Farm fresh eggs, coffee & hot tub
Price:€75 / night
Charleston House
SUPERHOSTEntire house
Charleston House
Price:€93 / night
Hilltop Guesthouse
SUPERHOSTEntire guest house
Hilltop Guesthouse
Price:€54 / night
Lakeside Cottage in Derby
SUPERHOSTEntire cottage
Lakeside Cottage in Derby
Price:€110 / night
Sugar Hill
SUPERHOSTEntire cabin
Sugar Hill
Price:€115 / night
Mom's House
SUPERHOSTEntire house
Mom's House
Price:€71 / night
Downstairs at the BGV (Big Green Victorian)
SUPERHOSTEntire flat
Downstairs at the BGV (Big Green Victorian)
Price:€57 / night
The Best Little Beach
Entire cottage
The Best Little Beach
Price:€155 / night
Lake Willoughby Forest Orchard Cabin
SUPERHOSTTiny house
Lake Willoughby Forest Orchard Cabin
Price:€93 / night
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