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Holiday rentals in Charleston

Find and book unique accommodation on Airbnb

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Popular amenities for Charleston holiday rentals

Stay near Charleston's top sights

The Gap Pub & Grill26 locals recommend
Clyde River Recreation LET'S GO KAYAKING23 locals recommend
NorthWoods Stewardship Center13 locals recommend
WilloughVale Inn & Restaurant9 locals recommend
Willoughby Lake Beach9 locals recommend
Evansville Trading Post & True Value7 locals recommend

Other great holiday rentals in Charleston

Guest favourite
Chalet in Sutton
4.92 out of 5 average rating, 250 reviews

Cabin Sutton 264 - Relaxation en pleine nature !

CatherineRating, 5 stars1 week ago
Superbe séjour grâce au spa, au foyer et au confort de l'endroit! Le bruit de la rivière et l’emplacement en pleine nature étaient enchanteurs tout en demeurant à proximité de toutes les commodités. Éric est un hôte très proactif et tous ses messages sont contructifs et très détaillés! Merci beaucoup et au plaisir!
Guest favourite
Home in Stowe
4.97 out of 5 average rating, 120 reviews

Cozy Mountain Home w/Million $ View

David RayRating, 5 stars1 month ago
Super worth! We came here last week and loved it so much, we came this weekend too! Good dining recommendations from Daveo. He even saved us when our car was stuck in the snow! We truly appreciate his help. One million dollar view, one million points recommend! We'll come again next ski season!
Guest favourite
Home in Stowe
4.98 out of 5 average rating, 159 reviews

Spacious Eco-Friendly Stowe Home for Family Fun

JohnathanRating, 5 stars1 month ago
A beautiful Stowe getaway. The house has beautiful views of Mt. Mansfield, boasts plenty of space, and is in a great location relative to town.
Guest favourite
Apartment in Jay
4.94 out of 5 average rating, 69 reviews

Lovely 4 bedroom condo with sauna & gym equipment.

JennRating, 5 stars3 weeks ago
Spacious townhome with access to trails and on the Jay Peak shuttle line.
Superhost
Home in Derby
4.82 out of 5 average rating, 45 reviews

Lake Salem House

JulieRating, 5 stars1 month ago
We had a wonderful stay at Margaret's place. It was a short trip to the NEK to visit family and was a perfect location for a weekend get away! It has all the luxuries of home. We enjoyed having our own space and was close enough to family (5 minutes) so that we could spend our time visiting instead of traveling. It certainly was a winter wonderland at this time of year up there!!! The driveway was a bit slippery and steep, but all and all it was a great stay! We definitely would love to return in the future. so nice to have so many bathrooms and separation of the sleeping quarters so that each family /group can have their own privacy.
Guest favourite
Cabin in Averill
4.89 out of 5 average rating, 9 reviews

Honeymoon Cove Lakefront on Great Averill Lake

ChrisRating, 5 stars6 months ago
The property is beautiful. It has its own private lake access. It is very beautiful and peaceful. Tom was a great host, he had a fire already going for us when we arrived. The house runs off a generator that is very easy to use. The views in the evenings and mornings are something out of a Bob Ross Painting. It is an amazing place and well worth a visit.
Top guest favourite
Home in Jay
4.94 out of 5 average rating, 18 reviews

Large 4BR/4BA Ski In/Out Village Chair at Jay Peak

JohnRating, 5 stars4 weeks ago
Such a wonderful place - perfect location to access both sides of the mountain and all that Jay has to offer. Plenty of space for larger families or groups, would highly recommend this stay!
Guest favourite
Holiday home in Stowe
4.96 out of 5 average rating, 25 reviews

Great location! Spacious 3 Bedroom, 2 bath unit.

ChristopherRating, 5 stars1 month ago
We have stayed in this same condo complex before, and we really appreciate the convenient location and the pool/sauna. It’s a great jumping off point for everything in Stowe. Comfy beds. Kitchen has everything you need for food preparation, but it is a bit lacking for full meal cooking. Mud room in front is great for hanging up your damp gear after a day of skiing. Thanks!

Quick stats about holiday rentals in Charleston

  • Total rentals

    70 properties

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    60 properties include access to wifi

Destinations to explore

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