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Holiday rentals in Charleston

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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, 253 reviews

Cabin Sutton 264 - Relaxation en pleine nature !

RobinRating, 5 stars1 week ago
Très belle emplacement, parfait pour une belle ballade ou une randonnée ! Le calme est de mise et on se sent tout de suite apaisée !
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!
Top guest favourite
Home in Newport
4.97 out of 5 average rating, 71 reviews

Amazing Lakeshore Home w/Dock; Sleeps 7.

JosephRating, 5 stars2 months ago
Brad and Rose’s lake house is a perfect lake side get away. The location is beautiful and surprisingly convenient for being 30 yards from the border. The house is 20 minutes from Newport and 30 minutes from Jay peak down well maintained road. We spent the week skiing at Jay Peak during a two foot snow storm and were very concerned about being able to access the house since it is down a long drive way that slopes down to the lake. We spoke to Brad and Rose who made special arrangements with their plow guy to clear us a spot at the top of their driveway to guarantee we could get out on the day of the storm. The plow driver also reached out personally to make sure he plowed before we needed to leave. The drive way was plowed three time on the day of the storm and atleast 7 total during our stay. We were able to get in and out no problem even from the bottom of the drive way and the roads to and from the mountain were easily passable with 4 wheel drive (Subaru Outback). Would recommend!
Top guest favourite
Home in Westmore
4.92 out of 5 average rating, 60 reviews

New Vacation Home w/Awesome View!

BarbaraRating, 5 stars5 months ago
I was looking for a place to watch the leaves change for the month of October and I found it. The pictures do not do this home justice. It is more spacious than I thought and the views are even more spectacular in person. Access to all parts of Lake Willoughby and room for two distinct groups or families with upstairs and downstairs bedrooms and a midlevel with open concept kitchen, living and dining areas and a full bath and washer/dryer. It is COMPLETELY stocked with everything you need for an extended stay. Incredibly peaceful and I hope I am lucky enough to visit again.
Superhost
Home in Derby
4.82 out of 5 average rating, 45 reviews

Lake Salem House

JulieRating, 5 stars2 months 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
4.95 out of 5 average rating, 20 reviews

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

SchuylerRating, 5 stars3 days ago
Kara’s house was perfect for our weekend at Jay Peak! We stayed at the tail end of the ski season and Kara was super flexible about check in and check out! She was so responsive and helpful with check in and any questions we had. The house was ideal for our group, great living space and basement with foosball table that we put to good use :) I would definitely recommend staying here for your weekend trip up to Jay Peak!
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 stars2 months 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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