
Holiday rentals in Charleston
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Top-rated holiday rentals in Charleston
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Charleston
Guest favourite

Cottage in Derby
4.98 out of 5 average rating, 56 reviewsOn Golden Lake Salem
MeaganRating, 5 stars5 months ago
This cute lake cottage is the perfect place to get away and enjoy everything the lake and area has to offer. We watched sunsets, star gazed (saw the Milky Way), enjoyed the boats that were available to use and mainly hung out on the sun porch that had great views of the lake.
Superhost

Home in Stowe
4.94 out of 5 average rating, 66 reviewsCharming and quiet rental for family or friends
BrianRating, 5 stars1 month ago
Liza’s home was beautiful, and it couldn’t be closer to Stowe Mountain Resort. It was the perfect ski trip house for my group, and the host was incredibly accommodating and helpful.
Superhost

Villa in Stowe
4.82 out of 5 average rating, 45 reviewsBeautiful 5 Bedroom Villa with Amazing Views
RichardRating, 5 stars2 months ago
Very nice home with great amenities. Great location to and from everything. Nicely distributed with space for everyone. Beds were comfortable and the home has plenty of towels etc. Overall it was a great place for weekend or longer. Maria was easy to communicate with and there were no issues.
Top guest favourite

Home in Westmore
4.92 out of 5 average rating, 60 reviewsNew Vacation Home w/Awesome View!
BarbaraRating, 5 stars4 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

Villa in Waterbury
4.95 out of 5 average rating, 43 reviewsSafe Mountain Retreat for Families & Friends
MonicaRating, 5 stars1 week ago
Sibylle is a proactive and gracious host. This is a great spot for anyone who considers themselves a "planner" and wants a weekend away with family friends in a pristine home. The place was perfect for entertaining both kids and adults. Very close to both Stowe and Bolton for skiing. What a special place!
Superhost

Home in Glover
4.84 out of 5 average rating, 19 reviewsCheerful 5-bedroom house offered by Lakeside Haven
JessicaRating, 5 stars2 months ago
The house was the cleanest we have ever stayed at. The pictures actually don’t show how beautiful the space truly is! As mentioned in other posts, you do need to know that there is little privacy (no noise deadening) in the upstairs bathroom. Four of the bedrooms had privacy, one is a loft type area that you have to walk past to get downstairs. These two super minor things were not an issue for us and we had 4 teenage boys with us but may be good to know for others booking. The house was amazing and we would love to come back next year!
Top guest favourite

Cabin in Eden
5 out of 5 average rating, 6 reviewsSimply Eden- cabin 1
DesireeRating, 5 stars2 weeks ago
This Airbnb was perfect for my husband, dog & I! It was super clean, cozy, welcoming & quiet - just what we were looking for! We had the pleasure of meeting Sherry and she is so friendly! We had a great weekend exploring Vermont. Can’t wait to come back!
Superhost

Home in Stowe
5 out of 5 average rating, 5 reviewsEndless Views
TrevorRating, 5 stars13 months ago
The house and the property were beautiful and very relaxing. We had six of us staying there for four nights and we never felt cramped or on top of each other. The kitchen was well stocked with supplies and cooking utensils. There was not a shortage of fire wood either which we used every night. The fire place and seating around it made for a relaxing and cozy place to hang out and relax. The property was like a setting right of a post card. We traveled from Florida to have fun in the snow and there was plenty of it. Having 10 acres of woods and hills to explore was perfect. The house is also conveniently located from the Burlington Airport, the town of Stowe and the slopes making it easy to get to and from places, but still offering up the feeling of being away from the hustle and bustle of the town. We would definitely stay at this house again!
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
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