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Charleston Vacation Rentals

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Our top choices for Charleston vacation rentals

Mountain Lake Cottages

Mountain Lake Cottages
3.0 star property
Orleans
10.0 out of 10, Exceptional, (11 reviews)
"Very clean rustic cottage. Great view of the lake."
United States
BOYD
The price is CA $425
CA $467 total
includes taxes & fees
Jun 28 - Jun 29
Mountain Lake Cottages

Cozy Mountain View Retreat

Cozy Mountain View Retreat
Brighton
9.8 out of 10, Exceptional, (20 reviews)
"Very cleanGreat location "
United States
Sara Lynn B.
The price is CA $228
CA $381 total
includes taxes & fees
Jun 25 - Jun 26
Cozy Mountain View Retreat

Entire Lake House on Lake Memphremagog, dead end RD, private. 30 min to Jay Peak

Entire Lake House on Lake Memphremagog, dead end RD, private. 30 min to Jay Peak
Newport
10.0 out of 10, Exceptional, (34 reviews)
"Great stay easy drive to Jay Peak."
United States
Anne K.
Entire Lake House on Lake Memphremagog, dead end RD, private. 30 min to Jay Peak

HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr

HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr
Barton
10.0 out of 10, Exceptional, (19 reviews)
"The cabin was perfect size!"
United States
Nicole N.
The price is CA $299
CA $921 total
includes taxes & fees
Jun 28 - Jun 29
HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr

Adventurer's Home: Kingdom Trails with Swimming Hole

Adventurer's Home: Kingdom Trails with Swimming Hole
Burke
The price is CA $301
CA $795 total
includes taxes & fees
Jun 29 - Jun 30
Adventurer's Home: Kingdom Trails with Swimming Hole

Charming ski chalet nestled in Vermont's Northeast Kingdom

Charming ski chalet nestled in Vermont's Northeast Kingdom
Newark
9.6 out of 10, Exceptional, (9 reviews)
"This was the best stay in Vermont so far!! There were so many amenities to choose from! The host was extremely communicative, and friendly from the start! Would definitely stay again! "
United States
Shahaira P.
The price is CA $294
CA $828 total
includes taxes & fees
Jun 29 - Jun 30
Charming ski chalet nestled in Vermont's Northeast Kingdom

A cozy little house with everything you need

A cozy little house with everything you need
Newport
10.0 out of 10, Exceptional, (7 reviews)
"Awesome host and awesome spot! Had everything we needed and more to make our kids' day and turn it all into an event on its own."
United States
Jason
A cozy little house with everything you need

Modern one bedroom home within Kirby’s mountains

Modern one bedroom home within Kirby’s mountains
Kirby
10.0 out of 10, Exceptional, (8 reviews)
"We had a lovely time at Mini Kirby Hideaway; it was exactly what my husband, myself, and our dogs needed: time in a quiet, relaxing space. We rode from the house to Kingdom Trails; therefore, even the location was in a prime spot. We definitely will be staying here again."
United States
Lisa H.
The price is CA $403
CA $788 total
includes taxes & fees
Jul 5 - Jul 6
Modern one bedroom home within Kirby’s mountains

Rv/camper hook ups with scenic views

Rv/camper hook ups with scenic views
Westmore
The price is CA $83
CA $126 total
includes taxes & fees
Jun 26 - Jun 27
Rv/camper hook ups with scenic views

Island Pond Apartment on VAST Trail – 2BR, 1BA

Island Pond Apartment on VAST Trail – 2BR, 1BA
Brighton
9.8 out of 10, Exceptional, (8 reviews)
"Everything was Great, easy access for the snowmobiles, great parking "
United States
John B.
The price is CA $135
CA $443 total
includes taxes & fees
Jun 25 - Jun 26
Island Pond Apartment on VAST Trail – 2BR, 1BA

Journeys End Chalet - Minutes to Jay Peak!

Journeys End Chalet - Minutes to Jay Peak!
Jay
10.0 out of 10, Exceptional, (67 reviews)
"The house was perfect for our stay! Great setup; plenty of room and clean."
United States
Amy G.
Journeys End Chalet - Minutes to Jay Peak!

5 minutes to well known mountain bike venue “Kingdom Trails”.

5 minutes to well known mountain bike venue “Kingdom Trails”.
Lyndon
10.0 out of 10, Exceptional, (6 reviews)
"Great place and comfortable for the night "
United States
Kevin P.
The price is CA $205
CA $350 total
includes taxes & fees
Jun 26 - Jun 27
5 minutes to well known mountain bike venue “Kingdom Trails”.

Private 2 bedroom lofted garage getaway.

Private 2 bedroom lofted garage getaway.
Newport Center
10.0 out of 10, Exceptional, (15 reviews)
"Very clean, great amenities, close to Jay!"
United States
Emily H.
The price is CA $328
CA $482 total
includes taxes & fees
Jun 26 - Jun 27
Private 2 bedroom lofted garage getaway.

Throw your tent anywhere on property

Throw your tent anywhere on property
Westmore
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great!!! A view is amazing..."
Canada
Yulia
The price is CA $57
CA $97 total
includes taxes & fees
Jun 26 - Jun 27
Throw your tent anywhere on property

Throw your tent anywhere!

Throw your tent anywhere!
Westmore
The price is CA $57
CA $97 total
includes taxes & fees
Jun 26 - Jun 27
Throw your tent anywhere!

Between the Brook and Lake

Between the Brook and Lake
Newport
8.6 out of 10, Excellent, (7 reviews)
"Only stayed one night, but very peaceful and relaxing."
United States
Tabitha D.
The price is CA $139
CA $235 total
includes taxes & fees
Jun 26 - Jun 27
Between the Brook and Lake

Peaceful camp with breathtaking views

Peaceful camp with breathtaking views
Westmore
10.0 out of 10, Exceptional, (2 reviews)
"Had a group of around 15 adults and 2 dogs! Was a great view and easy set up! Had a nice place to have a bonfire and blackstone to cook on. Shared some s’mores and a smile with Frank, the host!"
United States
miranda W.
The price is CA $96
CA $140 total
includes taxes & fees
Jun 26 - Jun 27
Peaceful camp with breathtaking views

Historic Island Pond Home on VAST Trail – 3BR, 2BA

Historic Island Pond Home on VAST Trail – 3BR, 2BA
Brighton
10.0 out of 10, Exceptional, (3 reviews)
"Fantastic house. Great service. Friendly. "
United States
David P.
The price is CA $212
CA $757 total
includes taxes & fees
Jun 29 - Jun 30
Historic Island Pond Home on VAST Trail – 3BR, 2BA

Ski-In/Ski-Out 5BR at Burke Mountain Base, Sleeps 12

Ski-In/Ski-Out 5BR at Burke Mountain Base, Sleeps 12
Burke
The price is CA $619
CA $1,292 total
includes taxes & fees
Jun 25 - Jun 26
Ski-In/Ski-Out 5BR at Burke Mountain Base, Sleeps 12

Island Pond Apartment on VAST Trail – 3BR, 2BA

Island Pond Apartment on VAST Trail – 3BR, 2BA
Brighton
9.0 out of 10, Wonderful, (4 reviews)
"Great place, clean, all amenities needed. Great location.No complaints at all."
United States
Tim H
The price is CA $244
CA $755 total
includes taxes & fees
Jun 28 - Jun 29
Island Pond Apartment on VAST Trail – 3BR, 2BA
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Charleston Hotel Reviews

Find out more about Charleston

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Charleston. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Charleston?

Yes, we give you a choice of vacation rentals close to popular attractions in Charleston, or you can select a more remote option if you're looking for relaxation.

What are some of the best vacation home rentals that Charleston has to offer?

Lakeside large home in Newport: This vacation home near Charleston is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a private yard and a selection of books.

How many vacation rentals are there in Charleston?

Choose from 4 Expedia vacation rentals in Charleston for a memorable vacation.

What’s there to see and do in Charleston?

Seymour Lake and Echo Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Charleston Historical Society Museum and Seymour Lake are other places worth a visit.

What’s a vacation rental in Charleston like?

Vacation rentals are private properties you can stay in for a long or short time in Charleston. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.