Top Winter Vacations - Vacation Rentals in Charleston

Luxury Places to Stay in Charleston

Over 172+ Luxury Places to Stay in or Near Charleston

Top-Rated Vacation Rentals with a Pool in Charleston

Over 30+ Top-Rated Vacation Rentals with a Pool in or Near Charleston

Pet-Friendly Vacation Rentals in Charleston

Over 63+ Pet-Friendly Vacation Rentals in or Near Charleston

Large Vacation Homes & Villas in Charleston

Over 15+ Large Vacation Homes & Villas in or Near Charleston

Wheelchair Accessible Vacation Homes in Charleston

Over 16+ Wheelchair Accessible Vacation Homes in or Near Charleston

Charleston Vacation Rentals and Airbnb Places to Stay Under $200

Over 86+ Charleston Vacation Rentals and Airbnb Places to Stay Under $200

Instantly Bookable Vacation Homes in Charleston

Over 67+ Instantly Bookable Vacation Homes in or Near Charleston

About Charleston Vacation Rentals

With more than 181 Charleston vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Topwintervacations and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Charleston.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Topwintervacations Charleston, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Charleston. Places to stay near Charleston are 708.62 ft² on average, with prices averaging US $305 a night.

Topwintervacations makes it easy and safe to find and compare vacation rentals in Charleston with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Charleston

Type Count
Vacation Homes 100
Hotels 49
Holiday Apartments 19
Cabin Rentals 7
Cottages 2
Others 2
Ski Chalet Rentals 2

Use these Quick Filters to Find a Vacation Rental in Charleston

Pro Tip: Topwintervacations makes it easy to compare the best listings on Topwintervacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Topwintervacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Charleston.

Weather in Charleston

View the weather forecast for Charleston before booking your Charleston Vacation Rentals to confirm your best time to go.

December - February
High 67°F       Low 47°F
March - May
High 81°F       Low 53°F
June - August
High 87°F       Low 74°F
September - November
High 84°F       Low 54°F

Charleston Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Charleston?
How many vacation rentals are available in Charleston?

Currently, the total number of properties listed in 2026 is over 181 in the Charleston area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Charleston.