Rent The Cottages - Vacation Rentals in Charleston

Pennyrile Forest State Resort Park From US $210
         

8.2 (42 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
Pennyrile Forest State Resort Park From US $115
         

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9.0 (240 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Cheerful 3 Bedroom home on a semi-private lake From US $241
         

Grandpa's Comfy Cottage From US $124
         

10.0 (4 Reviews)
Cottage
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Charming 2-bedroom house with Great kitchen space in Madisonville. From US $158
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Sports/Activities

Luxury Places to Stay in Charleston

Over 28+ Luxury Places to Stay in or Near Charleston
Possum Pocket Lodgen From US $2,894
         

New
Cabin
  • Air Conditioner
  • TV
  • Balcony/Terrace
Loop Haven in Madisonville Ky. From US $355
         

9.6 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
My Old Kentucky Home! Restful Log cabin retreat. From US $207
         

9.8 (24 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Mama Jean's Lake Cottage From US $186
         

10.0 (7 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Littlefield Farmhouse in Princeton, KY From US $185
         

10.0 (32 Reviews)
Other
  • Air Conditioner
  • Parking
  • Pool
Quietly Charming A-Frame From US $172
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Top-Rated Vacation Rentals with a Pool in Charleston

Over 1+ Top-Rated Vacation Rentals with a Pool in or Near Charleston
Holiday Inn Express & Suites - Madisonville by IHG From US $137
         

Pet-Friendly Vacation Rentals in Charleston

Over 7+ Pet-Friendly Vacation Rentals in or Near Charleston
Private, cozy,classic, simple. Centrally located to hospital, uptown. From US $54
         

Grandma's Cozy Cottage From US $124
         

9.0 (9 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Cottage In The Woods From US $196
         

10.0 (79 Reviews)
Cottage
  • Air Conditioner
  • Pet Friendly
  • TV
Cozy Rustic Cabin With All The Extras. From US $184
         

10.0 (61 Reviews)
Cabin
  • Air Conditioner
  • Pet Friendly
  • TV
Luxury Lodge in the Wilderness From US $214
         

10.0 (50 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Greenwood Lodging and Retreat-Hunters, Families, Groups, Horses, Barn, Dogs From US $140
         

4.9 (8 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible

Large Vacation Homes & Villas in Charleston

Over 1+ Large Vacation Homes & Villas in or Near Charleston
Rustic log cabin back in the boondocks ! From US $469
         

10.0 (36 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Balcony/Terrace

Charleston Varoom and Airbnb Places to Stay Under $200

Over 10+ Charleston Varoom and Airbnb Places to Stay Under $200
Charming cabin with amazing views located on Toontucky Farms From US $126
         

10.0 (3 Reviews)
Cabin
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Happy Stay Inn Madisonville I-69 By OYO From US $66
         

6.4 (181 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Cabin on a semi-private lake, cozy, quiet and peaceful! From US $136
         

8.0 (3 Reviews)
Cabin
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Madison on Main From US $135
         

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New
House
  • Balcony/Terrace
  • Bedding/Linens
  • Kitchen
Cozy Lake Beshears Sunshine A Frame From US $150
         

New
Cabin
  • Air Conditioner
  • Security/Safety
  • Sports/Activities

Instantly Bookable Vacation Homes in Charleston

Over 1+ Instantly Bookable Vacation Homes in or Near Charleston

About Charleston Vacation Rentals

With more than 37 Charleston vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rentthecottages 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 Rentthecottages 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 285.25 ft² on average, with prices averaging $254 a night.

Rentthecottages 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 12
Hotels with Suites 8
Cabin Rentals 7
Cottages 6
Holiday Apartments 1
B&B 1
Others 1
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Charleston

Pro Tip: Rentthecottages makes it easy to compare the best listings on Rentthecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Rentthecottages 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 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F