Charleston Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Charleston vacation homes

1. Little Blue Cottage on Spanish

Little Blue Cottage on Spanish
Cape Girardeau
8.4 out of 10, Very good, (59 reviews)
"Great cute place. "
United States
Jeremy W.
The price is CA $114
CA $141 total
includes taxes & fees
Nov 10 - Nov 11
Little Blue Cottage on Spanish

2. Perfect Couples Retreat - firepit

Perfect Couples Retreat - firepit
Carlisle County
10.0 out of 10, Exceptional, (1 review)
"This is such a quaint unique property. The host was very responsive and communicative. Highly recommend"
United States
Russell
The price is CA $173
CA $253 total
includes taxes & fees
Nov 10 - Nov 11
Perfect Couples Retreat - firepit

3. The Roost | Hot Tub, Ponds & Farm Views

The Roost | Hot Tub, Ponds & Farm Views
Carlisle County
The price is CA $202
CA $286 total
includes taxes & fees
Nov 11 - Nov 12
The Roost | Hot Tub, Ponds & Farm Views

4. Quiet Country Stay: Modern Home Near Paducah

Quiet Country Stay: Modern Home Near Paducah
Cunningham
8.4 out of 10, Very good, (5 reviews)
"Host was great. "
United States
Sheila C.
The price is CA $154
CA $401 total
includes taxes & fees
Nov 10 - Nov 11
Quiet Country Stay: Modern Home Near Paducah

5. Charming Home just minutes from Interstate and Mall

Charming Home just minutes from Interstate and Mall
Kevil
10.0 out of 10, Exceptional, (26 reviews)
"Location was great. Beds were so comfortable, place was so clean and nice. Very cute place to stay. Would stay here again!"
United States
Deannena H.
The price is CA $155
CA $279 total
includes taxes & fees
Nov 22 - Nov 23
Charming Home just minutes from Interstate and Mall

6. Spacious 3-bedroom 2 story house in New Madrid near boat ramp with a toy room!

Spacious 3-bedroom 2 story house in New Madrid near boat ramp with a toy room!
New Madrid
10.0 out of 10, Exceptional, (1 review)
"The host was very quick to respond and so great to work with for on our stay. "
United States
Jessica S.
The price is CA $283
CA $500 total
includes taxes & fees
Nov 10 - Nov 11
Spacious 3-bedroom 2 story house in New Madrid near boat ramp with a toy room!

7. Cozy 2-bedroom house in tranquil Cape Girardeau, close to Semo & Hospitals

Cozy 2-bedroom house in tranquil Cape Girardeau, close to Semo & Hospitals
Cape Girardeau
The price is CA $151
CA $260 total
includes taxes & fees
Dec 1 - Dec 2
Cozy 2-bedroom house in tranquil Cape Girardeau, close to Semo & Hospitals

8. 3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool

3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
Cape Girardeau
8.8 out of 10, Excellent, (46 reviews)
"Will definitely book again! Great location, comfortable stay."
United States
Pynktoria !.
The price is CA $253
CA $427 total
includes taxes & fees
Nov 10 - Nov 11
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool

9. 4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More

4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
Cape Girardeau
9.8 out of 10, Exceptional, (11 reviews)
"Nice place, great times"
United States
Jace W.
The price is CA $507
CA $782 total
includes taxes & fees
Nov 10 - Nov 11
4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
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.

Learn more about Charleston

Quaint Charleston is calling! Discover its opera, entertainment, cathedral, and more.

A sunset over a calm lake with tall trees reflected in the water.

Top reviews in Charleston

Explore a world of travel with Expedia