A historic street lined with palm trees and classic architecture, including a prominent clock tower.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Charleston holiday homes

A staircase with a wooden railing, a table with a lamp, and a door with a window.

1. In the Heart of Historic Downtown on Market Street

In the Heart of Historic Downtown on Market Street
Charleston Historic District
10.0 out of 10, Exceptional, (367 reviews)
"It was very cool to stay right across from The Market and the property is so old and interesting, but very updated."
United States
Charlotte J.
The price is £233
includes taxes & fees
23 Sept - 24 Sept
In the Heart of Historic Downtown on Market Street
A row of colorful townhouses with balconies, a clear sky, and a tree-lined street.

2. Best Location - On Market St in Historic Downtown

Best Location - On Market St in Historic Downtown
Charleston Historic District
9.8 out of 10, Exceptional, (379 reviews)
"Property very clean and great location."
United States
Denise P.
The price is £236
includes taxes & fees
23 Sept - 24 Sept
Best Location - On Market St in Historic Downtown
A swimming pool with lounge chairs and a table, surrounded by a blue fence and a building with windows.

3. Quiet MINI Suite with new HEATED POOL

Quiet MINI Suite with new HEATED POOL
Downtown Charleston
10.0 out of 10, Exceptional, (74 reviews)
"The suite was absolutely amazing, it was so cozy and comfortable, the hosts were amazing. They were quick to respond to any questions. The suite was super close to the main areas of Charleston which was a big bonus. This place is perfect for couples who want a getaway. When we visit Charleston again we will definitely stay here again."
United States
Parsa
The price is £175
includes taxes & fees
27 Sept - 28 Sept
Quiet MINI Suite with new HEATED POOL
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a wooden dining table with bar stools.

4. Classic Home - 5 Star Location - Historic District

Classic Home - 5 Star Location - Historic District
Charleston Historic District
9.6 out of 10, Exceptional, (86 reviews)
"Great location and accommodating home with all we needed for a stay! Would definitely come back for a longer visit to enjoy more of the best parts of Charleston in walking distance."
United States
Sarah G.
The price is £406
includes taxes & fees
23 Sept - 24 Sept
Classic Home - 5 Star Location - Historic District
A modern kitchen with white cabinetry, a central island with stools, a gas stove, and a ceiling fan.

5. Location + Luxury 3BD/3BA - 2 Blocks to King!

Location + Luxury 3BD/3BA - 2 Blocks to King!
Downtown Charleston
10.0 out of 10, Exceptional, (163 reviews)
"Great property and location. Exactly what we weee looking for."
United States
pamela m.
The price is £1,185
includes taxes & fees
17 Oct - 18 Oct
Location + Luxury 3BD/3BA - 2 Blocks to King!
A living room with a brick wall, a large plant, and a yellow sofa.

6. Soho House | Prime Location, Walk to Everything!

Soho House | Prime Location, Walk to Everything!
Downtown Charleston
10.0 out of 10, Exceptional, (91 reviews)
"Nice house, conveniently located with parking!"
United States
Valerie
The price is £329
includes taxes & fees
27 Sept - 28 Sept
Soho House | Prime Location, Walk to Everything!
A modern kitchen with a brick wall, a dining area with a table and chairs, and a sofa in the background.

7. Rare French Quarter Escape, Sleeps 16 w. Parking!

Rare French Quarter Escape, Sleeps 16 w. Parking!
Charleston Historic District
9.6 out of 10, Exceptional, (102 reviews)
"Great property, located close to everything. "
United States
calvin s.
The price is £917
includes taxes & fees
28 Sept - 29 Sept
Rare French Quarter Escape, Sleeps 16 w. Parking!
A multi-story residential building with balconies, a covered patio, and a rooftop deck.

8. Private Rooftop • Parking • Walk to King St!

Private Rooftop • Parking • Walk to King St!
Downtown Charleston
10.0 out of 10, Exceptional, (89 reviews)
"Everything about the stay was perfect!"
United States
Matt H.
The price is £447
includes taxes & fees
13 Oct - 14 Oct
Private Rooftop • Parking • Walk to King St!
A modern kitchen with a marble island, stainless steel appliances, and white cabinetry.

9. Private Balcony • 2 Living Rooms • Walk to King St

Private Balcony • 2 Living Rooms • Walk to King St
Downtown Charleston
10.0 out of 10, Exceptional, (47 reviews)
"Great host. Little details that really made the stay wonderful. Comfortable accommodations and love sitting on the porch."
United States
Angie F.
The price is £366
includes taxes & fees
27 Sept - 28 Sept
Private Balcony • 2 Living Rooms • Walk to King St
A porch with white railings and a covered area, supported by white columns. There are potted plants on the porch.

10. Spacious Apartment With Vibrant Style and Heated Pool

Spacious Apartment With Vibrant Style and Heated Pool
Downtown Charleston
10.0 out of 10, Exceptional, (14 reviews)
"Wonderful location and host! "
United States
Katie G.
The price is £278
includes taxes & fees
4 Oct - 5 Oct
Spacious Apartment With Vibrant Style and Heated Pool
A kitchen with white cabinets, a wooden countertop, and a window with blinds. There are two black stools and a plant on the countertop.

11. Six & Sow | Downtown Charleston Comfort & Charm

Six & Sow | Downtown Charleston Comfort & Charm
Downtown Charleston
9.2 out of 10, Wonderful, (79 reviews)
"Great location in a very walkable city."
United States
Anne R.
The price is £253
includes taxes & fees
28 Sept - 29 Sept
Six & Sow | Downtown Charleston Comfort & Charm
A staircase with wooden steps and white walls, leading to a room with a dining area and a view of the outdoors.

12. Private Pool & Historic Home-‘The Walled Garden’

Private Pool & Historic Home-‘The Walled Garden’
Downtown Charleston
10.0 out of 10, Exceptional, (44 reviews)
"Great location with a pool."
United States
Matthew W.
The price is £646
includes taxes & fees
27 Sept - 28 Sept
Private Pool & Historic Home-‘The Walled Garden’
A modern kitchen with a black countertop, white cabinets, and a flat-screen TV. There is a dining area with a table and chairs, and a view of greenery outside.

13. Historic Home 2 Blocks To King, Backyard Patio

Historic Home 2 Blocks To King, Backyard Patio
Downtown Charleston
9.8 out of 10, Exceptional, (93 reviews)
"Great property! Would stay again."
United States
Jeanne H.
The price is £529
includes taxes & fees
29 Sept - 30 Sept
Historic Home 2 Blocks To King, Backyard Patio
A hotel room with a bed, a television, a ceiling fan, and a window with curtains.

14. Charming Downtown 1 BR

Charming Downtown 1 BR
Downtown Charleston
9.8 out of 10, Exceptional, (200 reviews)
"The JJW Inn was perfect for a weekend long stay. It was clean, cozy, and comfortable. The location was great with a quick walk to downtown. The host was also very helpful and made everything super easy. We had an amazing trip and great stay. Looking forward to coming back!"
United States
Ethan
The price is £203
includes taxes & fees
4 Oct - 5 Oct
Charming Downtown 1 BR
A modern kitchen with a central island, bar stools, a dining area with a round table, and a large window with a view.

15. Spacious & Modern 4bd, 2 blocks to King!

Spacious & Modern 4bd, 2 blocks to King!
Downtown Charleston
9.8 out of 10, Exceptional, (52 reviews)
"The host was super helpful about luggage storage and helping a disabled traveler. Great location, charming city."
United States
Susan C.
The price is £480
includes taxes & fees
27 Sept - 28 Sept
Spacious & Modern 4bd, 2 blocks to King!
A spacious kitchen with modern appliances, a dining area with light blue chairs, and a cozy seating area with a fireplace.

16. Perfect 2bd Suite w. Porch, Near King Street!

Perfect 2bd Suite w. Porch, Near King Street!
Downtown Charleston
9.2 out of 10, Wonderful, (120 reviews)
"Very clean and lots of things to do nearby."
United States
Gray I.
The price is £286
includes taxes & fees
23 Sept - 24 Sept
Perfect 2bd Suite w. Porch, Near King Street!
A narrow hallway with white trim, a patterned rug, and a view into a kitchen area.

17. Historic 1905 Charming Bungalow 2 Blocks From King

Historic 1905 Charming Bungalow 2 Blocks From King
Downtown Charleston
9.6 out of 10, Exceptional, (52 reviews)
"Great location!"
United States
Robyn F.
The price is £287
includes taxes & fees
20 Oct - 21 Oct
Historic 1905 Charming Bungalow 2 Blocks From King
A spacious living room with a grey sofa, wooden bookshelves, and a blue carpet.

18. NY Times Featured Charming Home | Tully Alley

NY Times Featured Charming Home | Tully Alley
Downtown Charleston
9.8 out of 10, Exceptional, (98 reviews)
"Fantastic location and extremely responsive host. High chance I find myself booking this location again"
United States
Frankie P.
The price is £366
includes taxes & fees
23 Sept - 24 Sept
NY Times Featured Charming Home | Tully Alley
A spacious living room with a large sofa set, a television, and a dining area.

19. The Tree Top Terrace- is private, close to ocean & downtown on James Island..

The Tree Top Terrace- is private, close to ocean & downtown on James Island..
James Island
9.4 out of 10, Exceptional, (52 reviews)
"Great place!"
United States
Jonathan L.
The price is £265
includes taxes & fees
26 Sept - 27 Sept
The Tree Top Terrace- is private, close to ocean & downtown on James Island..
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

Andrew Pinckney Inn

Andrew Pinckney Inn

10/10 Excellent
"Great stay- great location. Staff was wonderful and very central location. Would stay again"
Kimberly 4-night trip
Posted 12 hours ago
Andrew Pinckney Inn

Find out more about Charleston

Charleston Holiday Homes information

Number of reviews
1,670
Accommodation
3051 Holiday Homes
Lowest Price
£175
Highest Price
£1,185