Holiday Homes in Charleston

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Charleston

Featured "HGTV Dream Home" - Best View on the Oceanfront!
Relax on the outdoor terrace with a view of the sea, surrounded by a pergola and comfortable seating.

Featured "HGTV Dream Home" - Best View on the Oceanfront!

9.0 out of 10, Wonderful, (91)
"We had a wonderful stay at this beautiful oceanfront property with our friends and young children. The view was absolutely breathtaking, and being just steps away from the beach made it perfect for relaxing and making memories together. The home was clean, spacious, and well-equipped for both adults and kids, which made our stay incredibly comfortable. It truly felt like a home away from home. What made our experience even more special was the host, James Nolan. He was incredibly humble, kind,...
Featured "HGTV Dream Home" - Best View on the Oceanfront!
Adorable Grand Pavilion House/w full Grand Pavilion pool access
Relax by the oceanfront pool surrounded by palm trees and shaded lounge areas.

Adorable Grand Pavilion House/w full Grand Pavilion pool access

9.4 out of 10, Exceptional, (124)
"Great location and weather"
Adorable Grand Pavilion House/w full Grand Pavilion pool access
Carolina Belle Recent Renovation 5 bd/4 ba Private Pool, Backyard Oasis, 3rd Row
Relax in this stylish living room with a large flat-screen TV, comfortable sofa, and cozy armchairs.

Carolina Belle Recent Renovation 5 bd/4 ba Private Pool, Backyard Oasis, 3rd Row

10.0 out of 10, Exceptional, (119)
"The house was very clean, well decorated for a relaxing seaside retreat."
Carolina Belle Recent Renovation 5 bd/4 ba Private Pool, Backyard Oasis, 3rd Row
4BR/4.5BA - Prime Location - 2 Blocks to King ST
Relax in this serene bedroom with a comfortable bed, sofa, and armchair.

4BR/4.5BA - Prime Location - 2 Blocks to King ST

9.8 out of 10, Exceptional, (99)
"Fantastic location, clean. we all had a wonderful time "
The price is AU$853
includes taxes & fees
2 Sept - 3 Sept
4BR/4.5BA - Prime Location - 2 Blocks to King ST
Cozy Downtown Carriage House ☺ Walk Everywhere!
Step out onto the covered porch and enjoy the view from the large windows.

Cozy Downtown Carriage House ☺ Walk Everywhere!

9.8 out of 10, Exceptional, (85)
"Charming stay, close to everything in downtown Charleston. Property management responsive and pleasant to work with."
The price is AU$526
includes taxes & fees
20 Aug - 21 Aug
Cozy Downtown Carriage House ☺ Walk Everywhere!
Oceanfront relaxation at its best! Magnificent 5 Bed &5.5Bath 3 blocks from pier
Stroll along the pier and enjoy the serene ocean views from the beach.

Oceanfront relaxation at its best! Magnificent 5 Bed &5.5Bath 3 blocks from pier

9.8 out of 10, Exceptional, (131)
"This was a great place to stay. We loved it. Great view and easy access to the beach. Not too far from Charleston. Far enough away from the main drag, but not too far. We had a great time."
Oceanfront relaxation at its best! Magnificent 5 Bed &5.5Bath 3 blocks from pier
Spacious Private Home In Gated Community - Walk to Beach!
Escape to a secluded forest retreat with a welcoming front porch and serene surroundings.

Spacious Private Home In Gated Community - Walk to Beach!

9.2 out of 10, Wonderful, (77)
"Great stay"
Spacious Private Home In Gated Community - Walk to Beach!
2 Rooftop decks, pool/elevator. Downtown IOP, 1 blk from beach
Enjoy a spacious room with a dining table, pool table, and bar area, plus a deck with sliding glass door access.

2 Rooftop decks, pool/elevator. Downtown IOP, 1 blk from beach

9.8 out of 10, Exceptional, (166)
"Perfect Spot and host"
2 Rooftop decks, pool/elevator. Downtown IOP, 1 blk from beach
Lakeside Landing Spacious Comfort Near Downtown
Outdoor dining

Lakeside Landing Spacious Comfort Near Downtown

10.0 out of 10, Exceptional, (10)
"Perfect for what we were looking for"
The price is AU$682
includes taxes & fees
2 Sept - 3 Sept
Lakeside Landing Spacious Comfort Near Downtown
Backyard Tropical Oasis w/ Private Pool, Lush Landscaping, Screened Deck, Side Deck & Putting Green
Relax in a serene outdoor space surrounded by lush greenery, with comfortable seating and a wooden deck.

Backyard Tropical Oasis w/ Private Pool, Lush Landscaping, Screened Deck, Side Deck & Putting Green

10.0 out of 10, Exceptional, (8)
"We loved our stay at this home in Isle of Palms. The place had so much to do, we didn’t leave the property that much! Had an issue with the pool heater and not only didn’t techs come out twice, they removed the charges for the trouble. Wish it could fit more people or we’d bring another family with! A all around. "
Backyard Tropical Oasis w/ Private Pool, Lush Landscaping, Screened Deck, Side Deck & Putting Green
Downtown Charmer! 3BD/3BA ★ 2 Blocks to King
Restful retreat with a beautifully crafted headboard and comfortable bed.

Downtown Charmer! 3BD/3BA ★ 2 Blocks to King

9.8 out of 10, Exceptional, (75)
"Close to everything, clean, spacious...couldn't be happier!"
The price is AU$689
includes taxes & fees
17 Aug - 18 Aug
Downtown Charmer! 3BD/3BA ★ 2 Blocks to King
Corner of King St! 3BD/3.5BA - Walk Everywhere!
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and dishwasher.

Corner of King St! 3BD/3.5BA - Walk Everywhere!

10.0 out of 10, Exceptional, (18)
"Property was perfect for our short stay in Charleston. It is close to shops and restaurants and very comfortable for our family. "
The price is AU$739
includes taxes & fees
20 Aug - 21 Aug
Corner of King St! 3BD/3.5BA - Walk Everywhere!
Beautifully Restored 3 Bedroom 3 Bath Home with Private Deck
Relax in this serene bedroom with a large bed and flat-screen TV, surrounded by natural light and a wooden ceiling with exposed beams.

Beautifully Restored 3 Bedroom 3 Bath Home with Private Deck

9.6 out of 10, Exceptional, (10)
"What a charming property, great location, and accommodating host. Thank you!"
Beautifully Restored 3 Bedroom 3 Bath Home with Private Deck
Stunning Designer Home, Fully Renovated, in Gated Community Near Beach.
Cozy cottage surrounded by lush greenery, featuring a spacious porch and inviting living space.

Stunning Designer Home, Fully Renovated, in Gated Community Near Beach.

10.0 out of 10, Exceptional, (70)
"Nice location. Exactly as pictured. "
Stunning Designer Home, Fully Renovated, in Gated Community Near Beach.
Coastal Cottage on Shem Creek - near Sullivan's Island and Downtown
Stunning marina views with boats docked along the water's edge, surrounded by nearby buildings.

Coastal Cottage on Shem Creek - near Sullivan's Island and Downtown

9.8 out of 10, Exceptional, (312)
"The place was very close to everything. We could walk to dinner. It was just the right size and had all the conveniences provided. Very clean and the beds were so comfortable. "
Coastal Cottage on Shem Creek - near Sullivan's Island and Downtown
Charming 1BR Downtown Retreat
Enjoy cooking in this well-equipped kitchen with a stove, microwave, and toaster.

Charming 1BR Downtown Retreat

9.8 out of 10, Exceptional, (16)
"We had such a nice stay, the house is beautiful, in a safe neighborhood and very clean! "
The price is AU$457
includes taxes & fees
17 Aug - 18 Aug
Charming 1BR Downtown Retreat
Handicap Friendly Pets Allowed Beach House - Ocean Across the Street with Elevator!
Enjoy breathtaking views of the ocean from this beachside retreat.

Handicap Friendly Pets Allowed Beach House - Ocean Across the Street with Elevator!

9.8 out of 10, Exceptional, (211)
"We had an awesome stay. And it was nice to have handicapped accessible access. Thank you for a wonderful vacation."
Handicap Friendly Pets Allowed Beach House - Ocean Across the Street with Elevator!
5 Min Walk to Beach & Berts! Relax in this Pet & Family Friendly Home with Wrap-Around Deck.
Stand beneath the serene tree, its branches stretching towards the horizon, surrounded by the soothing sounds of the ocean.

5 Min Walk to Beach & Berts! Relax in this Pet & Family Friendly Home with Wrap-Around Deck.

9.8 out of 10, Exceptional, (163)
"Lovely Charming Folly Beach. Warm, friendly people. Beautiful nature to appreciate, so wonderful to relax and have fun."
5 Min Walk to Beach & Berts! Relax in this Pet & Family Friendly Home with Wrap-Around Deck.
3BR Fully appointed home minutes from the islands, shops, parks, and downtown!
Experience the charm of a historic neighborhood with unique architecture and picturesque surroundings.

3BR Fully appointed home minutes from the islands, shops, parks, and downtown!

10.0 out of 10, Exceptional, (105)
"This was a great property to stay in. It was perfect for us ( 2 couples ). Close to everything, spotless, great area, owner easy to communicate with."
3BR Fully appointed home minutes from the islands, shops, parks, and downtown!
The Isla Suite: A Dream Getaway for Friends
Cozy retreat with a large bed, nightstand, and bedside table, offering a view of the outside through the window.

The Isla Suite: A Dream Getaway for Friends

9.8 out of 10, Exceptional, (24)
"We were in town for the Charleston Open & thoroughly enjoyed our stay. The location was great for walking to dinner & coffee the next morning. The house is beautiful, charming & well appointed. Would certainly stay again!"
The price is AU$974
includes taxes & fees
10 Aug - 11 Aug
The Isla Suite: A Dream Getaway for Friends
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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