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Dwell - Casago Charleston

Vacation Rentals in Charleston, SC

Find your perfect vacation rental across Isle of Palms, Kiawah Island, Sullivan's Island, Mt. Pleasant, and Historic Downtown Charleston. Locally managed by the Casago Charleston team.

Browse Our Properties

Welcome to the Lowcountry

For 12 years running, Travel + Leisure readers voted Charleston the #1 city in the United States, and inducted it into their World's Best Awards Hall of Fame. Walk the cobblestones of the French Quarter, listen for church bells over Rainbow Row, and you'll understand why. Casago Charleston is your way in. Nearly 300 vacation homes from a downtown pied-à-terre to a six-bedroom oceanfront on Kiawah, all cared for by a team based right here on Folly Road.

WHY CHARLESTON

Where the South Slows Down
Charleston is built for slow mornings and long dinners.

Steeples & Shorelines.

No building downtown rises above the church steeples, and the beaches are only fifteen minutes away.

A Culinary Capital.

Lowcountry boils, oyster roasts, and a James Beard‑heavy restaurant scene.

Walkable History.

Founded in 1670, preserved on purpose, alive on every block.

Islands at Your Doorstep.

Kiawah Island ranks among Travel + Leisure's Best Islands in the Continental U.S.

Porch Culture.

Joggling boards, ceiling fans painted haint blue, and a glass of sweet tea by 4 p.m.

A Working Waterfront.

Shrimp boats still leave Shem Creek at sunrise; oysters come straight from the creeks they were pulled from.

Our Neighborhoods

From cobblestone lanes to coastal escapes, find your corner of the Lowcountry.

Why Book With Casago Charleston

  • Every guest verified before arrival

  • 24/7 support from a local team

  • Dog-friendly homes available

  • One trusted brand, many destinations.

A Look Inside Our Portfolio

From a studio for two to a beach house for sixteen. Whether you're escaping for a long weekend or settling in for the season, every Casago Charleston home is locally vetted and ready for guests.

Your Charleston Getaway Is Waiting

Beach, island, or downtown, pick your home and we'll take it from there.

Book Your Stay

Property Management Built Around Owners

Casago Charleston is locally owned and operated, backed by Roofstock's national infrastructure. Our Owner-Centric philosophy means every decision starts with your investment. Verified guests, transparent reporting, professional marketing, and a team that treats your home the way you would. Whether you own on Isle of Palms, Kiawah, or downtown, we handle everything so you don't have to.

Property Management Built Around Owners

Reviews

4.62

3428 reviews

5.0 / 5

Stayed on IOP for wedding week since our son was getting married in Charleston. The driveway is big enough for three vehicles which was a major concern for us bc we were towing the wedding get-away car. Everything was as described. It would have been nice to have a Keurig but the grocery store is close and we bought coffee grounds instead. The antique car fell off our trailer and two good Samaritan’s at the park across the street saved us!

N
NancyStayed in October 2026
5.0 / 5

My husband and I loved staying at this wonderful rental condo. We wanted to be right on the beach and we were! We loved walking on the beach for hours! We plan on staying here again in the spring!

A
AnnieStayed in October 2026
5.0 / 5

Really great location. Nice to have the option for parking. Spacious. The bed was quite high off the ground which took some getting used to. We loved the location. Great area to walk around and close to get to King Street!

E
EstefaniaStayed in October 2026
5.0 / 5

This place was very clean and perfect for me and my husband. Host gave good directions and when I asked questions he was quick to respond. We were first time visitors to Isle of Palm. Many beautiful houses and beautiful beaches within walking distance.

A
AnnStayed in October 2026
5.0 / 5

Absolutely amazing place - we will definitely return!

H
HenriStayed in October 2026
5.0 / 5

We had a wonderful stay here! The location is literally perfect, right in the heart of the French Quarter. And your window looks out on a beautiful courtyard with a fountain. The place was spotless and had great décor! This host is also amazing! I accidentally left my keys in the unit and they were very responsive and even mailed them back to me within a couple days! Excellent service and an excellent place to stay! Highly recommend!

J
JamesStayed in October 2026
5.0 / 5

Best porch ever: spacious, right on the beach, plenty of seating. My 2 friends and I enjoyed having our own bedrooms and bathrooms. We loved being so close to the pier, restaurants, and shops. A lovely, relaxing October getaway!

M
MaryStayed in October 2026
5.0 / 5

Great place to stay! Very spacious, with an incredibly comfortable bed! Since it’s a basement-level space, you can occasionally hear footsteps from upstairs, but that didn’t bother me. The only downside is that you cannot control the heat or AC, so it did get a little stuffy at times. Otherwise, a really enjoyable stay!

J
JodiStayed in October 2026
5.0 / 5

Convenient location, but not so close to downtown that everything was busy.

J
JeremiahStayed in October 2026
5.0 / 5

Perfect beach vacation spot! Beautiful views!

J
JeffreyStayed in October 2026
5.0 / 5

Stayed on IOP for wedding week since our son was getting married in Charleston. The driveway is big enough for three vehicles which was a major concern for us bc we were towing the wedding get-away car. Everything was as described. It would have been nice to have a Keurig but the grocery store is close and we bought coffee grounds instead. The antique car fell off our trailer and two good Samaritan’s at the park across the street saved us!

N
NancyStayed in October 2026
5.0 / 5

My husband and I loved staying at this wonderful rental condo. We wanted to be right on the beach and we were! We loved walking on the beach for hours! We plan on staying here again in the spring!

A
AnnieStayed in October 2026
5.0 / 5

Really great location. Nice to have the option for parking. Spacious. The bed was quite high off the ground which took some getting used to. We loved the location. Great area to walk around and close to get to King Street!

E
EstefaniaStayed in October 2026
5.0 / 5

This place was very clean and perfect for me and my husband. Host gave good directions and when I asked questions he was quick to respond. We were first time visitors to Isle of Palm. Many beautiful houses and beautiful beaches within walking distance.

A
AnnStayed in October 2026
5.0 / 5

Absolutely amazing place - we will definitely return!

H
HenriStayed in October 2026
5.0 / 5

We had a wonderful stay here! The location is literally perfect, right in the heart of the French Quarter. And your window looks out on a beautiful courtyard with a fountain. The place was spotless and had great décor! This host is also amazing! I accidentally left my keys in the unit and they were very responsive and even mailed them back to me within a couple days! Excellent service and an excellent place to stay! Highly recommend!

J
JamesStayed in October 2026
5.0 / 5

Best porch ever: spacious, right on the beach, plenty of seating. My 2 friends and I enjoyed having our own bedrooms and bathrooms. We loved being so close to the pier, restaurants, and shops. A lovely, relaxing October getaway!

M
MaryStayed in October 2026
5.0 / 5

Great place to stay! Very spacious, with an incredibly comfortable bed! Since it’s a basement-level space, you can occasionally hear footsteps from upstairs, but that didn’t bother me. The only downside is that you cannot control the heat or AC, so it did get a little stuffy at times. Otherwise, a really enjoyable stay!

J
JodiStayed in October 2026
5.0 / 5

Convenient location, but not so close to downtown that everything was busy.

J
JeremiahStayed in October 2026
5.0 / 5

Perfect beach vacation spot! Beautiful views!

J
JeffreyStayed in October 2026

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