The Madison Compound- Entire Charleston House & Suites w/ Private Roof Top Deck
Encompass yourself in the history of Charleston by staying in this newly renovated 1890`s single house. The Madison Compound offers guests all the aesthetic features of a Charleston Single House from it large Piazzas, private roof top deck and original fireplaces to the modern touches you need to make your Charleston retreat comfortable and convenient.
Enjoy a brand new house opened in 2021 with all new furniture, appliances, and fixtures located just blocks from Upper King Street.
The use of this entire compound space includes the main 4 bedroom house and 2 rear executive private studio suites along with private roof deck and outdoor grilling patio. The kitchen/living room displays a large island to gather around as well as a spacious living room with a 75` TV. There are 6 private bedrooms each with their own private baths displaying large showers with multiple shower heads. A vacation rental the comfortably houses a group is this size is a unique find.
This space is also listed as a single 4-bedroom single house without the rear 2 executive suites which are also listed separately if you are looking to downsize your party.
The communication during your stay will be initiated on the day of check-in via a `check-in group text` with our entire management team so that there will be someone available at all times for any emergencies or questions that arise. This message will maintain check in instruction and will serve as the best point of contact throughout your stay for any of your needs. If you do not have a domestic cell phone don`t worry, we can simply message through the platform app which will be monitored regularly.
The setting is the historic Cannonborough-Elliotborough neighborhood which is considered the `gateway` to the peninsula boasting just the right mix of Neighborhood and City. King, Cannon and Spring Street are dotted with boutiques, vintage stores, and bakeries. Trendy eateries serve up everything from comforting southern fare to the best seafood you can find. Upper King Street is just blocks away and is home to the best nightlife, hip bars, craft beers, and specialty house cocktails.
Included with every Charleston Vacays Stay: Personal Local Direct Property Manager Contact High-Speed Internet/WiFi Local Coffee Paper Products (trash bags, toilet paper, paper towels, tissues) Hotel Quality Bath Amenities (shampoo, conditioner, hand soap, body wash, lotion) Dish/Laundry Detergents Hair Dryer/Iron/Ironing Board Towels/Linens Basic Cooking/Kitchenware
Charleston is best seen by foot or bike but if you have any other transportation needs, the following are who we recommend: Holy Spokes Uber Charleston Executive Limo Charleston Bike Taxi Charleston Rickshaw Green Taxi
City of Charleston Operating Permit OP2023-04000 Business License BL023915-03-2021
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events are allowed on site
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Charleston
Located in Charleston, this holiday home is in the city centre. The area's natural beauty can be seen at Waterfront Park and Isle of Palms Beach, while Patriots Point and USS Yorktown are cultural highlights. Looking to enjoy an event or a game? See what's going on at North Charleston Coliseum and Performing Arts Center or Credit One Stadium. Kayaking, power boating and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours nearby.
Medical University of South Carolina - 7 min walk - 0.7 km
The Citadel - 12 min walk - 1.0 km
College of Charleston - 13 min walk - 1.1 km
Marion Square - 16 min walk - 1.4 km
Charleston Music Hall - 16 min walk - 1.4 km
Getting around
Charleston Station - 14 min drive
Charleston, SC (CHS-Charleston Intl.) - 19 min drive
Restaurants
da Toscana Porchetta Shop - 6 min walk
Bad Bunnies Coffee - 1 min walk
The Co-Op - 4 min walk
Sugar Bakeshop - 6 min walk
Bon Banh Mi - 3 min walk
Frequently asked questions
Is The Madison Compound- Entire Charleston House & Suites w/ Private Roof Top Deck pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at The Madison Compound- Entire Charleston House & Suites w/ Private Roof Top Deck?
As of 8 May, 2026, prices found for a 1-night stay for 2 adults at The Madison Compound- Entire Charleston House & Suites w/ Private Roof Top Deck on 27 May, 2026 start from S$1,310, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at The Madison Compound- Entire Charleston House & Suites w/ Private Roof Top Deck?
On-site parking is available at the property.
What time is check-in at The Madison Compound- Entire Charleston House & Suites w/ Private Roof Top Deck?
Check-in begins at 4:00 PM.
What time is check-out at The Madison Compound- Entire Charleston House & Suites w/ Private Roof Top Deck?
Checkout is at 11:00 AM.
Where is The Madison Compound- Entire Charleston House & Suites w/ Private Roof Top Deck located?
Located in Downtown Charleston, this holiday home is within a 15-minute walk of Medical University of South Carolina and College of Charleston. Upper King Design District and The Citadel are also within 15 minutes.
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Everything was lovely. The kitchen was well stocked with everything needed to cook in. It was also in walking distance to great shopping and restaurants. Best feature is each bedroom had it's own bathroom and the home decor was beautiful. Would highly recommend!
The property was perfect for a long weekend stay with friends and family! Every room had a nice on suite bathroom, and the whole house looked to be newly renovated. Exactly what we were looking for!
We had a wonderful stay at the Madison house and particularly enjoyed the large open kitchen and living area, the shaded upstairs porch, the rooftop patio, and the many walkable restaurants and coffee shops.
We had a great time at the Madison compound. Plenty of room and privacy for an and a great meeting space for meals, and conversations around the large center island in the kitchen. Thanks for your hospitality, we’ll be back!
Stayed here for a bachelorette weekend. Perfect size and location for our group of 14. Great communication with the team. Would definitely recommend and come back to!
The Madison Compound was a great choice for our group. House was spacious and clean. All bedrooms had an ensuite bathroom. All bathrooms were good size as well. Deck was nice, but didn’t get to use it due to the Charleston heat and humidity... and that it's restricted to use after 9pm. Beds were very comfortable. Couch in Great Room is comfy as well. Would definitely stay again!
Clean, fresh, modern remodeling. Bathrooms are amazing !Very comfortable bedrooms.Multiple areas that will comfortably accommodate several people at one time.The top patio deck is wonderful.Check-in and communication was seamless.My entire group gives this the highest rating possible. (This is nicer than many upscale suites I have stayed in while in LasVegas)
Fantastic property. Excellent size for 11 guests. Communication with host was beyond outstanding. Aways attentive to our questions and needs. Highly recommend staying here for anyone venturing to Charleston
The house was perfect for our family of 9. Updated throughout. Bedrooms large, each with its own bathroom. Kitchen large and beautiful. Living room good for gathering and watching TV. Rooftime deck was comfy. Coffee shop on the corner. Charleston Vacays staff were responsive to the few questions that we had. All in all, the house was perfect.
We absolutely loved this house! We have a large family and booked the house for our parents 30th anniversary and we were not disappointed. We had plenty of space and loved how every room had its own bathroom! Parking is a bit tricky but that is likely the case anywhere in the downtown area! We would recommend anyone who’s interested and has a large family to book this home! Also the hosts are extremely helpful and kind! Thanks for a great experience!
It was a perfect home for 11 friends to converge in one location to share happy memories and acquire new ones. The 6 ensuite bedrooms were perfect for 5 couples and 1 single. The rooftop at night is very peaceful!
The house was beautiful and everyone having their own private bath was great!
There are only 5 seats in the kitchen so if you plan to eat in (and the weather outside is bad), one person has to stand to eat.
Overall, it was a fabulous house! We would definitely return!
We stayed for a long weekend and it was wonderful! The house was clean and the location perfect! Charleston Vacations could not have been a better host. Anytime we had a question we sent them a text and they responded right away. Thanks so much for making our visit memorable.
~ Kristin
Very impressed with the clean and stylish accommodations! Spacious Bedroom/bath combinations were perfect! Everyone in our family enjoyed the stay at The Madison. Only one thing I'd change is how to work the TV remotes....couldn't get reception to work on main TV
We had an amazing stay! There were 6 of us on a family girls trip, everyone had their own room and bathroom so it was perfect as we rented the entire house which included two additional suites. The suites include a microwave and washer/dryer. The location is excellent, quiet street, close to everything. The layout of the house works great, 2 bedrooms downstairs and 4 upstairs. Plenty of room in the kitchen and living room for all of us. The sandwich/grocery across the street has delicious food. The Bad Bunnies coffee shop is just 2 doors down, great coffee and pastries. FYI, it doesn't open til 7:30 am. The communication with the host was fantastic, answered texts right away. This is a perfect house for a group and families. We would most definitely stay here again.
Charleston Vacays is a boutique full-service vacation rental management company specializing in hands-on local property management, updated high-end properties, southern hospitality, in-house cleaning, and much more! Our small local team is available 24/7 to make your visit to Charleston and its surrounding beaches your best vacation yet!
What makes us different? A combination of years of industry experience, the professional knowledge needed to effectively manage short-term rentals at their highest potential, and the personal touch of in-house local management you won’t receive from a large management company. Don’t settle for anything less than the best when it comes to your vacation.
Founded in 2017, Charleston Vacays hold a boutique portfolio that currently features 25 vacation rental properties in downtown Charleston and the surrounding island and beaches of Kiawah and Isle of Palms. Charleston Vacays has achieved VRBO Premier Partner, AirBNB SuperHost and AirBNB Plus designations in recognition of the quality of the properties and services offered by our team. Guests are treated to the best hospitality that Charleston has to offer in newly-constructed accommodations with historical Charleston charm.
Languages:
English
Premier Host
They consistently provide great experiences for their guests