Entire home
The Madison Compound- Entire Charleston House & Suites w/ Private Roof Top Deck
Photo gallery for The Madison Compound- Entire Charleston House & Suites w/ Private Roof Top Deck





Reviews
10 out of 10
Exceptional
6 bedrooms 7 bathrooms Sleeps 16 500 sq m
Popular amenities
Explore the area
Charleston, South Carolina
- Medical University of South Carolina5 min walk
- College of Charleston14 min walk
- Port of Charleston Cruise Terminal4 min drive
- Charleston, SC (CHS-Charleston Intl.)15 min drive
Rooms & beds
6 bedrooms (sleeps 16)
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed and 1 Double Sofa Bed
Bedroom 4
1 Queen Bed
Bedroom 5
1 King Bed and 1 Double Sofa Bed
Bedroom 6
1 Queen Bed
Bedroom 7
1 King Bed
Common spaces
1 Double Sofa Bed
7 bathrooms
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Bathroom 5
Bathroom 6
Bathroom 7
Spaces
Deck or patio
Kitchen
Balcony
Garden
Dining area
About this property
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
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
Property manager
Charleston Vacays Team
Premier Host
Languages
English
Add dates for prices
Amenities
Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor space
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9.8 out of 10, (17 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
Events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
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, a first aid kit and a deadlock
We should mention
A car is not required for transport to and from this property
About the area
Charleston
Located near the beach, this holiday home is in Downtown Charleston, a neighbourhood in Charleston. The area's natural beauty can be seen at Waterfront Park and Riverfront Park, while Patriots Point and USS Yorktown are cultural highlights. Travelling with kids? Make time for South Carolina Aquarium, or head to an event or a match at North Charleston Coliseum and Performing Arts Center. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Charleston, South Carolina
What's nearby
- Medical University of South Carolina - 5 min walk - 0.5 km
- The Citadel - 12 min walk - 1.0 km
- College of Charleston - 14 min walk - 1.2 km
- Charleston City Market - 3 min drive - 3.0 km
- Port of Charleston Cruise Terminal - 4 min drive - 3.4 km
Getting around
Restaurants
- McDonald's - 9 min walk
- Island Provisions - 9 min walk
- Uptown Social - 9 min walk
- Taco Bell - 7 min walk
- Malagon - 8 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.8/10
Cleanliness
10/10
Check-in
10/10
Communication
9.8/10
Location
10/10
Listing accuracy
Reviews
15 December 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Dec 2024
10/10 Excellent
Chuck D.
26 May 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location! !
Chuck D.
Stayed 3 nights in May 2024
10/10 Excellent
Nick L.
16 January 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great gathering place!
Nick L.
Stayed 2 nights in Jan 2025
10/10 Excellent
Betsy L.
26 July 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Girls trip
Betsy L.
Stayed 3 nights in Jul 2024
10/10 Excellent
Verified traveller
23 October 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Charleston
Verified traveller
Stayed 4 nights in Oct 2024
10/10 Excellent
Daniel K.
21 October 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house in charming neighborhood
Daniel K.
Stayed 3 nights in Oct 2024
10/10 Excellent
Ryan P.
29 July 2023
Liked: Check-in, communication, location, listing accuracy
Great Place Great Location
Ryan P.
Stayed 3 nights in Jul 2023
10/10 Excellent
Stephen H.
31 December 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Get together
Stephen H.
Stayed 3 nights in Dec 2024
10/10 Excellent
Gabbie C.
24 March 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay!
Gabbie C.
Stayed 3 nights in Mar 2024
10/10 Excellent
Tim F.
19 January 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place
Tim F.
Stayed 3 nights in Jan 2023
10/10 Excellent
Lucie M.
19 September 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place for a girls trip
Lucie M.
Stayed 3 nights in Sep 2024
10/10 Excellent
Elizabeth J.
5 April 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Bridge run
Elizabeth J.
Stayed 3 nights in Mar 2023
10/10 Excellent
howard D.
28 March 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Friends Reunion
howard D.
Stayed 4 nights in Mar 2024
10/10 Excellent
Kristin C.
15 March 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Bachelorette Weekend
Kristin C.
Stayed 3 nights in Mar 2024
10/10 Excellent
Amy K.
10 April 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Mint condition property
Amy K.
Stayed 3 nights in Apr 2023
10/10 Excellent
Anne T.
31 July 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Anne T.
Stayed 2 nights in Feb 2024
10/10 Excellent
Connie j., Atlanta, Ga
26 October 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful
Connie j.
Stayed 3 nights in Oct 2022
10/10 Excellent
Tim R.
19 October 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Property in great city!
Tim R.
Stayed 4 nights in Oct 2022
10/10 Excellent
Sandy R.
19 September 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Charleston Girls Trip
Sandy R.
Stayed 4 nights in Sep 2022
10/10 Excellent
Don F.
13 March 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great modern property
Don F.
Stayed 3 nights in Mar 2022
10/10 Excellent
Katherine W.
8 December 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Terrific for a big crowd!
Katherine W.
Stayed 3 nights in Dec 2021
10/10 Excellent
Richard B.
4 November 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Weekend in Charleston
Richard B.
Stayed 3 nights in Oct 2021
10/10 Excellent
Cheryl P.
11 September 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Annual Get Together With Friends
Cheryl P.
Stayed 4 nights in Sep 2021
10/10 Excellent
Samantha S.
15 August 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay
Samantha S.
Stayed 3 nights in Aug 2021
10/10 Excellent
Tyler H.
6 June 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect place for a big group
Tyler H.
Stayed 3 nights in Jun 2021
About the host
Hosted by Charleston Vacays Team

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.
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
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