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The Madison- Historic Charleston Single House with Double Porches & Roof Deck

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Exterior
Terrace/patio
Private kitchen
Private kitchen
Private kitchen

Reviews

10 out of 10
Exceptional
5 bedrooms5 bathroomsSleeps 13400 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Explore the area

View map
Charleston, SC
  • Place, Medical University of South Carolina
    ‪7 min walk‬
  • Place, The Citadel
    ‪12 min walk‬
  • Place, College of Charleston
    ‪13 min walk‬
  • Airport, Charleston, SC (CHS-Charleston Intl.)
    ‪15 min drive‬

Rooms & beds

5 bedrooms (sleeps 13)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 King Bed

Bedroom 5

1 King Bed and 1 Double Sofa Bed

5 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area

About this property

The Madison- Historic Charleston Single House with Double Porches & Roof Deck

Encompass yourself in the history of Charleston by staying in this newly renovated 1890`s single house. This entire two story house offers guests all the aesthetic features of a Charleston Single House from its large double piazzas with blue ceilings 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 space includes the entire two story main house along with access to the common area roof deck and out door 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 4 private bedrooms each with their own private baths displaying large showers with multiple shower heads.

This property maintains this 4 bedroom two story single house as well as two separate rear executive suites located at the rear of the property. If you are looking to increase your party size by one or two bedrooms please book the Madison Complex. The roof deck, grilling patio and driveway parking are exclusively used by the house.

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

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed
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Pets

No pets allowed
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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
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. Power boating offers a great chance to get out on the surrounding water, or you can seek out an adventure with ecotours nearby.
View more Holiday homes in CharlestonOpens in a new window
Map
Charleston, SC

What's 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
  • ‪Daps Breakfast & Imbibe - ‬5 min walk
  • ‪Sugar Bakeshop - ‬6 min walk

Frequently asked questions

Is The Madison- Historic Charleston Single House with Double Porches & Roof Deck pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at The Madison- Historic Charleston Single House with Double Porches & Roof Deck?

As of 2 May 2026, prices found for a 1-night stay for 2 adults at The Madison- Historic Charleston Single House with Double Porches & Roof Deck on 1 July 2026 start from AU$1,598, 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- Historic Charleston Single House with Double Porches & Roof Deck?

On-site parking is available at the property.

What time is check-in at The Madison- Historic Charleston Single House with Double Porches & Roof Deck?

Check-in begins at 4:00 PM.

What time is check-out at The Madison- Historic Charleston Single House with Double Porches & Roof Deck?

Checkout is at 11:00 AM.

Where is The Madison- Historic Charleston Single House with Double Porches & Roof 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

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 34 out of 36 reviews
Rating 8 - Good. 1 out of 36 reviews
Rating 6 - Okay. 1 out of 36 reviews
Rating 4 - Poor. 0 out of 36 reviews
Rating 2 - Terrible. 0 out of 36 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Bill R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great vacation home

Made our Charleston urban adventures easy!!
Stayed 7 nights in Nov 2024
Verified

10/10 Excellent

Beth Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

I would highly recommend this place! It was absolutely beautiful!
Stayed 4 nights in Jan 2024
Verified

10/10 Excellent

chris s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful experience!

Everything about our stay was perfect! From the accommodation to the location to the wonderful city of Charleston! This is where we’ll stay from now on!
Stayed 6 nights in Aug 2021
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Long weekend getaway!!

This house was better than the listing, if that’s possible. It was insanely clean, well equipped, and within walking distance to restaurants and shops.
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Ben P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wedding Weekend

We had the best time. The house was amazing
Stayed 3 nights in Dec 2022
Verified

10/10 Excellent

Daniel K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect house for family gathering

We spent a long weekend with family in Charleston and used this house for several of us to stay and to have a common gathering spot. The house is spacious, recently updated, has several excellent common areas, and is close to many great restaurants, coffee shops, and a short walk from the bars on King St.
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Caitlin K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls weekend

Beautiful home with plenty of space for 7 adults.
Stayed 2 nights in Mar 2023
Verified

10/10 Excellent

Kristie R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous Historic Home

We had a lovely time in Charleston. Traveled for a girls shopping trip. The property was exactly as described. The property managers were nice to work with and very responsive. Would stay here again.
Stayed 1 night in Jun 2023
Verified

10/10 Excellent

Pamela A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girlfriend Trip

We really enjoyed spending time at the property while exploring Charleston. The four of us each had our own bedroom and bathroom plus we had space to enjoy coffee and wine together. We found the property well located and clean and fresh, and the property management company responsive to our needs.
Stayed 4 nights in Jan 2023
Verified

10/10 Excellent

BROOKE M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home

Beautiful home with a perfect location! Thanks for sharing with us.
Stayed 4 nights in Apr 2023
Verified

10/10 Excellent

Bridget W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family wedding weekend

Great house. Great location. We had my adult children & their significant others stay. All had own bedrooms and bathrooms. Gorgeous updated house.
Stayed 5 nights in Oct 2023
Verified

10/10 Excellent

Jennifer W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Madison did not disappoint!

The house is beautiful! Whatever contractor did the remodel did a fabulous job. I loved being in walking distance to everything downtown has to offer. Would definitely recommend and would book again for our next Charleston visit.
Stayed 3 nights in Mar 2021
Verified

10/10 Excellent

Mary C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

The house was beautiful and the location was within easy walking distance of some terrific restaurants. Communication was great. We left my grandson's favorite stuffed animal in the house--the host found it and mailed it back. Thanks!!
Stayed 4 nights in Dec 2022
Verified

10/10 Excellent

Jennifer E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best week with friends

Four high school friends from different parts of the country all met in Charleston for a week of reconnection and reunion. Our stay was perfect. The layout of the house gave everybody privacy yet the kitchen and the living room were perfect for gatherings. Accommodations were lovely and clean and comfortable. The location could not have been better. It was truly perfect. I would highly recommend staying here
Stayed 7 nights in Sep 2023
Verified

8/10 Good

Cathy K.

Liked: Cleanliness, check-in, communication, location

Charleston Visit

A nice and comfortable house except the back house was extremely noisy on the second floor where the bedrooms of the main house were located. It was hard to get a good night's sleep.
Stayed 6 nights in Jun 2023
Verified

10/10 Excellent

Sheri E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Friends visiting Charleston for the first time

The house was beautiful!! It was spotless, very nicely furnished, and very comfortable. It looks brand new. We couldn’t believe it was renovated 3 yr ago. .The house was as described on VRBO. The rooftop patio is awesome! The neighborhood is very walkable. We.would stay there again. Olivia gave us great restaurant recommendations!
Stayed 3 nights in Apr 2023
Verified

10/10 Excellent

Monica J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house! Great time!

Plenty of space for everyone. With three couples it was nice to have an en suite for each. Really comfortable living area and kitchen! The property contact book needs to be updated and it would be helpful to label the location of the breaker box as we did need to reset a breaker while there. However, super minor issue and would 100% stay at this property again. It was beautiful and a convenient location.
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Sharon R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charm and Amazing Convenience!

What a charming Single Row House! Add in the amazing convenience of a well thought out updated interior meeting all of our vacation needs plus the excellent physical location closeness to downtown Charleston made for our perfect vacation escape. Off-street parking is such a huge bonus. This is so rare in Charleston and we so much appreciated it. When backing the suv out for the activities that day, we typically had one person stand outside and watch for street traffic so the driver could safely back out onto the road. We were perhaps simply extra careful. However we had no issue or delays ever getting out as drivers on the street were very courteous. Finally, the roof top deck was the ultimate charm for us as we toasted each other to our amazing vacation memories. To The Madison House - Thank you!
Stayed 3 nights in Mar 2023
Verified

6/10 Okay

Alexis C.

Liked: Check-in, location, listing accuracy
Disliked: Cleanliness

Beautiful Property, Lack of Cleanliness

My family and I were extremely excited about gathering in Charleston for the holiday to be able to spend time with each other. This location caught our eye because it was only 20 minutes away for our grandparents to travel to. Upon arrival we brought in all of our things and were excited to be there together. We didn’t arrive to the property I totality until about 1am everyone went their ways we noticed how the bathrooms, and bedrooms were not cleaned properly. There was dirt on the headboards, cob webs in all corners including the bathroom and kitchen and the floors were not swept. At this point we cleaned the space ourselves because we had a 4 month old baby with us and we did not want to expose her to the germs. The next morning there was trash left on front porch from people who were walking in the alley. That is when we noticed the windows were unlocked. We reached out to management to show photos with timestamps and discuss possible refunds of cleaning fees and were completely dismissed upon any solution. This was a unfortunate end to an otherwise beautiful experience. I hope that they will reevaluate their cleaning process and should anyone else experience this - look to provide better customer service.
Stayed 4 nights in Nov 2022
Verified

10/10 Excellent

Norman M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect space for family gathering. Having parking on site was wonderful!
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Jane C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls vacation!

Seven girlfriends came to eat and drink our way thru Charleston for the week. Five from California, one from Chicago and me (Charlotte). The house was perfect! Kitchen was superb, TV’s and full baths in every bedroom. Perfectly clean and decorated. Perfect location! We loved it!
Stayed 4 nights in Nov 2022
Verified

10/10 Excellent

Kelly W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Truly Amazing!!

The accommodations were amazing for a girls trip for many reasons but all ensuite allows us all to have privacy. Walking distance to King Street and many great coffee shops and restaurants a few blocks away. Rooftop deck was beautiful!! I wish we had more time yo enjoy the beautiful accommodations.
Stayed 3 nights in Nov 2022
Verified

10/10 Excellent

Sincia L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Bright and Contemporary

The Madison was a perfect vacation home for our family! all the bedrooms are well appointed and roomy. The style matches our personal taste and we all had a wonderful time there. Check-in and Check-out was seamless. The management team was quick to respond to our questions. Overall we had an amazing time there!
Stayed 3 nights in Oct 2022
Verified

10/10 Excellent

Barbara R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cousin's Annual Reunion

Our group of 6 was very at home in the Madison. The unit was immaculate, comfortable and had great spaces both inside and out for hanging out. The kitchen island was a perfect place to snack, sip and catch up. The management was responsive and always helpful. We highly recommend The Madison!
Stayed 3 nights in Sep 2022
Verified

10/10 Excellent

Lori V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic House

Girls trip in Charleston!! This house was perfect!! Very clean, great location, had everything we needed. Would definitely stay here again.
Stayed 3 nights in Sep 2022

About the host

Hosted by Charleston Vacays Team

Host profile image
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
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