• As low as $470/Week
  • 3 Bedrooms
  • 3 Bathrooms
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General Features

  • Video games
  • 3 bathrooms
  • 3 bedrooms
  • Air conditioning
  • Balcony
  • Bed sheets provided
  • Breakfast available for a fee
  • Carbon monoxide detector
  • Coffee/tea maker
  • Cookware/dishes/utensils
  • Dishwasher
  • Fire extinguisher
  • First aid kit
  • Hair dryer
  • Heating
  • Iron/ironing board
  • Microwave
  • No pets allowed
  • Office
  • Oven
  • Refrigerator
  • Shower
  • Sleeps 8
  • Smoke detector
  • Smoke-free property
  • Stovetop
  • Toaster
  • Towels provided
  • TV with cable/satellite service
  • Unit size: 1637 sq ft (152 sq m)
  • Washing machine and dryer
  • WiFi available

About this Property

Carriage on Cannon is entirely licensed and legal with the City of Charleston under STR Operational Permit OP2020-01397.

This just-modernized (FEB 2022) classic Charleston Single home is the ideal property to savor all Charleston has to offer! This 3-story home has handsome porches on the first & second floors. This home has one of the tallest rooftop patios in Cannonborough with unparalleled vistas, and is located just two blocks from the Historic Upper King Street Restaurant & Design District.

The Space:
This property was handsomely refreshed and updated in February 2022 with new paint throughout the interior and exterior, refinished cabinetry and new countertops/backsplash in the kitchen.

This highly charming area is where Charleston is growing and many of the city's top eateries and stores are just a short walk away from this handsome home. Appreciate morning coffee on one of two covered porches as you take in the great street vistas and cooling breeze. Or appreciate a sunset beverage on the rooftop porch and putting green overlooking the pretty city skyline and the impressive Cooper River Bridge. Two yoga mats along with yoga blocks and an exercise ball are also included if rooftop yoga is your want.

The home has three cavernous bedrooms, each with a new queen bed and furnished with luxury linens. The home features a full bath on the second and third levels along with a half bath on the main floor. Wood floors are throughout the home and the 3rd floor primary suite features a private rooftop porch, en suite bathroom and sizable dual closets. Each bedroom has new flat screen T.V.s and the living room features a new 42" flat screen TV.

Brand new linens and towels are top quality and plentiful throughout the home. Shampoo, conditioner, and soap, lighted make up mirrors, and hair dryers are supplied in each upstairs bathroom and closet space is ample in each room. Two off-street parking spaces are included adjacent to the home accepting for convenient loading and unloading. All new beds too!

The open main floor living area is ideal for entertaining as it features an eat-in bar area with seating for 4 people. The porch on the first level opens to the street. A comfortable pull-out couch is located in the living area along with beautiful accent furnishings and a enormous mirror. The home sleeps 6 comfortably in the 3 queen beds, however additional guests are welcome to sleep on the pull-out couch accepting us to accommodate up to 8 guests.

There is complimentary high speed WiFi and cable with HBO.

A new washer and dryer are located next to the half bath and detergent is supplied along with all necessary paper products during your stay. The kitchen is equipped with all new flatware, silverware and cookware. The Keurig coffee make and toaster oven are new and the kitchen includes a full size refrigerator, oven and microwave. Games, cards, and poker chips are also supplied for your entertainment along with high speed internet (75Mbps) and over 140 Comcast cable channels including ESPN and the Golf Channel.

We have a rooftop putting green with vistas of the Cooper River Bridge.

55 Cannon Street -- A Taste of Charleston

Parties and events are not allowed in this property.

Other Things to Note:
During these times of unprecedented uncertainty with COVID-19, Charleston Vacation Properties is taking additional precautions to ensure that you leave our properties as happy and healthy as you were when you arrived. We take great pride in our excellent cleaning team and all of the hard work that they do in order to keep you and your appreciated ones safe. Our cleaning team methodically and meticulously cleans each property after checkout from top to bottom, covering all surfaces, doors, appliances, furnishings, linens, floors, stairs, and more. We use top quality cleaning supplies such as Lysol mold and mildew cleaner, Scrubbing Bubbles bathroom grime cleaner, Pine Sol, Simple Green, Sprayway glass cleaner, and Orange Glo wood furnishings polish. Each member of our team goes through broad training to understand and execute every step of our cleaning process from the day that start with us, and all of our team members have been with us for at least 1 year – many even 2 or 3+ years! Thank you for entrusting us to host your friends and family for your trip to our striking city of Charleston.

Pet policy: We do allow family pets at our properties. 2 FAMILY PETS MAXIMUM. The pet fee is $125 per pet, per stay, and is nonrefundable. Please let us know at the time of booking if you plan to bring pets. Paperwork must supplied for all service animals. Please crate dogs when leaving the property. Please do not allow dogs on furnishings, in beds, linens or sheets. Our pet fee reimburses our cleaning expenses for additional time required to eliminate all pet hair and pet odors upon your departure. Please ensure your dog is up to date on flea medication and all vaccinations. Please dispose of all dog poop in a plastic bag and put it in the green trash cans outside.

Please note that there is a noise ordinance in this neighborhood after 11pm daily, so if you are appreciating yourself please take the event inside and be considerate of the neighbors.

Please be advised that by confirming your booking, you are agreeing to the Rental Agreement Policy terms posted publicly on our company website. Should you have any questions, please feel to contact us prior to booking.

No smoking is allowed. Violators will be fined for in-room smoke damages. Smoking is only allowed outside of the property at least 10 feet away please.

Interaction with Guests:
Upon booking confirmation, guests receive the link to our digital guidebook and instructions for your stay. The digital guidebook contains a map of our properties, a list of local eateries and bars, and a list of things to do and sites to see. Also available directly on our website!

How to Save Money on Your Rental

  • Search for the tourism bureau in the area you wish to travel. Many tourism bureaus offer tourism guides with deals for lodging, dining and activities. These guides can provide a good start to your rental search.
  • Are you willing to change your trip week? The off-peak seasons can offer phenomenal rates on weekly rentals.
  • Plenty of vacation rental companies and owners offer savings for active duty and veteran men and women of the US Military, or returning guests of the same rental home. Be sure to ask property management company to see if your vacationing crew is eligible for a discount.
  • Some vacation rentals are basically catered to specific guests, whether it's soundside units with pier passes, city-center homes with walkable access to night life or waterfront homes that have their own kiteboarding launching areas. You'll get the best value from a rental which most thoroughly suits your ideal vacation setting, even if it costs a tad bit more.
  • Consider investing in trip insurance together with your leasing contract. Trip insurance, which generally will cost you somewhere between 1% - 5% of the base vacation rental price, offers vacationers reimbursement of their vacation expenses for any nights missed due to personal medical related emergencies or storms, and additionally ensuing extra hurricane evacuation costs or expenses, such as an unplanned hotel stay or additional gasoline.

General Vacation Rental Tricks & Tips

You may be surprised to find out how many vacation homes are available at your destination. Rental homes are gaining in popularity among vacationers, and visitors will find that the sheer number of rentals available makes it possible to find an optimum retreat to fit their Charleston area family, from calm condominiums to giant event homes with several bedrooms.

Vacation rentals are frequently owner operated or managed by property management companies. For property owners not directly involved with the management of their property, management companies are instrumental in helping vacationers with reserving, check-in, house cleaning, as well as routine service problems that may arise.

We have developed a short guide to assist you in getting most out of your rental home experience.

Finding and reserving the perfect rental:

Before you book "3-STORY 3BD HOME?ROOFTOP PATIO?UNPARALLELED VIEWS", examine our short collection of issues to consider.

Search Early and Frequently

Charleston area rentals start booking early. To ensure the very best choice of properties, we advise searching and booking your Charleston area vacation home 6-Twelve months before your travel dates, whenever you can. Christmas, Thanksgiving and New Years are excellent times to find and book your vacation rental..

Choose a Community and Time

Agreement can be tough between relatives, but as soon as this tricky part is complete everything will begin to drop in place.

Just How Many Bedrooms?

Take a head count. How many beds and bedrooms will you be needing? Bear in mind that many rental homes advertise maximum guest capacity, which often includes sofa beds in the living area. You will need to figure out what is suitable for your group. Generally vacation home listings will summarize each one of the unit's specific bedrooms and beds.

What Are You Willing to Pay?

Many rental homes are marketed with a cost range. Confirm the rate for your selected stay. It might be at the top end of the range. Ensure that you get cost-sharing commitments from family and friends prior to reserving a costly vacation property. Most rental contracts require a single individual to be responsible for the full reservation.

Let's Talk Amenities

What home features is the family trying to find? Is a screened porch a necessity? Do you wish to be away from it all, or near a city setting? Does the home have bikes and beach toys available during your stay? Make a list of "needs and preferences" from your company to help filter your search to the most suitable home.

Accessibility and Special Circumstances

In some cases the senior generation has challenges with stairs. If wheel chair entry, elevators, pool lifts or other special equipment is required, factor that into your search. The majority of rental postings will include a list of amenities.

Have You Considered 4-Legged Family Members?

Make sure to include your furry family members. Animal friends are welcome at many vacation homes, but policies can vary. A number of constraints may possibly dismiss a prospective vacation property. Make certain to read descriptions and contracts carefully. Extra fees or deposits may be applied to your agreement. If in doubt, ask the property owner and get it in writing.

Start your Search

Several websites exist to match vacationers with rental owners.. In combination with Homeaway, VRBO and Tripadvisor, we suggest searching Google for "Charleston area local vacation homes" for local vacation rental management companies. Local rental management companies take pride in a superior rental experience.


When you've found your dream rental, check to confirm your trip dates are available.

Some rental owners will negotiate prices, and some won't. If they are hesitant to budge on a highly-desirable trip, try getting an extra night. Your easiest prospects for a reduced rate is switching to an off-season week.

Study the Agreement

You will have to know which services are included:

  • Electric bills
  • Internet Connectivity
  • Long Distance Phone Service
  • Hot Tub Heating
  • Pay Per View Movies
  • Daily Cleaning (If Available)
  • Trash Pickup (and which day?)
  • Maintenance (get a phone number)
  • Check in & Check Out Key Exchange
  • Parking Fees

In addition to the normal price, visitors have to pay local taxes when booking "3-STORY 3BD HOME?ROOFTOP PATIO?UNPARALLELED VIEWS", as well as any other fees that may be required depending on their situation, including a pet fee, earlier check-in or later check-out fee, or a pool heater fee for private pool usage during the autumn or spring months.

If you must Cancel

Cancellation policies vary for each rental. Vacation rental management companies and individual home owners often offer their guests the option to buy trip insurance. Trip insurance defends the renter against emergencies and weather events, It gives you peace of mind should tragedy strike.

Book your Vacation Property

After you feel you've identified "the one", start the booking process. Bear in mind that most rental contracts will require a considerable rental deposit and/or security deposit to safeguard the vacation home owner.

Where to Get Assistance

Put the rental manager's contact information into your smartphone and wallet for easy access to answers throughout your trip.

Congratulations! All that is left is enjoying your vacation!

During your Stay

  • Take pictures at your arrival. Take notes of any problems as soon as you arrive. We also recommend immediately calling the property manager with a report of any damage, along with your request for any fixes. This will protect against conflicts during checkout.
  • Ask questions. If there is any ambiguity about parking, policies of the property, condo access, pool operation, etc... we advise you ask the property manager promptly. A phone call can save several hours of hassle.
  • Please be considerate of the neighborhood. Residents are likely to be as friendly to you as you are respectful of them. Respecting late-night quiet hours and vehicle parking regulations can make a stay a good deal more pleasurable.
  • Ask a local. Locals may point you in the right direction.
  • Be sure to protect the property owner (and your stuff!) by keeping the vacation home locked up when you are away, exactly like you would at home.

Leaving Paradise

  • Make sure you've packed all your belongings. Sweep all the rooms in the home for left-behind possessions. Check bath rooms, the garage, cabinets, decks, the swimming pool area, and anywhere else your personal property might "hide".
  • When everything is out, begin a walk-through of the rental to make sure no property damage occurred in the course of your stay. Whenever you can, do this walk-out review with the property owner present. If the property owner is not available, make certain you take photos of the property to record its condition.
  • How would you rate your experience? Many rental home management companies and rental websites make it easy for travellers to give feedback. If the rental and/or property manager was outstanding, they will appreciate your positive reviews. If anything went wrong, we recommend being kind but straightforward regarding your experience. The best owners and managers will try very hard to solve the issue.


Hold a vacation recap meeting with the people in your group. Does everybody want to go back? Hopefully this guide helped you find a fantastic rental unit. Maybe the property wasn't perfect, and you will better recognize how to refine your search for the next vacation.

Tricks and tips for getting the perfect rental experience:

When to book & When to go:

  • June, July, and August are high season in . To get the best value, change your group's trip dates to the Spring or Fallmonths. May, September, and October offer great temperatures, , and reduced traffic. Many vacationers use this method to reserve larger homes, or to reserve an oceanfront rental that would otherwise be unaffordable during the Summer months.
  • The sooner you can book a vacation home, the easier your search will be. The best properties are booked early. Reserving your rental home up to 12 months before your vacation dates is recommended. Holiday gatherings are excellent times to plan and reserve your vacation rental.
  • Veterans and Active Duty Military members may qualify for special discounts. Be sure to ask your prospective property manager whether your vacationing group qualifies for a special rate.
  • Property managers usually offer renters an option to add vacation insurance . Trip insurance, which normally will cost 1% - 5% of the booking price, offers visitors reimbursement of costs for any missed vacation time as a result of medical-related catastrophes or weather, as well as ensuing additional hurricane evacuation charges, such as an unanticipated hotel or extra fuel. Trip insurance might be a a life-saver if the unforeseen occurs. Ask your property manager for program terms and fees.

How to pick the perfect vacation rental:

  • Choose your dates and max budget.
  • Determine how many bedrooms and the bed configuration your family needs.
  • Specific details about bedrooms and bed sizes and counts are almost always accessible on booking websites. Otherwise, reach out to the host before you reserve the vacation property. Remember that most property listings specify maximum guest capacity, which often includes pull out couches in living rooms.
  • Is your group looking for special amenities? Most rental websites include search filters for amenities. Amenity filters help you quickly remove less-optimal properties.
  • Proper accessibility can make or break a vacation for persons with a disability. Confirm all required amenities are available before booking
  • Traveling with pets? Although a number of vacation homes allow pets or animals, guidelines and costs vary per property. Type of pet, size and breeds may be limited. Ask your property manager before booking, and study your rental agreement! Additional fees or charges may be applied to your contract.

More tips for your visit:

  • Take a copy of the host's contact number and check in/check out procedures for your rental home. Store the host's information in your smartphone and wallet.
  • During check-in, note any damages to the property and immediately contact the property manager. Record all correspondence .
  • Property managers are great sources of help! Don't be shy to ask any questions before, during, or after your stay.
  • Respecting quiet hours and parking restrictions can make a stay more pleasurable. Be a good neighbor. You will increase your chance to make some new local friends, and resident neighbors are often an incredible source for finding the best local scenic spots.
  • Expanding on the last point... Ask a local resident! Residents can usually help you find the best spots in town. Who better to ask where to find the best bike paths, have a great night out, or the best spots for crabbing?
  • Ensure you protect the rental owner (and your things!) by locking the rental when you are away, just like you would at home.
  • Re-check the rental property to confirm that you've packed all your belongings at check-out. Remember to check bathrooms, garages, and back yards for hidden items. Clean the refrigerator and take any leftovers home.
  • Inspect the property a final time and scan for damages to the property or contents. We recommend walking through with the property manager whenever you can. If the property manager is not available, remember to take photographs of the property to record its condition at check-out.
  • Did your group have a fantastic time? Most rental managers make it easy for travelers to provide comments. If your rental and/or property manager was terrific, they would love to hear it. If anything was out of order and they failed to fix it reasonably, or if the vacation rental wasn't described correctly, you'll want to make it a point as part of your review.

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