Charleston, South Carolina

29 Cannon (NEW)

4 bedrooms 5 beds 2 baths 12 guests 4.7 (31)

About the property

Welcome to this charming historic Charleston home, where timeless craftsmanship and modern amenities come together in an unbeatable location. Perfect for families or friends who love character and convenience, this property offers you original heart pine floors, classic architectural details, and the luxury of being just steps from King Street’s vibrancy. Bedroom #1: King Bedroom Bedroom #2: King Bedroom Bedroom #3: Queen Bedroom Bedroom #4: Double Queen Bedroom - High Speed WiFi - Fully Stocked Kitchen - Great Porch Space - Linens & Towels Included Potential for Noise: Due to the home’s historic character and close proximity to all the city has to offer, some road and city noise may be heard. White-noise machines are provided in each unit for your comfort. Managed with care by YOURPAD Vacation Rentals. We manage a large portfolio of properties across the Lowcountry. Once you experience our hospitality, we’d love to welcome you back again in the future. SOCIAL MEDIA: If you plan on sharing your experience on social media, please tag us! @yourpadstays House + Outdoor Space + Private Driveway (3 cars stacked) You can walk almost everywhere - but should you want to rest your feet, there are many other options for getting around: Uber, Lyft, Charleston Bike Taxi, Charleston Rickshaw, Green Taxi or Yellow Cab. Luggage storage offered Monday- Friday at our main office from 8:30am-5pm. On weekends we recommend utilizing Bounce Luggage storage. Please inquire once booking is complete for the address! *PLEASE INQUIRE ABOUT PETS* If bringing a pet, please inquire prior to booking. A $150 pet fee will be applied and charged at time of booking. Based upon approval. THIS PROPERTY IS LEGAL & LICENSED BY THE CITY OF CHARLESTON, PERMIT 06693 PROPERTY NAME: OLIVE GROVE

Welcome to this charming historic Charleston home, where timeless craftsmanship and modern amenities come together in an unbeatable location. Perfect for families or friends who love character and convenience, this property offers you original heart pine floors, classic architectural details, and the luxury of being just steps from King Street’s vibrancy. Bedroom #1: King Bedroom Bedroom #2: King Bedroom Bedroom #3: Queen Bedroom Bedroom #4: Double Queen Bedroom - High Speed WiFi - Fully Stocked Kitchen - Great Porch Space - Linens & Towels Included Potential for Noise: Due to the home’s historic character and close proximity to all the city has to offer, some road and city noise may be heard. White-noise machines are provided in each unit for your comfort. Managed with care by YOURPAD Vacation Rentals. We manage a large portfolio of properties across the Lowcountry. Once you experience our hospitality, we’d love to welcome you back again in the future. SOCIAL MEDIA: If you plan on sharing your experience on social media, please tag us! @yourpadstays House + Outdoor Space + Private Driveway (3 cars stacked) You can walk almost everywhere - but should you want to rest your feet, there are many other options for getting around: Uber, Lyft, Charleston Bike Taxi, Charleston Rickshaw, Green Taxi or Yellow Cab. Luggage storage offered Monday- Friday at our main office from 8:30am-5pm. On weekends we recommend utilizing Bounce Luggage storage. Please inquire once booking is complete for the address! *PLEASE INQUIRE ABOUT PETS* If bringing a pet, please inquire prior to booking. A $150 pet fee will be applied and charged at time of booking. Based upon approval. THIS PROPERTY IS LEGAL & LICENSED BY THE CITY OF CHARLESTON, PERMIT 06693 PROPERTY NAME: OLIVE GROVE

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
May 18, 2026$195Not Available2
May 19, 2026$195Not Available2
May 20, 2026$195Not Available2
May 21, 2026$534Not Available3
May 22, 2026$819Not Available3
May 23, 2026$824Not Available3
May 24, 2026$744Not Available2
May 25, 2026$195Not Available2
May 26, 2026$195Not Available2
May 27, 2026$195Not Available2
May 28, 2026$584Not Available3
May 29, 2026$749Not Available3
May 30, 2026$859Not Available3
May 31, 2026$394Not Available2
Jun 1, 2026$209Not Available2
Jun 2, 2026$314Not Available2
Jun 3, 2026$319Not Available2
Jun 4, 2026$709Not Available3
Jun 5, 2026$849Not Available3
Jun 6, 2026$869Not Available3
Jun 7, 2026$379Not Available2
Jun 8, 2026$304Not Available2
Jun 9, 2026$204Not Available2
Jun 10, 2026$224Not Available2
Jun 11, 2026$694Not Available3
Jun 12, 2026$869Not Available3
Jun 13, 2026$869Not Available3
Jun 14, 2026$369Not Available2
Jun 15, 2026$279Not Available2
Jun 16, 2026$284Not Available2
Jun 17, 2026$289Not Available2
Jun 18, 2026$919Not Available3
Jun 19, 2026$984Not Available3
Jun 20, 2026$969Not Available3
Jun 21, 2026$1,079Not Available2
Jun 22, 2026$834Not Available2
Jun 23, 2026$784Not Available2
Jun 24, 2026$754Not Available2
Jun 25, 2026$894Not Available3
Jun 26, 2026$1,004Not Available3
Jun 27, 2026$959Not Available3
Jun 28, 2026$849Not Available2
Jun 29, 2026$359Not Available2
Jun 30, 2026$344Not Available2
Jul 1, 2026$369Not Available2
Jul 2, 2026$809Not Available3
Jul 3, 2026$859Not Available3
Jul 4, 2026$829Not Available3
Jul 5, 2026$499Not Available2
Jul 6, 2026$389Not Available2
Jul 7, 2026$314Not Available2
Jul 8, 2026$249Not Available2
Jul 9, 2026$789Not Available3
Jul 10, 2026$899Not Available3
Jul 11, 2026$874Not Available3
Jul 12, 2026$424Not Available2
Jul 13, 2026$354Not Available2
Jul 14, 2026$329Not Available2
Jul 15, 2026$354Not Available2
Jul 16, 2026$894Not Available3
Jul 17, 2026$889Not Available3
Jul 18, 2026$889Not Available3
Jul 19, 2026$454Not Available2
Jul 20, 2026$239Not Available2
Jul 21, 2026$329Not Available2
Jul 22, 2026$349Not Available2
Jul 23, 2026$889Not Available3
Jul 24, 2026$924Not Available3
Jul 25, 2026$894Not Available3
Jul 26, 2026$914Not Available2
Jul 27, 2026$219Not Available2
Jul 28, 2026$209Not Available2
Jul 29, 2026$224Not Available2
Jul 30, 2026$704Not Available3
Jul 31, 2026$799Not Available3
Aug 1, 2026$789Not Available3
Aug 2, 2026$359Not Available2
Aug 3, 2026$209Not Available2
Aug 4, 2026$195Not Available2
Aug 5, 2026$284Not Available2
Aug 6, 2026$724Not Available3
Aug 7, 2026$834Not Available3
Aug 8, 2026$814Not Available3
Aug 9, 2026$369Not Available2
Aug 10, 2026$209Not Available2
Aug 11, 2026$254Not Available1
Aug 12, 2026$269Not Available1
Aug 13, 2026$719Not Available2
Aug 14, 2026$814Not Available2
Aug 15, 2026$799Not Available2
Aug 16, 2026$324Not Available1

Amenities

Fire place
Crib
High chair
Luggage drop off allowed
Smoke detector
First aid kit
Air conditioning
Washer

4.7 · 31 reviews

A
Anonymous
February 2026

We had a wonderful time Charleston! This house is in an amazing location, we loved the proximity and walked everywhere! The house is quite old and the floors slope quite a bit. The two of the upstairs must go through another bedroom (or two) to get to the bathroom or go downstairs. It worked for us but likely wouldn’t be ideal for large groups. The host was very responsive and easy to work with!

A
Anonymous
February 2026

Perfect location for our girls weekend. Host was very communicative and quick to respond with all questions and issue we had.

A
Anonymous
February 2026

Great location, right near kings street so very convenient to restaurants and everything you ca possibly want. The house is very old but it was clean, had plenty of beds (which were super comfy) and was great for a quick weekend. The living room furniture can use a little refresh and the bathrooms are tiny but would definitely recommend!

Where you'll be

Charleston, South Carolina, 29403, US

Discover Charleston’s historic charm and vibrant culinary scene, where cobblestone streets lead to iconic landmarks and exquisite dining. Immerse yourself in the city's rich heritage with a visit to the nearby Charleston City Market or stroll past the colorful homes of Rainbow Row. Enjoy world-class seafood at Magnolias, explore the aquatic wonders of the South Carolina Aquarium, or unwind at Waterfront Park, home to the iconic Pineapple Fountain, all just a short walk from your doorstep.

Things to know

Cancellation policy

Contact us for cancellation policy details prior to booking.

Property rules

Not suitable for children (2–12 years).
Not suitable for infants (under 2).
Pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 12 guests.