Holiday rentals with outdoor seating in Charleston

The James: “Tiny” Home b/w Downtown & Folly

The James is a unique NEW 530 sq ft retro coastal tiny home located in a gorgeous neighborhood on James Island ◡̈ 10 mins to downtown Charleston 12 minutes to Folly Beach Walking distance to restaurants The James sleeps up to 6 people and 2 dogs (NO PET FEE) & boasts a private fenced yard & patio with an outdoor shower and Clawfoot tub! The James is ideal for solo travelers, couples, families, those traveling w/ their dog(s), those w/ limited mobility and groups of friends. #BNB-2023-02

Walk to restaurants! New, beautiful & clean home

Welcome to Curlew Corner! A new, private upstairs guesthouse in one of Charleston’s most desirable neighborhoods. With a king bed+sofa bed, this is an ideal spot for couples, friends, or small families looking for a getaway in a beautiful city! Location! The guesthouse is within walking distance to many eateries, bars, a music venue, cinema, farmer’s market, yoga studio, playground, boat landing, and beautiful water views. Close to downtown Charleston and Folly Beach, you can’t beat this spot!

Waterfront home w/ Deepwater dock on Stono River!

3bd/2bath waterfront home with deep water dock on the Stono River on Johns Island! Beautiful lot in quiet neighborhood, with large majestic live oaks. Enjoy beautiful views of the Stono River from the sunroom or patio, ideal for catching pretty sunsets! Great fishing and crabbing right off dock as well as boating, kayaking, or swimming. Bring your own boat to keep at dock! Located across from public boat landing! 2 kayaks, crab pot and 4 bikes included. Come and enjoy this beautiful property!

Little Oak Love | 5 Minutes to Folly | Marsh Views

Little Oak Love is a serene escape just a mile from Folly Beach, nestled in a gated community. This top-floor (must be able to climb 2 flights of stairs to access condo), two-bedroom, two-bath condo offers stunning views from almost every room. Sip your morning coffee or catch sunset views from the screened lanai or balcony. Enjoy access to the community pool, pavilion, gas grill & fire pit. Only a 20-minute drive from historic Downtown Charleston. The ultimate Lowcountry vacation experience!

The Little Pink House

Nestled under the grand live oaks of Bogard Street, The Little Pink House is a picturesque Charleston carriage house. This thoughtfully crafted guest house invites couples and individuals alike to experience the best of Charleston in a private, yet centrally located retreat. ♥ Elegantly styled & warmly decorated ♥ Traditional southern porches ♥ A short 4 blocks to King Street ♥ Neighborhood gems just steps away Beloved by many - newlyweds, honeymooners, couples - seeking a unique getaway!

3 Bdrm Home w Courtyard & parking- Heart of City

Welcome to our historic home Est. 1802! This charming home was renovated in 2017 & is located in the heart of downtown Charleston, near the intersection of King & Calhoun St. It is steps away from King St...the center of shopping, great restaurants, Marion Square & other downtown activities! Fully licensed & permitted by the City of Charleston BL005521012017 Offered separately is an adjacent property, the Guest House (2 Bdrm + Queen Sleeper + 3.5 bath) www.airbnb.com/rooms/17119598

The Garden Folly Guest House

Our architect said, “this is NOT a garage, it’s a Garden Folly!” Our Guest House has a bird’s eye view of the rose covered pecan tree and a vista of the marsh and the Wappoo Creek. When we rebuilt our 1930's garage we saved all the beaded siding and pine floor. My husband enjoyed incorporating many design elements and creative ideas. It was quickly becoming the Taj Garage. We decided it was just the kind of property we enjoy when we travel, so, Voila! we decided to share it with you!

Petite Maison- guesthouse, Downtown Charleston

Take it easy at this tranquil and gorgeous getaway located in the quiet and trendy downtown neighborhood of Wagener Terrace. Newly renovated, this stylish guest house is just 2 miles from the center of historic Charleston. Petite Maison is the perfect stay for couples or singles looking to live like a local in this popular downtown neighborhood. Enjoy a quiet walk or bike ride to Hampton Park and some of the best restaurants and bars in the city. Residental STR Permit # OP2023-04086

Large Guesthouse with Private Dock & Marsh Views

This newly built carriage house is separate from the main house. The cottage is about 1,200 sqft so it very open and spacious and great views of marsh and our tidal creek. We have a separate work area with desk and a massive dinning table if you need more room to work or to gather with friends. Full kitchen, washer and dryer, massive shower, the list goes on. You may not want to leave! Feel free to go sit and have coffee or cocktails on the dock. PERMIT# OP2025-06925

Silverlight Cottage in Park Circle

A spacious retreat (780 sq ft.) in Park Circle: Elegant, gracious + charming. Brand new custom built guest house designed with a nod to classic Charleston architectural influence: open concept indoor - outdoor space to large shady screened porch where a perpetual breeze from the not-too-distant coastline blows gently all year round. Visitors will return from their travel deeply restored and revived - having experienced well-appointed accommodation.

Hot Tub Retreat • Parking • 1 Block to King St!

✨ Welcome to The Palms of Charleston – Suite B! 🌴 ☀️ Large Courtyard with Hot Tub 📍 1 Block to King St – Walk to Charleston’s Best Dining, Shopping & Nightlife 🌿 Balcony with Seating 🚙 Off-Site Parking for 1 Vehicle 🛏️ Comfortable Mattresses 📺 Smart TV – Streaming Included 🛜 High-Speed WiFi + Desk 🫧 Washer/Dryer 🍳 Fully Stocked Kitchen ☕️ Local Coffee + Supplies 🚿 Hair Tools Provided 🎶 Record Player + Game Console

Luxe Beach Bungalow Ocean Views Heated Pool

Luxury furnishings and linens. Stay in a home not just an Airbnb. One block to Center Street which means you are walking distance to all the shops, bars, and restaurants on the island, the pier, and across the street from Berts corner store. Relax on the beach. Shower outside. Sip cocktails on one of the porches with beach views. Grill out by the pool. Take a stroll to dinner and enjoy some live music. LIC 063713, STR25-A0098