Vacation rentals in Dewees Island

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

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!

Bridgerton inspired fantasy 2 min from park circle

Live out your Bridgerton fantasy in this stunning historic space. The apartment features antique furnishings/art, a private entrance and patio with lounge and a hot tub (The hot tub is available Apr through Nov). Off street parking. A sumptuous bathroom with an oversized soaking tub and a kitchenette. There is also a 55 inch frame tv in the bedroom including WiFi. Available for photo shoots upon request rates may differ please contact host prior. Bridal pics by Olivia Allain Permit#2026-0414

Make Yourself at Home

Brick ranch, conveniently located between Downtown Charleston and Folly Beach, 5 minutes to King Street, 20 minutes to Mt. Pleasant and 30 minutes to airport. Full house with 3 bedrooms, 2 bathrooms, open kitchen, dining room and large living room with big screen tv. A screened porch, fenced in backyard, washer & dryer , on site parking for 4 vehicles. Walking distance to 2 playgrounds, tennis court, wildlife sanctuary, state park and a great view of Fort Sumpter and the city.

Upscale EARL CRT 3-bdrm Old Village/Shem Creek

STR PERMIT #ST250176 BUSINESS LICENSE #20135982 3-bdrm Earl's Court neoclassical upscale home, nestled in the heart of the historic Old Village, offering the charm of low country living. Just a block from Shem Creek bars & restaurants, Old Village shops & eateries, Alhambra Hall, Pitt St Bridge, and a weekly all food Farmer's market, featuring low countries finest! The Arthur Ravenel Bridge, downtown Charleston, Sullivan's Island & IOP beaches are all bike riding distance.

Dream Catcher Carriage House Daniel Island

Our carriage house apartment is located on a peaceful marsh on beautiful Daniel Island next to walking/biking paths. It is also walking distance to parks, shops, and restaurants. Daniel Island is approximately 15 to 20 minutes from the airport, downtown Charleston, and local beaches. All AirBnB rentals in Charleston & Daniel Island must have a business license. The application process was not easy but we did it! Dream Catcher's permit number is OP2018 00373.

Clean Coastal Cottage 5mi to Isle of Palms Beach

Sunny Side Up is a freshly updated coastal beach house, featuring 4BR/2BA, perfectly located minutes from the areas best beaches, shopping, dining and nightlife. You'll be 3 miles from Isle of Palms, 10 minutes from Sullivan's Island, and only 20 minutes from downtown Charleston. Spend the day exploring the area and return home to your private screened-in porch overlooking a spacious backyard with hammock, fire pit and chicken coop. #ST260150 S.C. BL-24-026814

Stunning Couples Cottage with Creek Dock!

You will fall in love with this stunning, newly-built guest cottage nestled under the canopy of a majestic 400-year-old live oak tree! Providing ultimate comfort, convenience and serenity, this is the perfect place to launch your Charleston adventure – 10 minutes to Shem Creek, & 15 minutes to Sullivan's Island or Downtown Charleston. PLUS, come enjoy our brand new dock on the creek! A picture-perfect spot to relax and enjoy the stunning Lowcountry scenery!

The River Girl, Private Dock, Great Outdoor Spaces

The River Girl is located on Johns Island, a beautiful 20 min drive to downtown Charleston, 20 min to Kiawah, & 20 to Folly Beach. We hope this place provides a comfy spot to rest your head at the end of a fun day exploring. We also want you to take advantage of the slow island life! Go crabbing off the dock and cook your supper! Read a book on the back deck & enjoy the breeze. Light a candle, & take a soak in the tub! Just enjoy yourself. Fully updated!

Ruby's Cottage/Brand New Close to Beach & Downtown

Be one of the first to enjoy this beautiful, newly built detached guest house with private entrance, keyless entry, and separate gated yard with private patio. Located in a quiet neighborhood just minutes from fine dining, shopping and only 10 miles from Isle of Palms and Sullivan’s Island beaches. Grocery stores, restaurants, historic sites, golf courses, hiking trails, downtown Charleston and more are just minutes away.

Waterfront Treehouse

Marsh and creekside Luxury Treehouse nestled among historic Grand Oaks. Private Elevated TreeHouse that has closeup views of trees and wildlife from every oversized window. Sit back and relax on the large deck watching the ebb and flow of the tide as fish jump, birds hunt and fiddler crabs defend their bank. (This property has been granted an exemption and does not accept pets or Service animals due to allergies.)

Private Waterfront Retreat w/ Sauna

Escape to The Hideaway, a newly built modern 2BR/2BA waterfront retreat on St. Helena Island. Surrounded by live oaks and sweeping salt marsh views, this architecturally unique cottage blends luxury and nature with curated amenities, including a private indoor sauna. Peaceful and secluded, yet just minutes from beaches, outdoor adventures, local shops, and dining—designed for rest, reconnection, and renewal.