Vacation rentals with a kayak in Charleston

Guest suite in Mount Pleasant

A dock is shown with an arrangement of colorful kayaks and small boats. The kayaks in various shades of blue, red, and green are secured with a chain. The calm water reflects the surrounding marsh, while a small boat with an outboard motor is also visible.

4.95 out of 5 average rating, 715 reviews

Charleston Harbor view, garage apt

Spacious apartment with high ceilings. The back porch has a fantastic view of Charleston harbor. The house is located in a quiet neighborhood, very close to downtown and also to beaches. Private dock, kayaks, bicycles (not fancy) and the possibility, weather and tides permitting, of a motorboat ride around the harbor. It is incredibly peaceful here; like being in the country, but it's in the middle of the city. Mt Pleasant Short Term Rental License #STR240286, MP Business License # 20122588

Guest suite in James Island

A red canoe and a wooden kayak rest peacefully on a tranquil green waterway, surrounded by lush vegetation. Dense trees create a serene backdrop, while reflections of greenery can be seen on the water's surface, enhancing the natural beauty of the setting.

4.89 out of 5 average rating, 471 reviews

Adorable Guesthouse Between Folly & Downtown Chas!

Welcome to your home away from home! This guest house is private, with it's own entrance, and is attached to a main house. It sleeps 4, with 2 in the queen bed, 1 on the sofa, & 1 on the fold out mattress. We provide WiFi, toiletries, linens & towels, clothes iron, hair dryer, full kitchen, beach essentials, coffee & tea. Watch waterfowl while sitting by the serene backyard creek, or go on an adventure to Folly Beach or downtown in just a few minutes' drive. 6 minutes to MUSC. Backyard is shared

Guesthouse in James Island

A charming yellow cottage is framed by lush greenery, with a cozy seating area featuring bright blue chairs. A colorful hammock hangs nearby, creating an inviting space for relaxation. Sliding glass doors lead into the cottage, promoting a cheerful and welcoming atmosphere.

4.82 out of 5 average rating, 121 reviews

Romantic Beach Style Cottage close to everything!

Welcome to our romantic ADULT ONLY " Kokomo Cottage". We want to provide you with a unique and care-free stay while enjoying the surroundings of our little cottage. The (only) shower for the cottage is a beautiful heated outdoor garden shower and makes for a unique showering experience to begin and/or end your day. You have access to the pool & sundeck. The home is located on a quiet cul-de-sac with parking. 8 minutes away is charming downtown Charleston and the beaches! Permit #OP2023-04334

Casa particular in James Island

A modern kitchen features gray cabinetry with gold hardware and a blend of appliances, including a stainless-steel oven and microwave. A refrigerator with a frosted finish is positioned beside a sleek countertop that displays minimal decorative items. Natural light brightens the space.

5 out of 5 average rating, 22 reviews

Casa Verde-relax btwn Downtown & Folly Beach

Casa Verde is a quaint hideaway in a peaceful neighborhood between downtown Charleston and Folly Beach. Walk to the land's end, footsteps away for picturesque sunsets and a spectacular view of the Stono River with Johns Island in the background. Visit Folly Beach (14 minutes) or Historic Downtown Charleston (9 minutes). Craft your own meal in the complete kitchen or try one of the many renowned Charleston restaurants recognized worldwide. Visit James Island County Park & Waterpark (1 mile).

4.91 out of 5 average rating, 397 reviews

The kitchen space features a dark gray island with a white countertop. Natural light streams in through multiple windows, and wall-mounted plants add a touch of greenery. In the background, a cozy living area is visible, complete with a light-colored sofa and a television surrounded by shelves.

Cottage in Park Circle

The Boykin Cottage in Park Circle

North Charleston Short-Term rental Permit 2023-0014. Now accepting long term/month-to-month inquires! Charming cottage in beautiful Park Circle. Named after Phish, a Boykin Spaniel, it is located minutes from Downtown Charleston, North Charleston Coliseum, Charleston Convention Center, Riverfront Park, Joe Riley Stadium, Tanger Outlet Mall, isle of Palms, Sullivan’s Island and Charleston International Airport. The cottage offers groups a cozy “at home” feel throughout their stay.

4.97 out of 5 average rating, 145 reviews

A rustic cabin is nestled among trees, featuring a screened-in porch and a large deck with colorful seating. An outdoor dining area is complemented by a grill nearby. A wooden fence surrounds the space, enhancing the private and tranquil outdoor environment.

Cottage in Johns Island

Pet Stay Free, Near Charleston and Kiawah!

This is an all outdoors vacation experience! Nature entertains you like a moving picture of your daily life. Relax in a private corner of our farm. Fish, paddle board, canoe, hike trails, watch horses, & bird watch. Or have a quiet dinner in our cozy space with a full kitchen. Bring your bikes to ride our trails. Once you book with us, a Grocery service is just a click away so your kitchen will be stocked with all your requests before your arrival. 2 pets allowed. ZSTR012501107

5 out of 5 average rating, 27 reviews

Aerial view of the property showcasing its proximity to expansive tidal creeks and lush green surroundings. The elevated cottage is positioned among trees with a clear view of the water and surrounding landscapes, highlighting the serene environment ideal for outdoor activities.

Home in Johns Island

End of Summer Retreat @ The Awaysis!

This is our home and we are happy to share it with you! The Awaysis is a custom, elevated cottage situated on 2 acres with expansive tidal creek views. The pictures don't tell the whole story, but we hope they garner your attention enough to give staying here a chance! The huge back yard and porch is great for entertaining or kicking back to watch the infamous cotton candy skies at sunset. Kayaks on site. Walking distance to fishing/crabbing. Permit # ZSTR-07-24-01000

Guest suite in Mount Pleasant

A serene outdoor space is framed by lush greenery, featuring a new spa tub illuminated by soft lighting. Surrounding paths are lined with smooth stones, and seating areas invite relaxation. The entrance showcases inviting architectural details, creating a harmonious blend of comfort and aesthetics.

5 out of 5 average rating, 332 reviews

TheTreeHouse*Beach7min*Downtown10min*HypoDogs*2Bdr

The Tree House is located in Old Mt. Pleasant. 5 min from Sullivan's Island Beach & Ravenel Bridge * Walk or Bike to Shem Creek * Spa Tub * Stay at the starting line for the Bridge Run * 10 min from Historic Downtown Charleston *Walk to Restaurants, Bars & Coffee Shops *Bike to the Old Village* Seacoast Church*Parking for only 2 vehicles* Non-Hypo Dogs welcome on case-by-case basis with a $75 fee.* Credit One Stadium 12min STR Permit#: ST250009 S.C. Bus. Lic. #20132539

4.89 out of 5 average rating, 9 reviews

A private pool is featured in the backyard, surrounded by lush greenery and banana plants. Brightly colored lounge chairs are positioned nearby, inviting relaxation. The pool's tranquil water mirrors the clear sky, while a spacious area of well-kept grass enhances the serene outdoor environment.

Home in Isle of Palms

3 BR 2.5 BA House | Pool | 3 Min Walk To The Beach

Introducing the ultimate coastal getaway, the Palmetto Beach Retreat located at 405 Palm Blvd on the picturesque Isle of Palms. This vacation rental offers the perfect blend of modern luxury and beachside tranquility. Boasting three spacious bedrooms and 2.5 immaculate bathrooms, this well-appointed Isle of Palms beach rental provides a serene oasis for your next vacation. The brand-new pool ensures endless hours of fun and rejuvenation under the warm Carolina sun.

4.96 out of 5 average rating, 165 reviews

A treehouse-style structure is nestled among palm and oak trees, with Spanish moss gently hanging from branches. A staircase leads to an elevated deck, while the surrounding landscape features natural greenery and a pathway. The exterior is neutral in color, blending with the environment.

Villa in Johns Island

Seabrook Island getaway with amazing lagoon views

Clean and fresh beach decor. 950 sq ft "treehouse" on beautiful Seabrook Island with lots of extras. Huge floor to ceiling doors and windows that overlook a beautiful lagoon with wildlife galore. Gaze outside for hours and view amazing birds, deer, fish, turtles, and even an alligator or two! Large deck with seating for six and a grill. WiFi and three smart tvs. Seabrook Island Business License # BL25-001955. STR permit #STR25-000600 MAXIMUM 2 VEHICLES

4.97 out of 5 average rating, 102 reviews

A serene waterway is flanked by lush greenery and reflected clouds, creating a peaceful natural landscape. The calm waters mirror the sky, with a boat visible in the distance, indicating opportunities for exploration and relaxation.

Home in Johns Island

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!