Vacation rentals with a kayak in Charleston

4.87 out of 5 average rating, 125 reviews

A large, blue two-story home features a welcoming front porch with multiple seating options. The house is elevated on stilts, allowing for parking underneath. Palm trees and grassy areas surround the property, creating a relaxed coastal ambiance.

Home in Folly Beach

Quiet Beach, Dog Paradise, Breathtaking Views, 4bd/3bath

Unwind on the many sprawling porches of this large oceanview family home while your dogs run wild in the fully fenced-in yard! The beach is RIGHT across the street, and the lighthouse is a quiet, short walk through the bird sanctuary! Dining: 6 person table on the screened-in porch overlooking the dock, kayaks,marsh, fire pit! Kids: theater room with smart tv, lightning fast wifi, ping pong Dogs: dog doors, dog-welcoming sofas, and miles of beach for biting at the waves! Local,responsive host

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, 700 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.

4.88 out of 5 average rating, 462 reviews

Guesthouse Between Folly Beach & 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.

4.84 out of 5 average rating, 118 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

Guest suite in Mount Pleasant

A serene outdoor space features lush greenery surrounding a tranquil pond. The cozy sleeping area showcases a spacious bed with decorative pillows, while a private hot tub is seen in a secluded corner. A wooden fence offers privacy to the inviting setting.

5 out of 5 average rating, 293 reviews

CasitaAmore*Beach7min*Downtown10min*HypoDogs*

Casita Amore is a relaxing & cozy studio designed with couples in mind. From smart TV, King Size Bed, to fresh soothing wall colors! It will provide all you will need for a very comfortable and relaxing stay. Off-street parking is available for only 1 vehicle. Non-hypoallergenic breeds welcome on a case-by-case basis with an added $75 fee. Credit One Stadium 12min. Walk to restaurants. Comfortable desk chair and BBQ grill available upon request STR Permit#: ST250010 S.C. Bus. Lic.#:20132540

4.91 out of 5 average rating, 93 reviews

A large oak tree with sprawling branches is illuminated by soft lights in a garden setting. Lush green grass surrounds the tree, and ornamental plants are visible in the background, creating a serene atmosphere at night. The lake is faintly seen through the trees.

Home in Johns Island

Lake front Cottage

Relax with the whole family at this peaceful place to stay on Johns Island. This cottage is located on 30 acres right next to a large lake. Have a bond fire at night, see the stars, fish in the lake and enjoy the sounds of the night. The grand oaks on the property are spectacular. Only 5 minutes from the Angle Oak Tree, 10 minutes to downtown Charleston, and 15 minutes to Kiawah/Seabrook. Very close to lots of restaurants. Additional fees required for events. Please inquire prior to booking.

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, 14 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).

4.99 out of 5 average rating, 139 reviews

A spacious living area features a dark sectional sofa with decorative pillows, complemented by a wooden coffee table and an area rug. Large windows offer views of the outdoors, and a dining area with light-colored chairs and a table is also visible. A vibrant wall art piece adds a touch of color.

Home in Charleston

Pet friendly Lowcountry home on a creek with dock

Come and enjoy all the beauty of nature that the Lowcountry has to offer in this beautiful 2-bedroom home with a shared dock and views! Located 24 miles from Charleston in the Francis Marion National Forest, you'll be surrounded by nature, yet close enough to enjoy Charleston & Mt.Pleasant. Kayak the beautiful tidal creeks from here or wet-a-line fishing off the dock. Enjoy an evening cocktail out on the large screened-in porch while watching the beautiful sunsets over the creek. Heaven!

4.91 out of 5 average rating, 387 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.

4.96 out of 5 average rating, 141 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

4.89 out of 5 average rating, 150 reviews

A spacious screened-in porch features a comfortable seating area with a light-colored sectional sofa and a decorative woven coffee table. A dining table and chairs are positioned nearby, with tropical plants visible through the screens, enhancing the open and airy atmosphere.

Home in West Ashley

The Tropic - Large Jungly Oasis, Great for Groups

Welcome to the Tropic! Private single-family home with large screened-in porch and jungly backyard less than 10 minutes to downtown and 15 to beach. Walkable to coffee shops, bars and dining. Outdoor dining, grill and deck, tropical plants, a work station, off-street parking and more. Spacious bedrooms. The new master suite features a rainfall shower, king bed and double doors opening to the private backyard. Permit # ZSTR-07-22-00580, LIC045233

4.96 out of 5 average rating, 331 reviews

A modern two-story home featuring a green exterior with white trim. The driveway leads to a two-car garage below. Lush landscaping includes trees and shrubbery surrounding the property, with a mailbox visible at the front.

Home in Park Circle

✰ MARSH VIEW - CHARMING 3BR/2.5BA - BIKES/KAYAKS ✰

Welcome to your chic 3 bd/2.5ba home just a short walk from all things Park Circle. Enjoy sunset bike rides, 7 minute walks to the best restaurants/breweries and views of the marsh from your back porch. This stylish home comes equip with a fully stocked kitchen, bikes, kayaks, beach chairs, games, baby gear, work from home space, washer/dryer, 400Mbps WiFi, garage parking and more! Live like a local in Charleston's most coveted neighborhoods.

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Popular amenities for Charleston kayak rentals

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Pool

Free parking on premises

Air conditioning

House rentals with a kayak

5 out of 5 average rating, 17 reviews

The two-story townhouse features a light-colored exterior with dark shutters and welcoming front doors. Lush palm trees and vibrant shrubs frame the entrance, adding a tropical touch. A spacious parking area in front allows for easy access.

Home in North Charleston

Near Downtown / Lake Access + Balcony

SamanthaRating, 5 stars5 days ago

The townhome was exactly what we needed for our weeklong trip! Getting inside was easy with the keypad. It’s a cute place and had the right amount of space for our family of 5 to live like at home. All bedrooms are upstairs with comfortable, firm mattresses. The 3 bathrooms, and kitchen were clean. Great bonus—we enjoyed the full size washer/dryer being upstairs. We used the tv downstairs, and it was easy to add our streaming account (harder to remove if you’ve never done it) I was worried, but we never heard any neighbors. We had them at least 2 nights we were there. When the cloud cover was just right, it could be noisy with the flight path to the airport nearby. We enjoyed watching the planes, and the sound didn’t bother us at night at all. There’s a lot to do in 5-20 minutes in any direction. If you have children, the Park Circle playground and Danny Jones sports complex are wonderful. We went to the Coliseum for an event—it was the perfect location!

Home in Cannonborough/ Elliottborough

A covered porch is presented with white, wooden furniture, including a round table surrounded by matching chairs. Natural light fills the space, highlighting the textured ceiling and the view of greenery in the background.

4.94 out of 5 average rating, 86 reviews

‘Sand Swept’ - Downtown Private Cottage

BarbaraRating, 5 stars2 weeks ago

We had a great time staying here, in the heart of Charleston! Great location for walking to restaurants and stores on King St. and surrounding areas, but a quiet area for sleeping. The house was comfortable and well stocked. Our complaint was that the parking was a bit tight and the Wonderer club was not in walking distance. But we would stay here again!

5 out of 5 average rating, 31 reviews

A serene landscape is presented with a winding tidal creek framed by marshlands. The setting sun casts a warm glow over the horizon, reflecting on the water's surface. Soft hues of orange and blue fill the sky, complementing the tranquil natural scenery.

Home in James Island

3 BR Non-Smoker House w/Marsh & Sunset views

WhitneyRating, 5 stars3 weeks ago

Beautiful location. Close to Folly beach and charleston but so quiet and serene. We used this as our home base for a 40th birthday trip and had a lovely time. Beds were comfortable, bathrooms spacious and luxurious, outside spaces beautiful. Google maps didn’t have good directions to the house but the host sent them to us ahead of time. It’s next to two houses but it’s still quiet with a great view of the marsh. It was the perfect retreat for the area.

5 out of 5 average rating, 19 reviews

Home in North Charleston

Dream River House at North Charleston

WalterRating, 5 stars3 weeks ago

Great beautiful place on the river. The views here are outstanding. Mark was extremely responsive and had all the answers to our questions. Highly reccomend!!!

4.96 out of 5 average rating, 57 reviews

Four images showcase the serene surroundings of the Marsh House Retreat. A cowboy pool offers a refreshing escape, surrounded by lounge chairs. Hammocks are shaded under trees, and string lights illuminate a cozy seating area. The dining space features a vibrant atmosphere with decorative lighting.

Home in North Charleston

Sonny's Marsh Shack!

Amari DeniseRating, 5 stars3 weeks ago

We went down to Sonny’s marsh for my bachelorette trip and it was so amazing beautifully decorated. We honestly had to do minimal decorating because the place which is so nice. My girls and I really enjoyed the area of the location. We were not far from things to do in the area and there was great response time from the owners. They were very kind would 100% recommend staying here.!

4.89 out of 5 average rating, 9 reviews

A spacious outdoor area features a large, heated pool surrounded by a stone deck. Several white lounge chairs are positioned near the water. The house stands elevated with a staircase leading to the upper level, complemented by lush greenery and palm trees.

Home in Isle of Palms

5 BR Luxury Home w Pool | 3 Min Walk to Beach

AngelaRating, 5 stars1 month ago

We stayed here with 2 families (5 kids and 4 adults). The layout of the home was absolutely perfect. Beautiful home that is even better than the pictures. The pool was great for our family too with an amazing outdoor space. Easy walk to the beach and it was great the had a wagon and some beach chairs. Each room of the home had an en suite which is so nice for groups. Lovely 3 season porch. Kitchen very well appointed and very easy to cook every day. Amy was very responsive - even though the only time we had to contact her was to ask for a late checkout. 10/10 experience here, couldn’t recommend more. We will be back!

4.98 out of 5 average rating, 82 reviews

A vibrant sunset casts warm hues over a tidal creek, reflecting beautifully on the still water. The scene is framed by lush greenery and a dock, providing a serene view of the marsh and surrounding trees.

Home in James Island

James Island Creek Retreat | On the Water |

CraigRating, 5 stars1 week ago

Are you planning on visiting Charleston? You just found the perfect place to stay. Located in between downtown and Folly Beach, this is ideal. Get out and explore the area and return to relax, unwind, and rest. This amazing place is just like the photos depict. Very neat and clean. The host is responsive and you will not be disappointed.

4.8 out of 5 average rating, 30 reviews

A view of the waterfront house is provided, featuring a spacious dock and lush greenery along the water's edge. The bright sky and calm water reflect the serene surroundings, while the porch offers a shaded area surrounded by palm trees and hanging moss.

Home in Hanahan

Million dollar view, close to everything. Kayaking

KaitlynRating, 5 starstoday

This place felt very at home and cozy, I can’t express how child friendly the space was. The downstairs bathroom with the bathtub was AMAZING. The water pressure in the showers was fantastic. The view was beautiful in the backyard and everything was pretty well maintained. I would definitely recommend this stay especially to anyone who has children

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Cottage rentals with a kayak

5 out of 5 average rating, 5 reviews

A serene landscape features a tidal creek weaving through lush green marsh grass. The clear blue sky is dotted with soft clouds, complementing the calm waters that reflect the surrounding nature. The peaceful setting captures the essence of the tranquil environment.

Cottage in Hollywood

Toogoodoo Camp

DavidRating, 5 stars1 week ago

What a hidden gem! The chickens totally stole the show, seriously, they were like little feathered roommates and made the whole stay even more memorable. The vibe here was unbeatable, peaceful, cozy, and just the right kind of quirky. We’re so glad we picked this spot instead of something closer to the beach. If you’re looking for a fun, laid-back escape with some bonus clucks, this is it. The host was also very responsive & super kind. Highly recommend!

4.82 out of 5 average rating, 79 reviews

A charming cottage is framed by a large tree, creating a shaded entrance. The front patio features a stone walkway leading to a small seating area with white chairs and potted plants. The exterior showcases a combination of neutral and pastel colors.

Cottage in James Island

Welcome to the "Lazy Susan"!

ScottRating, 5 stars3 weeks ago

Very accommodating host with a well-located haven close to Folly and downtown.

4.96 out of 5 average rating, 24 reviews

A cozy screened porch features comfortable seating with striped cushions, surrounded by greenery. A glass table holds logs, while a lamp and various plants add to the inviting atmosphere. Sunlight filters through the trees, creating a serene environment for relaxation.

Cottage in Hollywood

Cottage on the Toogoodoo River near Charleston

NateRating, 5 stars1 week ago

Had a great time over the weekend that me and my girlfriend stayed. The river was beautiful and the property was very peaceful. Janie and Lucy (her dog) are really nice and even gave us some suggestions of things to see around the area. Definitely could see myself planning another trip here and recommending it to friends