Holiday rentals with a kayak in Charleston

4.86 out of 5 average rating, 126 reviews

Home in Folly Beach

QuietBEACH,DOGparadise,BREATHTAKINGviews,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

4.95 out of 5 average rating, 701 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 Charleston

4.88 out of 5 average rating, 463 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

Guest house in Charleston

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

5 out of 5 average rating, 294 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

4.92 out of 5 average rating, 95 reviews

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.

4.99 out of 5 average rating, 142 reviews

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!

Cottage in North Charleston

4.91 out of 5 average rating, 388 reviews

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.

4.82 out of 5 average rating, 62 reviews

Bungalow in Johns Island

House deep private dock- walk to Angel Oak Tree

The home is a one story house- no steps. The location is ideal because the following are: Angel Oak Tree- 2 mins. The only Tea Plantation in the USA- 15 min. Downtown Charleston_ 20 mins. Kiawah/SeaBrook and Folly beaches( for surfers)- 30 min. Chaleston International Airport- 20 min. Magnolia Plantation- @ 20 m CVS, library, gas station, restaurants, breweries, medical facility, Blackbird Market- 5 mins. There are some top notch restaurants within ten minutes distance.

4.96 out of 5 average rating, 141 reviews

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, 151 reviews

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, 332 reviews

✰ 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.

Holiday rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Bungalows

Intimate homes, inviting architecture

Flats

Convenient locations with everyday essentials

Popular amenities for kayak rentals in Charleston

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

5 out of 5 average rating, 18 reviews

Near Downtown / Lake Access + Balcony

SamanthaRating, 5 stars1 week 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!

4.88 out of 5 average rating, 8 reviews

Home in Isle of Palms

4 BR IOP Beach Rental with Private Pool & Hot Tub

MarthaRating, 5 stars5 months ago

Great location on IOP - perfect for our family. Home is comfortable, pool is beautiful, and beds were great.

4.85 out of 5 average rating, 33 reviews

Home in Meggett

Froggy Cottage

MichaelRating, 5 stars1 week ago

Wonderful place to stay! It was our first experience using Airbnb and we weren't disappointed. The location was peaceful, quiet, and private. The house was clean and well-stocked, and our stay was comfortable and relaxing. We hope to stay there again!

5 out of 5 average rating, 31 reviews

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

WhitneyRating, 5 stars4 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, 20 reviews

Dream River House at North Charleston

KRating, 5 stars1 week ago

This might be the best vacation rental we have ever had. My grandson liked this vacation more than Disney World. It was the perfect place to relax and just enjoy being with family. Mark was great and available if we had any questions. We will definitely be coming back.

4.97 out of 5 average rating, 58 reviews

Sonny's Marsh Shack!

MelissaRating, 5 stars3 weeks ago

Absolutely loved this home! Perfect for a little get away in the Charleston area. Very spacious both inside and out! Oliver was a great host and very responsive. Would stay here again!

4.98 out of 5 average rating, 82 reviews

James Island Creek Retreat | On the Water |

CraigRating, 5 stars2 weeks 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

Home in Hanahan

Million dollar view, close to everything. Kayaking

KaitlynRating, 5 stars1 week ago

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

Show all

Cottage rentals with a kayak

5 out of 5 average rating, 8 reviews

Cottage in Hollywood

Toogoodoo Camp

SarahRating, 5 stars1 day ago

I can’t say enough good things. You won’t want to leave. This kitchen had everything you could possibly need. The outside space is amazing. My only regret was not staying for longer. The 3 chickens are so friendly, they followed us everywhere like a little pep squad. We especially enjoyed coffee out at the marsh. My Apple map GPS is a little off on the address. If it’s on the left, just go a little further up the road. If it’s night, you will see the beautiful tree lights to know you are “home.”

5 out of 5 average rating, 36 reviews

Cottage in Edisto Island

Cozy cottage in ACE Basin mins from Edisto Beach

KathleenRating, 5 stars2 months ago

Beautiful peaceful place in nature. The house and bedroom had huge windows looking onto the marsh with so many bird singing. Kayaking was great, exploring the marsh. Some sand gnats when there wasn’t a breeze so we had to wear bug spray at times. My husband, dogs and I loved it.

5 out of 5 average rating, 88 reviews

Cottage in Johns Island

Le Cottage, away from the city, but fun, fun,fun!

JefferyRating, 5 stars2 weeks ago

Greetings. What a wonderful visit. The location is outstanding. The cottage and surroundings are amazing. The weekend met all of our expectations plus, a really fun adventure. Thanks to our hosts, Pam and Ollie.

4.82 out of 5 average rating, 79 reviews

Cottage in Charleston

Welcome to the "Lazy Susan"!

ScottRating, 5 stars1 month ago

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