Holiday houses in Callawassie Island

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Top-rated holiday rentals in Callawassie Island

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Top Guest favourite
A charming farmhouse cottage is showcased, featuring a welcoming porch with rocking chairs. Lush plants are positioned on either side of the entrance, which is highlighted by a wooden door and decorative lighting. A well-maintained lawn contributes to the inviting exterior.
Cottage in Beaufort
4.98 out of 5 average rating, 316 reviews

Lovely Cottage in Beaufort w/ State Park Beach Pas

This adorable but well-appointed farmhouse cottage is located just a few streets from the heart of DT Beaufort, in the desired neighborhood of Pigeon Point, with easy access to the boat launch. Just a few blocks from Bay Street and the Marina, where great shopping and outdoor dining with breathtaking views of the harbor await. A relaxed and inviting space, style, and beauty combine to make this special cottage a much sought-after resting space for a memorable vacation with your loved one(s).

Guest favourite
The cottage features a modern design with a sloped roof and expansive glass walls that create a bright and open feel. A wooden deck wraps around the front, complemented by a pergola and greenery, inviting relaxation in the tranquil outdoor space.
Cottage in Hardeeville
4.95 out of 5 average rating, 547 reviews

Tranquil Savannah River Cottage w/ Views+Breakfast

Awaken on the banks of the Savannah River w/ views, song birds & morning coffee! Enjoy the 2x decks, full wall glass doors, metal roof rain, 2 acres strung w/ Spanish moss & relaxing in the sun as the water hits the docks! Bring a book, fish, or hike! Enjoy breakfast, gas BBQ, firepit, screened porch+fans, fast wifi & SmartTV! 2023 renovated & travel magazine featured! Near Savannah, Hilton Head, I95 & airport! This adorable, smaller cottage is perfect for special occasions or getting away!

Top Guest favourite
The cottage is surrounded by mature trees and landscaping, with a neatly trimmed path leading to the entrance. The front porch features two chairs and potted plants, offering an inviting entrance. A spacious lawn provides ample outdoor space.
Home in Beaufort
4.98 out of 5 average rating, 229 reviews

The Cottage at Burroughs

The Cottage at Burroughs has recently been completely renovated. A short walk or bike ride to downtown Beaufort restaurants and shopping, it is also just steps away from the Spanish Moss Trail and a short drive to Parris Island. The Cottage has space to park your boat trailer and is one mile from the Downtown Marina and boat landing. A scenic drive through our barrier islands will take you to the beautiful beaches and trails at Hunting Island State Park - complimentary guest pass provided.

Top Guest favourite
A well-lit living area features a comfortable sofa and a patterned armchair, surrounded by large windows allowing natural light. A coffee table holds magazines and a decorative tray, while plants add a touch of greenery. The kitchenette is visible in the background, enhancing the open layout.
Guesthouse in Bluffton
4.99 out of 5 average rating, 675 reviews

Lowcountry Retreat Carriage House

Located in a quiet neighborhood, minutes from Old Town Bluffton, where you can find unique shops, art galleries, & great places to eat - many with live music! A stroll through the neighborhood will take you past a local park with playground, workout area, & walking paths. There are many ponds to enjoy the local wildlife, wetland areas, and beautiful oak trees. It's so peaceful! Convenient to Hilton Head, Beaufort, and Savannah, it's the perfect spot for exploring, shopping, or relaxing!

Top Guest favourite
The living area features a comfortable sectional sofa, accented by decorative pillows. A wooden dining table is set nearby, surrounded by tasteful artwork on the walls. Exposed wooden beams enhance the ceiling, and natural light filters through multiple windows.
Cottage in Saint Helena Island
5 out of 5 average rating, 260 reviews

Harbor River Cottage

Romantic cottage on three-acres surrounded by gorgeous South Carolina waterways with endless views on all sides! Cottage is dog-friendly, has a fully-fenced front yard and screened-in porch. Full kitchen, private parking, washer & dryer, 55" TV with DirecTV. A short 10 minute drive from Hunting Island State Park, and 20 minutes to Downtown Beaufort and all the major attractions. Cottage is beautifully furnished with custom pieces to make this your ultimate low country luxury getaway!

Top Guest favourite
The screened-in porch features a hanging bed adorned with colorful pillows and a soft blanket. Surrounding seating areas include patterned chairs and a decorative rug. Large windows provide views of the greenery outside, allowing natural light to illuminate the space.
Guesthouse in Saint Helena Island
4.99 out of 5 average rating, 237 reviews

Charming Waterfront Cottage with Beautiful Views.

This is a very comfortable guest cottage with one bedroom, bathroom with large shower, kitchenette, and living room. Guests may occasionally share the dock, screened-in porch, and swimming pool. A beach pass is provided for Hunting Island State Park as well as beach chairs and towels. "MarshSong" is an inspirational place for anyone who just wants to relax, or explore; a good central point for visiting Charleston and Savannah. Rest, relax, recharge - nap on a hanging bed; sleep well.

Top Guest favourite
A cozy cottage stands illuminated at night, featuring a welcoming entrance. A fire pit with glowing flames creates a warm ambiance in the foreground, surrounded by natural landscaping. The surrounding trees add to the serene atmosphere, enhancing the sense of privacy.
Cottage in Beaufort
5 out of 5 average rating, 180 reviews

Private cottage in the pines

This cottage has a unique combination of being close to everything, while still maintaining a very private feel. The cottage is accessible by its private, dedicated drive. This new guest cottage has a King sized bed, as well as a pullout xl twin. The home boasts a large screen tv viewable from every angle, a full sized bath, full kitchen, exquisite outdoor shower, fire pit, full laundry, and all the amenities of home. 10 minutes to Beaufort/Parris isl. Boat parking available on site.

Top Guest favourite
Apartment in Bluffton
4.99 out of 5 average rating, 447 reviews

Guest House on Lawrence Street

UPDATED LUXURY & FASTIDOUS CLEANLINESS in one of historic OldTown Bluffton’s coziest carriage houses. OldTown’s vibe is just plain fun. Stoll two blocks to super restaurants, night life, art galleries, boutiques, antebellum homes & lush waterfront parks on the idyllic May River. Built in 2018 w/ quartz counters, private bedroom w/ plush king-size bed, upscale bath w/ soaking tub, bright living/dining room, full kitchen w/ gas cooktop, romantic rocking-chair porch up in moss-draped oaks.

Top Guest favourite
A serene outdoor setting features a cozy fire pit with firewood arranged inside. Two turquoise Adirondack chairs are positioned nearby, inviting relaxation. A winding stone path leads to a charming house with a spacious porch, surrounded by lush greenery and Spanish moss-draped trees.
Cottage in Beaufort
4.97 out of 5 average rating, 203 reviews

Peaceful River Retreat Near Historic District

This tranquil, private, river retreat has incredible views of the marsh and the Beaufort River. Located in popular Pigeon Point, you are just a short bike ride or a 20 minute walk to the historic district and downtown Beaufort. I also have another more glamorous and exotic property next door see it at: airbnb.com/h/motm Enjoy fishing and crabbing right in your back yard at high tide or take a short walk down to the boat landing where you can watch people hand cast nets for shrimp!

Top Guest favourite
A charming two-story house is presented with a light exterior and a welcoming orange door. The covered porch features white railings and multiple seating areas. Lush greenery surrounds the home, enhancing its outdoor space, while a clear blue sky with scattered clouds creates a pleasant backdrop.
Home in Bluffton
4.99 out of 5 average rating, 126 reviews

Beautiful home with pond view and free Golf Cart!

Have fun with the whole family at this renovated house in beautiful Bluffton. 100% remodeled, brand new golf cart, and all new smart TVs in each room. Decorated for the holidays in December, tons of extras , including fully stocked coffee bar, snacks, toiletries, laundry pods, and baby/kid items. I have spared no expense in setting up this house, because I want you to have a wonderful vacation and enjoy beautiful Bluffton and Hilton Head as much as I do!

Top Guest favourite
Cottage in Saint Helena Island
4.99 out of 5 average rating, 117 reviews

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.

Top Guest favourite
A serene outdoor space features a hammock suspended between trees, casting shadows on the ground. Sunlight filters through the leaves, highlighting the marsh in the background. The surrounding area is dotted with Spanish moss, enhancing the natural tranquility of the setting.
Tiny home in Saint Helena Island
4.98 out of 5 average rating, 193 reviews

The Offbeat Oasis by the Marsh- beach pass incl.

Recently featured on Tiny House Talk website. Think of waking to a breath-taking sunrise, birds chirping, and a soothing breeze off of the marsh, or the idea of watching the tide come and go. A nice 320sq ft. heated/cool space, with a million dollar view! State park beach pass included, Wifi, and Satellite tv. * Remember the other bed is a twin bed for a toddler* (Secluded property)

Popular amenities for Callawassie Island holiday rentals