Vacation rentals in Callawassie Island

"The Bluffton Bird House"

A one-bedroom carriage house apartment in a newly constructed lowcountry cottage located in the beautiful Stock Farm neighborhood of Historic Old Town Bluffton within walking distance of the many restaurants, galleries, shops and historic buildings this charming town has to offer. Comfortable, cozy and tastefully decorated, "The Bluffton Bird House" features new kitchen appliances, a full-size stacked LG washer and dryer and all the amenities necessary to guarantee a comfortable, enjoyable stay.

Old Town + Walk to restaurant + EV Charger

Experience the ultimate retreat in the heart of Old Town Bluffton with our breathtaking carriage home. Wake up to the soothing sights and sounds of the nearby May River, enveloped in the refreshing scent of fresh water. This exquisitely designed one-bedroom sanctuary features a luxurious king-size bed, a full bath, a convenient washer/dryer, and a fully equipped kitchen. Conveniently nestled in the heart of Old Town Bluffton, our carriage home offers unrivaled proximity to an array of attractio

Serene Savannah River Cabin! GATED with breakfast!

Enjoy relaxing on the Savannah River, mature Spanish moss hung trees, gated entry, and a newly built log cabin set amongst low country nature! See the 2x decks, expansive pergola w/ swings (right on the river!) screened gazebo, dock and peaceful acreage. Bring a book, fish, or hike the nearby preserve! Enjoy supplied breakfast, snacks, gas BBQ, firepit, fast wifi & SmartTV! Near Savannah, Hilton Head, I95 & airport! This cabin is perfect for special occasions or to get away! Click pics and book!

Wharf Street Coastal Escape - Premier Old Town 3BR

Experience the best of Old Town Bluffton, SC, in our stylish 3-bedroom, 2.5-bath coastal retreat. This posh residence features high-end finishes including marble baths, gourmet kitchen, large bedrooms, and a screened-in porch. Nestled in the heart of the Lowcountry, this spacious home blends comfort and luxury, offering a serene escape with Old Town's charming shops, restaurants and amenities just outside your door. Enjoy relaxation, adventure, and Southern hospitality steps from the May River.

Sunset on the May / Historic Old Town Bluffton

Spacious studio apartment sits above a detached garage with your own private entrance located in the heart of Old Town Bluffton. A short stroll to nearby restaurants, boutiques and unbelievable sunsets on May River. New king size bed, appliances and large sectional couch. Full kitchen with plenty of space to relax and store your things. Nice size bathroom, full shower and an abundance of amenities like private fire pit, outdoor grill and patio table for your enjoyment. HH Beaches minutes away!

Guest House on Lawrence Street

UPDATED LUXURY, FASTIDIOUS CLEANLINESS in historic OldTown Bluffton’s coziest carriage house. OldTown’s vibe is just plain fun. Stoll 2 blocks to super restaurants, night life, art galleries, boutiques, antebellum homes & lush waterfront parks on the idyllic May River. New in 2018 w/ quartz counters, private bedroom w/ plush king-size bed, upscale bath w/ soaking tub, bright living/dining room, full kitchen & romantic rocking-chair porch up in moss-draped oaks. Read our Reviews—guests love it!

Nautical Coastal Cottage

Kick back and relax in our chic Coastal Cottage! Classic navy and white nautical vibes throughout the house! You will definitely enjoy the light and airy rooms as well as views of the May River. 2 miles from Old Town Bluffton! The house is equipped with a full kitchen, whether you decide to stay in and cook or choose one of our local downtown Bluffton restaurants! If you want to venture off to Hilton Head it is a 10 minute drive over the bridge! A vacation getaway you will remember…

May River Cottage on Lawrence street, old Town.

Very well kept Carriage house, clean and bright in the heart of historic downtown Bluffton.Walking distance to many historic sites, restaurants,shopping and Art galleries. Our Majestic May river is just 0.3 miles walking distance from our front door. We are 30 minutes from Savannah,GA and 18 minutes from the beautiful Beaches of Hilton Head Island.Fully equipped kitchen, washer and dryer with separate bedroom. Bring your Kayak, paddle boards and bikes. 30 day rental price negotiable.

The Houseboat on Tybee Island

Located at the Tybee Island Marina on Lazaretto Creek, along the western boundary of Tybee Island, The Houseboat offers spectacular sunrise and sunset views nestled in a serene spot between the beach on Tybee or a day exploring Savannah. Due to its location on a floating dock in a tidal creek, with low tides making for a difficult/steep transition between the floating and stationary docks, The Houseboat is not ideal for guests with mobility issues.

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.

Charming Bluffton Single Story Home In Old Town

Bask in the delight of Old Town from this freshly remodeled Bluffton home, whose airy aesthetic complements the riverside surroundings. Bright, breezy bedrooms and front porch seating or screened in porch dining provide ample comfort after exploring nearby landmarks. Located near beautiful pond that's great for seeing local wildlife such as deer, red fox, great blue heron, wood storks and lots more!

Low Country Home in Beautiful Habersham

This stunning Habersham home is the perfect blend of modern convenience and southern hospitality. With all the necessary furnishings and living tools, it's the ideal spot for both short and long-term stays. Relax on the traditional front porch, take in the charming small-town vibes of Habersham, and explore everything the beautiful South Carolina Low Country has to offer.