Cottage vacation rentals in Hilton Head

Old Town Bluffton! Walk to restaurants, Location!

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

Gypsy Sea Cottage - A Beachside Retreat

Welcome to The Gypsy Sea Cottage—a beautifully renovated stand alone villa nestled in the prestigious Palmetto Dunes Resort, within the serene Queens Grant community. Just a short stroll to pristine beaches, championship golf courses, and world-class dining, this retreat offers a perfect balance of relaxation and adventure. Inside, you'll find high-end furnishings, luxury linens, smart home features, and a well-equipped kitchen—every detail thoughtfully designed for a seamless, memorable stay.

Honeymooners Anniversary Small families Retreat

This is a honeymooners delight! Small families are welcome too. *During the winter months-the Heated Spa is available, but not the pool.* HEATED POOL/SPA OPTION IS $40.00 per DAY EXTRA. Charged at end of stay. YOU WILL BE CHARGED FOR THE ENTIRE STAY, UNLESS YOU LET ME KNOW THAT YOU DO NOT WANT THE HEAT FOR THE POOL/SPA FOR THE DAY. YOU MUST LET ME KNOW IN ADVANCE AND AT LEAST BY 7 AM OF THE DAY, THAT YOU DO NOT WANT THE HEAT TURNED ON. Per city code maximum number occupancy is 4 adults.

Blue Star Beach Shack

Located mid-island, convenient to everything. Less than 5 minute walk to the Beach! This is an iconic 1940 "Tybee Island Beach House" built in an elevated style that is a typical architectural vernacular to Tybee. Original detailing abounds throughout with a perfect mix of old and new to create a super cozy, beachy vibe. Bright, light, and airy cottage with crisp white and navy accents throughout create a chic Low Country vibe while retaining the essence of a typical beach shack.

The Hidden Pearl Cottage, Tybee Island, Georgia

The Hidden Pearl is a restored 1910 cottage and said to have been part of the old Fort Screven army base on the north side of the island. The "Pearl" is a small (756sf) cottage now located in the (commercial district) heart of Tybee's South (main) beach. Cottage is "beach vibe" decor & cozy. Enjoy two separate spacious deck areas with privacy fencing, charcoal grill, and an outdoor hot/cold shower. Park and walk ... 5 mins or less to beach & pier, shops, dining & sweet treats.

Bluffton Retreat, Pets Welcome.

Located in a quiet neighborhood, minutes walk from Old Town Bluffton. You can find unique shops, art galleries, and several great restaurants. In short 10 minute drive you will be in Hilton Head Island, where there is so much to do and explore! Savannah, GA is about 30 minutes away. Our home offers keyless entry, a great outdoor kitchen, and a king size bed . All this and more, come spend a special time with your loved ones and pets here in Bluffton!

The Oyster Cottage on Daufuskie w/ Golf Cart

A charming historic 3bd/1.5bath cottage that boasts authentic Daufuskie character with all the modern amenities. Located in the Historic district of the island, this cottage is nestled on a large piece of property next door to the Iron Fish Gallery, only a 5 minute walk to the Island Shack. Featured in Southern & Coastal Living, this retreat is perfect for a small group or family to escape and enjoy the serenity and quiet of the island.

Only 200 Yards From The Beach ! Ocean View !

Within 200yds of Beach, renters will have the pleasure of staying in a Beautiful Home. Daufuskie Island is unique in that it does not have a bridge. Visitors, renters and owners travel from Hilton Head or from Savannah by Ferry to the Island. We will help. There is something about a charming beach cottage that is irresistible.

Old Town Bluffton Carriage House

STR23-00032 Bluffton Permit Quaint Carriage house in Old Town Bluffton. In the heart of the low country, surrounded by large oaks & beautiful moss. Next to Bluffton Farmers Market and a few blocks to May river with amazing sunsets. Walk/ride bikes everywhere Beach is 11 miles away Savannah & Beaufort 20miles