Cottage vacation rentals in Hilton Head Island

Cottage in Palmetto Dunes

A spacious dining area showcases a light wood rectangular table surrounded by four upholstered chairs. A centerpiece bowl sits atop the table, and place settings with plates and cloth napkins are neatly arranged. A modern light fixture hangs above, illuminating the open layout shared with the kitchen.

4.92 out of 5 average rating, 146 reviews

A "WOW" factor-Palmetto Dunes Retreat in Turnberry

Come to enjoy a relaxing time in Palmetto Dunes Resort at Turnberry Village- located in the heart of Hilton Head overlooking the 9th & 10th hole of the Robert Trent golf course. This villa has it all- newly updated villa, deck with golf course view, secluded location, and fully equipped with modern decor, appliances, and linens to make your stay a memorable and enjoyable vacation. There are 3 miles of sun-kissed beaches, world-class golf, restaurants, shopping and 11 miles of lagoons to enjoy.

The exterior of the carriage home is visible, showcasing a two-story structure with white siding and a metal roof. Stairs lead up to a covered entrance, and outdoor string lights are strung along the eaves, creating a welcoming ambiance. Surrounding greenery adds a peaceful natural backdrop.

4.97 out of 5 average rating, 148 reviews

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

Cottage in Palmetto Dunes

4.87 out of 5 average rating, 397 reviews

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.

A cozy beach house is surrounded by lush greenery and tall trees. Wraparound decking is visible, providing extensive outdoor space. The home’s exterior is painted in light shades, and a flagpole stands near the entrance, enhancing the inviting atmosphere.

4.84 out of 5 average rating, 110 reviews

The Blue Heron @ Coligny Circle

Welcome to the Blue Heron! .This cozy little beach house is big on outdoor space. Wrap around decking is as large as the home itself! It is two Beautiful blocks to a public beach access and six blocks to Coligny Circle. house is located on an island.100% refunds for Category 2 storms or higher. Or cancellation policy holds. Host is only responsible to access of property from I-95. Also cannot guarantee condition of amenities: grills, bikes, clutter, paper products, washcloths Shower handle etc

4.88 out of 5 average rating, 52 reviews

A welcoming cottage is nestled among lush greenery, surrounded by tall trees and a carpet of pine needles. A pathway leads up to the entrance, featuring a covered porch with railing and large windows that provide natural light and views of the serene woodland.

Cottage in Sea Pines

Hilton Head Beach Getaway, 2 Bedroom beach house

You’ll find peace, tranquility and days of fun when you vacation at 4 Night Heron on Hilton Head Island. This cottage is located within the Sea Pines gated community and is a beautiful, short walk to the beach. A sparkling swimming pool is located steps away and is exclusive for Night Heron guests only to enjoy. Within Sea Pines Plantation you have so many amenities for the entire family to enjoy including restaurants, golf courses, stables and petting zoo and miles of hiking and bike riding.

The front exterior of the cottage features a small covered porch with comfortable seating and a welcome sign. A well-maintained lawn is visible, providing a green contrast to the gravel driveway. Surrounding foliage adds a touch of natural beauty to the entrance.

4.82 out of 5 average rating, 156 reviews

Old town Bluffton Charm, Best Location Calhoun St.

This charming cottage is in the heart of it all. Close to family-friendly activities and nightlife, located on the main street of Bluffton SC. Park and walk to restaurants, shops, bars and galleries. Located in the heart of Bluffton, 2 blocks to the town dock and the famous Church of the Cross. You’ll love my place because of the light, the comfy beds and coziness. We are pet-friendly, accommodate all types of guests and always professionally cleaned. Telsa charging station available

The exterior of the cottage is depicted, showcasing a two-story design with light-colored siding, surrounded by landscaped shrubs and greenery. A pathway leads to the entrance, flanked by a wooden railing, inviting access to the home.

4.92 out of 5 average rating, 117 reviews

Shipyard! - Private Beach & Golf! Pet Friendly!

This 2 bed 2.5 bath cottage features access to great community amenities including private beach access and the Shipyard beach club. Within the Shipyard gates, enjoy 27 holes of championship golf courses, biking trails, restaurants, bars, spas, and the Sonesta Resort. Dozens of restaurants offering up Hilton Head Island's famous local seafood, craft beer, and "The Bank" are a stones throw away. Shopping and site seeing are a walk or bike-ride away at Coligny Plaza and Celebration Park.

A two-story house is shown with a yellow exterior and a wide deck featuring two red umbrellas. The space underneath the deck is open, with parking for vehicles visible on a concrete driveway surrounded by green grass and landscaped areas.

4.97 out of 5 average rating, 106 reviews

Burkes Beach House - 2nd Row to Beach

Our home is second row at Burkes Beach. Close to Palmetto Dunes Plantation Golf and Tennis , Port Royal Plantation Golf and Tennis. Convenient mid Island location. It is great for couples, solo adventurists, and families (not set up for toddlers and younger). Steps to the beach path and Chaplin Park, which has lit tennis courts, park and picnic areas. Walk or bike on beach to Coco's Beach Bar or Marriott Beach Bar. Open floor plan and under house parking. OWNER IS A LICENSED REALTOR.

A charming two-story house is set against a backdrop of trees, featuring large windows that allow natural light to fill the interior. A welcoming front porch is highlighted by white rocking chairs, and a fenced yard offers a sense of privacy. Additional structures are visible in the background.

4.83 out of 5 average rating, 278 reviews

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!

Cottage in Daufuskie Island

The charming cottage features a welcoming front porch adorned with rocking chairs and hanging plants. The exterior displays a light color palette complemented by blue accents, while a gently sloping metal roof enhances its rustic character. Lush greenery surrounds the property, creating a serene atmosphere.

4.94 out of 5 average rating, 217 reviews

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.

An open concept living area features a large flat-screen TV mounted on a white entertainment unit, surrounded by books. Light-colored furniture is arranged comfortably, with a tufted ottoman in the center. The kitchen area is visible in the background, showing modern appliances and island seating.

4.85 out of 5 average rating, 84 reviews

New Cottage: 4th row & fully fenced back yard!

Enjoy your stay at this newly renovated Duplex (Entire First Floor), located in one of the most quiet and peaceful neighborhoods on HHI. 2 minute walk to the Beach! When your not soaking up the sun on the beach, relax in the open concept home with custom coastal finishes. Every room is equipped with a large smart TV and 1gig internet speeds. Spacious backyard with a privacy fence, grill, and outdoor furniture. Pets welcome!

An inviting open living space features exposed pine walls and floors, accentuated by a centrally placed sofa with decorative cushions. A cozy armchair and a circular metallic coffee table complement the layout. Sunlight filters through the shuttered windows, highlighting the warm tones of the room.

4.93 out of 5 average rating, 150 reviews

Old Towne Bluffton Cottage

The Chic Bluffton Cottage is a one bedroom, one bath unique home in the heart of Old Town Bluffton. The unique all natural pine cottage has an open living space that offers a full kitchen.. The home has a very natural pine smell with walls and floors completely authentic. The home is walking distance to all shopping and restaurants

Popular amenities for Hilton Head Island cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

A private screened-in dock features a swing bed adorned with decorative pillows, offering a cozy resting space. Ambient Edison lights create a warm glow, while views of the marshland are visible through wooden frames and open spaces.

4.99 out of 5 average rating, 157 reviews

Couples Retreat | FREE Golf Cart/Bikes/Kayaks+Dock

Cottage in South Historic District

An outdoor hot tub is positioned under a striped umbrella, surrounded by a spacious backyard. Colorful lawn games are visible, and cozy seating is arranged nearby. The scene is set against a vibrant sunset sky, highlighting the inviting outdoor space.

4.95 out of 5 average rating, 20 reviews

DT Area+ Hot Tubs + Pet+Friendly + Next to Forsyth

An outdoor seating area is presented, featuring a picnic table with benches and a large umbrella providing shade. Nearby, modern chairs are arranged for relaxation, with well-maintained grass and trees visible in the background.

Cottage in Hardeeville

4.5 out of 5 average rating, 10 reviews

Gertie's Getaway -2 Bedroom Tiny Home- No Pets

A pink flamingo pool float rests on the surface of the tranquil lagoon pool, accompanied by a cup placed securely in its holder. Lush tropical plants surround the water, creating a serene atmosphere.

5 out of 5 average rating, 13 reviews

Tybee Couples Retreat Pool/Hot Tub/Golf Cart/Bikes

A private heated spa is featured, with inviting blue water reflecting sunlight. The area is surrounded by a concrete surface and is partially enclosed by a screen. A single lounge chair rests nearby, with lush greenery visible in the background.

4.98 out of 5 average rating, 157 reviews

Fall Rates are GREAT! Spa only after November 1st

Cottage in South Historic District

A hot tub is featured in a private outdoor area, surrounded by soft lighting and an inviting atmosphere. Colorful outdoor seating, including a Connect Four game, complements the space, while lush greenery and a large umbrella provide shade. A pleasant evening sky enhances the setting.

4.87 out of 5 average rating, 149 reviews

Historic District+ Hot Tub + Games + Forsyth Park

A colorful hammock is nestled among lush greenery, featuring vibrant patterns. A person reclines comfortably on the hammock, enjoying a refreshing drink. Sunlight filters through the leaves, creating a serene outdoor atmosphere that invites relaxation.

5 out of 5 average rating, 76 reviews

Tybee TIKI Cottage | FREE Golf Cart/Bikes/Hot Tub

A vibrant blue mermaid statue reclines beside a saltwater lagoon pool, enhancing the backyard's coastal charm. Luxurious lounge chairs are arranged around the pool, surrounded by lush greenery and palm trees, providing a serene and inviting outdoor space.

4.95 out of 5 average rating, 155 reviews

Private Pool, Hot Tub & Walk to Beach | Mermaids

Pet-friendly cottage rentals

A screened porch offers a serene setting with two rattan chairs featuring tropical-patterned cushions. A small table holds a decorative plant, while a bright orange door adds a touch of color against the turquoise wall backdrop.

4.97 out of 5 average rating, 151 reviews

Blues Away Coastal Cottage

5 out of 5 average rating, 162 reviews

The exterior of a cozy yellow cottage is framed by live oak trees draped in Spanish moss. A welcoming atmosphere is created with a screened porch featuring comfortable seating and a fenced yard. An outdoor shower is visible, designed for rinsing off after beach days.

Cottage in Savannah

Screened Patio, Fenced Yard, & Pet Friendly!

Cottage in North Historic District

A cozy bedroom is defined by exposed brick walls and wooden beams overhead. A spacious bed with a light floral blanket is flanked by two dark nightstands. A classic fireplace is centered in the room, and large windows with shades allow natural light to filter in.

4.94 out of 5 average rating, 155 reviews

Cozy | Historic 1790 Guest House Steps to River St

Cottage in Saint Helena Island

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.

5 out of 5 average rating, 250 reviews

Harbor River Cottage

4.95 out of 5 average rating, 524 reviews

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

Tranquil Savannah River Cottage w/ Views+Breakfast

4.87 out of 5 average rating, 106 reviews

A charming cottage exterior is showcased, featuring pastel pink siding and white trim. A front porch with two swings and a small table with chairs invites relaxation. Lush landscaping surrounds the porch, enhancing the inviting atmosphere of this tranquil setting.

Cottage in Thunderbolt

In The Pink - Sassy Cottage, 5 Min To Sav

4.79 out of 5 average rating, 210 reviews

An outdoor seating area features four Adirondack chairs surrounding a circular fire pit, set on a gravel patio. Lush greenery and fencing provide privacy, while a cottage entrance is visible in the background.

Cottage in Beaufort

Sanctuary Cottage- Social Distancing Destination

Cottage in Northwest Quadrant

A screened-in back porch features a hanging daybed swing adorned with patterned cushions, offering a relaxing spot to enjoy nature. A small round table with chairs is positioned nearby, with views of the fenced backyard greenery visible through the screens.

4.97 out of 5 average rating, 130 reviews

Bright Dreamy Cottage w/ Fenced Yard & Beach Pass

Private cottage rentals

The entrance features a welcoming wooden front door framed by elegant black shutters. Steps lead up to the porch, flanked by lush green ferns and small decorative lights, creating a pleasant and inviting view.

4.96 out of 5 average rating, 110 reviews

Riverfront Cedar Bluff Cottage Old Town Bluffton

Cottage in Daufuskie Island

A shaded porch area features a swing bed draped with a blue patterned blanket and accented by decorative pillows. Surrounding plants hang from the ceiling, and a coffee table is set with candles and natural decor. Comfortable seating is provided by white wicker chairs.

4.95 out of 5 average rating, 119 reviews

Only 200 Yards From The Beach ! Ocean View !

4.92 out of 5 average rating, 117 reviews

Shipyard! - Private Beach & Golf! Pet Friendly!

A dining area features a sleek high-top table surrounded by four blue upholstered chairs. A striped runner adorns the table, while a decorative bowl sits at the center. A patterned wall adds visual interest, complemented by a light fixture and a nearby light blue door.

4.95 out of 5 average rating, 201 reviews

Cozy Cottage 3 Min beach walk-Coligny 6 Min walk

Cottage in Palmetto Dunes

4.92 out of 5 average rating, 146 reviews

A "WOW" factor-Palmetto Dunes Retreat in Turnberry

4.97 out of 5 average rating, 106 reviews

Burkes Beach House - 2nd Row to Beach

A light and airy living area is furnished with a comfortable white couch and a wicker chair, complemented by wooden accents. French doors allow natural light in and provide a view of the outdoors. A small TV sits atop a vintage-style dresser against a soft blue wall.

4.93 out of 5 average rating, 480 reviews

Old Town Bluffton Carriage House