Cottage holiday rentals in Hilton Head

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Top-rated cottage rentals in Hilton Head

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Guest favourite
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.
Cottage in Hilton Head Island
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.

Guest favourite
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.
Cottage in Bluffton
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

Guest favourite
Cottage in Hilton Head Island
4.87 out of 5 average rating, 394 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.

Guest favourite
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.
Cottage in Hilton Head Island
4.84 out of 5 average rating, 107 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

Top guest favourite
The exterior of a quaint purple cottage is displayed, framed by lush trees. A gravel pathway leads to the entrance, where a set of steps ascends to a small porch. Two white wooden chairs are positioned on the front lawn, inviting relaxation.
Cottage in Tybee Island
4.98 out of 5 average rating, 257 reviews

The Hidden Pearl Cottage, Tybee Island, Georgia

Location, location, location! The Hidden Pearl is a restored 1910 cottage; said to have been part of the old Ft 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 outdoor hot/cold shower. Park and walk ... 0.3mi to beach & pier, shops, dining & sweet treats.

Top guest favourite
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.
Cottage in Tybee Island
4.98 out of 5 average rating, 154 reviews

Fall Rates are GREAT! Spa only after November 1st

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.

Guest favourite
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.
Cottage in Hilton Head Island
4.92 out of 5 average rating, 115 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.

Top guest favourite
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.
Cottage in Tybee Island
4.99 out of 5 average rating, 156 reviews

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

Welcome to Siren & Seafarer Cottage! Immerse yourself in all that Tybee Island offers w/ FREE kayaks, bikes and an electric golf cart. Unwind in this luxurious getaway & nature-lovers paradise. Relax on your private dock w/ a cozy swing bed while surrounded by amazing panoramic views of the tidal creek & marshlands. Nestled amongst enchanting live oaks & marsh-side scenery, you'll soon discover something inherently romantic about this cozy historic cottage ~ book now and fall in love!

Top guest favourite
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.
Cottage in Hilton Head Island
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.

Top guest favourite
A bright living area features a light-colored sofa and armchair adorned with decorative pillows. A white coffee table sits in the center, with a blue decorative object on top. Natural light fills the space through the window, and a ceiling fan adds to the airy feel.
Cottage in Tybee Island
4.94 out of 5 average rating, 360 reviews

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.

Guest favourite
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.
Cottage in Bluffton
4.83 out of 5 average rating, 277 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!

Guest favourite
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.
Cottage in Daufuskie Island
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.

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