Cottage holiday rentals in Hilton Head

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Top-rated cottage rentals in Hilton Head

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Guest favourite
Cottage in Hilton Head Island
4.92 out of 5 average rating, 148 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
Cottage in Bluffton
4.97 out of 5 average rating, 158 reviews

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

Guest favourite
Cottage in Hilton Head Island
4.86 out of 5 average rating, 405 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.

Top guest favourite
A welcoming front porch features two metal chairs and a small table overlooking the lush greenery. A potted fern adds a touch of nature, while a decorative banner hints at a cheerful atmosphere. The porch's wooden floor offers a warm, inviting space to relax.
Cottage in Tybee Island
4.98 out of 5 average rating, 284 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 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, 189 reviews

Private Dock | FREE Golf Cart | Kayaks | Bikes

Welcome to Siren & Seafarer Cottage! Immerse yourself in all that Tybee Island offers with your own FREE GOLF CART, BIKES, & KAYAKS. Pamper yourself with this luxurious getaway and nature-lover's paradise. Relax on your PRIVATE DOCK on a cozy swing bed while surrounded by panoramic views of the tidal creek. Nestled amongst enchanting live oaks and marsh-side scenery, you'll soon discover something inherently romantic about this Tybee Island cottage, just 25 minutes to downtown Savannah.

Guest favourite
A covered outdoor patio features wooden flooring and a table with two chairs. Light filters through an open space, revealing views of surrounding greenery and nearby homes, providing a serene setting. A ceiling fan hangs above, contributing to the comfortable atmosphere.
Cottage in Hilton Head Island
4.92 out of 5 average rating, 132 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
The exterior of the house is viewed at dusk, showcasing a raised deck with illuminated umbrellas and string lights. The entrance features an inviting pathway leading to a spacious parking area beneath the deck, framed by well-maintained grass and surrounding trees.
Cottage in Hilton Head Island
4.97 out of 5 average rating, 111 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.

Superhost
A new two-story house features a blue exterior with white trim, complemented by a spacious driveway. Lush green grass surrounds the home, with low shrubs and trees providing shade and privacy. The garage doors are visible, adding to the house's functional appeal.
Cottage in Hilton Head Island
4.92 out of 5 average rating, 111 reviews

Beach City @ Freedom Park

Welcome to Beach City @ Freedom Park This gorgeous new build comes fully stocked with everything you could possibly need for your best beach vacay ever! The house is located on an island.100% refunds for Category 2 storms or higher. Otherwise, cancellation policy holds. Host is only responsible to access of property from I-95. Also cannot guarantee condition or amount of amenities: grills, bikes are self service unless purchased butler service, clutter, paper products, washcloths

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, 386 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.

Top guest favourite
Cottage in Tybee Island
4.98 out of 5 average rating, 133 reviews

Whimsical, 1940s Cottage 4 blocks to the Ocean!

Kick back and relax in this calm, stylish space. Peaceful setting and super quiet neighborhood. Enjoy my amazing slice of heaven! Private garden with umbrella, and seating, covered front porch with butterfly garden. 4 blocks to the beach ( sunrise) & 4 blocks to the back river for incredible sunsets and 8 blocks to the downtown district and peir. This is a house split in half, so locked doors between you but noise consideration is appreciated!

Top guest favourite
The historic cottage features a wraparound porch adorned with potted plants and rocking chairs. Spanish moss hangs from the nearby trees, providing shade to the spacious yard. The white exterior is complemented by blue shutters, creating a charming and tranquil setting.
Cottage in Daufuskie Island
4.94 out of 5 average rating, 224 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.

Top guest favourite
Cottage in Saint Helena Island
4.89 out of 5 average rating, 285 reviews

Cute Cottage Next to Hunting Island.

Lovely 1-bedroom 1 bath cottage surrounded by 3 acres of quite peaceful lot. Ideal for a couple, or family with kids. Located short distance (0.4miles) from Coffin Point beach. Cottage has queen bedroom, futon bed, bathroom, kitchen, laundry, Wi-Fi, 2 smart TVs with Netflix. You have everything you need to enjoy the nature, and outdoor activities.

Popular amenities for cottage rentals in Hilton Head

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