Cottage vacation rentals in Hilton Head Island

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Top-rated cottage rentals in Hilton Head Island

Guests agree: these cottages are highly rated for location, cleanliness, and more.

Guest favorite
Cottage in Hardeeville
Tranquil Savannah River Cottage w/ Views+Breakfast
Awaken to Savannah River views from the loft, enjoy the expansive 2x decks, full wall sliding glass/screened doors, rain on the metal roof, 2 wooded acres strung w/ Spanish moss & relaxing in the sun as the water hits the docks! Bring a book, fish, or hike the preserve! Enjoy breakfast, gas BBQ, firepit, screened in pergola+fans, fast wifi & SmartTV! Travel magazine featured! Near Savannah, Hilton Head, I95 & airport! This adorable, smaller cottage is perfect for special occasions or to get away
Jul 24 – 31
$176 per night
4.94 out of 5 average rating, 378 reviews
Guest favorite
Cottage in Hilton Head Island
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.
Sep 20 – 27
$222 per night
4.94 out of 5 average rating, 106 reviews
Superhost
Cottage in Bluffton
Bluffton Retreat, Pet Friendly
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!
Jun 9 – 16
$218 per night
4.78 out of 5 average rating, 169 reviews

Popular amenities for Hilton Head Island cottage rentals

Cottage rentals with a pool

Guest favorite
Cottage in Savannah
Moss Lake Cottage
Feb 2 – 9
$125 per night
4.96 out of 5 average rating, 174 reviews
Superhost
Cottage in Savannah
Darling Cottage in Downtown Savannah
Jun 5 – 12
$218 per night
4.86 out of 5 average rating, 171 reviews
Guest favorite
Cottage in Hilton Head Island
Hilton Head Beach Getaway, 2 Bedroom beach house
Feb 6 – 13
$128 per night
5.0 out of 5 average rating, 20 reviews
Cottage in Port Royal
Coastal Cottage on Drayton - near Parris Island!
Jun 18 – 25
$129 per night
4.73 out of 5 average rating, 136 reviews
Guest favorite
Cottage in Bluffton
Huge Beautiful 3 Bedroom Golf Cottage!! Sleeps 8!!
Sep 23 – 30
$242 per night
5.0 out of 5 average rating, 78 reviews
Guest favorite
Cottage in Savannah
Adorable Dog Friendly Cottage, Heated Pool Access
Oct 22 – 29
$224 per night
4.94 out of 5 average rating, 16 reviews
Superhost
Cottage in Savannah
Downtown Historic Duplex with Two Private Pools
Sep 18 – 25
$445 per night
4.82 out of 5 average rating, 50 reviews

Cottage rentals with a hot tub

Guest favorite
Cottage in Tybee Island
Zero Fees ~ Private Pool + Hot Tub & Walk to Beach
Jan 6 – 13
$456 per night
4.93 out of 5 average rating, 115 reviews
Guest favorite
Cottage in Savannah
Dock Access, Hot Tub, Fire Pit, Savannah, Tybee
Aug 16 – 23
$322 per night
4.98 out of 5 average rating, 41 reviews
Guest favorite
Cottage in Tybee Island
Private Home with Screen enclosed Pool with Spa!
Dec 1 – 8
$349 per night
4.97 out of 5 average rating, 109 reviews
Cottage in Hilton Head Island
Port O'Call - Shipyard Plantation
Jan 9 – 16
$396 per night
5.0 out of 5 average rating, 4 reviews
Cottage in Hilton Head Island
Cozy Waterfront Villa in Palmetto Dunes
Sep 27 – Oct 4
$163 per night
New place to stay
Cottage in Hilton Head Island
Shipyard Plantation! Walk or bike to beach!
Jan 29 – Feb 5
$260 per night
4.25 out of 5 average rating, 4 reviews
Guest favorite
Cottage in Tybee Island
Zero Fees ~ FREE Golf Cart, Bikes, Kayaks & Dock
Feb 16 – 23
$370 per night
4.97 out of 5 average rating, 73 reviews
Superhost
Cottage in Tybee Island
Zero Fees~ Private Pool + Hot Tub +Golf Cart/Bikes
Dec 21 – 28
$592 per night
New place to stay

Cottage rentals with free parking

Guest favorite
Cottage in Bluffton
Cozy Carriage house Close to Old Town Bluffton!
Nov 24 – Dec 1
$333 per night
4.98 out of 5 average rating, 108 reviews
Guest favorite
Cottage in Savannah
Gardenia Cottage, Talahi Island, Savannah, GA
Jul 9 – 16
$154 per night
4.95 out of 5 average rating, 173 reviews
Guest favorite
Cottage in Savannah
Laura's Cottage, Redford film spot, historic
Jul 25 – Aug 1
$175 per night
4.97 out of 5 average rating, 537 reviews
Guest favorite
Cottage in Tybee Island
Sea Salt Cottage
Dec 21 – 28
$183 per night
4.93 out of 5 average rating, 138 reviews
Guest favorite
Cottage in Tybee Island
Vintage, Coastal, Artsy, Romantic
Sep 7 – 14
$213 per night
4.96 out of 5 average rating, 193 reviews
Guest favorite
Cottage in Tybee Island
Twin Palms on Horsepen Creek - Marsh View Cottage
Dec 10 – 17
$176 per night
4.99 out of 5 average rating, 112 reviews
Guest favorite
Cottage in Savannah
Cottage 10 at Cohen's Retreat
Jun 29 – Jul 6
$115 per night
4.91 out of 5 average rating, 132 reviews
Guest favorite
Cottage in Tybee Island
Renovated Army Warehouse with view of lighthouse
Aug 5 – 12
$189 per night
4.95 out of 5 average rating, 111 reviews
Guest favorite
Cottage in Savannah
JINGLE BELLS SQUARE COTTAGE-Working Fireplace
Jan 4 – 11
$130 per night
4.93 out of 5 average rating, 133 reviews
Guest favorite
Cottage in Beaufort
Charming Cottage by the Bay
Apr 15 – 22
$217 per night
4.94 out of 5 average rating, 262 reviews
Superhost
Cottage in Savannah
Hazel House/Mid Century Decor!
Jan 1 – 8
$100 per night
4.76 out of 5 average rating, 133 reviews
Guest favorite
Cottage in Bluffton
Riverfront Cedar Bluff Cottage Old Town Bluffton
Mar 13 – 20
$383 per night
4.97 out of 5 average rating, 86 reviews

Quick stats about cottage rentals in Hilton Head Island

Total rentals

20 properties

Wifi availability

20 properties include access to wifi

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

1.1K reviews

Nightly prices starting at

$90 before taxes and fees

Destinations to explore