Cottage vacation rentals in Hilton Head Island

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Popular amenities for Hilton Head Island cottage rentals

Cottage rentals with a pool

Guest favorite
An inviting swimming pool is seen surrounded by a concrete deck, featuring a heart shape with gentle steps leading in. Beyond the pool, expansive greenery meets the rocky shoreline, with the calm water stretching out under a clear blue sky.
Cottage in Saint Helena Island
4.82 out of 5 average rating, 28 reviews

707 Ocean Cottage breathtaking views!

LisaRating, 5 stars3 months ago
Pam was a wonderful host,-great communication! Was comfortable place with beautiful ocean views! Clean place and nice touches for Disney Polynesian decor —- We really liked exploring around Fripp Island with golf cart , beautiful island!!
Guest favorite
Cottage in Habersham
5 out of 5 average rating, 26 reviews

Low Country Cottage in Beautiful Habersham

StevenRating, 5 stars1 week ago
Both the cottage and the location suited us very well. The cottage is quite new and was very clean. We enjoyed sitting on both porches. The beds were very comfortable. Nice kitchen. The whole place was clean. Good neighborhood for walking and the cottage is in a suitable location for a jumping off point to explore the Lowcountry. We hope to return.
Guest favorite
Cottage in Saint Helena Island
4.93 out of 5 average rating, 92 reviews

Bright & airy beach cottage, amazing marsh views!

JeanieRating, 5 stars2 months ago
Beautiful, nice laidout house perfect for our two families. The back yard views were amazing. Short walk to the private beach #1 which was so walkable at low tide. Very quiet and the dark sky was the selling point. We brought our new telescope and took some amazing photos. Beautiful Hunting Island was very close and the park pass was a nice perk. Felt very safe walking around the neighborhood. Beaufort wasn't far and made for fun day trips. 30 min drive to get groceries so go with a list to avoid multiple drives. The recommended shack looking restaurants were actually extremely clean, larger than expected and had fresh, yummy food. Overall a great stay. Ashley was a great host who was very responsive.
A charming two-story cottage is framed by vibrant palm trees and lush landscaping. A welcoming entryway is highlighted by a blue front door, leading up a set of wooden stairs. Sunshine illuminates the exterior, enhancing the coastal appeal of the home.
Cottage in Saint Helena Island
4.85 out of 5 average rating, 79 reviews

Saltwater Zen - A Fripp Island Oceanfront Retreat

TheresaRating, 5 stars4 days ago
Thank you so much for a beautiful getaway at your ABNB on Fripp Island! We loved the view, the cozy experience and the warm fireplace on a February weekend. We can’t wait to come back!
Guest favorite
A private Sea Loft Villa is set within a wooded area, surrounded by tall pine trees. A wooden pathway leads to the home, which features large glass windows that offer a view of the natural surroundings.
Cottage in Hilton Head Island
4.77 out of 5 average rating, 90 reviews

Oceanfront Sealoft with Privacy and Amazing Views

MonicaRating, 5 stars4 months ago
Meredith was speedy with communication and accommodating to special requests. An absolute professional with all the details. The home is exactly as pictured so if you’re looking for frills, flair, and extravagances - keep looking. If you’re looking for soul comforting peace and the nostalgia of your family’s summer cottage - this is it. Upon entering the home you can appreciate the decorative treasures either passed from a generation or found at carefully curated shops. In all the best ways, this is not a home that Wayfair built (except maybe the towels and sheets that are super soft and fluffy.). The views are gorgeous and everything you need to enjoy the stay is provided. Sure there are things that could be updated or refreshed from what looks to be original to the home, but everything is in working condition and just what is needed. After a day golfing, taking in the beautiful beaches of the island, or exploring - this cozy cottage was a treat to return to.
Guest favorite
Cottage in Saint Helena Island
4.95 out of 5 average rating, 41 reviews

St Helena Island Retreat w/ Deck: Walk to Beach

SusanRating, 5 stars1 month ago
Can’t say enough good things about this sweet cottage. Immaculately clean, easy walk to the beach, and decorated in such fresh, cheerful colors. Plus, they’ve honestly thought of everything, from charging cubes by each bed to a basket of dog blankets. Kitchen has all sorts of pots and pans and baking dishes, nice glassware, and gadgets in the pantry that we would not have expected at a rental property (Instapot, anyone?) We had a minor glitch upon arrival (it’s not a lockbox anymore, it’s a digital doorlock) and even though I was calling late at night, Maya immediately returned my call and got us inside. THANK YOU for excellent communication and the nicest rental experience I’ve ever had, on Airbnb or any platform.
Guest favorite
Cottage in Hilton Head Island
5 out of 5 average rating, 11 reviews

N Forest Beach 5BR home steps to beach & Cologny

Ryan And KathleenRating, 5 stars6 months ago
Melissa’s house was spacious, and made for a great vacation for everyone. Just a short walk to the beach. The pool and grill were great to have.
The entryway features a covered porch with two white chairs and a vibrant entry door. A glimpse of the inviting living space is visible, showcasing blue couches, eclectic decor, and natural light flooding through large windows.
Cottage in MidTown
4.79 out of 5 average rating, 29 reviews

Adorable Dog Friendly Cottage, Heated Pool Access

JessieRating, 5 stars4 months ago
Great stay here! The playground and dog park were a quick walk away. We were also only 20 min walk from some of the downtown spots we enjoyed for lunch. Cute spot and had everything we needed, including cozy beds. Very dog friendly and lots of little touches to make it so. Thanks!

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.
Cottage in Tybee Island
4.98 out of 5 average rating, 121 reviews

Couples Retreat FREE Golf Cart/Bikes/Kayaks + Dock

CathyRating, 5 stars1 week ago
The space was beautiful and adorably decorated. We loved having access to the golf cart...our car stayed parked the entire time. Future stays, during warmer times, the kayaks and bikes would be wonderful. Watching the sunset and a fire in comfy chairs was one of our favorite things. The best thing is how responsive Missy was. She checked on us and made sure that we had everything we needed. I highly recommend this property if you want a chic, comfy little get away. We're looking forward to staying at her other properties!! <3
A private pool is framed by a light gray concrete deck, inviting relaxation. Comfortable lounge chairs are positioned beside the water, and a small table is visible nearby. The fenced yard creates a sense of privacy, enhancing the outdoor space.
Cottage in Tybee Island
4.93 out of 5 average rating, 14 reviews

Vintage Tybee Beachhouse/Pool/Pets/HoTTub/EVchg

Stacy Rating, 5 stars5 months ago
Lauren’s place was absolutely beautiful and unique plus sparkling clean and so comfortable. One of the best Airbnbs we have stayed in! Out of a storybook, she has truly thought of every detail. In addition to the beautiful interior, the front porch is amazing and back yard with pool, hot tub, sauna, and outdoor shower is phenomenal! Lauren is a friendly, responsive and thoughtful host. Any need or question was responded to immediately. 10 out of 10- Highly recommend staying here! Only wish we could have stayed longer!
A serene outdoor space features a private pool with lounge chairs neatly arranged around it. A shaded hot tub is positioned nearby, nestled among lush greenery. The vibrant blue patio chairs create a welcoming atmosphere, complemented by an umbrella providing additional shade.
Cottage in Tybee Island
5 out of 5 average rating, 11 reviews

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

VickyRating, 5 stars1 week ago
Loved staying at Missy’s place on Tybee Island. Especially loved the enclosed porch with TV and 2 swinging couches. Missy provided everything we could possibly need in her cozy adorably decorated place. The hot tub was great! She even provided a golf cart so we were able to explore most of the beautiful Tybee island without paying parking fees. Missy gave us recommendations for restaurants. The Crab Shack was a fun place to eat with great food and some alligators and birds to see. Definitely recommend Missy’s Salty Mermaid Couples retreat and hope to visit again one day. Missy truly is the hostess with the mostest.
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, 134 reviews

Honeymooners Anniversary Small families Retreat

MatthewRating, 5 stars1 month ago
Amazing place and beautiful location! The house is gorgeous and spacious. Perfect beach getaway.
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.
Cottage in South Historic District
4.9 out of 5 average rating, 124 reviews

Hot Tub +Historic District + Games + Forsyth Park

JamiRating, 5 stars2 weeks ago
This was a great place to stay the outside and hot tub was a big plus it was a very walkable place and parking the truck was a breeze. It was the perfect spot for us and the perfect stay. Most definitely would book again. Thanks again Sai
Cottage in Tybee Island
5 out of 5 average rating, 36 reviews

TIKI Couples Retreat, Hot Tub, FREE Golf Cart/Bike

RachaelRating, 5 stars5 days ago
We had a great weekend staying here! Loved the hot tub and games available. The kitchen had nearly everything you'd need. The bed was a bit more firm than we preferred, but overall it was a great place. We wish we had an extra two days!
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.
Cottage in Tybee Island
4.94 out of 5 average rating, 136 reviews

Salty Mermaid Cottage ~ Private Pool & Hot Tub

KarinRating, 5 stars2 months ago
This is our second time staying at the Salty Mermaid. We hope it is not our last! The place is perfect for the family - even the guys loved the bed swings on the front porch and the added swing near the pool! We requested the pool be heated during our stay (added reasonable cost). We love adventuring out to the beach or into Savannah and coming back to jump in to pool followed by a dip in the hot tub then chatting around the fire pit. Makes for a perfect ending to fun days! Our Thanksgivings at the Salty Mermaid aren’t the traditional turkey fest, but an outdoor grilled feast that may be becoming a new tradition! The place is set up for easy meals but Missy lists several island restaurants nearby. Working out the details with Missy was a breeze! Thank you, Missy, for our new Thanksgiving holiday tradition home away from!

Pet-friendly cottage rentals

Guest favorite
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.
Cottage in North Historic District
4.94 out of 5 average rating, 116 reviews

Cozy | Historic 1790 Guest House Steps to River St

Mary AnnRating, 5 stars1 week ago
The shotgun row house had a lot of old world charm with modern amenities. We especially loved the quaint patio facing a courtyard perfect for an early morning breakfast to start a day of sight seeing.
Guest favorite
Cottage in Savannah
5 out of 5 average rating, 132 reviews

Screened Patio, Fenced Yard, & Pet Friendly!

JenniferRating, 5 stars1 month ago
We loved our visit to Molly’s house! The house itself is in a great location, close to downtown Savannah, grocery stores and shopping, and a lovely walk by the river. Molly’s house included everything we could need and she was a lovely host. We enjoyed the screened in patio, even in Jan, and the comfy couches and beds. We had a great time on our vacation and definitely recommend Molly’s charming house!
Guest favorite
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.
Cottage in Saint Helena Island
5 out of 5 average rating, 225 reviews

Harbor River Cottage

LauraRating, 5 stars2 weeks ago
Harbor River Cottage and Sue’s hosting exceeded our expectations. In addition to its extraordinarily beautiful setting, the cottage was both comfortable and welcoming, and we immediately felt at home. Sue attends to every detail and amenity you might imagine, the decor is just right, and it is immaculate. In addition to being very responsive with pre-stay communications, Sue anticipated our needs and so thoughtfully left breakfast for us, knowing we would arrive late after a long drive. While it was our first stay there, and represented a departure from our usual area venues, we hope it will not be our last! It was an exceptional value and totally positive experience, and that’s something these weary travelers can rarely say. PS—our senior mutts loved it too!
Guest favorite
The dining area features a custom-built wooden farmhouse table surrounded by six wooden chairs. A colorful piece of wall art adds a vibrant touch to the light blue walls. A lamp and decorative items are placed on a side table, enhancing the inviting space.
Cottage in Beaufort
4.97 out of 5 average rating, 199 reviews

Oyster Cottage-Close to Downtown

Mary BethRating, 5 stars3 weeks ago
Charming home, close to downtown. Parking is easy in private driveway. Mary’s home is warmly decorated and very clean. Bed was comfortable. Wifi worked great. Everything we needed was there. We would definitely stay here again.
Guest favorite
A spacious deck made of wood extends from the cottage, surrounded by lush greenery. Sliding glass doors provide a view into the interior, while a barbecue grill and colorful planters are visible. In the background, a serene river can be seen through the trees.
Cottage in Hardeeville
4.94 out of 5 average rating, 465 reviews

Tranquil Savannah River Cottage w/ Views+Breakfast

GailRating, 5 stars1 week ago
Michael's cottage was modern, cozy and stocked with everything we could have needed and more! Wish we could have stayed longer.
Guest favorite
The screened-in back porch is furnished with a hanging daybed swing, accented by colorful cushions. A small table sits beside the swing, and a decorative lantern is positioned on the floor. Natural light filters in through large windows, with views of the green outdoor space.
Cottage in Beaufort
4.97 out of 5 average rating, 121 reviews

Bright Dreamy Cottage w/ Fenced Yard & Beach Pass

StephanieRating, 5 stars1 month ago
Our stay at Alyssa and Justin’s cottage was great. The house is exactly as shown and as others have mentioned, it was fully stocked with so many amenities and great for cooking. Our plans changed to include an extra dog and then use of the state park pass and they were very responsive and to these requests within the hour. The sheets were clean and soft and the house is very close to the harbor and Main Street of historic Beaufort. Our group of four adults and 2 dogs had a great stay!
Guest favorite
An outdoor dining area is set on a wooden deck, featuring a large table surrounded by comfortable chairs. A rustic shed, clad in corrugated metal, is visible alongside a sturdy tree, providing shade and a natural backdrop.
Cottage in Tybee Island
4.93 out of 5 average rating, 428 reviews

Dreamsicle Cottage (1.5 blocks to the beach)

KelsieRating, 5 stars5 days ago
This was a perfect stay! We can’t wait to come back and visit!!
Guest favorite
The inviting porch features two chairs positioned on red decking, offering a comfortable spot to relax. The light blue exterior of the cottage is complemented by a pink front door framed by clear glass panels, enhancing accessibility and natural light.
Cottage in Beaufort
4.98 out of 5 average rating, 62 reviews

Ladybug Cottage

MargaretRating, 5 stars1 month ago
Katie is a wonderful host, and we enjoyed our stay in her lovely cottage. She is a great communicator who provides a welcoming environment. The cottage is spacious and beautifully decorated with oak floors. It is conveniently located a short distance from the beautiful historic downtown. We appreciate her providing two nice bikes, for the nearby bike trail, and we enjoyed using them. Our family and dogs really enjoyed their stay, and we highly recommend the Lady Bug cottage.

Quick stats about cottage rentals in Hilton Head Island

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ367 before taxes and fees

  • Total number of reviews

    1.3K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

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