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Cottage holiday 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.
Holiday rentals for every style
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Popular amenities for cottage rentals in Hilton Head Island
Cottage rentals with a hot tub
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Couples Retreat FREE Golf Cart/Bikes/Kayaks + Dock
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
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Vintage Tybee Beachhouse/Pool/Pets/HoTTub/EVchg
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!
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Tybee Couples Retreat/Pool/Hot Tub/Golf Cart/Bikes
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.
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Honeymooners Anniversary Small families Retreat
Amazing place and beautiful location! The house is gorgeous and spacious. Perfect beach getaway.
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Historic District + Hot Tub + Games + Forsyth Park
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
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TIKI Couples Retreat, Hot Tub, FREE Golf Cart/Bike
Missy was an excellent host! The home was perfect for our Anniversary retreat. Me and my wife drove up from Bradenton Florida and Missy was perfectly accommodating to our schedule! If you’re planning a Savannah GA trip I definitely recommend staying in one of Missy’s places. For us, staying on Tybee Island and going into Savannah was perfect vs the other way around. Just depends on your preference as we found the island more our vibe and then got to experience what we wanted in Savannah. Missy gets 5 starts across the board. Highly recommend!
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Salty Mermaid Cottage ~ Private Pool & Hot Tub
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
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Cozy | Historic 1790 Guest House Steps to River St
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.
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Screened Patio, Fenced Yard, & Pet Friendly!
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!
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Harbor River Cottage
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!
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Oyster Cottage-Close to Downtown
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.
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Tranquil Savannah River Cottage w/ Views+Breakfast
This is a great place to stay out of the hubbub of downtown. Close to Savannah, Hilton Head and Bluffton. We stayed at a time when there was a cold snap so unfortunately we missed enjoying the outdoors of the place. Still beautiful. Great for a single person who needs a peaceful retreat or a couple.
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Bright Dreamy Cottage w/ Fenced Yard & Beach Pass
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!
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Dreamsicle Cottage (1.5 blocks to the beach)
This was a perfect stay! We can’t wait to come back and visit!!
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Ladybug Cottage
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.
Private cottage rentals
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7 Mi to Beach: Bluffton Cottage w/ Furnished Patio
Fantastic place to stay! Felt right at home. Awesome place to go for a morning run. We love it enough to hope to stay there again in the future.
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Furnished Patio: Hilton Head Island Resort Cottage
We loved our stay! The house was cozy and spotless when we arrived. This is a great location in Sea Pines. Quiet neighborhood, but you don’t feel isolated. I would recommend renting bikes to get around and to get to the beach. It’s a walkable distance, but took about 15 minutes with our toddler in the stroller and with bikes it was less than 5! We loved riding through the neighborhood looking for alligators in the canal. We would definitely stay here again!
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Charming Bluffton Vacation Home w/ Yard!
This was our second time staying here. It never disappoints. Love the location and the place is just beautiful. Really liked the bathrooms. The host is super.
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The Blue Heron @ Coligny Circle
Elizabeth was a great host, very responsive! This is a good location, close proximity to Coligny plaza and beach.
Quick stats about cottage rentals in Hilton Head Island
Total rentals
20 properties
Nightly prices starting at
£79 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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