Holiday rentals in Callawassie Island

4.88 out of 5 average rating, 225 reviews

Your own carriage house - detached, private, safe!

Awesome carriage house in quiet, prestigious Bluffton community. Completely private, detached 300 sq ft space perfect for groups of 2 adults/child. Enjoy an open floor plan, 1 comfy king bed plu& thoughtful touches that make this the perfect home away from home. Close to everything you want to see - just 20 minutes to Savannah, Hilton Head or Beaufort. Restaurants, shopping, golf & beaches! Plus, we're happy to be your personal concierge and offer tips on everything the low country has to offer

Apartment in Hilton Head Island

4.96 out of 5 average rating, 292 reviews

Ocean View! Steps to beach! Remodeled HHBT Condo

Newly remodeled just last year! Adorable beach front condo located in HH Beach & Tennis Resort. Watch & listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rental, and a gym. We also provide beach chairs, coolers, boogie boards and coffee! It's all here! The getaway you've been waiting for and deserve!

4.95 out of 5 average rating, 274 reviews

Guest house in Beaufort

Sunset River Cottage

Our quaint little River House rests on the beautifully natural marsh grass banks of the Whale Branch River in a quiet rural neighborhood. It is located only 9 miles from Historic Downtown Beaufort and 15 miles from Parris Island Marine Corps Recruit Depot. Hunting Island State Park's sandy beaches, nature tails, and lighthouse tours are a scenic 40 minute drive away. You can swim, fish, kayak or go boating right from the dock in our own back yard. When you arrive; you won't want to leave!

4.96 out of 5 average rating, 631 reviews

Bluffton Villa in the heart of the Promenade

Beautiful villa in the heart of the Promenade in the Historic District of Bluffton. Steps away are a wine bar, coffee shop, French bakery, 5 star and casual dining, & fabulous boutique shopping. Newly built in 2017, we offer our guests a fully equipped kitchen with an electric convection oven, microwave, dishwasher, ice maker in refrigerator. The bathroom offers a large walk in shower with a rain shower head, and the bedroom has a King size bed. You are a 15 minute ride to Hilton Head.

4.95 out of 5 average rating, 203 reviews

Townhouse in Bluffton

Newly Remodeled Lowcountry Escape!

This will be our third Airbnb in this community as we love it so much! The home is two bed and two full bath. A lovely single story home that is ADA friendly equipped with a ramp in the back and wheelchair width doors throughout. Conveniently located a short drive from many beaches or downtown Savannah. Within walking distance of downtown Bluffton with tons of awesome galleries, fun shops and amazing food! We have superhost status and strive to ensure your stay is comfortable and enjyable!

4.99 out of 5 average rating, 586 reviews

Lowcountry Retreat Carriage House

Located in a quiet neighborhood, minutes from Old Town Bluffton, where you can find unique shops, art galleries, & great places to eat - many with live music! A stroll through the neighborhood will take you past a local park with playground, workout area, & walking paths. There are many ponds to enjoy the local wildlife, wetland areas, and beautiful oak trees. It's so peaceful! Convenient to Hilton Head, Beaufort, and Savannah, it's the perfect spot for exploring, shopping, or relaxing!

4.99 out of 5 average rating, 166 reviews

May River Cottage on Lawrence street, old Town.

Very well kept Carriage house, clean and bright in the heart of historic downtown Bluffton.Walking distance to many historic sites, restaurants,shopping and Art galleries. Our Majestic May river is just 0.3 miles walking distance from our front door. We are 30 minutes from Savannah,GA and 18 minutes from the beautiful Beaches of Hilton Head Island.Fully equipped kitchen, washer and dryer with separate bedroom. Bring your Kayak, paddle boards and bikes.Enjoy our little piece of heaven.

4.99 out of 5 average rating, 402 reviews

Guest House on Lawrence Street

UPDATED LUXURY & FASTIDOUS CLEANLINESS in one of Old Town Bluffton’s more delightful carriage houses. Old Town’s vibe is just plain fun—stroll to wide variety of super restaurants, night life, art galleries, boutiques, antebellum homes and waterfront parks on the bluffs of the idyllic May River. New in 2018 w/ plush king-size bed in private bedroom, upscale bath w/ soaking tub, bright living/dining room, full kitchen w/ gas cooktop, romantic rocking-chair porch up in moss-draped oaks.

Guest house in Hilton Head Island

4.93 out of 5 average rating, 189 reviews

Alli B's Air B and B-Great Country access off 278

Your family will be close to everything when you stay at this centrally-located place. No gate fees or parking fees- right off of 278- central located between Bluffton and HHI under foot of bridge. Farm like experience -family owned 30 years . Quiet . Pet friendly . Beds-two twin -can pull together if wish -one couch(Not a sofa bed) and one mattress under a bed that can be moved out . Property has several buildings , Guest apt is above garage. NOTE: SEE Space info below

4.93 out of 5 average rating, 256 reviews

Beautiful Carriage House! Your Home Away from Home

Looking for the perfect Bluffton stay? Our cozy carriage house is minutes from everything Bluffton has to offer! Located just 20 minutes from the beaches of Hilton Head Island, and a 20-minute walk (or 3-minute drive) to downtown Bluffton. Enjoy complete privacy with easy keypad entry, convenient on-site parking, in-unit washer and dryer, a spacious living room with a sofa bed, a fully equipped kitchen, and comfortable accommodations for up to 4 guests.

4.97 out of 5 average rating, 768 reviews

Bluffton's Tropical Carriage House Getaway

Embrace the inviting atmosphere of this detached garage apartment. The guesthouse features an open-concept living/*kitchenette/sleeping area, a tropical design, a private entry, a luxury king mattress and blackout window treatments. This southern style hood offers ample sidewalks, ponds for fishing, a playground, and a park. Quaint Old Town Bluffton is a 3 minute drive or 20 minute walk to a number of shops and restaurants. Permit # STR21-00119

4.83 out of 5 average rating, 161 reviews

Bluffton Cottage • Fenced yard • Pet-Friendly

Located in the heart of downtown Bluffton. Just a short walk to the many shops, restaurants, & parks in Old Town. Newly remodeled cottage with fully stocked kitchen, smart TV, games, washer, dryer, king bed, & two pull out twin beds. Enjoy cozy outdoor area with gazebo, outdoor lounge, & hammack. A short drive to the beaches of Hilton Head, Savannah, &Beaufort or take a day trip to Charleston or even Jacksonville, FL. Pet friendly.

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Popular amenities for Callawassie Island holiday rentals

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Other great holiday rentals in Callawassie Island

Superhost

Home in Beaufort

5 out of 5 average rating, 5 reviews

Low Country Home in Beautiful Habersham

AsabiRating, 5 stars3 weeks ago

We had a great stay in Beaufort while attending the Gullah Festival-a perfect getaway for me & hubby, my sister & her family & our fur baby. The home was just as beautiful as the photos—clean, comfortable, & spacious. Faith & Jeff were incredibly welcoming, responsive, & accommodating. After checking out, I was frantic thinking I had left an important item. I texted them & they responded immediately with the same sense of urgency & went out of their way to search for the item —an act of kindness & care really appreciated. If you’re a reader, you’ll appreciate the detailed notebooks provided with thorough instructions & thoughtful info about the area. From the nicky picky corner, I’d advise guests to expect the occasional water bug or spider, which I assume comes with the Lowcountry. Also, the Blackstone grill was dirty, so a gentle reminder to guests that it’s always kind to clean up for the next person. In all, we had a lovely experience & would definitely return. Thanks Faith & Jeff!

4.9 out of 5 average rating, 21 reviews

Farm stay in Ridgeland

Cozy Camper on a Working Farm!

AnaRating, 5 stars1 week ago

Stayed here for a work trip and so glad I did! The place was peaceful and charming as described! I would definitely stay again and hope that if I do, it’s for vacation instead of work!

4.9 out of 5 average rating, 62 reviews

Home in Beaufort

Cottage near beach & mil. bases

Angela MaryRating, 5 stars1 week ago

This was a great little place to stay while we were in town. The shower was fantastic and everything was superclean and homey. It had everything we needed to be comfortable. The only small things are that the toilet is extremely close to the cabinet so not super comfy and the main living room area was not your typical couch and chair situation. It was more of a daybed. That would have been a super spot for children to sleep if we had brought any though. All in all it was a nice place to stay.

4.95 out of 5 average rating, 88 reviews

Apartment in Bluffton

Best of Bluffton 2

StephenRating, 5 stars2 weeks ago

Have stayed here before. Always a pleasant stay. Will stay again

Cottage in Saint Helena Island

4.99 out of 5 average rating, 81 reviews

The Hideaway - Luxury Waterfront

TaylorRating, 5 stars5 days ago

Easily one of the best AirBNBs I've stayed at! The place is beautifully and intelligently built. You can tell the owners put alot of effort into the details. The views out of the family room window are amazing and the screened in breezeway was great to sit during a storm. As a chef, I found the kitchen a breeze to cook in with everything you'd need. Very quiet and peaceful area. If you're looking for a great getaway in a beautiful and relaxing space, look no further!

Superhost

Home in Okatie

4.84 out of 5 average rating, 31 reviews

4BR/4BA Island Retreat/Country Club/Golf Included

JohnRating, 5 stars1 week ago

The home was everything that we were looking for. Four bedrooms with 4 separate bathrooms. Nice kitchen, beautiful screen in porch, great golf course. Great host, we will be back again.

5 out of 5 average rating, 18 reviews

Home in Beaufort

The Market Croft

KarenRating, 5 stars3 days ago

Highly recommend. Bill thought of everything to make your stay feel special. The layout is amazing for the amount of space. All the dishes, pots and pans were top quality. Truly the nicest appointed place I’ve rented.