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

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!

4.94 out of 5 average rating, 491 reviews

Cottage in Hardeeville

Tranquil Savannah River Cottage w/ Views+Breakfast

Awaken on the banks of the Savannah River w/ views, song birds & morning coffee! Enjoy the 2x decks, full wall glass doors, metal roof rain, 2 acres strung w/ Spanish moss & relaxing in the sun as the water hits the docks! Bring a book, fish, or hike! Enjoy breakfast, gas BBQ, firepit, screened porch+fans, fast wifi & SmartTV! 2023 renovated & travel magazine featured! Near Savannah, Hilton Head, I95 & airport! This adorable, smaller cottage is perfect for special occasions or getting away!

4.96 out of 5 average rating, 633 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, 589 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, 403 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, 769 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, 162 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.

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Callawassie Island holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Callawassie Island

Cottage in Saint Helena Island

4.99 out of 5 average rating, 82 reviews

The Hideaway - Luxury Waterfront

TaylorRating, 5 stars1 week 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!

Treehouse in Hilton Head Island

5 out of 5 average rating, 8 reviews

Luxury Waterfront Tree House | Harbour Town | Pool

ChaceRating, 5 stars1 month ago

Kirtis and Kristopher certainly out did themselves and sure know how to treat guest! The place was absolutely stunning and upon arrival we were surprised with a some extra goodies! My wife was thrilled to see the coffee bar! They were very responsive the entire trip and sent over a rainy day guide for the day it rained. Everything in the treehouse was just perfect! The bed was very comfortable, the kitchen was completely stocked, the bathroom was amazing, the pool passes were a great addition to staying here, and the coffee bar was the perfect day starter! From this location you can walk to the lighthouse / restaurants / shopping within a few minutes, or stay and walk around on Deer Island to remain secluded for peace and quiet. The Deer are very friendly and a few will eat right out of your hand! This was our second stay on Deer Island and we will certainly be booking here again! The background in hospitality most definitely shines through here! Thank you! The Jensen's

5 out of 5 average rating, 18 reviews

Home in Beaufort

The Market Croft

KarenRating, 5 stars1 week 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.

5 out of 5 average rating, 12 reviews

Farm stay in Bluffton

Town and Country get away

DonnaRating, 5 stars1 week ago

Our stay was a very last minute pick/decision. Their place was available- I sent a message letting her know we were close and asked for recommendations to eat. She made sure we were able to check in early and shot us a couple places in downtown to eat. The property was absolutely beautiful. The barn apartment was spacious and homey- perfect for our family. We were able to meet Anna and her husband- they were very nice and informative. They told us about their home and their animals. We met their horses, donkeys, pig, and chickens. Our kids were in love with the place and animals as well. My oldest is ready to go back. So glad we stumbled across Anna’s place. If we are ever back out that way, we hope to stay again.

4.98 out of 5 average rating, 49 reviews

Flat in Beaufort

Near Pool Shops Restaurants~Prestigious Habersham

NicoleRating, 5 stars4 days ago

The legacy loft was perfect for our long weekend. We enjoyed the pool, walking around the community, and checking out the restaurants and shops below. Austin was a great host, he was very responsive and easy to work with. We would definitely come back and stay!

4.97 out of 5 average rating, 88 reviews

Guesthouse in Old Town Bluffton

RichardRating, 5 stars2 weeks ago

We love this Guesthouse in Old Town Bluffton, it's nicely appointed in a private, quiet and great location!

5 out of 5 average rating, 64 reviews

Home in Savannah

Casula Solis

NatalieRating, 5 stars2 weeks ago

This was the cutest coziest place in Savannah and is only 20 mins from the downtown area. The house was so cute and THAT BED!!!! I had some of the best sleep!! The host was super friendly and inviting and responded super quick whenever I had a question. If I could recommend everyone to stay somewhere it would be here!