Vacation rentals in Ossabaw Island

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Top-rated vacation rentals in Ossabaw Island

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Guest favorite

A wooden boardwalk leads through grassy dunes towards the beach. The path extends toward the calm ocean, under a gray sky. Soft sand is visible at the boardwalk's end, inviting guests to access the beachfront.

Condo in Hilton Head Island

4.96 out of 5 average rating, 294 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!

Guest favorite

A sparkling swimming pool is framed by a white deck, with lounge chairs positioned for relaxation. Lush greenery and colorful plants enhance the outdoor space, while water views extend beyond the pool, highlighting tree-lined edges and a gazebo in the distance.

Home in Midway

4.88 out of 5 average rating, 252 reviews

River Front Getaway; Pool Dock Sunsets Fenced/Dog

Paradise, Rest Relaxation, private, Snowbirds, Adventurers, romantic and small group getaways. A short 35 min distance from cultural and historic destinations in Savannah. Come fall in love with this secluded, quiet island retreat with newly redone pool, hot tub, screen porch. Deep Water Dock, floating dock, moorage, boat launch 1/2 mile away. Start your day with rose colored sunrises and end your day with red splashed sunsets across expansive river and marsh views. Birds, dolphins, fishing

Guest favorite

The cottage features a modern design with a sloped roof and expansive glass walls that create a bright and open feel. A wooden deck wraps around the front, complemented by a pergola and greenery, inviting relaxation in the tranquil outdoor space.

Cottage in Hardeeville

4.94 out of 5 average rating, 497 reviews

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!

Guest favorite

A picturesque view of marshlands features winding waterways flanked by tall grasses. A wooden dock extends into the water, while the lush green landscape contrasts with the blue sky above. The scene captures the serene beauty of the natural surroundings.

Cottage in Darien

4.95 out of 5 average rating, 150 reviews

Stylish Luxury Marsh Retreat on Deep Water Creek

Tabby on Hudson Creek is a cozy modern cottage with all the style and amenities your family will need to make memories on the marsh. Located in between Savannah and St. Simons Island, the location is the perfect quiet retreat after a day of shopping, dining and beach hopping. Catch crabs or Kayak on the coastal waterways from your own private dock, or cozy up with a book in our gorgeously designed home. Who knows, you may even make friends with a river dolphin or manatee if you’re lucky!

Guest favorite

A spacious studio apartment features high ceilings and large windows that invite natural light. A king bed is positioned beside a seating area with a leather couch and a modern chair. A desk is placed against the wall, offering a functional workspace.

Guest suite in Savannah

4.94 out of 5 average rating, 482 reviews

Savvy Suite KING Studio #2, NO CLEANING FEE!!

1 king bedroom guest suite in a modern farmhouse style duplex. This unit has a private entrance in the front and has small covered porch with 2 rocking chairs. There is another listing adjacent to this one that enters from back. Living area w/ high vaulted ceilings, kitchenette w/ island and bar stools, private bathroom w/ walk in shower. Private parking in front of unit. All linens and basic supplies provided. Please see other listing details for specifics on exactly what is provided.

Guest favorite

A wooden dock extends into the calm water, leading to a covered gazebo with a red roof. Nearby, a yacht glides smoothly through the river, framed by lush trees in the background. The scene conveys a serene atmosphere ideal for relaxation.

Home in Savannah

4.95 out of 5 average rating, 138 reviews

River House+King Beds+Dock+Nearby Savannah & Tybee

Charming river house with spectacular sunset views, screened in porch for afternoon naps or chats, large outdoor dining space for family dinners & a dock with Adirondack chairs to enjoy the breeze while watching the sailboats & dolphins glide by on the river. Located less than 10 miles from both historic Savannah & Tybee Beach, this home is the perfect place to escape while providing easy access to all your favorite spots! Bring the whole family for some southern sun, fun & relaxation.

Top guest favorite

An open studio layout reveals a cozy seating area with a grey couch adorned with decorative pillows and a knitted throw. A spacious bed with crisp white linens is positioned near large windows draped with green curtains. Modern artwork and a minimalist desk enhance the inviting atmosphere.

Guesthouse in Savannah

5 out of 5 average rating, 220 reviews

1 bed/1 bath Guest House with Parking - loft39

Peaceful treehouse on Wilmington Island. loft39 is a one-bedroom studio apartment, a stylish escape from the downtown Savannah area. Relax in the tree canopy in a spacious private apartment with luxury bamboo bedding on a king size bed, high speed WiFi, 2 smart TVs, dedicated workspace, fully equipped kitchen with bar amenities, fully tiled bathroom with oversized shower, separate living and dining areas, and beach supplies! Private off-street parking included. License # OTC-023656

Guest favorite

A spacious bedroom features a large bed with decorative pillows and a soft throw. A desk with a chair is positioned nearby, while a plant adds a touch of greenery. Art adorns the walls, and a sliding glass door opens to the private deck.

Guest suite in Pooler

4.87 out of 5 average rating, 541 reviews

Pooler private bed/bath. Private entrance & patio.

This large bedroom is attached to our home but completely blocked off & private! It features coffee bar, fridge & microwave. A renovated bathroom with huge shower with built in Bluetooth speaker. Tons of space to hang clothes. Bedroom opens up to private deck, patio set, charcoal grill, & fire pit. Private entrance through sliding glass door. -POOLER- Many shops & restaurants nearby 5min from i95 10min from sav airport 15min from downtown Sav 45min from Tybee island

Guest favorite

A treehouse is elevated among tall trees, featuring a spiral staircase that winds up to the main entrance. The balcony overlooks the surrounding nature, showcasing wooden railings and a warm brown exterior that blends with the forest.

Treehouse in Ellabell

4.97 out of 5 average rating, 379 reviews

Cozy, private Treehouse near Savannah

Our Treehouse is a unique opportunity to spend an exciting weekend in the Savannah area. Only a short drive from downtown for a relaxing country stay in this comfortable, elevated escape. Only 10 minutes off of 95 and 16 this rare find provides all the amenities to relax and enjoy nature with all the modern comforts. Close to beautiful beaches, walking trails, and shops this treehouse provides a cozy place to come back to at the end of an exciting southern day.

Top guest favorite

The guest house is framed by lush greenery and draping Spanish moss. A small porch with steps leads to the entrance, which is flanked by plants. An outdoor dining table with chairs is partially shaded by a striped umbrella, enhancing the serene setting.

Guesthouse in Savannah

4.97 out of 5 average rating, 133 reviews

Half House Savannah

Laid back guest house located close to the marshes and 15 minutes south of the Historic District. Quiet, serene locale with private entrance, large yard and relaxed interior that includes a queen bed with a desk and kitchenette area. Nestled under a grand live oak, the Half House is home to many bird species and a barred owl that often takes residence upon the branches. Feel free to enjoy the fire pit and private yard...laundry available on site as well.

Guest favorite

A spacious bedroom features large glass doors opening to a stunning view of the marsh. A plush bed with soft bedding presents a comfortable retreat. Natural light floods the room, highlighting the rustic walls and cozy seating area, inviting relaxation and tranquility.

Tiny home in Townsend

4.96 out of 5 average rating, 212 reviews

Free Kayaks Tiny Home, Majestic View & Hobby Farm

🌅Discover true serenity at our awesome tiny house, perfectly nestled on a magnificent marsh front property with a charming small hobby farm🐔. This unique rustic fish camp house, built over 50 years ago, is the perfect romantic getaway, or a wonderful escape for families looking to reconnect with nature and enjoy a one-of-a-kind experience. So much to do and see, you may never want to leave!🛶

Top guest favorite

A spacious loft studio is showcased with a king-size bed, central seating area, and stylish wooden furniture. Large windows allow natural light to fill the room, while decorative plants enhance the atmosphere. A wall-mounted flat-screen TV is visible above a low wooden console.

Loft in Wilmington Island

4.97 out of 5 average rating, 299 reviews

Paradise Studio (NO Cleaning Fee)

This spacious one bedroom with king size bed loft studio apartment is a newly built cottage centrally located in Savannah's serene neighborhood of Wilmington Island. It is 15 minutes from Historic Downtown Savannah and 15 minutes to Tybee Island. This simple yet stylish "Scenic Suite" features a kitchenette (NO STOVE) and all the amenities necessary to guarantee a comfortable stay.