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Vacation rentals in Ossabaw Island

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Top-rated vacation rentals in Ossabaw Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
A spacious living area is highlighted by a modern ceiling fan and large windows, allowing natural light to fill the space. A comfortable sofa adorned with bright cushions faces a stylish coffee table. A tasteful fireplace sits beneath a television, complementing the neutral color scheme.
Home in Savannah
4.92 out of 5 average rating, 125 reviews

BohoChic Retreat Savannah/PET Friendly/Luxurious

Welcome to our stylish Boho Chic Retreat Savannah! This designer 3-bedroom, 2-bath home offers comfort, convenience, and a touch of Southern hospitality. Whether you're looking to work remotely, explore the city, or simply unwind this retreat has something for everyone. The enclosed yard ensures a safe and enjoyable experience for your fur babies. The garage entertainment space features table tennis, projector with 100" screen, and more. Cooking enthusiasts will love our fully equipped kitchen.

Top guest favourite
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
4.89 out of 5 average rating, 283 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 favourite
A horse-drawn carriage, with a white wooden cart and large wheels, is shown on a dirt path. Several people sit comfortably inside the carriage, enjoying a day out. Lush green trees provide shade in the background, creating a peaceful country scene.
Farm stay in Savannah
4.95 out of 5 average rating, 244 reviews

Red Gate Farms Hayloft-10 min to Historic Savannah

(STR License # OTC-023578) Family-owned since 1931, Red Gate Farms is a historic hidden gem nestled only 10 min. from downtown Savannah and 30 min. from Tybee Island. Once one of Georgia’s oldest dairy farms but now home to an award-winning event venue, a popular RV park, & many friendly farm animals. The HayLoft offers a peaceful, one-of-a-kind stay with 3 cozy bedrooms, a full kitchen, bathroom, complimentary Wi-Fi, & a large deck perfect for relaxing. We look forward to hosting you!

Top guest favourite
A spacious guest suite features a comfortable bed and a red sectional sofa. Natural light enters through glass doors, illuminating the room. Decorative elements include wall art and a small shelving unit, while a ceiling fan adds to the air circulation.
Guest suite in Savannah
4.92 out of 5 average rating, 331 reviews

Adorable King Suite in a Quiet Neighborhood

Discover your perfect retreat in this beautifully appointed guest suite, nestled in a serene neighborhood just minutes away from downtown Savannah. Ideal for both leisure and convenience. 13 mins drive to downtown Savannah, 5 mins to Memorial Hospital, 7 mins to Wormsloe Historic Site. 3 mins walk to Cohen’s Retreat, 3 mins walk to Truman Linear Park Trail and 8 mins drive to Lake Mayer Park. Playground right across the street. This is a cozy homey place perfect for a weekend getaway! ❤️

Guest favourite
The living area features a cozy seating arrangement with a patterned armchair and a modern sectional sofa. A round dining table accommodates four, while shelving units hold books and decor items. A Smart TV is mounted above a console, enhancing the functional design.
Loft in Savannah
4.93 out of 5 average rating, 127 reviews

Elegant Savannah Hideaway w/ Private Garden

Explore Savannah's flourishing arts scene and picturesque historic district from this lovely vacation rental near Skidaway Island. Aptly suited for couples or even solo travelers, the property features studio-style accommodations with 1 full bath, a newly renovated kitchen, a Smart TV, and a private outdoor space. After days spent strolling in Forsyth Park, perusing shops in City Market, or visiting loved ones at SCAD, come home to relax in the shaded garden or soak in the clawfoot tub.

Top guest favourite
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 Wilmington Island
4.96 out of 5 average rating, 198 reviews

River House•Dock•King Beds•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.

Guest favourite
A cozy studio cottage features high wooden ceilings with exposed beams, a swing chair, and colorful accents on the spacious seating area. Large windows invite natural light, while a dining space with white chairs complements the kitchen area, creating a welcoming ambiance.
Home in Midway
4.95 out of 5 average rating, 110 reviews

$115 Cute Date Night Waterfront Cottage Near Sav!

Secluded, Peaceful and Close to Savannah and St Simons!You’ll fall in love with this charming studio cottage from the moment you arrive! Brimming with attention to detail and vintage touches, this 1-bathroom Midway vacation rental is stocked with all the comforts of home and professionally decorated. Our favorite places to dine are: The Sunbury Crab Co, Hunters Cafe, The Salty Cowbow at Shellmans Bluff! There is another cottage on the property that shares outdoor kitchen and pier.

Guest favourite
A welcoming living area features a leather sofa positioned alongside a wall-mounted TV and a decorative rug. Light wooden flooring complements the blue walls, while windows invite natural light. A dining table with four chairs is visible near the door leading to the outside.
Guest suite in Richmond Hill
4.95 out of 5 average rating, 269 reviews

Pet-Friendly Retreat by the River

Located at the end of 144 Spur and Fort McAllister State Park, across the street from the public launching ramp. Fish Tales Tiki Hut on the Marina in less than half mile away, bring your kayaks or boat and have a truly memorable time, we have the space! Wake up to Trees, walking trails are less than a block away. This is the scene of one the great navel battles of the civil war, explore the history of the fort.. We are 30 mins from Historic downtown Savannah.

Top guest favourite
A sunlit exterior area is showcased, featuring a wooden walkway that leads to The Houseboat. Planters with vibrant green plants and flowers are positioned alongside the entrance, contrasting with the clear blue sky and water view in the background.
Houseboat in Tybee Island
4.94 out of 5 average rating, 159 reviews

The Houseboat on Tybee Island

Located at the Tybee Island Marina on Lazaretto Creek, along the western boundary of Tybee Island, The Houseboat offers spectacular sunrise and sunset views nestled in a serene spot between the beach on Tybee or a day exploring Savannah. Due to its location on a floating dock in a tidal creek, with low tides making for a difficult/steep transition between the floating and stationary docks, The Houseboat is not ideal for guests with mobility issues.

Superhost
A spacious studio is featured, with a large bed and a comfortable sofa facing a wooden coffee table. Natural light enters through multiple windows, and the indoor gas fireplace is visible next to a wall-mounted television. Soft tones create a relaxed atmosphere.
Apartment in Wilmington Island
4.94 out of 5 average rating, 335 reviews

The Love Bird Suite

Located on the serene and historic Wilmington Island, this space was designed as a romantic couple’s getaway. Enjoy this spacious studio, equipped with a working indoor gas fireplace, a large soaking tub, floor to wall tiled shower, and an outdoor hot tub. Centrally located between Historic Savannah and Tybee Island, enjoy day trips to visit these amazing places and return to a relaxing and romantic retreat style stay.

Top guest favourite
An elevated deck features a wood-burning stove at its center, surrounded by several wooden chairs and benches. Outdoor lighting creates a warm ambiance, and an American flag gently waves in the breeze. Scenic marsh views are visible in the background.
Home in Townsend
4.95 out of 5 average rating, 198 reviews

The Cloyster at Belleville Bluff

This little gem sits right across the quiet street from beautiful marsh views, with only a 5 minute walk to the dock and boat ramp. Enjoy your stay by relaxing on the elevated deck or screened in porch. Or, if you'd rather, spend your days fishing and crabbing from the local dock. Have a fire out back in the old molasses pit or in the outdoor wood burning stove upstairs on the deck.

Top guest favourite
A cozy living room features a sectional sofa with decorative pillows, a round wooden coffee table, and a soft area rug. A teal chair and a white entertainment unit provide additional seating and storage. Natural light enters through large windows, enhancing the space's inviting ambiance.
Cottage in Savannah
4.98 out of 5 average rating, 185 reviews

Historic Coastal Cottage on Isle of Hope

The Crooked Oak Cottage is a short walk to Historic Bluff drive which overlooks the intracoastal waterway. The Isle of Hope community has several crafts and art shows through out the year. The IOH Marina hosts monthly concerts, kayak rentals and local fishing charters. Crooked Oak is minutes from Wormsloe plantation, Tybee beach, Savannahs Downtown area and many other attractions.

Popular amenities for Ossabaw Island vacation rentals