Holiday rentals in Ossabaw Island

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Top-rated holiday rentals in Ossabaw Island

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

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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, 273 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
The interior of the vintage Airstream features a cozy seating area with layered cushions in various colors and patterns. A wooden table with decorative items is centered beneath a decorative chandelier, adding warmth. Large windows provide glimpses of the surrounding nature, enhancing the inviting ambiance.
Camper van/Motorhome in Savannah
4.81 out of 5 average rating, 391 reviews

Orient Express-Diamond Oaks Glam Camp

Boho Glamping paradise on the marsh minutes away from the Historic District and Thunderbolt fishing village at an Old Dairy. Art studios, horses, gardens, and 5 miles of walking trails await under magical oaks and cinematic backdrops. More wildlife sanctuary than neighborhood, with all the conveniences of a condo. Lounge on hammocks and swings, have morning coffee with a corral full of horses, get lost on the marsh bird watching, practice yoga, have a fire, and take a romantic couples shower.

Guest favourite
A vibrant living room is highlighted by a yellow couch adorned with decorative pillows. A round wooden coffee table sits on a striped area rug, with natural light enhancing the space through large windows draped with sheer curtains. A piece of wall art adds a modern touch.
Home in Savannah
4.94 out of 5 average rating, 202 reviews

Peachy Keen House - Savannah Escape w/ Game Room

Peachy Keen House is a unique and happy place, perfect for small groups! It has a stylish vibe and is stocked for fun with a hip game room! Just a short drive from the best of Savannah (Forsyth Park, Historic Downtown, Enmarket Arena, Butterbean Beach and boat ramp, and more) our place is the perfect spot to unwind after a day downtown or at Tybee Beach! Dogs are welcome w/ deposit and will enjoy the spacious fully fenced back yard, and your group will love the safe, friendly neighborhood.

Top guest favourite
A private screened-in dock features a swing bed adorned with decorative pillows, offering a cozy resting space. Ambient Edison lights create a warm glow, while views of the marshland are visible through wooden frames and open spaces.
Cottage in Tybee Island
4.99 out of 5 average rating, 202 reviews

Private Dock | FREE Golf Cart | Kayaks | Bikes

Welcome to Siren & Seafarer Cottage! Immerse yourself in all that Tybee Island offers with your own FREE GOLF CART, BIKES, & KAYAKS. Pamper yourself with this luxurious getaway and nature-lover's paradise. Relax on your PRIVATE DOCK on a cozy swing bed while surrounded by panoramic views of the tidal creek. Nestled amongst enchanting live oaks and marsh-side scenery, you'll soon discover something inherently romantic about this Tybee Island cottage, just 25 minutes to downtown Savannah.

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, 125 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 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
4.97 out of 5 average rating, 104 reviews

Waterfront Date Night Cottage! Near Sav! $125

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 dock.

Top guest favourite
A screened-in patio is decorated with vibrant potted plants and wicker seating, featuring plush cushions. Large windows offer views of the surrounding greenery and horse pasture, while a ceiling fan enhances airflow, creating a comfortable space for relaxation.
Guest house in Savannah
5 out of 5 average rating, 125 reviews

Hideaway Cottage by the Pond

Escape to the southern countryside and experience the peace and tranquility of our cozy cottage! Nestled near a picturesque pasture with my horse Brio, a serene pond, and 4 1/2 acres . This property is the perfect retreat for nature lovers. Only 15 minutes to downtown historic Savannah, and 25 minutes from Tybee Island beach! Quiet country living, city within minutes. Sleeps 4 adults! Children welcome. Pets allowed 2 dogs. No Pit Bulls or Pit mixes. No smoking, Vaping on property.

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, 268 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, 139 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.

Guest favourite
Cottage in Townsend
4.79 out of 5 average rating, 293 reviews

Marsh Tide Cottage - Free Kayaks!

🌊Welcome to Marsh Tide Cottage, your enchanting 3-bedroom retreat on miles of sparkling tidal marsh in picturesque Shellman Bluff! Just 12 minutes from I-95, this tranquil haven features a private dock ideal for fishing, swimming, or launching our complimentary kayaks🛶. Watch abundant wildlife, breathe the crisp salty air, and savor breathtaking sunsets from your screened porch. Your unforgettable coastal escape begins now!🌅

Top guest favourite
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.
Flat in Savannah
4.94 out of 5 average rating, 322 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
A inviting living room features a spacious seating area with a light-colored sofa, an accent chair, and a coffee table. A large TV is mounted on a wooden console against the wall. Natural light filters through the window treatments, creating a bright, comfortable atmosphere.
Home in Savannah
4.93 out of 5 average rating, 109 reviews

Southside Sanctuary

This home-away-from-home offers a restful space and ideal retreat for families and friends. Nestled on a quiet street in a residential neighborhood near Lake Mayer, the house is bordered at the back by a greenway and small creek. Conveniently located close to the Truman Parkway, guests have easy and quick access to downtown Savannah, Tybee Island, and Skidaway. It is also close to several grocery stores and the mall.

Popular amenities for Ossabaw Island holiday rentals

  1. Airbnb
  2. United States
  3. Georgia
  4. Chatham County
  5. Ossabaw Island