Holiday rentals in Ossabaw Island

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Top-rated holiday rentals in Ossabaw Island

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Guest favourite

Home in Wilmington Island

Newly Renovated Savannah Home, 15 Min to Beach,

Welcome to your perfect getaway in beautiful Savannah, Georgia! This newly renovated four-bedroom house offers an ideal blend of comfort, style, and convenience - making it the perfect hub for a family vacation, business trip, or relaxing retreat. Highlights: -15 Minutes to Tybee Island -15 Minutes to Downtown Savannah -Quiet Residential Neighborhood -Newly Renovated -Quick Drive to Restaurants, Groceries, and Entertainment -Off-street Parking for Three Cars -Fully Fenced Backyard -Dog Friendly

4.9 out of 5 average rating, 147 reviews

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

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

4.89 out of 5 average rating, 283 reviews

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

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!

4.95 out of 5 average rating, 245 reviews

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

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.

4.93 out of 5 average rating, 127 reviews

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

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.

4.96 out of 5 average rating, 199 reviews

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

$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.

4.95 out of 5 average rating, 110 reviews

Top guest favourite

Home in Midway

Secluded A-Frame Escape with Private Pool

Secluded A-frame on a gorgeous private lot. Enjoy a private pool (pool is NOT heated, but open year round), outdoor lounging, record player, and a high-end kitchen. 35 mins. To downtown Savannah’s, and plenty of dining, boating and shopping closer. 3 bedrooms, 1.5 baths. 6 guests max. No parties or outside guests allowed. IMPORTANT: Home is NOT suitable for infants or children under 13 due to steep stairs, unrailed elevated decks, fragile glass architectural features.

5.0 out of 5 average rating, 8 reviews

Top guest favourite

Guest house in Midway

Green Coast Tree House

Welcome to our charming getaway located in a secure gated community. This property features a private dock and a refreshing swimming pool, perfect for relaxing after a day of adventures. Enjoy breathtaking sunsets from our dock, and feel free to bring your boat to explore the nearby waters or fish right off the dock! you'll find ideal for family outings. In the evenings, gather around one of our two fire pits, complete with firewood, for cozy nights under the stars.

4.88 out of 5 average rating, 42 reviews

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

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.

4.95 out of 5 average rating, 269 reviews

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

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.

4.94 out of 5 average rating, 161 reviews

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.

Flat in Wilmington Island

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.

4.94 out of 5 average rating, 335 reviews

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

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.

4.98 out of 5 average rating, 186 reviews