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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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, 281 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, 242 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!

Guest favourite
Home in Wilmington Island
4.93 out of 5 average rating, 44 reviews

Coastal Retreat w Heated Pool Near Beach & City

Welcome to your dream stay on Wilmington Island—where Southern charm meets modern comfort! This freshly renovated home is thoughtfully designed for families, groups, and getaways of all kinds. With 4 spacious bedrooms, 5 comfy beds, there’s plenty of space to relax and reconnect. Gorgeous heated saltwater pool Large deck w outdoor dining area Chef’s kitchen Sunroom game lounge Fast WiFi, smart TVs Family-friendly neighborhood 15 minutes to Historic Savannah 20 minutes to North Tybee Beach

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, 196 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

$129 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.

Superhost
Home in Midway
5.0 out of 5 average rating, 3 reviews

Iconic A-Frame Escape with Private Pool

Secluded A-frame on a gorgeous private lot. Enjoy a private pool, outdoor lounging, record player, and a high-end kitchen. 35 minutes from downtown Savannah’s cobblestones and riverfront, and plenty of dining, boating and shopping closer. 3 bedrooms, 1.5 baths. 6 guests max. No parties or outside guests allowed. IMPORTANT: This home is NOT suitable for infants or children under 13 due to steep stairs, unrailed elevated decks, glass architectural features. Pool is NOT heated.

Superhost
A spacious living area features elegant armchairs and a comfortable sofa. A rustic coffee table is situated in front, with light fixtures resembling antlers overhead. Windows allow natural light to illuminate the room, which connects to a dining area visible in the background.
Cottage in Savannah
4.95 out of 5 average rating, 193 reviews

Savannah Cottage - 5 Mi to Wormsloe Historic Site!

Step into a coastal fairytale when you book this whimsical Savannah cottage! Nestled under mature Spanish moss trees, this 2-bed, 1-bath vacation rental has been beautifully renovated to combine modern amenities with historic southern charm, creating the ultimate Georgia paradise! After exploring attractions like Wormsloe Historic Site and Skidaway Island State Park both just a few minutes away, take a drive into town and stroll the streets of the Savannah Historic District!

Top guest favourite
A wooden sign for 'Marsh Cove' is positioned among lush greenery, with various trees and palm leaves surrounding it. The path to the retreat is partially visible, inviting exploration amid the natural landscape.
Home in Midway
5.0 out of 5 average rating, 25 reviews

Marsh Cove, the hidden haven.

Escape to an eclectic, artsy retreat in beautiful coastal Georgia. Stunning sunsets paint the sky each evening at this secluded home that offers the perfect blend of charm and tranquility. Designed for comfort and accessibility, the property is handicap accessible and appointed with unique artistic touches throughout. Unwind in the serene atmosphere or take a dip in the saltwater pool. Whether you're seeking solitude or inspiration, this is a one-of-a-kind getaway.

Top guest favourite
Guest house in Midway
4.87 out of 5 average rating, 38 reviews

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.

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.

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 Wilmington Island
4.95 out of 5 average rating, 331 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 vibrant living room features a large, sectional sofa in a welcoming peach hue, accented with colorful throw pillows. A playful mural with oranges is displayed on the wall. A round coffee table sits at the center, surrounded by two stylish armchairs. Natural light enters through a window.
Home in Wilmington Island
4.97 out of 5 average rating, 111 reviews

Pool + Fire Pit | Btwn Downtown & Tybee

Escape to our stylish Wilmington Island retreat, ideally located just 15 minutes from Historic Downtown Savannah and Tybee Beach. Designed for relaxation and connection, the home features a private pool, colorful murals for the perfect photo background, large deck, fire pit, outdoor shower, and inviting outdoor spaces. Comfortably sleeps 8 and is perfect for families, groups of friends, and special celebrations.

Popular amenities for Ossabaw Island holiday rentals