Holiday houses 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, 276 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

Top Guest favourite
The exterior of a pastel pink building features classic Georgian architecture, with large windows framed by black shutters and a welcoming staircase. A spacious king bed adorned with crisp linens is set against a ceiling with decorative beams. A cozy seating area showcases an original fireplace, while a small table holds pastries and a pink beverage.
Home in Savannah
4.97 out of 5 average rating, 126 reviews

Bosch Huis Rosé: Rosé Suite • Historic • Parking

Oglethorpe Square, Savannah, 1856. Horse carriages still pass daily. The Rosé Suite, ground floor: first to hear the hooves, first out into Savannah, front row on the square. Skip the car: River Street one way, Broughton Street shops the other, Michelin-worthy tables between. Out back: a sauna, a cold plunge, and the best part of your morning. Loved like a home, because it is one. Bosch Huis began as a dream. Guests like you make it real. Tap the heart, see my Host Profile, or book it.

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, 204 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.

Top Guest favourite
A living area showcases a mix of modern and historic elements, featuring gray upholstered sofas with decorative pillows, a wooden coffee table, and a wall-mounted TV. Exposed gray-brick walls and wooden flooring add character, while large windows provide ample natural light.
Condo in Savannah
4.95 out of 5 average rating, 815 reviews

Downtown Riverfront Condo With Industrial Accents

Watch wall-mounted TV in either of the bedrooms before breakfast in a kitchen with stainless steel appliances. Latter-day luxuries like these blend with soaring ceilings, old gray-brick walls, and original artifacts in a building circa 1840. Take the Factor's Walk to find out more about this and other old-time city landmarks in this downtown historic district setting. Jog alongside the majestic Savannah River and stroll the cobbles of River Street below to cafes and restaurants. SVR-01588

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
4.91 out of 5 average rating, 324 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 open layout features a modern living space with a navy sofa facing two gold side tables. A stylish artwork hangs on the wall, while a kitchenette is visible in the background. Natural light floods the room through multiple windows, and a ceiling fan is positioned above.
Guest suite in Savannah
4.94 out of 5 average rating, 520 reviews

Savvy Suite King studio #3, NO CLEANING FEES!!!

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 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.

Superhost
A sunlight-filled living area features a round dining table set for two, positioned near large windows with flowing green curtains. A cozy seating area is visible, along with outdoor spaces framed by greenery, offering a view of the natural surroundings.
Cabin in Midway
4.89 out of 5 average rating, 105 reviews

Charming Waterfront near Savannah! Make offer!

Ok Folks, here is the deal! After 26 years in this business, I just got my first 1 star review. No matter what business you have, self employed, no one deserves a 1 star review! All host and business owners spend tons of money and time to be able to provide services or share our properties. 1 star reviews nowadays are based off of emotion, not facts. This one star review is completely inaccurate just because the lady was pissed. If your this kind of person, please pass us by! Thanks!

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.
Guesthouse in Savannah
5 out of 5 average rating, 127 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.

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, 145 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!🌅

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.
Apartment in Savannah
4.94 out of 5 average rating, 325 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.

Popular amenities for Ossabaw Island holiday rentals