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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Top Guest favourite
Boat in Tybee Island
4.97 out of 5 average rating, 35 reviews

Our Boat on Tybee

Conveniently located between the beaches of Tybee Island and the charm of downtown Savannah, Our Boat on Tybee provides a quiet, romantic change of pace overnight stay. With stunning sunsets and regular visits from the local wildlife (otters, dolphins, etc) this will be a trip you won't soon forget. Our Boat is ideal for 2 guests, but a third adult guest is permitted with an additional $100 nightly fee. Our Boat on Tybee is not ideal for guests with mobility issues or children under 13 years

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
4.9 out of 5 average rating, 100 reviews

99ea 5 Star Reviews! 1ea 1 Star Review! Read below

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. I invite you to read all my reviews on all 3 properties! All 4.9’s

Top Guest favourite
A wooden dock extends over the tidal creek, leading to a covered gazebo. Spanish moss hangs from nearby trees, creating a shaded area. The calm water reflects the blue sky, surrounded by lush greenery on either side, inviting relaxation and exploration.
Home in Savannah
4.98 out of 5 average rating, 82 reviews

Marshfront gem with private dock; Adults only

Keep it simple at this peaceful and centrally-located place. See stunning sunsets over the marsh from this remodeled home, or from the private dock on a tidal creek. Halfway between Downtown and Tybee Island, on lovely Whitemarsh Island, you are close to shopping and nightlife, but feel miles away! Kayak off the dock, then refresh with the outdoor shower; or bike/walk the nearby Preserve. *Kayaks(2 single, 1 tandem) and bikes(3) supplied, but not beach gear. Chatham County Permit #22-23494

Top Guest favourite
Cottage in Darien
4.94 out of 5 average rating, 170 reviews

Stylish Luxury Marsh Retreat on Deep Water Creek

Tabby on Hudson Creek is a cozy modern cottage with all the style and amenities your family will need to make memories on the marsh. Located in between Savannah and St. Simons Island, the location is the perfect quiet retreat after a day of shopping, dining and beach hopping. Catch crabs or Kayak on the coastal waterways from your own private dock, or cozy up with a book in our gorgeously designed home. Who knows, you may even make friends with a river dolphin or manatee if you’re lucky!

Top Guest favourite
A spacious living area showcases a green sofa with decorative pillows, accompanied by a wooden coffee table. A dining area with a large table and stylish chairs is visible in the background. Soft lighting and modern decor elements create a harmonious ambiance.
Home in Bloomingdale
4.98 out of 5 average rating, 181 reviews

Savannah Blooms

The Pinterest-worthy retreat for your group in a quiet peaceful neighborhood just outside of Savannah. Spend time in the backyard playing outdoor games or relaxing under the pergola. Move inside to enjoy the spacious, mid-century modern design throughout the living spaces and bedrooms. Kitchen is fully stocked so you can cook if you want! We are just minutes from Savannah Airport & Pooler, 20 minutes from downtown Savannah, 45 minutes from Tybee Island and 50 minutes from Hilton Head.

Guest favourite
A two-story waterfront home is surrounded by lush landscaping and tall trees. The exterior features a spacious patio area with multiple seating arrangements, large windows, and a staircase leading to the upper level. Sunlight streams down, highlighting the inviting outdoor space.
Apartment in Midway
5 out of 5 average rating, 7 reviews

Lighthouse at Sunbury w/ Dock

DIRECT RIVER VIEWS & DOCK: This direct riverfront rental is the 1st flr apartment of a grand 2-story waterfront home and has its own private entrance and parking area. Enjoy amazing panoramic views of the Medway River from all windows & the back patio area. Bring your boat and dock at the private deep water dock. Located right next door to the Sunbury Public Boat Ramp and about a mile from fuel at the Sunbury Crab Company Marina, this rental offers super conveniences for boaters.

Top Guest favourite
Guesthouse in Savannah
5 out of 5 average rating, 122 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
Guesthouse in Midway
4.84 out of 5 average rating, 25 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.

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
4.93 out of 5 average rating, 132 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.

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.
Apartment in Savannah
4.94 out of 5 average rating, 315 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
4.92 out of 5 average rating, 106 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