Holiday houses in Ossabaw Island

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Top-rated holiday rentals in Ossabaw Island

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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, 169 reviews

Couples Retreat | FREE Golf Cart/Bikes/Kayaks+Dock

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 & nature-lovers paradise. Relax on your PRIVATE DOCK on a cozy swing bed while surrounded by amazing panoramic views of the tidal creek & marshlands. Nestled amongst enchanting live oaks & marsh-side scenery, you'll soon discover something inherently romantic about this cozy historic cottage ~ book now and fall in love!

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
4.93 out of 5 average rating, 186 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 modern living space features a dining area with a wooden table and four chairs, situated near large glass doors that open to a peaceful outdoor garden. Natural light floods the room, enhancing the vibrant blue wall and a warm, natural rug.
Guesthouse in Savannah
4.95 out of 5 average rating, 1,081 reviews

The Garden Studio at Half Moon House

Nestled in Savannah’s historic Streetcar District, The Garden Studio at Half Moon House is a private retreat within the city, blending funky, mid-century modern style with a rustic cabin feel. This open-concept space features a kitchenette w/ essentials, an extra-long clawfoot tub w/ hand shower, and floor-to-ceiling windows overlooking a peaceful garden. Set in the historic carriage house behind a 1914 colonial revival home, it’s just minutes from Forsyth Park, Starland, and top restaurants.

Guest favourite
A spacious bedroom features a king-sized bed dressed in crisp white linens and an accent blanket in a calming color. Natural light enters through multiple windows, while decorative art and a round mirror enhance the serene atmosphere. A cozy seating area is present, alongside a stylish dresser.
Home in Savannah
4.93 out of 5 average rating, 257 reviews

Whimsical Downtown Carriage House With Courtyard

Our authentically Savannah, historic carriage house offers a private retreat in the heart of downtown! Perfect for a romantic getaway or solo adventure. Explore the city's rich history, museums, or take in all the scenic squares Savannah is famous for! After enjoying all our city has to offer, relax in the cozy living room, prepare a full meal in the well-equipped kitchen, or step outside into the intimate courtyard! We are so excited to host you here in the Hostess City, y’all! SVR 02737

Top 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
4.92 out of 5 average rating, 281 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! ❤️

Top Guest favourite
An open studio layout reveals a cozy seating area with a grey couch adorned with decorative pillows and a knitted throw. A spacious bed with crisp white linens is positioned near large windows draped with green curtains. Modern artwork and a minimalist desk enhance the inviting atmosphere.
Guesthouse in Savannah
5 out of 5 average rating, 268 reviews

1 bed/1 bath Guest House with Parking - loft39

Peaceful treehouse on Wilmington Island. loft39 is a one-bedroom studio apartment, a stylish escape from the downtown Savannah area. Relax in the tree canopy in a spacious private apartment with luxury bamboo bedding on a king size bed, high speed WiFi, 2 smart TVs, dedicated workspace, fully equipped kitchen with bar amenities, fully tiled bathroom with oversized shower, separate living and dining areas, and beach supplies! Private off-street parking included. License # OTC-023656

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, 107 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.

Superhost
A comfortable living area features two large, plush sectional sofas positioned for relaxation. A wooden coffee table sits in the center, decorated with a decorative globe and game controller. Two framed art pieces adorn the wall, complemented by natural light filtering through sheer drapes.
Guesthouse in Savannah
4.96 out of 5 average rating, 414 reviews

'The Studio Cyan' in Midtown Savannah

The Studio is a beautiful, well-designed, studio-apartment located in Midtown- Savannah! Situated in a quiet neighborhood no more than 15 minutes from most sites in Savannah and 25 minutes to Tybee Island. The Studio is attached to our home with no shared spaces and is completely private– including a private patio area and dedicated driveway. The space is also within walking distance from the Candler and Memorial Hospitals with grocery stores, restaurants, & coffee shops nearby!

Top Guest favourite
A treehouse is elevated among tall trees, featuring a spiral staircase that winds up to the main entrance. The balcony overlooks the surrounding nature, showcasing wooden railings and a warm brown exterior that blends with the forest.
Treehouse in Ellabell
4.97 out of 5 average rating, 437 reviews

Cozy, private Treehouse near Savannah

Our Treehouse is a unique opportunity to spend an exciting weekend in the Savannah area. Only a short drive from downtown for a relaxing country stay in this comfortable, elevated escape. Only 10 minutes off of 95 and 16 this rare find provides all the amenities to relax and enjoy nature with all the modern comforts. Close to beautiful beaches, walking trails, and shops this treehouse provides a cozy place to come back to at the end of an exciting southern day.

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, 264 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
The guest house is framed by lush greenery and draping Spanish moss. A small porch with steps leads to the entrance, which is flanked by plants. An outdoor dining table with chairs is partially shaded by a striped umbrella, enhancing the serene setting.
Guesthouse in Savannah
4.97 out of 5 average rating, 150 reviews

Half House Savannah

Laid back guest house located close to the marshes and 15 minutes south of the Historic District. Quiet, serene locale with private entrance, large yard and relaxed interior that includes a queen bed with a desk and kitchenette area. Nestled under a grand live oak, the Half House is home to many bird species and a barred owl that often takes residence upon the branches. Feel free to enjoy the fire pit and private yard...laundry available on site as well.

Superhost
A single-story home is set in a spacious yard surrounded by trees. The exterior features light-colored siding and a black garage door. A concrete driveway leads to the entrance, where black-framed windows provide a clear view into the home.
Home in Richmond Hill
4.89 out of 5 average rating, 126 reviews

Black and White Cottage: cozy home, pet friendly

Relax with the whole family at this peaceful place to stay. Home sleeps 6 with two beds, two baths and a pull out bed in the living room. Large yard is perfect for pets. Home is located within a 5 minute proximity to I-95, grocery stores, gas station and several local and popular restaurants. The backyard of the house is along I-95. Pooler, GA and Savannah, GA are short drives from this home. Perfect pit stop for all in this home away from home.

Popular amenities for Ossabaw Island holiday rentals

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