Holiday rentals in Cumberland Island

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Top-rated holiday rentals in Cumberland Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Flat in St. Marys
5 out of 5 average rating, 199 reviews

Kimblehouse on the River

Enjoy beautiful sunsets from a great garden apartment overlooking the deep water of the North River. Two hundred year old live oaks greet you as you enter the neighborhood and arrive at this grand low country tabby home. Visit nearby historic downtown St. Marys, catch the ferry and spend a day on Cumberland Island, go hiking or biking ( bikes provided) in local area parks, enjoy golf at three beautiful nearby courses. Dock your boat at our 36' floating dock with easy access to the big water.

Top guest favourite
A charming cottage showcases a blue exterior with a bright coral door. A front porch features a white swing, providing a cozy outdoor space. Large windows invite natural light, and the yard is framed by mature trees, contributing to a peaceful setting.
Home in Woodbine
5 out of 5 average rating, 60 reviews

The Stone Cottage

Relaxing coastal space with views and access to the Crooked River. Our fully renovated cottage was once a local market that serviced the Harriett’s Bluff community in the 1950s-1960’s. You will find small accents throughout the house that give tribute to it’s past. Plenty of fenced in parking to bring your boat or jet ski’s. The Harrietts Bluff public deep water dock is just a one minute walk from the house. Convenient to Jacksonville, Amelia Island, St. Marys, Jekyll Island and Brunswick.

Superhost
A serene river scene features calm water reflecting trees along the shore. Sandy areas and lush greenery are visible, set against a softly colored sky at sunset. The natural landscape suggests a peaceful environment perfect for relaxation and connection with nature.
Cabin in Nahunta
4.9 out of 5 average rating, 337 reviews

Stars Aligned River Retreat. Grill. Firepit.

Looking to explore Coastal Georgia? Need a quiet place to unplug, relax, and recharge? This rustic cabin offers luxury and amenities and is perfect for a romantic getaway or weekend adventure. It is located on 9 scenic acres that offers trees with hooting owls nestled in them, a tall bluff that meanders down to a long boardwalk that takes you through a cypress forest that ends at the Satilla River. At the river you can relax, watch nature or read a book. We are a quick drive to great fishing.

Top guest favourite
The entrance of the cottage is framed by vibrant pink azaleas and features a welcoming green door. Wood steps lead up to a covered porch, which has seating for two, ideal for enjoying the outdoors.
Cottage in St. Marys
4.99 out of 5 average rating, 129 reviews

Walking distance to ferry and downtown restaurants

Norris Cottage is located in historic downtown St. Marys just five blocks from the riverfront area with restaurants, shops, galleries, museums, and the ferry to Cumberland Island National Seashore all within walking distance. Weather is generally great year round for planning a trip out to Cumberland Island, but you’ll also have Amelia Island, St. Simon and Jekyll Islands, and Okefenokee Swamp close enough for additional day trip options. Come experience our hidden gem for yourself!

Top guest favourite
Home in St. Marys
5 out of 5 average rating, 13 reviews

Modern Upscale Cottage in Historic St. Marys

Escape to Bailey Cottage, a beautifully renovated home in Downtown St. Marys, offering a perfect blend of upscale comfort and charm. Nestled in a quiet neighborhood just a short walk from downtown St. Marys, this cozy hideaway invites you to unwind and indulge in a relaxing getaway. Whether you're looking to explore the vibrant local scene, enjoy peaceful downtime, or take in the serene surroundings, Bailey Cottage provides the ideal setting for an unforgettable experience.

Guest favourite
The charming exterior of Norris Cottage Unit A features a covered porch with two red chairs and an American flag. Lush greenery surrounds the property, complemented by a well-maintained lawn and decorative plantings. A path leads to the entrance, enhancing the welcoming appearance.
Cottage in St. Marys
4.83 out of 5 average rating, 108 reviews

Cottage on Norris Unit A DOWNTOWN and PET FRIENDLY

Norris Cottage Unit A is set on a picturesque street in the heart of the quaint village of St. Mary's, Georgia. The property is a duplex and Unit A is at the front of the property. Although the unit is small, its space is used quite efficiently. Guests can expect two lovely bedrooms, a cozy living area, a kitchen and bathroom. There is a small patio for outdoor dining and two adult bikes are provided for easy exploring. Pups are always welcome for an additional fee.

Top guest favourite
The open studio apartment features a modern kitchen with stainless steel appliances and an island. A cozy recliner sofa and plush bed are positioned in the well-lit space, accented by a rustic ceiling with exposed beams and a ladder leading to a loft area.
Guest house in St. Marys
4.98 out of 5 average rating, 288 reviews

Beautiful detached apt. in Downtown St. Marys, GA

Retreat to southern coastal Georgia in this beautiful and clean vacation rental close to downtown St. Marys. Located a few blocks from the ferry to visit Cumberland Island National Seashore. Enjoy easy access to downtown restaurants, shops and the St. Mary's waterfront area. This detached studio apartment shares a driveway with the owners' residential home, but you'll have privacy with a separate entrance and an enclosed yard with chairs and a firepit.

Guest favourite
An outdoor deck features white metal chairs and a round table, surrounded by lush greenery. The scenic view of the river is visible in the background, framed by trees under a clear blue sky.
Cottage in St. Marys
4.99 out of 5 average rating, 86 reviews

Crooked River Charm: Sabina's Riverside Cottage

Escape to Sabina’s Cottage at 1879 Mush Bluff Rd., St. Marys, GA, hosted by Stay Better Vacations. This peaceful riverfront retreat on Crooked River features breathtaking sunrises, frequent dolphin sightings, and a tranquil setting perfect for reconnecting. Just 5 miles from Kings Bay Submarine Base and a short drive to the Cumberland Island ferry, it blends quiet charm with convenient access. Discover why guests keep coming back to this hidden gem.

Top guest favourite
A serene lakeside scene captures a covered gazebo alongside calm waters. Built-in seating and tables are provided for gatherings. Two wooden adirondack chairs face the river, offering a peaceful spot to enjoy the surroundings. Lush greenery frames the area, enhancing the natural setting.
Cabin in Kingsland
4.99 out of 5 average rating, 258 reviews

Tranquil river cabin with a 1950’s vibe

Watch evening sunsets, have cocktails on the dock or around the fire pit, enjoy boating the St Mary’s River, or bird-watching from the river room of this secluded space. Stargaze from the backyard (no light pollution here!). A boat ramp is nearby for boat launching. (Tie your boat up at our dock during your stay) 45 min. from Jacksonville Fl 45 min. from Fernandina Beach Fl 20 miles to Cumberland Island Ferry 25 miles to Okefenokee Swamp

Top guest favourite
The treehouse exterior is viewed from below, featuring a blend of modern wood siding and large glass windows. A covered deck is visible, illuminated with soft lighting. Stairs lead up to the entry, surrounded by lush greenery, creating a serene setting.
Treehouse in Fernandina Beach
4.99 out of 5 average rating, 91 reviews

The Amelia Island Treehouse

Be our guest! The Amelia Island Treehouse is the perfect blend of modern design and coastal tranquillity. Nestled at the back of our 5 acre property, our treehouse will be your secret paradise. Located in the heart of Amelia Island, you'll be just 1.9 miles to Beach Access #30 and 2.9 miles from Centre St. in Historic Fernandina Beach. Explore all that Amelia Island has to offer, and come home to a thoughtfully designed oasis.

Guest favourite
A vibrant living area features teal walls and natural light from multiple windows. A dark sectional sofa and patterned area rug provide comfortable seating. A coffee table and side chairs enhance the space, while a dining area can be seen in the background, showcasing a welcoming atmosphere.
Home in St. Marys
4.96 out of 5 average rating, 220 reviews

Peyton’s Place

Enjoy this 2 bedroom/2bath home in a quaint neighborhood nestled in historical St. Marys, Georgia. Screened back porch, ceiling fans, sitting and a dining table sits 6-8 people. Porch overlooks a great back yard, with a gas grill. IN 3 blocks you find the Howard Gilman waterfront Park. Transportation to Cumberland Island,hiking, tours, swimming & beachcombing, biking, camping, Kayaking, fishing, and other activities.

Top guest favourite
A rustic cabin is nestled among trees, featuring a weathered roof and charming outdoor seating. Rocking chairs are positioned on the porch, while metal tables and chairs are arranged nearby. A fire pit sits in the yard, surrounded by natural landscaping and soft sand.
Farm stay in Brantley County
4.98 out of 5 average rating, 782 reviews

The Cabin at The Old Parrott Place

The Cabin at The Old Parrott Place is ideal for one or two people to stay overnight or for a week. It's rustic, but clean and comfortable, has a king bed, a claw-foot tub, an outdoor shower, a microwave, toaster, small fridge and complementary coffee and tea. Rocking chairs on the porch allow you to spend a little time outdoors enjoying the country air or listening to the birds. *Please Note * There is NO WIFI.

Popular amenities for Cumberland Island holiday rentals

Frequently Asked Questions

  • Where is Cumberland Island located?

    Cumberland Island is just off the Atlantic coast of Georgia, surrounded by salt marshes and maritime forests. It is near the Georgia-Florida border, within the area known for barrier islands and coastal ecosystems.

  • When is the best time to visit Cumberland Island?

    Mild temperatures and lighter rainfall in spring and fall are frequently suggested for exploring Cumberland Island’s natural areas. Summer has warmer weather and is often busy with visitors enjoying beaches and outdoor activities.

  • What are some things to do near Cumberland Island?

    Visitors to Cumberland Island often explore nature trails, maritime forests, beaches, and the ruins of historic estates. The area also has opportunities for birdwatching, guided history tours, and discovering local wildlife.

  • How is the weather near Cumberland Island?

    Cumberland Island has a mild climate, with winter temperatures around 43–62°F (6–17°C) and warmer summers ranging from 74–89°F (23–32°C). Rainfall is heavier in summer, so packing layers and rain gear may help if visiting during those months.