Cottage vacation rentals in Skidaway Island

Old Town + Walk to restaurant + EV Charger

Experience the ultimate retreat in the heart of Old Town Bluffton with our breathtaking carriage home. Wake up to the soothing sights and sounds of the nearby May River, enveloped in the refreshing scent of fresh water. This exquisitely designed one-bedroom sanctuary features a luxurious king-size bed, a full bath, a convenient washer/dryer, and a fully equipped kitchen. Conveniently nestled in the heart of Old Town Bluffton, our carriage home offers unrivaled proximity to an array of attractio

Family · Value · Quiet

The Hidden Pearl Cottage, Tybee Island, Georgia

Cozy Cottage near the Beach! The Hidden Pearl is a restored 1910 cottage; said to have been part of the old Ft Screven army base on the north side of the island. The "Pearl" is a small (756sf) cottage now located in the (commercial district) heart of Tybee's South (main) beach. Cottage is "beach vibe" decor & cozy. Enjoy two separate spacious deck areas with privacy fencing, charcoal grill, and outdoor hot/cold shower. Park and walk ... 0.3mi to beach & pier, shops, dining & sweet treats.

Location · Value · Indoor spaces

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.

Location · Value · Getting around

Charming Coastal Cottage STR-025757-2025

Experience the blissful serenity of this delightful cottage, ideally nestled between Downtown Savannah and Tybee Beach. Indulge in the simple pleasures of life as you sway on the front porch, sipping your refreshing sweet tea. This tranquil abode offers a charming ambiance that will captivate your senses. Embrace the tranquility and convenience offered by this enchanting cottage, where rocking on the porch becomes a cherished pastime and every moment is infused with relaxation and joy.

Location · Value · Check-in

Screened Patio, Fenced Yard, & Pet Friendly!

Link to virtual tour in cover photo description! Lovely 3 room, 1.5 bath Savannah cottage in Thunderbolt. Want an affordable option to the pricier homes downtown with free driveway parking, a large private backyard with a screened porch overlooking live oaks, & an outdoor shower for beach days? This house is for you! Map of free downtown parking provided! 3 pet limit & pet fee. Recommend reading full description, cancellation policies, and house/pet rules before booking! Thank you!

Location · Value · Amenities

Blue Star Beach Shack

Located mid-island, convenient to everything. Less than 5 minute walk to the Beach! This is an iconic 1940 "Tybee Island Beach House" built in an elevated style that is a typical architectural vernacular to Tybee. Original detailing abounds throughout with a perfect mix of old and new to create a super cozy, beachy vibe. Bright, light, and airy cottage with crisp white and navy accents throughout create a chic Low Country vibe while retaining the essence of a typical beach shack.

Family · Value · Getting around

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!

Location · Family · Bathroom

Hot Tub, Fire Pit, Savannah, Tybee

Amazing Location! This home sits in between Tybee Island and Savannah's Historic Downtown. A 10 minute drive to River Street and 15 minute drive to Tybee Island. This is the perfect home for families or couples wanting to visit the Wildlife Center located just 3 minutes away! Cozy hot tub and firepit, Beach chairs and towels, plush beds with luxurious linens, a fully stocked kitchen, and all the things you need to make a vacation complete are waiting for you.

Location · Family · Checkout

Whimsical, 1940s Cottage 4 blocks to the Ocean!

Kick back and relax in this calm, stylish space. Peaceful setting and super quiet neighborhood. Enjoy my amazing slice of heaven! Private garden with umbrella, and seating, covered front porch with butterfly garden. 4 blocks to the beach ( sunrise) & 4 blocks to the back river for incredible sunsets and 8 blocks to the downtown district and peir. This is a house split in half, so locked doors between you but noise consideration is appreciated!

Location · Value · Outdoor spaces

The Oyster Cottage on Daufuskie w/ Golf Cart

A charming historic 3bd/1.5bath cottage that boasts authentic Daufuskie character with all the modern amenities. Located in the Historic district of the island, this cottage is nestled on a large piece of property next door to the Iron Fish Gallery, only a 5 minute walk to the Island Shack. Featured in Southern & Coastal Living, this retreat is perfect for a small group or family to escape and enjoy the serenity and quiet of the island.

Family · Location · Checkout

Laura's Cottage, Redford film spot, historic

Live in history. Your 18th century cottage is in the heart of the Landmark Historic District. Comfortable and private, it features exposed interior old-growth pine beams, antiques, free private parking, and an authentic sense of place. This unique experience blends rustic charm, modern convenience, and a deep connection to the past. We live next door for any needs you may have. The 8% hotel tax is included.

Family · Location · Air conditioning

Welcome 2026! Adorable Tybee cottage with Pool/Spa

This is a honeymooners delight! Small families are welcome too. *During the winter months-the Heated Spa is available, but not the pool. Heated pool option is available after April 1st, 2026 and only if daytime temperature is above 70 degrees. HEATED POOL/SPA OPTION IS $40.00 per DAY EXTRA. Charged at end of stay and only for days that heat is turned on. Per city code maximum number occupancy is 4 adults.

Location · Family · Pool