Holiday houses in Grady County

The Polk Plot Farmhouse

Escape to our tranquil cabin nestled in the heart of nature on 33 secluded wooded acres. Enjoy ultimate privacy and serenity, thanks to the privacy gate, as you gaze upon a picturesque pasture. Located 10 minutes from Thomasville and Cairo, 35 minutes from the vibrant city of Tallahassee, and only an hour from the charming towns of Valdosta and Albany, our cabin offers the perfect blend of seclusion and convenience. With everything you need, this retreat is your gateway to a peaceful escape.

Farmhouse-Chic Retreat with a Charming Garden

Tranquil Forest Haven | Where Georgia Meets Florida Escape to this charming 3-bedroom sanctuary nestled in the peaceful borderlands of Georgia and Florida, just 15 minutes from vibrant Tallahassee. Wake up to a chorus of songbirds and enjoy your morning coffee on the porch enjoy the surrounding trees. Perfect for families or small groups seeking a nature-filled getaway. The open-concept living area welcomes you with large windows that bring natural light and offering serene forest views.

Pope's Museum Guest House-privacy and beauty

Privacy, culture, history and rest. This 1-bedroom cottage has a stocked kitchen & bath as well as a bunk beds in a sleeper sofa. Step next-door and tour the nation's oldest art, women's history and veterans' museum. Whether staying for business, a relaxing getaway or a destination stop, this guest house will give you the best of both worlds. Located on 6 Acres, surrounded on 3 side by certified forest, there is lots of room to enjoy the environment or run your dogs in the fenced fields.

Modern Family Getaway

Bring the whole family to this elegant, modern home. Spacious 3-bedroom, 2-bath retreat, fabulous master suite for the perfect getaway. Located centrally between Thomasville and Tallahassee, you'll have easy access to a variety of activities, local restaurants, and scenic spots to explore. Whether you're looking to unwind or adventure, this home offers everything you need for an unforgettable time. Book your stay and experience the best of modern living with a touch of Southern charm!

Delightful renovated summer kitchen

This cute summer cottage is located 15 min north of Thomasville GA and approximately 45 min from Tallahassee. If your looking for a country getaway this is the place for you. The cottage is surrounded by old pecan trees and by lovely cotton fields. This studio apartment has a queen size bed, full sized sofa, and a kitchenette. The bathroom has a full tub\shower. There are spacious porches on two sides of the cottage with a lovely swing. Very close proximity to our house! Note pics

Historic Farmhouse w/ Porch & 85-Acre Trails

Discover timeless charm at this farmhouse retreat near Tallahassee, FL/Thomasville, GA, perfect for peaceful getaways & adventures. It offers serenity, and Southern character. This home offers: 🌳 With hiking trail access 🪑 Screened porch & front porch seating 🔥 Charcoal grill & spacious outdoor area 🍳 Full kitchen w/ Keurig, blender & cooking basics It's ideal for groups looking to unwind, explore the outdoors, or enjoy seasonal festivities in historic Thomasville & Tallahassee

Katahdin Cottage @ Loblolly Lamb Farm

Katahdin Cottage at Loblolly Lamb. This fully renovated farmhouse is located on a 125 acre working sheep farm. Its design is rustic contemporary and is the prefect place for a getaway. 22 minutes from North Tallahassee, 25 minutes from Bainbridge, 18 minutes from downtown Thomasville and 3 minutes from downtown Cairo, it offers peace with the option to explore restaurants, culture, small town life, FSU, and all the seasonal festivals in the area.

Loblolly Haven - One

Forget your worries in this spacious and serene space. This one bedroom apartment is located on the east side of Cairo. It’s just a short drive to Thomasville, Tallahassee and Bainbridge, and within minutes of several local motocross facilities. It features a small office for your convenience. It is adjacent to Loblolly - Two, if traveling with a group. Within walking distance, there is a bar, restaurant, convenience store and liquor store.

Rustic but wonderfully peaceful

Nestled in the back low lands of the southern Ochlocknee River sits a peace of heaven on earth. Accompanied with mossy trees and plenty of space in this cabin built out of love for serenity by my late father. Capturing exquisite views of S Georgia!

Charming Industrial Barndominium Retreat |78 Acres

This distinctive, industrial-style retreat is perfect for those seeking a peaceful getaway with a modern twist. Whether you’re here to unwind, disconnect, or get inspired, this barndominium offers the perfect Southern escape.

Country Cottage

Keep it simple at this peaceful and centrally-located place. Quiet, efficient and family friendly. Located centrally to Tallahassee FL, Thomasville GA and Bainbridge GA. Ample parking, all the comforts of home.

Mama June's House

Take it easy at this unique and tranquil getaway. Relax overlooking the pond that is home to many ducks, geese and other wildlife. You may see a Bald Eagle or Kites (bird).