Holiday houses in Grady County

Charming Cottage Near Thomasville at Loblolly Rise

Tucked away among beautiful plantation land, our cozy cottage offers the perfect mix of peaceful country charm and convenience. You’ll feel miles away from the noise while being just minutes from a lot. Whether you head toward Tallahassee or Thomasville, both are about 10 minutes away and filled with incredible restaurants, local boutiques, and shopping. Spend your days exploring, dining, and taking in the beauty of the area, then come back to quiet evenings, fresh air, and a relaxing retreat.

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.

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.

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

Lilly's Pad

Lilly's Pad is a beautiful country setting off the beaten path. 2/2 New construction, featuring 1800 year old reclaimed cypress kitchen, counter tops, gas stove top, built-in microwave oven. Lilly's Pad features a beautiful outdoor living area with a brand new salt water pool, and 1000 sq ft of screened in outdoor living. You can relax in the pool completely surrounded by screen while enjoying the beautiful star lite skies. Please no children due to the pool, open pond area.

Aunt Elsie's Place

Relax with the whole family at this peaceful place to stay in Cairo, Grady County, GA. Nestled off of the Hadley Ferry Road in a mature Pecan Orchard this home offers Southern Charm in the way of a completely renovated and newly furnished 3/2 with a Sofa Bed, all new bedding, furnishings Washer Dryer, Dishwasher a 75" 4K TV and High Speed Fiber Internet. You will be located between Cairo, Thomasville, Bainbridge, and Tallahassee with easy access to all of them.

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.

Marley

Who doesn’t want to stay on an active, working Christmas tree farm? Get away from it all when you stay in nature surrounded by evergreens. Perfectly situated location for Tallahassee, FSU events, Thomasville Rose Show and Victorian Christmas, motor cross events and antique car rallies.

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!

Vasco Villa, Cairo, Georgia

You'll have a great time at this comfortable place to stay. Wonderful rural peaceful setting conveniently located to Historical Thomasville, Cairo and Bainbridge. Located close to wedding venues, hunting and sporting facilities

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.