Holiday rentals in Cairo

Romantic Downtown Retreat w/ Pool & Lounge

Welcome to Rosebrooke Cottage! This charming and intimate home blends Southern hospitality with modern luxury, offering upgraded amenities that make it perfect for a romantic couples’ getaway, and your fur baby is welcome too! The space features elegant decor, and curated touches that make every stay special. Unwind in the luxurious soaking tub, or take a dip in the private pool. Just steps from historic downtown, you can experience award-winning restaurants, shops and the magic of Thomasville.

Edgewood Cottage

Whether you're in town for an event or looking for a getaway, you'll feel cozy, comfortable, and right at home in this historic cottage. Built in 1916, the home offers historic charm and modern amenities. With more than 1,600 sq. ft. and three bedrooms, there's room for the whole family! There's a huge fenced-in yard and Macintyre Park is just half a block away. The front porch and back deck offer serenity under the pines. Or take a 3 minute drive to experience all that downtown has to offer.

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.

The Shed-King Bed-Boho - Cabin- Grand Piano- WiFi

The Shed is located in a sprinkle of country, splash of city, Thomasville, GA. The Shed hosts a king bed and a combined kitchen living room space with a pullout Queen couch. You can spend your evenings outside on the patio with a fire or explore the beauty of historic downtown only 5 minutes away! A private 2 room guest house with a unique modern flare. No contact, keyless entry on arrival and a cozy, safe, clean space for your get away! We look forward to hosting you!

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.

Home Sweet Bookings

Home Sweet Bookings at Ariana's Place in a rare gem located in the perfect spot in Thomasville, Ga. We have put so much love and dedication into making this home feel like your home. Ariana's Place has fast WIFI, HUGE washer and dryer, full kitchen with all pans and utensils, Large televisions in each room, and a huge deck for entertaining. Stay one night or stay longer. We want this stay to be a memorable one.

Sienna Lee Gardens: A Beautifully Renovated Home

Relax and unwind in this beautifully renovated 4 bedroom/3 bath home nestled on 20 acres of picture perfect live oaks, organic blueberry orchard, and abundant wildlife. There are so many places for entertaining including a large heated swimming pool (heated from March-Nov). There's a fully equipped kitchen, luxury beds and hotel quality linens. Every room has cable TV and internet throughout the house.

Executive Suite on Park Ave.

This is the most elegant and tranquil 1250 Sq ft. of pure comfort! It features a library quiet central smart H & A. system (not a window air) can be set to 70 in the summer and 68 in the winter. Large one bedroom with a Tempur-pedic luxury king size bed . 7 ft glass shower . Sofa can be used as an Extra long twin. Full kitchen with dishwasher

Spacious home - all bedrooms have a private bath

Spacious home with room for the whole family! Peace and serenity await in this tranquil property that sits on over 1 acre in the charming town of Thomasville. Each of the three bedrooms has its own private bath. This fully equipped and professionally decorated home is ready for a relaxing and comfortable getaway.

Victoria Cottage -Walkable to Downtown

Feel right at home in this masterly crafted new cottage. All the ambiance you would expect in a historic neighborhood, but with all the amenities of modern comfort. Thomasville is a unique destination, appealing to those seeking to experience southern historic downtown living.

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!