Family-friendly vacation rentals in Thomasville

The Cottage at Grand Oaks Plantation

The Cottage on Grand Oaks Plantation is a hidden gem in the small town of Monticello, FL. Nestled under a canopy of 200 year old Live Oaks, you will enjoy relaxing as you watch the horses, ring-tailed lemurs, kangaroos... This restored plantation cottage housed guests in the early 1900's, and is now completely renovated with antique stained glass windows and doors, beadboard walls and a screened wrap around porch. Pool table and darts also. This cottage was featured in Country Living Magazine.

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 Jewel of Thomasville - Sleeps 10 + game room!

Relax with the whole family at this charming farmhouse in the heart of Thomasville, GA. The house was lovingly remodeled with modern details to provide a luxurious yet charming feel. Located on over a half acre in a highly sought after neighborhood, you can unwind into the beautifully decorated and well equipped home, or retreat to the private patio or game room. Although shops and top restaurants are only a 3-5 minute drive away, the area feels peaceful and secluded.

Little White House in Downtown Thomasville

Situated in one of Thomasville’s best historic districts, this home was originally located on WWII Thomasville Army Air Base and was brought to its current location in the late 1940s. It is freshly renovated and has everything you need to enjoy your stay in town. The neighborhood is quiet and safe. Best of all, it is an easy walk to the downtown area, featuring boutique shopping and many wonderful restaurants. Only 3 blocks (0.3 miles) to the bricks on Broad Street. Cold AC!

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!

Coralee's Cottage in historic downtown Thomasville

Welcome to "Coralee's Cottage" conveniently located just a short 10 minute walk from all the restaurants and boutiques on famous Broad street in historic downtown Thomasville, Georgia. This 2 Bedroom, 2 Full bathroom cottage will make your stay in Thomasville even more enjoyable. The peaceful setting includes a private backyard patio with firepit and BBQ grill. All the convenience of home is at your fingertips including fully stocked kitchen, linens, and towels.

Southern Charm (Kid’s Bunk Room)

Welcome to "Southern Charm"! A charming home featuring 3 bedrooms/2 bathrooms with plenty of room for all. Two beds feature queen mattresses and the 3rd is a “woodlands” themed bunk bed room perfect for children complete with toys/games/puzzles to play with. We hope you enjoy your stay! *Your specific dates not showing? We also own the Quail Cottage too. We will try to accommodate you as best as we can. Just send us a message & read our great reviews!*

Maple Tree Cottage - close to downtown

Forget your worries in this simple and serene space. Just a short walk and you'll be enjoying all the charm that downtown Thomasville has to offer. Our home welcomes you with 2 bedrooms, each with queen size beds, and 1 bathroom. All of your day-to-day conveniences are available in our home allowing you to settle in like it's yours. The home is located just blocks away from all of the shopping and restaurants on Broad Street.

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

Southland Cottage - Walk to Historic Downtown

Discover Southern charm in our cozy cottage, nestled in the heart of the Love Street historic district, just blocks from downtown Thomasville. Perfect for a getaway, our retreat offers modern amenities and a peaceful atmosphere. Experience the South's timeless allure and hospitality during your stay with us. We look forward to hosting you!

Big Oak Cottage

My place is a 10 minute walk to parks, restaurants and the historical and Southern Living recognized, downtown area. You’ll love my place because of the back yard, the comfy bed, and the coziness. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets).

Wimsam Carriage House

Enjoy the South Georgia pines and magnolias in this well-stocked, comfortable, & family-friendly carriage house. Just minutes from Thomasville's historic downtown district, this apartment features an open floor plan, nine acres of wooded trails, ample yard space, and gated entry.