Vacation rentals in Thomasville

Cottage 308-Walk to Downtown-Historical-King Bed

Welcome to Cottage 308! This adorable 1863 historical home is loaded with charm! Come enjoy its' towering tall ceilings, arched doorways, and quaint spaces for your perfect get away! Located in peaceful, Victoria Place and within walking distance of the brick streets of downtown Thomasville. This one bedroom, one bath home hosts a king bed, lovely walk in shower, fully furnished kitchen, laundry room and coffee bar! All the charm of this home awaits you to make your stay one of a kind! Welcome!

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.

Lakefront 2 Bedroom Cottage with Indoor Fireplace

Adorable cottage located on a 1.3 acre lot directly on Lake Riverside. We are an easy 15 minute drive to quaint, historic downtown Thomasville. You will enjoy the old brick streets with many wonderful boutiques, coffee shops and amazing restaurants! Fish on the huge dock including a fish cleaning table with water. After a long day shopping, relax by the fire pit or curl up in a quilt on the screened patio overlooking the lake. Step back in time…soak in nature, relax and unwind!

Bobwhite Bungalow - Thomasville, GA

Experience timeless Southern elegance at the Bobwhite Bungalow, a 2-bedroom sanctuary nestled in one of Thomasville’s historic neighborhoods. Inspired by the area’s legacy as “quail hunting heaven” this escape blends comfort with sophistication for the discerning traveler. Whether you’re seeking a romantic getaway, a stylish retreat, or a cozy base for your family to explore Thomasville’s rich history, the Bobwhite Bungalow offers convenience wrapped in Southern charm!

Award-Winning Private Victorian Suite + Golf Cart

Step back in time and experience Southern elegance in this private Victorian suite within an award-winning historic home in the heart of downtown Thomasville—ranked in USA Today's “Best Small Towns of the South.” Enjoy complete privacy with your own entrance and fully separated space. Your king suite offers a full bath, kitchenette and complimentary golf cart—just half a mile from the iconic brick-paved Main Street lined with beloved restaurants and charming boutiques.

The Quail Cottage (Downtown Thomasville)

“The Quail Cottage" has a convenient location less than 4 blocks from all the shopping/restaurants on famous Broad Street! This renovated bungalow is full of charm and complete with everything our guests need. Great curb appeal with rocking chair front porch and exterior patio lighting. *Over 5 years as an owner host (no rental company). We would love for you to be our next guest & hope you feel right at home. Just read our amazing 5 star reviews!

Executive Suite on Park Ave.

Free. Rent two nights and the third night is free. June, July, and August 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

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.

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!

Covey Cottage

Welcome to the Covey Cottage! This 2 bed/2 bath with a front office with twin bed. The cottage has been carefully curated to fit all your wants and needs during your stay in the beautiful town of Thomasville! Just 5 blocks from shopping and restaurants on famous Broad Street in downtown Thomasville and 30 minutes from Tallahassee, FL!

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).