Vacation rentals in Upson County

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Top-rated vacation rentals in Upson County

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Guest favorite

A spacious garden area is featured, with lush green grass surrounded by various trees and shrubs. Several seating arrangements, including a white wrought-iron table and chairs, are visible, inviting relaxation under the shade. The home can be seen in the background, enhancing the natural ambiance.

Private room in Thomaston

4.97 out of 5 average rating, 33 reviews

Wisteria Way Bed and Breakfast

Come relax in our historic Southern home. Wysteria Way was the original Country Club of Thomaston Ga. built in 1922 and converted into a beautiful private home in the 1940’s. Step back in time in our gorgeous unique estate. The Protea King Room is 1 of 2 available bedrooms I book one room at a tme unless you want to book 2nd room yourself. It is peaceful and serene. Enjoy our spacious porch, indoor and outdoor dining areas, nice size lounge, luscious gardens and personal tea and coffee bar.

A sunlit sunroom features a comfortable swing and two seating options. One chair includes a soft blue cushion, while the other is a cozy cream armchair. A small table sits in the center, complementing the wooden floor and bright, airy atmosphere created by multiple windows.

Home in Thomaston

4.66 out of 5 average rating, 44 reviews

4BR Peaceful Country Home near Thomaston!

Experience comfort in this peaceful country home in Thomaston, GA! Perfectly situated just 30-60-90 minutes from Macon, Atlanta, and Columbus, our cozy retreat offers free WiFi, free parking, a cozy living room, comfortable beds, a fire pit, and an outdoor grill. Ideal for city dwellers seeking a restful escape or cross-country travelers needing a convenient stop. Extended stays and long-term guests are welcome! Enjoy the perfect blend of country charm and modern convenience See more below!

Guest favorite

The cabin features a wraparound porch with steps leading up to it. It's surrounded by trees and a grassy area, with a picnic table positioned nearby and flower pots adding a natural touch to the entrance.

Cabin in Thomaston

4.87 out of 5 average rating, 69 reviews

Cozy Creekside Cabin w/ Grill: Fish & Explore!

Uninterrupted serenity meets outdoor adventure at this secluded 1-bedroom, 1-bathroom vacation rental! Boasting a wraparound porch, direct creek access, and a welcoming rustic interior, this cabin is the perfect place to rest after long days of exploring. Cast a line in Sprewell Bluff Park, stroll down Thomaston’s charming downtown streets, or take a 65-mile drive to go sightseeing around Atlanta! Come evening, fire up the gas grill and toast to this slice of wooded paradise with loved ones.

Two wooden chairs are positioned around a small table in a grassy area, with a covered fire pit nearby. Surrounding trees provide shade, and a gentle slope is visible in the background, leading to an open field.

Cottage in The Rock

4.77 out of 5 average rating, 48 reviews

Quiet Creekside Rustic Cottage

Relax and get away to the quiet country life in this cute, rustic 2 BR cottage. View horses from your bedroom window or sip your coffee by the quiet creek in the back yard as you breathe in the clean country air. Plenty of space for a family with kids, couples retreat, corporate lodging, or hunting party. Plenty of outdoor activities nearby including hunting, fishing, hiking, kayaking, sky diving, horseback riding, skeet shooting, ATVing, and boating. Full kitchen, washer and dryer.

Top guest favorite

A charming historic home is featured with a large, inviting front porch supported by white columns. Lush greenery surrounds the house, and well-maintained landscaping enhances the appeal. The exterior is finished in light colors, contributing to a welcoming atmosphere.

Private room in Thomaston

5 out of 5 average rating, 19 reviews

Historic Thomaston Stay - The Woodall House Room 1

Welcome to the Woodall House where comfort meets elegance! This cozy room with separate private full bathroom located on the second floor of a historic home, is the perfect place to unwind and relax in the heart of Thomaston. This room features a queen size bed, dresser, and 50' Roku television with limitless streaming capabilities. The private bathroom is located just across the hall from your room. There is also an additional half bath located downstairs in the common area.

A wooden swing bridge connects two banks over the Flint River, surrounded by leafless trees and a grassy bank. The gentle curve of the river is visible, with calm waters reflecting the scenery. A secluded island can be seen in the distance, enhancing the natural landscape.

Home in Thomaston

New place to stay

3 Bedroom House on the Flint River

Come and enjoy your own newly renovated private house on the Flint River. Located just 10 minutes from the beautiful wedding venue the Barns at Harper Pines. This 3 bedroom 2 bath home is located on 3 acres directly on the Flint River. With over 200 feet of private river frontage, a private island accessed by swing bridge you can explore the natural beauty of the famous Flint River, fishing, kayaking and much more. This is a getaway that you won't forget.

Guest favorite

A wooden dock extends over a tranquil pond, reflecting lush green trees and a clear blue sky. The scene is framed by the rustic design of the gazebo's overhang, providing a peaceful setting for relaxation.

Farm stay in Thomaston

4.91 out of 5 average rating, 133 reviews

Stillmeadows Cabin # 2

Located in beautiful Thomaston, Georgia , Stillmeadows is home to two privately owned, authentic, 1885 cabins. 14 acres of peaceful surroundings with a stocked pond and row boat for your use. Farm animals complete the experience. The property is located only 75 minutes from the Atlanta Airport. Stillmeadows is close to Sprewell Bluff, which offers hiking, mountain biking, fishing and kayaking on Flint River (known for beautiful shoals and big shoal bass).

Top guest favorite

A night view of a pool area is presented, featuring three lounge chairs positioned near the water. An umbrella casts shade over one chair, while a flower pot with vibrant blooms adds color to the setting. Soft lighting from nearby fixtures enhances the space.

Guest suite in Thomaston

4.95 out of 5 average rating, 161 reviews

Nana's Retreat -Private 1 Bedroom/1 Bath Apartment

Located 1 mile from downtown Thomaston, this private upstairs 1 bedroom/1 bath apartment is perfectly suited for a business trip or a weekend getaway. With private access and plenty of parking, Nana's Retreat is located at the end of a cul-de-sac in a quiet neighborhood. There is a small kitchenette complete with refrigerator, microwave, stove oven, sink, and Keurig coffeemaker. There is also pool access with 3 lounge chairs and floats available.

Guest favorite

A tranquil view of a stocked pond is captured from a wooden deck, featuring two fishing rods positioned along the railing. Lush green trees are reflected in the calm water, under a partly cloudy sky, enhancing the peaceful setting.

Cabin in Thomaston

4.93 out of 5 average rating, 176 reviews

STILLMEADOWS CABINS #1

Located in beautiful Thomaston, Georgia , Stillmeadows is home to two privately owned, authentic, 1885 cabins. 14 acres of peaceful surroundings with a stocked pond so bring your fishing gear. Farm animals complete the experience. The property is located only 75 minutes from the Atlanta Airport. It is close to Sprewell Bluff, which offers hiking, mountain biking, fishing, and kayaking on Flint River.

Top guest favorite

The exterior of a 1922 Colonial Revival home showcases large windows framed by elegant white siding. Brick steps lead to a spacious porch adorned with planters, surrounded by lush greenery and blooming flowers, creating a serene entryway.

Private room in Thomaston

4.97 out of 5 average rating, 126 reviews

Ms. Annie's Redhat Room with 2 Room Lounge.

The Redhat Room is 1 of 2 available bedrooms in our beautiful 1922 Colonial Revival home on 2 acres downtown Thomaston. It is a nice size bedroom on the 2nd floor with a full bath within the room and a queen bed. It also has a closet. Just across the hall is a 2 room lounge for your enjoyment. Ms. Annie's is a gentle & peaceful home.

A covered porch features a light fixture hanging from the ceiling, providing illumination. The gray plank flooring extends throughout the space, with a welcome mat positioned by the entrance door, which is framed by tall windows and a black door.

Home in Thomaston

4.23 out of 5 average rating, 13 reviews

Cozy Original Neo-Colonial 4 Bedroom Home

Walking distance from the Entertainment District of Downtown Thomaston; enjoy eating, shopping and night-life when you stay at the Gordon House. Built in the neo-colonial era and style, our spacious property has been restored closely to it’s original state and is decorated with many historic items from early 1900’s Thomaston.