Vacation rentals in Upson County

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Top-rated vacation rentals in Upson County

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Top 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

4.88 out of 5 average rating, 76 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.

A cozy sunroom is presented with a wooden rocking bench and a small side table. Natural light fills the space through large windows, offering views of the green lawn outside. The wooden floors enhance the inviting atmosphere of this peaceful corner.

Home in Thomaston

4.67 out of 5 average rating, 46 reviews

4BR Peaceful Country Home in 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. Walk to downtown Thomaston. Extended stay guests are welcome! Enjoy the perfect blend of country charm and modern convenience.

A rustic cottage is nestled among trees, featuring a light blue exterior and a welcoming front porch with a gabled roof. Lush green grass surrounds the home, complemented by flowering plants near the entrance. A gravel path leads to the cozy retreat.

Cottage in The Rock

4.75 out of 5 average rating, 51 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 wooden swing bridge stretches out over calm water, leading to a grassy area bordered by trees. The scene showcases a clear blue sky with scattered clouds above, while the surrounding landscape features well-maintained greenery and a peaceful riverside setting.

Home in Thomaston

5 out of 5 average rating, 6 reviews

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. We have kayaks available for your use.

A charming studio cabin is set beside a serene pond, featuring a wooden exterior and a covered deck with outdoor seating. A large umbrella offers shade, while a flag flutters gently in the breeze. Lush greenery surrounds the peaceful landscape.

Cabin in Thomaston

New place to stay

Upscale Cabin Comfort in Thomaston w/ 2 Decks!

Scenic & Serene Setting on Private Pond | 4 Acres to Explore Let the water set the scene at this beautifully designed studio cabin. Perched at the edge of a quiet pond, this 1-bath vacation rental offers 2 private decks for soaking in the stillness, a fire pit for cozy nights, and peaceful panoramic views inside and out. With high-end finishes, natural light, and nature all around, this Thomaston stay makes it easy to unwind — one sunset at a time.

Top guest favorite

A spacious bedroom features a wooden bed with a coral quilt and decorative pillows. Framed botanical prints adorn the walls, while soft lighting from bedside lamps creates a cozy ambiance. A small table and chairs are visible, enhancing the room's functionality.

Guest suite in Thomaston

4.95 out of 5 average rating, 168 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 rustic cabin built from logs stands surrounded by lush greenery. A tin roof and peaceful porch with rockers are visible. The entrance features large windows and a wooden door, creating a welcoming facade amidst the trees.

Cabin in Thomaston

4.92 out of 5 average rating, 184 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.

A two-story house with a covered front porch is surrounded by trees, offering a peaceful environment. The porch includes hanging lights, and ample outdoor space is available. A concrete area provides parking, with a view of trash bins discreetly positioned nearby.

Home in Thomaston

5 out of 5 average rating, 3 reviews

2bd/2bth home located in town

Single or the whole group will enjoy easy access to everything from this centrally located house in the quaint town of Thomaston GA. With all the amenities and comfort of home, this house has so much charm! With stylish, cozy, comfy beds, large front porch and the outside patio with fireplace and grill you will not want to leave!

The exterior of a neo-colonial style house is displayed, featuring a white facade with black shutters. A welcoming porch with columns is visible, along with a landscaped yard and a concrete pathway leading to the entrance.

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.

A rustic cabin with a unique curved design is nestled among tall trees, featuring a spacious deck and a brick chimney. Lush green grass surrounds the structure, creating a shaded area for relaxation. The sky above showcases fluffy white clouds against a vibrant blue backdrop.

Cabin in Culloden

New place to stay

The Best Flint River Fishing,Welcome to Driftwood

Flint River fishing at it's best! Our little "Shanty" with over 150 ft of river frontage located on 5 acres sits on one of the best fishing runs on the Flint River. Fish right off the bank or put your boat in at the public ramp less than .25 mile away. Minutes away from Butler, Thomaston, Reynolds & Roberta Ga.