Holiday rentals in Upson County

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Top-rated holiday rentals in Upson County

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Top guest favourite
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, 17 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. We are a dog friendly with $150 pet fee.

Guest favourite
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, 86 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.

Superhost
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
4.74 out of 5 average rating, 57 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
4.7 out of 5 average rating, 54 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.

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
5 out of 5 average rating, 4 reviews

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 favourite
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
4.96 out of 5 average rating, 179 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.

Top guest favourite
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, 196 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.

Home in Thomaston
New place to stay

Stewart’s Vintage Stay

Welcome to Stewart’s Vintage Stay! This house is located 1 mile from the historic downtown of Thomaston GA. It is 11 miles to the Flint River outdoor center. This is an entire house with two bedrooms, two bathrooms and a spacious fenced in yard for your furry friends. This home was built in the 40s, it has lots of charm and character for a memorable stay. If you have any questions feel free to ask.

Superhost
Home in Thomaston
4.85 out of 5 average rating, 20 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!

Home in Thomaston
New place to stay

Firefly Farmhouse | Lake • Hot Tub • Game Barn

Escape to Firefly Farmhouse, a peaceful retreat set on 191 private acres of beautiful Georgia countryside. This one-of-a-kind farm stay was designed for families and friends to slow down, reconnect, and enjoy the simple moments from kids chasing fireflies at sunset to quiet mornings with coffee on the porch overlooking the land.

Top guest favourite
A gravel driveway is flanked by two trees, leading towards a red barn and lush green pastures. The serene rural landscape features a fenced area and distant trees, all under a clear blue sky, inviting a sense of tranquility.
Barn in Molena
5 out of 5 average rating, 17 reviews

Barndominium with fenced 2 acre yard

If you have ever wanted to stay in a barndominium, this is the chance. The driveway is lined with pecan trees. Our surroundings are rural and quiet. We have beautiful sunsets that can be enjoyed from the back porch. This is a good location to get away for a long weekend. Bring your dog or a bike.

A rustic cabin is visible with wooden siding and a green metal roof. A porch features a white door leading inside. Nearby, a picnic table and a grill are situated among the trees, providing a natural outdoor dining space.
Tiny home in Thomaston
4.88 out of 5 average rating, 26 reviews

Blue Darter Cabin #5

You’ll love this cabin because the views are spectacular and the location is on the mountain ridge of the Flint River. This cabin is good for couples, solo adventurers, business travelers, and families (with kids). You can fish the river or just sit back and relax and enjoy the view.

Popular amenities for Upson County holiday rentals

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  4. Upson County