Vacation rentals in Upson County

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Top-rated vacation rentals in Upson County

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Guest favorite

Cabin in Pine Mountain Valley

4.84 out of 5 average rating, 263 reviews

The Roosevelt

I built this cabin in 1989, this property has a lot of history, it was part of the land that my father in law acquired from the Roosevelt program, I believe that was in 1932, he was one of the few original settlers. we have 25 acres we are in process of making walking trail that will wind back and forth through the entire property. will be a good chance of seeing all kind of wildlife including deer turkey, squirrels and all kind of birds. Pictures do not do justice .just like being in mountain

Guest favorite

Cabin in Pine Mountain

4.9 out of 5 average rating, 116 reviews

Modern Luxury Log Cabin Near Callaway Gardens

Newly remodeled luxury cabin with all the conveniences for a family, girl's weekend, or romantic getaway. Enjoy beautiful views from the back porch, relax in the soaking tub, cozy up next to fireplace with a puzzle, or sit under twinkling lights by the fire pit. The peace and serenity of the nature surrounding the cabin provides the perfect backdrop to your getaway in the mountains. Located just minutes away from Beautiful Callaway Gardens, FDR State Park, Downtown Pine Mountain & Warm Springs.

Guest favorite

Farm stay in Barnesville

4.92 out of 5 average rating, 467 reviews

The Guest House

The Guest House is a primitive cottage and resides on 400 acres outside of Barnesville, Georgia. Bunn Ranch is a working cattle and sheep farm. This space is a two story primitive cottage with primitive artwork and a claw foot tub. Sit in your choice of antique rockers that have been collected over the years. The floors and stairs were salvaged from an old home that was here on the farm. Surrounded by rolling hills and close to town, come enjoy some time for YOU! We will consider STR students.

Guest favorite

Tiny home in Yatesville

4.97 out of 5 average rating, 266 reviews

Little House on the Quarry

We’d like to invite you to the “Little House on the Quarry.” We purchased this old rock quarry and it hasn’t been mined since 1968. The water is crystal clear blue and up to 75ft deep. It has rock walls up to 100ft high. The camping is completely secluded with breathtaking views and an outdoor shower. There is a walking trail that leads to another lookout with a rose garden. This isn’t like anything you’ll find in GA. Access to the quarry/water is available for an additional fee upon arrival.

Guest favorite

Cottage in Box Springs

4.98 out of 5 average rating, 313 reviews

Woodsy Retreat - Private Tiny House Getaway

RELAXATION, RESTORATION and RENEWAL await you as you arrive at the peaceful surroundings of Woodsy Retreat, a cottage nestled back in the trees on 5 private acres!! Prepare to relax here at the cottage with all the comforts of home, but without all the chaos! The cottage comes complete with these outdoor amenities: hammock, rocking chairs, fire pit, games, grill & more! After hosting hundreds of guests for over 4 years, our guests tell us they always leave feeling rested and restored!

Guest favorite

Farm stay in Manchester

4.93 out of 5 average rating, 262 reviews

Red Dog Farm-North Pine

We have a big red barn at Red Dog Farm. There are two apartments upstairs. separated by a laundry room/utility room. You will have an entire apartment to yourself. The owner lives in the other. Your apartment has two bedrooms, bath, full kitchen and living area. Enjoy morning coffee or afternoon wine sitting on your balcony. Go downstairs and try a little swinging. Rope lights provide a glow in the evening. Look out over the pasture and check the four-legged critters (goats and donkeys).

Guest favorite

Treehouse in Box Springs

5 out of 5 average rating, 188 reviews

Bide In The Trees - Luxury Treehouse Experience

Bide your time relaxing in the trees at heights over 20 feet, surrounded by the natural landscape of towering Georgia pines! It’s a treehouse experience like no other! Here, you can completely disconnect and relax, but without sacrificing the best of modern conveniences. Every detail of our multilevel custom* treehouse was designed to make your biggest treehouse dreams come true. Recently named one of the MOST BEAUTIFUL treehouses in the U.S. by TripsToDiscover! *Designed by Cade War

Guest favorite

Guest suite in Ellerslie

4.92 out of 5 average rating, 250 reviews

Secluded private relaxing getaway

Studio located on private wooded 20 acres with 800 sq foot of space, crafted with reclaimed materials wood and metal. Large deck overlooking 7-acre lake with burn pit. Private entrance with electric fireplace, television, music, Queen size bed, sofa, bar with stools, refrigerator, 2 burners cook surface, microwave, Keurig, toaster, dishes and cookware. Private bath with compost toilet, shower and sink. Access to paddle boat with life jackets available. Fishing rods if you want to try it!

Guest favorite

Place to stay in Gay

4.96 out of 5 average rating, 103 reviews

Peaceful Retreat on 16 acres

Peaceful get away. Walk to pond, trail in back of property. Even though this space is attached to house, there is no access to the house. Complete privacy. Two twin beds, sofa is big enough to sleep one person , queen air mattress available. $20 additional fee per night. Private bathroom, washer & dryer, 60” TV, desk. Coffee bar, microwave, toaster oven, small refrigerator, electric grill. Private parking. No SMOKING, NO PETS , NO ALCOHOL, NO ILLEGAL DRUGS. NO OUTSIDE GUESTS ALLOWED.

Guest favorite

Rental unit in Forsyth

4.98 out of 5 average rating, 285 reviews

Calhoun Carriage House

Guest apt upstairs over a garage in a beautiful, rustic, quiet country setting. Large deck overlooking pasture with lovely morning and evening views. No Pets. One bedroom and a pullout couch with a twin bed (appropriate for a child or young adult). This space is perfect for a couple and a child (or maybe 2), but not 3 adults. All new appliances. Hosts are on site in a separate house. Coffee provided. Playpen available. Please read all house rules before booking. No cleaning fees.

Superhost

Cabin in Griffin

4.82 out of 5 average rating, 105 reviews

Meadowview Cottage at Historic Brookfield Estate

This historic cottage, nestled among the 17 acre Brookfield Estate, echoes a much slower pace & lifestyle. Travel the tree lined drive towards the bubbling fountain & the main house. This cozy cottage is 1 of 2 charming guest cottages. Both with fireplaces, kitchens, bedrooms & baths. A carriage house barn is yours to enjoy meals, play cards & listen to music. Sit around the bon fire in rocking chairs to share s’mores, watch the sunset & gaze at stars!

Guest favorite

Guest suite in Thomaston

4.95 out of 5 average rating, 151 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.