Vacation rentals in Upson County

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Top-rated vacation rentals in Upson County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Treehouse in Box Springs

5.0 out of 5 average rating, 130 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 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. We were recently named one of the MOST BEAUTIFUL treehouses in the U.S. by TripsToDiscover! *Designed by Respire Designs

Jul 27 – Aug 3

G$89,101 GYD per night

Guest favorite

Farm stay in Barnesville

4.92 out of 5 average rating, 403 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.

Jul 11 – 16

G$19,793 GYD per night

Guest favorite

Guest suite in Ellerslie

4.92 out of 5 average rating, 218 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, pull out sofa sleeps 2, bar with stools, refrigerator, 2 burner cook surface, microwave, coffee maker, 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!

Jun 17 – 24

G$18,348 GYD per night

Guest favorite

Cottage in Concord

4.91 out of 5 average rating, 54 reviews

Steel Magnolia Cottage

This is a small farmhouse built in 1895! Freshly updated decor and furniture!Enjoy our charming little cottage in the country. There is 1 bedroom with a queen bed and en suite bathroom. The living area has a pull out sleeper sofa and sleeper loveseat and a blow up mattress on legs. The front hall has a twin trundle bed. There is a second bathroom in the living area. A kitchenette with a coffee pot, convection toaster oven, microwave, and refrigerator and large dining table for meals or to work

Aug 26 – Sep 2

G$24,892 GYD per night

Guest favorite

Guesthouse in Milner

4.94 out of 5 average rating, 216 reviews

Quiet place in the pine woods

Please read the Other details section below. Located in the heart of Georgia, this comfortable guest house sits in a rural setting surrounded by tall Georgia pines. The house is convenient to I-75 and close to several local recreational and historical sites. As a separate guest house, it has a fully equipped kitchen and laundry. It is handicap accessible with no steps and a special large walk-in shower. And there is plenty room for parking anything you may be pulling like a camper or boat.

Mar 12 – 19

G$18,730 GYD per night

Superhost

Cottage in The Rock

4.79 out of 5 average rating, 29 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.

Sep 3 – 10

G$22,992 GYD per night

Guest favorite

Apartment in Forsyth

4.97 out of 5 average rating, 259 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.

May 30 – Jun 6

G$24,758 GYD per night

Superhost

Cabin in Pine Mountain

4.88 out of 5 average rating, 125 reviews

Pine Mountain Chalet Retreat Near Callaway Gardens

Newly remodeled chalet situated within the Mountain Top Inn & Resort Community in Warm Springs, GA. Located just 5 minutes from Georgia's most breathtaking hiking trails in FDR State Park. Large wrap around deck to enjoy amazing views & take in nature. Surrounded by luscious greenery providing a beautiful back drop that beckons for some relaxation. Just 10 minutes from Beautiful Callaway Gardens, 7 minutes from Downtown Pine Mountain & 10 minutes from Downtown Warm Springs.

Aug 20 – 27

G$50,388 GYD per night

Guest favorite

Guest suite in Thomaston

4.94 out of 5 average rating, 133 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.

Sep 17 – 24

G$19,383 GYD per night

Guest favorite

Cottage in Box Springs

4.98 out of 5 average rating, 262 reviews

Woodsy Retreat - Private Tiny House Getaway

RELAXATION, RESTORATION and RENEWAL await you as you enter the PEACEFUL environment surrounding our Woodsy Retreat, nestled back in the trees!! Enjoy the privacy of our 1BR, 1 bath cottage as your 'home away from home' with all the comforts of home but without all the chaos! Complete with these outdoor amenities: hammock, rocking chairs, fire pit, games & more! This place will leave you feeling RESTORED!

Sep 23 – 30

G$18,930 GYD per night

Guest favorite

Dome in Jackson

4.98 out of 5 average rating, 111 reviews

Blue Heron Lakefront Dome w/ Hot tub

Unique setting , unique structure, unique experience! The Blue Heron 30' geodome at the tip of a peninsula with amazing sunsets, awe inspiring 300+ degree lake views, houses 2 with a king bed in the dome. Covered kitchen area & Traditional FULL BATH, hot tub deck. , stargazing /moonrise deck. Kayaks, paddleboards $20 rental fee (free intro class offered) water hammock Bluetooth outdoor speakers,

Mar 18 – 25

G$48,962 GYD per night

Guest favorite

Guesthouse in Griffin

4.92 out of 5 average rating, 25 reviews

Cozy Guesthouse with Firepit

Our home sits on 2 acres with a 300+ square foot modern, newly renovated guesthouse in the backyard. You will have a private fire pit and deck patio. There is free on-site parking for one vehicle and wi-fi. Please enjoy our cozy abode and treat it like your home. Kick back and relax in this calm, stylish space in the countryside.

Dec 23 – 30

G$19,130 GYD per night