
Vacation rentals in Medon
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Top-rated vacation rentals in Medon
Guests agree: these stays are highly rated for location, cleanliness, and more.

Cox Cabin “Cabin in the Woods”
Relax in this large, secluded multi-family cabin nestled on the outskirts of Chickasaw State Park on Cagle Trail. 2 King, 1 Queen, 2 Twin beds, Futon and plenty of space for personal air mattress for extra sleeping. Ride in/ride out to miles of trails in Chickasaw State Forest. Very secluded and private cabin with plenty of parking and trailers accessible. Minutes to Chickasaw Golf course, State Park amenities, and Henderson the home of Freed Hardeman Uni. We are pet friendly for a FEE per pet.
4.99 out of 5 average rating, 162 reviews
“The Casita Bonita”
Welcome to “The Casita Bonita” The pretty little house on 130 acres of pure bliss. My wonderful husband Jeremy and I bought 130 acres a few years back and is what we call “our farm” we have had countless picnics and bonfires, Just dreaming of doing something special on our land one day. That is where “The casita bonita” dream came true & it is our pleasure to be able to host guest just like you. I hope you enjoy your stay and the views of our land. Come back to see us soon. Love,Jeremy & Missy
4.95 out of 5 average rating, 197 reviews
The Cedar Hill Retreat
Welcome to our newly renovated 2-bedroom, 1-bath Cedar Hill Farmhouse Retreat! Perfectly situated just 5 minutes from charming Downtown Medina, 15 minutes to North Jackson, and 20 minutes to vibrant Midtown. Sleeps 6 in cozy, stylish spaces. Sip your morning coffee on the patio, watch goats and cows graze, listen to songbirds, and unwind by the fire pit under starry skies. Perfect for a weekend escape, family gathering, or local event — soak up peaceful country charm with easy city access.
5.0 out of 5 average rating, 74 reviews
La Banque Stylish and comfy stay
Historic bank built in the 1920's restored to it original beauty. Located 5 min from Hwy 45, 8 min from K&M shooting complex and 15 min from Henderson. This is a perfect location for anyone wanting a weekend getaway or a place to rest and reset. Our space reflects peace and quiet, plenty of books to leaf through, a fireplace to warm your feet and a fully stocked kitchen. Spacious bathroom with a beautiful clawfoot tub to soak in. Come get the unique experience of sleeping in bank vault!
4.99 out of 5 average rating, 180 reviews
Creekfront Cabin: unplug & escape!
Escape the noisy city life at this private tucked away getaway looking over a year-round creek. The comfortable queen bed, full bath and kitchenette will keep you cozy for a weekend or a week. You can fish in the lake or four ponds (catch and release), go hiking on the many trails or just while away the afternoon on the covered back porch overlooking Clover Creek. Meander down the sandy bottom creek bed for half a mile in the warm weather, or enjoy a campfire in the cool weather. Enjoy!
5.0 out of 5 average rating, 9 reviews
The Oliver Lakehouse
Nestled in the rolling hills of Chickasaw State Forest, the Oliver House is located on 38 acres with 2 lakes, 2 kayaks, 2 canoes and the sweetest muscovy ducks you will ever meet. Oliver is the oldest duck the inspiration behind our name! Our place is the perfect place to unwind, unplug and to just be in nature. Whether you prefer fishing, napping on the swing or reading a good book out on the deck, we are sure you’ll find it all here. Take a deep breath, relax and enjoy. We welcome you!
5.0 out of 5 average rating, 144 reviews
Charming 3 Bedroom House Minutes from Downtown
Centrally located on Highland Ave., this three bedroom home is minutes from Jackson's quaint Downtown, the Carl Perkins Civic Center, The Ned, Jackson Madison County General Hospital, the Jackson mall and much more. Jackson, the Hub City and birthplace of Rockabilly, is a wonderful base from which to explore West Tennessee and Northern Mississippi, including Shilo, Parker's Crossroad, the Loretta Lynn Ranch, Tennessee Safari and so much more.
4.86 out of 5 average rating, 309 reviews
Cottage in Denmark
Welcome to Granny Mae's Cottage in Denmark, TN. We are just minutes from McKellar Sipes Regional Airport. We are just a few short drive from The Barn at Snider Farms, (Wedding Venue) and would be perfect for an overnight stay before/after wedding activities. We are on a rural, working farm, in Denmark, Tennessee. We often are able to observe Bald Eagles, Deer and a flock of geese, wandering the property.
5.0 out of 5 average rating, 72 reviews
The Pink House!
The Pink House is a city treasure! Built in 1847 and meticulously renovated in 2021, it resides on the National Registry of Historic Places. It's located within the downtown "Jackson Walk" area, and is only minutes from places like The Amp outdoor music venue, Downtown Dog Park, Jackson Farmers' Market, Hub City Brewery, Grubb's Grocery and a variety of food and drink establishments!
4.98 out of 5 average rating, 65 reviews
Pet-Friendly 3BR | Fenced Yard | Office | I40
Stay in one of Jackson's most unique pet-friendly homes. This spacious 3-bedroom, 2-bath retreat features a private office hidden behind a Murphy bookshelf door, a fully fenced backyard, covered patio, firepit, fast WiFi, and room for up to 7 guests. Perfect for travel nurses, hospital visitors, families, remote workers, and extended stays.
4.96 out of 5 average rating, 48 reviews
Mary’s Place
Relax with the whole family at this peaceful place to stay. This beautiful home is located in downtown Henderson and just minutes away from Freed Hardeman University, 5 minutes away from Cogan’s Farm, 10 minutes away from Chickasaw State Park, JL Acres Venue, and 20 minutes from Horseshoe Lake Venue.
4.97 out of 5 average rating, 100 reviews
Welcome to The Lily Pad!
Keep it simple at this peaceful and centrally-located place. Located just minutes from downtown Jackson, Jackson Madison County General Hospital, The Lift, The Ballpark at Jackson, shopping and restaurants, The Lily Pad is ready for your overnight stop, weekend getaway, work trip or extended stay.
4.96 out of 5 average rating, 341 reviewsPopular amenities for Medon vacation rentals
Other great vacation rentals in Medon

Highland Park Studio
4.96 out of 5 average rating, 50 reviews
Private Lake Getaway | Sleeps 14 | Firepit
5.0 out of 5 average rating, 17 reviews
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4.87 out of 5 average rating, 23 reviews
NEW Construction-i40, Union, Shopping
4.99 out of 5 average rating, 83 reviews
Jackson TN Home-4BR,3BR House in North Jackson TN
5.0 out of 5 average rating, 14 reviews
Lakefront Barndominium | Pontoon | Sleeps 10
5.0 out of 5 average rating, 12 reviews
Blue Bungalow on Wisdom St.
4.9 out of 5 average rating, 63 reviews
Yoder's Outdoor Cabin
4.98 out of 5 average rating, 97 reviewsDestinations to explore
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