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Pool House in Midtown - Centrally Located

Kick off your shoes and enjoy your stay at our spacious 1950’s home featuring large living areas, a full-size kitchen, in-ground pool, and more! Situated just 3 min from Jackson General Hospital, a short trip to the local eateries and shops of downtown Jackson, 5 mins from UofM - Lambuth and 10 mins away from the shopping and resturants of North Jackson along with Union University. Our midtown home is perfectly situated for the traveling business person, nurse, family, and more! Pets welcome!

Westwood Cottage. 3 bedrooms, 2 bathrooms

Come relax in this newly updated, 1940s historic home. The Westwood Cottage is conveniently nestled in the heart of Jackson minutes from Jackson Madison-County General Hospital & downtown shopping/restaurants. This space can comfortably sleep up to 6 people with one king, one queen, and two twin beds. The kitchen is fully stocked with all the tools you need to cook at home. Enjoy our fire pit out back for a relaxing night in. We hope you enjoy your stay at this soon-to-be home away from home!

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.

The Hacienda North

Welcome to North Jackson Haven! Perfect for business or leisure, our tranquil retreat offers ample space to relax. Conveniently located off Interstate 40 near Exit 85, we're less than 10 minutes from West TN Health Care and Kirkland Cancer Center, and a quick 5-minute drive to Pringles Park and the Industrial Park. The area is surrounded by major industrial players like Delta Faucet, Toyota Boshoku Tennessee, and Kellanova, making it an ideal hub for business travelers.

Rhodes Home of Henderson

Feel like you're relaxing at grandma's house with a peaceful stay in the country — only 1.5 miles from downtown Henderson. This completely renovated home retains its 1944 charm, while providing you with modern comforts, spacious walk-in tile showers, all new appliances, great mattresses, washer, dryer, fast WiFi and an open floor plan. Reserve this home at a cost comparable to two hotel rooms, and enjoy privacy, space to gather and cozy areas to relax or nap alone.

Lakefront Barndominium | Pontoon | Sleeps 10

Wake up to mist on your own private 5-acre lake. This 40-acre lakefront barndominium sleeps 10 and comes with a pontoon boat, stocked catch-and-release fishing, a fire pit, and miles of walking trails — all just 5 minutes from Jackson, TN. Inside, the 4BR/3.5BA layout gives everyone room to spread out. Outside, grill on the covered porch, gather around the fire pit, hike the property, and take in sunsets and the kind of starry skies you forgot existed.

"The Holiday House" Charming 3 bed 2 bath w/Pool

Enjoy a charming stay in this 3 bedroom 2 bath home with a loft and a beautiful resort style back yard with a pool. This Historical Gem built in 1940 will take your breath away. Experience a piece of history with a European feel in the Historic District of Jackson, TN. Close to all amenities and minutes from the Jackson Madison County General Hospital/Kirkland Cancer Center. 1hr & 22min drive to Memphis, TN. 2 hours from Nashville, TN.

Hidden Gem

Welcome to the Hidden Gem! Relax and unwind in this comfortable three bedroom home in Jackson, Tn. Just minutes away from the city’s main attractions. When ready, enjoy the spacious home and the many amenities it come with: •Cozy bedrooms with king/Queen bedding •Fully equipped kitchen •Office desk •Free WiFi •Smart tv’s •Washer/Dryer •Pool •Outdoor patio area *PLEASE BE ADVISED ABSOLUTELY NO PARTIES OR EVENTS ALLOWED

Swan House

This two bedroom, newly renovated 1950’s home exhibits historic midtown charm paired with modern style. Our quiet, dead-end street offers the space to get away, while being conveniently located ½ a mile from the Hospital and right around the corner from the local shops and restaurants of downtown Jackson. Two minutes from the bypass for a quick drive up north; ten minutes from Union University.

The Tinker Retreat

Enjoy all the things Jackson has to offer within minutes of this home. Whether your looking for a good nights rest or a fun family game night, The Tinker Retreat is ready to accommodate. Step inside, leave your troubles at the door and relax in our massage chair or catch a game of foosball while enjoying some freshly popped popcorn. This home offers something for everyone to enjoy!

1mi to downtown, hospital, & 18 pickleball courts!

Come enjoy your stay in a charming 2 bed/1 bath home 1 mile from downtown and the hospital and 11 minutes from Union. Welcome to Westwood has all the wifi, coffee, and homey vibes you could want… and don’t forget about the back patio! This pet-free, clean home sleeps 4 and is excited to welcome you to Jackson!

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.