Vacation rentals in Madison County

The Waffle House: Historic Full Downtown Apartment

The apartment is called Waffle House because it was the home of Waffle House founder Joe Rogers. The space is a full apartment with kitchen, laundry, living room, bathroom and bedroom with a separate entrance. Located on W Deaderick it’s just a short walk to Restaurants , Farmer's Market, and Hub City Brewing. I am the brewmaster at Hub City Brewing & Rock’n Dough Pizza + Brewery, and my wife works for Hitachi Energy. We live in the downstairs unit so are nearby if there is anything you need.

Location · Value · Long stay

Spacious, peaceful house in downtown Jackson!

Enjoy this entire, fully furnished house located in a quiet, safe neighborhood just minutes from Jackson-Madison General Hospital and Downtown Jackson. A bright, calm, open space, it is ideally suited for both work and relaxation. This home is perfect for short or long-term stays for up to 4 guests. Please note: STRICT max. occupancy of 4 people. Bedroom 1: kingsize bed. Bedroom 2: two twin beds. Very clean with fresh linens, towels etc. Washer/dryer use after 5 day stay. Free parking/wifi.

Location · Family · Hospitality

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.

Value · Family · TV

Pearl Cottage in Casey Jones Village

Step back to a gentler time in this pre-civil war shotgun house in the historic Casey Jones Village. A perfect getaway spot for couples for their honeymoon or anniversary or people wanting to get away for a spiritual retreat. Pearl House is complete with a claw foot tub, a huge shower and his and her robes. There are some wonderful books to read at Pearl, many about history and a great collection of cookbooks. It features a complete kitchen, washer and dryer; all the modern amenities.

Family · Location · Access

Plant Loft in historic LANA district downtown

Introducing the Plant Loft in Jackson's LANA district, just 1 mile from Madison County General Hospital and University of Memphis Lambuth. Minutes from downtown's dining and entertainment, and a quick 3-mile drive from I-40. Sleeps 4 with a full bed and pull-out sectional. Features a kitchenette with plug in range, pots, pans, and coffee maker. Open floor plan with bathroom downstairs. Pets welcome, but kindly bring a kennel if left unattended.

Value · Location · Pets

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.

Value · Location · Indoor spaces

Highland Park Studio

Cozy, clean, and stylish studio apartment conveniently located in the heart of midtown Jackson near Jackson General Hospital and within walking distance of Conger Park. 1.5 miles from the University of Memphis-Lambuth campus, 2 miles from Downtown Jackson, and 3 miles from I-40. Features a full size bed that can comfortably sleep two, along with a full kitchen as part of the open floor plan.

Location · Accuracy · Indoor spaces

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!

Location · Family · Laundry

Pet-Friendly 3BR | Fenced Yard | Office | Sleeps 7

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.

Value · Location · Parking

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.

Family · Location · Nearby

Jackson Sweet Retreat

Welcome to our Jackson sweet retreat!! This adorable 3 bedroom 2.5 bath is tucked away in a quiet neighborhood on a spacious corner lot under tall Tennessee trees. Centrally located in north Jackson, you are also walking distance to local shops, grocery and restaurants! Come stay awhile!

Location · Value · Getting around

Sunset Ranch

Make some memories at this unique and family-friendly place. "Sunset Ranch" is a newly remodeled home in Three-way. Come enjoy country living with a view in North Jackson. Bring your friends and family to our spacious home that sleeps 8!

Family · Value · Amenities