
Holiday houses in Madison County
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Top-rated holiday rentals in Madison County
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Mid-Town Magnolia
Experienced Superhost! Fully furnished 3 bedroom house in the heart of midtown Jackson. Under 2 miles off Exit 80 on I-40, Walmart and a countless number of restaurants. 1.4 miles from Jackson Madison County General Hospital. Nice, clean, safe neighborhood that's great for an evening stroll. Brand new flooring, bedding, linens, and amenities in June 2019. Central HVAC, dishwasher, washer and dryer, fridge with ice maker, Keurig and high speed Wifi. Oh, and the grand Magnolia in the yard!

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.

Studio Apt on 5th
The Studio on 5th in Henderson, TN is close to Freed-Hardeman University (3/4 mile) & 25 min. from Jackson. This studio w/ 1 queen size bed, 1 bath & kitchenette guesthouse is good for couples & solo adventurers. It is located in a quiet neighborhood next to the host's family home. Includes: Off-street parking, complementary coffee & snacks, Wi-Fi, soaps, shampoo, fresh towels & linens, & outdoor seating. **Simple Check in & Check Out! No "to do" lists!** **Super hosts for over 6 years!**

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.

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.

"Hospitality House"3 br 2 bth house N Jackson TN
You are renting the entire property. 3 bedroom 2 bathroom house with patio. Located in north Jackson close to I 40, restaurants, and shopping. Great quiet Cove neighborhood safe for evening walks. Will accommodate families, traveling nurses, students, or corporate traveler. No pets. Exceptions can be made, contact host. No large parties or events can be hosted. 10 or more pl. Non smoking home smoking in this property will result in $250 cleaning fee Quiet time between 9pm-6am

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.

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.

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 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!

Tiny treehouse
The tiny treehouse is located on a family family. There is a lake for fishing. It is a short hike from the property through open trails. Bring your fishing poles and tackle for a fun trip on the lake. Sit by the fire pit and have s'mores and enjoy the peace and serenity of the outdoors. This is a quiet , private place to get away from the noise and rush of the city.

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.
Popular amenities for Madison County holiday rentals
Other great holiday rentals in Madison County

Basic Modern Comfort near Downtown Jackson & I-40

I'm Goin' to Jackson

NEW Construction-i40, Union, Shopping

The Roland Suite

Historic Pearce House

Cozy studio apartment

Daisey's Homeplace

Hot Tub • Fishing Pond • Family Retreat
Destinations to explore
- Family-friendly rentals Madison County
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- Rentals with a fireplace Madison County
- Rentals with a fire pit Madison County





