
Holiday houses in Madison County
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Top-rated holiday rentals in Madison County
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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!**

New NW Jackson home w/ foosball!
Welcome to your brand-new modern retreat! This spacious 3 bedroom, 2 bath home is the perfect getaway for families or groups. Enjoy gathering in the dedicated dining room, ideal for meals or can be used as a dedicated workspace. Unleash your competitive spirit with a game of foosball, or head outside to our private patio and fire up the grill for a fun time. With all new construction, you'll experience comfort and style throughout. Located just 8 minutes from Union University and restaurants.

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.

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.

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.

The Crescent Moon House
Located in a quiet neighborhood within the the downtown "Jackson Walk" area, but only minutes from places like The Amp outdoor music venue, Downtown Dog Park, Jackson Farmers' Market, Hub City Brewery, Grubb's Grocery and a list of food and drink establishments! Regardless if you're coming for an event, business or play, the Crescent Moon house is ready to help you put up your feet and relax!

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.

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.

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!

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

I'm Goin' to Jackson

Basic Comfort in Jackson TN near Downtown/1-40

Spacious, peaceful house in downtown Jackson!

NEW Construction-i40, Union, Shopping

Jackson Sweet Retreat

Relax and Unwind

Below the Boulevard Suite on Historic Lambuth

Daisey's Homeplace
Destinations to explore
- Pet-friendly rentals Madison County
- Rentals with a patio Madison County
- Rentals with outdoor seating Madison County
- Rentals with a washing machine and dryer Madison County
- Rentals with a fire pit Madison County
- Rentals with a fireplace Madison County
- Family-friendly rentals Madison County
- House rentals Madison County
- Apartment rentals Madison County





