
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!**

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

Cozy studio apartment
Welcome to our recently renovated, studio apartment, just steps away from "The Walk," or a short drive to "The Columns." Perfect for solo travelers or couples seeking a cozy retreat, our modern apartment offers a blend of comfort and convenience. As you step inside, you'll be greeted by the warmth of our inviting fireplace, creating a cozy ambiance for relaxing evenings. Experience the perfect blend of comfort and convenience at our apartment. Book now for your next getaway!

Little Bird Cottage
This is your unique and tranquil getaway. This artistic apartment is so cozy you will want to never leave. There is something interesting to admire at every turn. Set on 2.5 acres of huge trees it's a a delight to find that it is right in the heart of the midtown Lambuth neighborhood. Less than a 5 minute drive to downtown Jackson for great food, great farmers market, great shopping, and great entertainment! Also, .06 miles to the Jackson Madison Co General Hospital.

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.

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.

Little Green Cottage close to everything!!
Wonderful little cottage close to the local university and all the amenities in our little town. Stay here and you will find a clean, comfortable place to take a breath of fresh air while on your journey. You can take a walk in town or just sit on the back deck and enjoy the sunshine. Whatever you chose to do, you will not be disappointed in your stay here!!

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

Modern Comfort in Jackson near Downtown

Ingleside 3BR Downstairs Unit

Beautiful 1930s apartment #3

NEW Construction-i40, Union, Shopping

The Roland Suite

Jackson Sweet Retreat

Midtown JTown retreat, sleeps 6.

Roland Cottage
Destinations to explore
- Pet-friendly rentals Madison County
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- Rentals with outdoor seating Madison County
- Rentals with a fire pit Madison County
- Rentals with a fireplace Madison County
- House rentals Madison County
- Rentals with a washing machine and dryer Madison County
- Rentals with a patio Madison County