Vacation rentals in Madison County

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Top-rated vacation rentals in Madison County

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Guest favourite
A welcoming entrance is framed by lush greenery, featuring a landscaped pathway leading to a doorway. Traditional windows with black shutters provide natural light, while the brick exterior adds character to the home's facade.
Home in Jackson
4.93 out of 5 average rating, 206 reviews

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!

Top guest favourite
Apartment in Jackson
4.96 out of 5 average rating, 211 reviews

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.

Top guest favourite
The studio features a comfortable queen size bed covered with a grey quilt and decorative pillows. A small desk with a chair is positioned next to the bed. Warm lighting enhances the cozy atmosphere, while a kitchenette is visible in the background.
Guesthouse in Henderson
4.95 out of 5 average rating, 552 reviews

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!**

Top guest favourite
Home in Medina
5 out of 5 average rating, 52 reviews

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.

Guest favourite
A scenic view captures the entrance to The Farm at Casey Jones Village, framed by a wooden archway. Expansive green fields are dotted with rustic buildings, including a barn and sheds. A well-maintained path leads past vibrant sunflowers and seating areas, inviting relaxation amidst the natural landscape.
Bungalow in Jackson
4.96 out of 5 average rating, 185 reviews

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.

Top guest favourite
Home in Jackson
4.95 out of 5 average rating, 324 reviews

"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

Guest favourite
Home in Jackson
4.86 out of 5 average rating, 292 reviews

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.

Top guest favourite
A cozy living area features wooden paneling and soft lighting, with two comfortable sofas positioned around a wooden coffee table. A decorative area rug adds warmth, while large windows allow natural light to fill the space. A wall mirror reflects the inviting ambiance.
Home in Denmark
5 out of 5 average rating, 59 reviews

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.

Top guest favourite
The exterior of The Pink House is illuminated at night, highlighting its classic architectural features. The pink facade is framed by dark window shutters, and the surrounding landscape is neatly maintained, with subtle lighting accentuating the home's charm.
Home in Jackson
4.98 out of 5 average rating, 60 reviews

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!

Guest favourite
A spacious living area features a comfortable gray sectional couch and a blue chair, accented with patterned cushions. A round coffee table sits on a decorative rug, while natural light filters through windows, illuminating wall art and a large mirror. Greenery adds a touch of warmth.
Home in Jackson
4.92 out of 5 average rating, 187 reviews

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!

Guest favourite
The exterior of the vibrant red treehouse is showcased, featuring a sloped roof and large windows. Steps lead up to the entrance, surrounded by a lush green lawn and trees. An American flag complements the welcoming facade, with a small seating area visible beside the stairs.
Farm stay in Pinson
4.89 out of 5 average rating, 136 reviews

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.

Superhost
A living area showcases a cozy sofa and two blue chairs arranged around a coffee table. Soft natural light filters through large windows covered by blinds. A decorative lamp adds warmth to the space, complementing the hardwood floor and neutral walls.
Home in Jackson
4.86 out of 5 average rating, 137 reviews

Stylish 2BR Modern Home •1 Mile to Jackson General

My home is cozy and well-equipped for your stay. The home has many original details and has a mid-century modern feel. The backyard is large and park-like. The home is located near Jackson-Madison General Hospital, University of Memphis at Lambuth and downtown Jackson. The location is a easily accessible from I-40. This home is perfect for traveling nurses.

Popular amenities for Madison County vacation rentals