Vacation rentals in Madison County

A well-furnished living area features a light-colored sofa adorned with throw pillows. Natural light enters through two windows, while a potted plant adds greenery to the space. A glass coffee table rests on a traditional area rug, enhancing the room's inviting character.

4.9 out of 5 average rating, 63 reviews

Blue Bungalow on Wisdom St.

Welcome to your home away from home in the heart of downtown Jackson (LANA area). This cozy retreat is perfect for families, professionals and pet owners. Centrally located near the hospital, dining, and entertainment, it offers convenience and comfort. Enjoy the privacy of a fenced backyard, ideas for relaxing or letting your pets play. Whether you're here for work or leisure, this well-appointed space ensures a restful stay in a prime location. Book now for a comfortable, hassle free visit.

4.94 out of 5 average rating, 67 reviews

Apartment in Jackson

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, farmers market, shopping, and entertainment! Also, .06 miles to the Jackson Madison Co General Hospital. The bedroom has a queen sized bed.

5.0 out of 5 average rating, 74 reviews

Home in Medina

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.

4.97 out of 5 average rating, 100 reviews

Daisey’s Homeplace

We hope you enjoy this restful, comfy 3 bedroom/2bath home filled with beautiful antiques along with all the amenities you need. It has 4 smart TVs, fenced in back yard with private patio to sit, covered parking, and board games for the whole family. It is located in North Jackson with many restaurants and shopping centers nearby. Daisey’s Homeplace is in honor of where we found and rescued our second dog, Daisey, who desperately needed a family to care for her. Come and stay with us!

4.96 out of 5 average rating, 200 reviews

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

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.

Superhost

4.86 out of 5 average rating, 309 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.

A charming brick home with ivy climbing its facade is set against a backdrop of lush greenery. Dense trees provide shade over the front yard, where a well-manicured lawn and garden elements enhance the outdoor space. A welcoming atmosphere is created by the warm, rustic appearance.

4.96 out of 5 average rating, 46 reviews

"The Holiday House" Charming 3 bed 2 bath w/Pool

Enjoy a charming stay in this 3 bedroom 2 bath home with a loft and a beautiful resort style back yard with a pool. This Historical Gem built in 1940 will take your breath away. Experience a piece of history with a European feel in the Historic District of Jackson, TN. Close to all amenities and minutes from the Jackson Madison County General Hospital/Kirkland Cancer Center. 1hr & 22min drive to Memphis, TN. 2 hours from Nashville, TN.

4.98 out of 5 average rating, 65 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!

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.

4.91 out of 5 average rating, 212 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!

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.

4.87 out of 5 average rating, 144 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.

4.96 out of 5 average rating, 48 reviews

Pet-Friendly 3BR | Fenced Yard | Office | I40

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.

A welcoming front porch is shown with two rocking chairs positioned beside potted yellow flowers. A bench sits to the side, and a wooden railing surrounds the porch. Lush greenery is visible in the background, enhancing the peaceful atmosphere.