Vacation rentals in Madison County

4.95 out of 5 average rating, 517 reviews

A covered parking area is illuminated by string lights, creating a cozy ambiance. Two red chairs are positioned under the shelter, accompanied by potted plants. The driveway is paved, and the surrounding area features soft grass and a wooden fence.

Guesthouse in Henderson

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!**

4.95 out of 5 average rating, 162 reviews

A wooden clothing rack is positioned against a wall, featuring hangers and a shelf for storage. A small potted plant is placed atop the rack. Light comes through two large windows with sheer curtains, illuminating the space.

Apartment in Jackson

The Waffle House: Historic Full Downtown Apartment

We call this space the Waffle House because it’s the historic home of Waffle House founder Joe Rogers. The space is a full apartment with kitchen, laundry, living room, bathroom and bedroom. The apartment is located on W Deaderick and is just a short walk to Jackson Walk Restaurants , Farmer's Market, and Hub City Brewing Taproom. I am the brewmaster at the local brewery, and my fiancé works as a reporter for the local newspaper. We live downstairs with our two dogs, Layla and Morri.

A historic stone structure, known as Wright's Mill, is featured prominently among lush greenery and landscaped flower beds. A water wheel is positioned at the front, providing a charming focal point. The surrounding area includes well-maintained paths and a peaceful rural backdrop.

4.99 out of 5 average rating, 111 reviews

I'm Goin' to Jackson

Clean and cozy home less than 10 minutes from I-40, Union University, and north Jackson shopping, parks, restaurants, and entertainment. Great layout comfortably sleeps up to 8 guests yet cozy enough for 1-2 people. Our family frequents Airbnb properties when we travel and have brought that experience to our home to make it as comfortable as possible. Feel free to use the elliptical or venture outside for a walk or bike ride to see one of two water wheels and ponds in the neighborhood.

4.96 out of 5 average rating, 167 reviews

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.

An inviting outdoor patio showcases a wooden deck surrounded by greenery. Two seating areas, each with cushioned chairs featuring colorful accent pillows, flank a wooden coffee table. Natural light filters through the surrounding wooden fence, creating a peaceful space for relaxation.

4.95 out of 5 average rating, 281 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

4.88 out of 5 average rating, 32 reviews

Two glass containers with cork lids are placed on a marble countertop, one larger than the other and adorned with decorative gray flowers. A small white bowl contains snack bars and oatmeal packets, with corks visible inside the larger container.

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, great farmers market, great shopping, and great entertainment! Also, .06 miles to the Jackson Madison Co General Hospital.

4.91 out of 5 average rating, 128 reviews

Are We There Yet? 1 mile from I40/Sleeps 10

Newly renovated 4 bedroom, 2 bath brick home that sleeps 10. Located just a mile from I40. This home is located on a quiet Cove street with a large fenced in back yard. Has a cute closed off sun room for your furry friends, or a nice little reading nook to enjoy your morning coffee. This home is located to everything you may need during your stay. It is 2 miles away from any shopping or dining. Enjoy streaming your favorite shows or movies from 4 smart TVs in the home.

4.86 out of 5 average rating, 249 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 welcoming living room features a grey sofa and loveseat, arranged around a dark coffee table. A soft area rug is laid over warm wood flooring. Natural light filters through sheer curtains, enhancing the space, while decorative elements include a shelf and wall art.

4.98 out of 5 average rating, 130 reviews

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.

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.

4.92 out of 5 average rating, 168 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!

4.9 out of 5 average rating, 126 reviews

A serene outdoor setup is visible among the trees, featuring two chairs positioned near a fire pit. String lights are draped above, creating a gentle glow. The surrounding greenery adds to the natural ambiance, enhancing a calm retreat space.

Farm stay in Pinson

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.

A spacious wooden deck features a large table surrounded by six chairs, ideal for outdoor gatherings. Two additional seating areas with comfortable chairs are positioned nearby. Potted plants add a touch of greenery, and the area is illuminated by natural light.

4.98 out of 5 average rating, 127 reviews

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.

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Popular amenities for Madison County vacation rentals

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Other great vacation rentals in Madison County

A clean bathroom countertop is depicted featuring soft white towels neatly stacked on a wooden tray. A marble-patterned soap dispenser and a scented candle are positioned beside a dark vase filled with fresh greenery. A mirror reflects the serene arrangement.

4.97 out of 5 average rating, 33 reviews

A sweet retreat in the cove…

KeaRating, 5 stars1 month ago

We thoroughly enjoyed our trip to celebrate a loved one’s 90th birthday! Having a beautiful and clean place to recharge at the end of the festivities was amazing.

Three glass jar pendant lights hang from a ceiling fixture, providing soft illumination. Below, wooden shelves are lined with white dishware, including bowls and cups, alongside glassware. A wall art piece is visible in the background, enhancing the charming decor.

Guest suite in Jackson

4.81 out of 5 average rating, 375 reviews

The Roland Suite

PatrickRating, 5 stars2 weeks ago

Perfect for what we needed for 1 night, but could easily work for several nights stay! Peaceful, Relaxing, Roomy, and Extremely Clean!

A coffee station is situated on a dark countertop, featuring a coffee maker alongside a selection of colorful coffee pods. Above, a framed artwork depicting a floral arrangement with butterflies adds a touch of design. Exposed brick forms the backdrop, enhancing the ambiance.

Apartment in Jackson

4.76 out of 5 average rating, 49 reviews

New - Ultra High End Loft Apartment

EboniRating, 5 stars2 months ago

My group and I absolutely LOVED staying at this apartment. The interior design of the unit was nothing short of phenomenal, and the location was perfect for those looking to experience Downtown Jackson.

A charming cottage features a grey exterior with white trim and a bright red door. A covered entryway is flanked by symmetrical windows. The yard is landscaped with grass and shrubs, surrounded by mature trees. A gentle path leads to the front steps.

4.9 out of 5 average rating, 10 reviews

Affordable Fenced cottage sleeps 5

JasonRating, 5 stars5 days ago

I couldn’t have asked for a greater blessing in a time of family medical emergency. Thank you!

A modern kitchenette area is visible, featuring bar stools positioned near a sleek countertop. Natural light enters through a window, highlighting a large potted plant beside the seating area. The warm wooden flooring contrasts with the light-colored walls, creating an inviting atmosphere.

Loft in Jackson

4.72 out of 5 average rating, 278 reviews

Plant Loft in historic LANA district downtown

ErikaRating, 5 stars2 weeks ago

This was my second timing staying. I had previously stayed a few years ago and I remembered loving it so much back then. And this time was no different. Charming, cozy, unique, feels like relaxing escape and like you’re right at home. It’s rare you find an Airbnb that can be described as inspirational.

5 out of 5 average rating, 9 reviews

A modern bathroom features a white vanity with a rectangular sink and storage beneath. A large mirror above reflects the brick wall, which adds texture to the space. A white toilet is positioned beside the vanity, and shelves are available for additional storage.

Guest suite in Jackson

N. Highland Suite

GarrettRating, 5 stars3 weeks ago

Great host and the house is wonderful and cozy. Great parking and right by everything!

A modern coffee maker is positioned on a wooden countertop, accompanied by canisters and carefully arranged dishware on open shelves above. The backdrop features floral wallpaper, adding a touch of pattern to the cozy kitchen setting.