Vacation rentals in Madison County

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Top-rated vacation rentals in Madison County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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, 210 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, 218 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, 556 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!**

Superhost
Home in Jackson
4.8 out of 5 average rating, 183 reviews

Halfway There/2miles from Union University/Sleeps8

Cozy 3 bedrooms with 5 beds, a pull out sofa, 2 bath, a separate sitting area with covered parking. Conveniently located just 1 Mile from I40 & 2 miles from Union University. You will be close to any restaurant or shopping that you may need. Right in the heart of North Jackson. We are pet friendly but have Strict rules no animals are allowed on Beds or Furniture. This is being courteous for other guests not traveling with pets. Also, enjoy the completely remodeled master en-suite bathroom.

Guest favourite
Home in Jackson
4.9 out of 5 average rating, 51 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.

Top guest favourite
A bright living area is framed by tall ceilings with exposed wood beams. A sectional sofa, adorned with various pillows, sits adjacent to a coffee table. A dining area features a white table with chairs, while large windows allow natural light to illuminate the space.
Home in Medina
5 out of 5 average rating, 61 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, 188 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.

Guest favourite
Home in Jackson
4.86 out of 5 average rating, 302 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 red wooden ramp leads to the entrance of a cottage with a green metal roof. The front porch features large windows, providing views of the surrounding landscape. Lush grass is visible in the foreground, complemented by trees in the background under a clear blue sky.
Home in Denmark
5 out of 5 average rating, 67 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 remodeled kitchen features modern white cabinetry and stainless steel appliances, including a gas stovetop, refrigerator, and dishwasher. Natural light enters through a nearby window, highlighting the spacious counter area. Open shelving displays kitchen essentials, enhancing the room's functionality.
Home in Jackson
4.98 out of 5 average rating, 158 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.

Guest favourite
Farm stay in Pinson
4.89 out of 5 average rating, 139 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.

Top guest favourite
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.
Home in Jackson
4.97 out of 5 average rating, 295 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.

Popular amenities for Madison County vacation rentals