Holiday rentals in Madison County

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Top-rated holiday rentals in Madison County

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Top guest favourite
A spacious bedroom features a comfortable bed with crisp white linens. Light filters through sheer curtains on either side of two windows. A wooden nightstand holds a glass lamp, while a woven basket and a clothing rack add functional elements to the inviting space.
Flat in Jackson
4.96 out of 5 average rating, 201 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.
Guest house in Henderson
4.95 out of 5 average rating, 541 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
A spacious home is showcased, featuring a combination of stone and brick exterior elements. The entrance is highlighted by large, inviting wooden double doors flanked by greenery. Well-maintained landscaping surrounds the home, complemented by a manicured lawn and the welcoming symmetry of shuttered windows.
Home in Jackson
4.99 out of 5 average rating, 143 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.

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, 184 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
4.95 out of 5 average rating, 316 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
Flat in Jackson
4.87 out of 5 average rating, 45 reviews

Cozy studio apartment

Welcome to our 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!

Guest favourite
An open kitchen and living area are visible, showcasing a modern kitchenette with a black refrigerator, countertop space, and bar seating. Natural light floods the room through large windows, illuminating indoor plants and cozy decor throughout the space.
Loft in Jackson
4.73 out of 5 average rating, 309 reviews

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.

Top guest favourite
Home in Jackson
4.98 out of 5 average rating, 154 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
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, 186 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, 134 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, 242 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.

Guest favourite
The exterior of a charming brick house is shown, featuring a steeply pitched roof and decorative gables. Lush greenery surrounds the home, enhancing its appealing entrance with a covered porch. Large windows provide a view into the inviting space.
Flat in Jackson
4.94 out of 5 average rating, 116 reviews

Historic Lambuth Neighborhood Flat

Enjoy a unique stay at this centrally-located historic Lambuth neighborhood apartment. Close to the hospital and vibrant downtown, this apartment boasts lots of light and modern fixtures to make any stay feel like home. *note: this is a basement apartment attached to a family home*

Popular amenities for Madison County holiday rentals