Vacation rentals in Madison County

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Top-rated vacation rentals in Madison County

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Top guest favorite

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, 523 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 favorite

A spacious living area features a comfortable gray sofa adorned with decorative pillows. Natural light pours in through the nearby window, creating a warm ambiance. A small dining table with chairs is visible in the background, enhancing the inviting atmosphere of the space.

Apartment in Jackson

4.95 out of 5 average rating, 177 reviews

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.

Top guest favorite

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, 125 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.

Superhost

A spacious living area features two comfortable sofas facing a wood coffee table, with abstract artwork displayed on the walls. A cozy rug lies beneath, and natural light fills the room through large windows partially covered by dark curtains.

Apartment in Jackson

4.83 out of 5 average rating, 36 reviews

Cozy studio apartment

Welcome to our recently renovated, 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!

Top guest favorite

A cozy living area is characterized by a plush white sofa positioned on an intricately patterned red and cream rug. Colorful wall art is displayed on the teal accent wall, and a round mirror reflects the warm inviting space. Natural light enhances the ambiance.

Apartment in Jackson

4.91 out of 5 average rating, 44 reviews

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.

Top guest favorite

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.

Home in Jackson

4.98 out of 5 average rating, 140 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.

Top guest favorite

A charming cottage is featured, showcasing a white exterior with wooden shutters. A green metal roof provides a contrasting color. The front porch is accessed by a small set of steps, and a gravel pathway leads through a lawn adorned with fallen leaves.

Home in Henderson

4.92 out of 5 average rating, 115 reviews

Little Green Cottage close to everything!!

Wonderful little cottage close to the local university and all the amenities in our little town. Stay here and you will find a clean, comfortable place to take a breath of fresh air while on your journey. You can take a walk in town or just sit on the back deck and enjoy the sunshine. Whatever you chose to do, you will not be disappointed in your stay here!!

Guest favorite

A spacious room features a queen bed with a light grey quilt, complemented by patterned pillows. A round black coffee table sits in the center, adorned with a small plant arrangement. An armchair and desk are visible, enhancing the room's multifunctional setup.

Apartment in Jackson

4.86 out of 5 average rating, 294 reviews

The Johnny Cash Apartment in Casey Jones Village

This 2nd floor apartment is moments from I 40 and right next to Casey Jones Historical train depot. Casey Jones Village offers a museum, ice cream parlor, restaurant(Old Country Store), an art gallery, and so much more! Home of the Dixie Cafe and tons of beautiful things to see! Any season the Casey Jones Village is a wonderful place to see!

Guest favorite

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

4.96 out of 5 average rating, 159 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.