Holiday rentals with a patio in Madison County

A single-story brick home is surrounded by lush greenery, showcasing a well-maintained lawn. The front entrance features a central door flanked by tall windows, allowing natural light to fill the space. A spacious driveway leads to an attached garage on the right.

4.98 out of 5 average rating, 136 reviews

Cozy Cove Home

Experience the ultimate getaway from the busyness of life! Come stay in our incredible Airbnb located on a serene cove in North Jackson. With plenty of room for the whole family, our spacious living room and kitchen feature comfortable and stylish decor. Unwind at the end of the day with a cozy fire pit on the back deck. You’ll also enjoy the convenience of being near a variety of shopping, restaurants, a hospital, and Union University. Escape the hustle and bustle in our home on the quiet cove.

4.96 out of 5 average rating, 200 reviews

Flat in Jackson

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.

4.95 out of 5 average rating, 21 reviews

2bedroom-midtown house-The Nest on Swan

Welcome to your cozy 1950s house in the heart of Jackson, TN! This charming two-bedroom, one-bathroom home is tucked away on a peaceful dead-end street, offering the perfect balance of privacy and convenience. Centrally located, you're just minutes from dining, shopping, downtown, and the hospital. Hop on the 45 Bypass to head to northside Jackson, just 3 miles away. Whether you're here to explore the town or simply relax, our comfortable space provides all the essentials for a memorable stay.

A modern living room is presented with a spacious gray sofa facing a wood coffee table. A decorative armchair features a blue and white pattern. The open layout leads to a dining area with ample natural light, while a ceiling fan provides a cool breeze.

4.91 out of 5 average rating, 22 reviews

New NW Jackson home w/ foosball!

Welcome to your brand-new modern retreat! This spacious 3 bedroom, 2 bath home is the perfect getaway for families or groups. Enjoy gathering in the dedicated dining room, ideal for meals or can be used as a dedicated workspace. Unleash your competitive spirit with a game of foosball, or head outside to our private patio and fire up the grill for a fun time. With all new construction, you'll experience comfort and style throughout. Located just 8 minutes from Union University and restaurants.

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.

4.88 out of 5 average rating, 33 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.

5 out of 5 average rating, 42 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.

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.

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.

4.91 out of 5 average rating, 34 reviews

A modern kitchen features dark countertops and stainless steel appliances. The open layout connects to a dining area with a white table and matching chairs, complemented by natural wood accents on the ceiling. A sofa is visible in the background, adding to the welcoming atmosphere.

Home in Denmark

“The Green Acres Getaway”

My husband and I, his brother and wife bought this beautiful 400 acre farm several years ago we turned it into a family project, what used to be a vacant home is now a beautiful peaceful haven. We hope you enjoy it as much as we do! It is located 15 minutes from downtown Jackson, and 10 minutes off of I-40. And is about a 5 minute drive to Snyder farms wedding venue. Alittle over 15 minutes to Union University.

The front exterior of the house is illuminated at night, featuring a charming brick façade with decorative stone accents. A distinct orange door, marked with a crescent moon design, serves as a focal point. Windows on either side provide additional light.

4.97 out of 5 average rating, 30 reviews

The Crescent Moon House

Located in a quiet neighborhood within the the downtown "Jackson Walk" area, but only minutes from places like The Amp outdoor music venue, Downtown Dog Park, Jackson Farmers' Market, Hub City Brewery, Grubb's Grocery and a list of food and drink establishments! Regardless if you're coming for an event, business or play, the Crescent Moon house is ready to help you put up your feet and relax!

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, 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!

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.

4.97 out of 5 average rating, 236 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.