Holiday rentals with a patio in Madison County

4.98 out of 5 average rating, 121 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, 178 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.

5 out of 5 average rating, 15 reviews

2 Bedroom 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.

5 out of 5 average rating, 25 reviews

Home in Medina

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.

4.99 out of 5 average rating, 127 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.

Serviced apartment in Jackson

4.92 out of 5 average rating, 50 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.

4.91 out of 5 average rating, 111 reviews

Home in Henderson

Peaceful Sears, Roebuck and Co. Mail Order Home.

Come and stay at a freshly remodeled cozy home built in the 1940’s. The home has two bedrooms with living room with pull out couch, a galley style kitchen, dining room and bathroom with large walk in glass shower and soaker tub. Two Smart 55” TV’s in the home and WiFi access for your work. We are centrally located to Freed Hardeman University and downtown Henderson. Only 20 minutes from Jackson. Follow us @kenzley holdings

4.92 out of 5 average rating, 179 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!