Holiday rentals with a fire pit in Madison County

Westwood Cottage. 3 bedrooms, 2 bathrooms

Come relax in this newly updated, 1940s historic home. The Westwood Cottage is conveniently nestled in the heart of Jackson minutes from Jackson Madison-County General Hospital & downtown shopping/restaurants. This space can comfortably sleep up to 6 people with one king, one queen, and two twin beds. The kitchen is fully stocked with all the tools you need to cook at home. Enjoy our fire pit out back for a relaxing night in. We hope you enjoy your stay at this soon-to-be home away from home!

RomieRetreat: Designer Style meets Luxury Comfort

RomieRetreat, a stylish haven in Jackson with three bedrooms and two full bathrooms. This thoughtfully designed home seamlessly blends style with convenience & comfort. The spacious layout welcomes you to unwind in a family-friendly atmosphere; it's more than accommodation - it's an inviting space that effortlessly combines modern aesthetics with coziness. Whether for a short visit or an extended stay, create lasting memories in this welcoming retreat that feels like home as soon as you arrive.

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.

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.

*EV Charger* -Near Union-Southern Hospitality

Charming updated smart-home equipped EV Charger. You will never want to leave this comfortable 3 bed/2 bath home in Jackson. Located off I-40, close to Union University, and restaurants. Lighting fast fiber internet and work-from-home station. Wake up enjoying a morning latte with our complimentary latte machine. You will love the outdoor space with gas fire and seating. This pet-free, spacious home sleeps up to 8. You will love how clean and comfortable your stay will be!

I'm Goin' to Jackson, Too

Welcome to our cozy 3BR/2BA home in North Jackson! Enjoy vaulted ceilings, a gas fireplace, and a spacious eat-in kitchen with modern appliances. The master suite includes a walk-in closet, and the large fenced backyard offers added privacy. Located in a quiet neighborhood with easy access to I-40, shopping, and dining—perfect for families, professionals, or a relaxing getaway. Enjoy fast Wi-Fi and garage parking!

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.

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!

Cozy barn campsite

This 41 acre horse farm feels like your really far out in the country, but you can be downtown in 15 minutes. A Walmart and Lowes are less than 3 miles away. It is home to a few horses. There are riding/hiking trails on rolling hills. A pavilion at the large pond is great for picnics or happy hour. Fishing is allowed. A scavenger hunt on the property can be arranged.