Holiday houses in Madison County

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Top-rated holiday rentals in Madison County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A welcoming entrance is framed by lush greenery, featuring a landscaped pathway leading to a doorway. Traditional windows with black shutters provide natural light, while the brick exterior adds character to the home's facade.
Home in Jackson
4.93 out of 5 average rating, 212 reviews

Mid-Town Magnolia

Experienced Superhost! Fully furnished 3 bedroom house in the heart of midtown Jackson. Under 2 miles off Exit 80 on I-40, Walmart and a countless number of restaurants. 1.4 miles from Jackson Madison County General Hospital. Nice, clean, safe neighborhood that's great for an evening stroll. Brand new flooring, bedding, linens, and amenities in June 2019. Central HVAC, dishwasher, washer and dryer, fridge with ice maker, Keurig and high speed Wifi. Oh, and the grand Magnolia in the yard!

Top Guest favourite
Apartment in Jackson
4.96 out of 5 average rating, 221 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.
Guesthouse in Henderson
4.95 out of 5 average rating, 560 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!**

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, 191 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
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
4.74 out of 5 average rating, 320 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.

Guest favourite
A dining area is presented with a glass table surrounded by four upholstered chairs. A sleek lamp and a decorative cabinet can be seen nearby. Natural light filters through partially sheer curtains, illuminating the open space that leads to a cozy living room.
Home in Jackson
4.89 out of 5 average rating, 47 reviews

Spacious, peaceful house in downtown Jackson!

Mid-century modern, 2 bedroom stylish home that has recently had a full refurbishment. A bright, calm, open space, it is ideally suited for both work and relaxation. This home is perfect for short or long-term stays for up to 4 guests. Please note: STRICT max. occupancy of 4 people. Bedroom 1: kingsize bed. Bedroom 2: two twin beds. Very clean with fresh linens, towels etc. Washer/dryer use after 5 day stay. Free parking/wifi.

Top Guest favourite
A cozy living area features wooden paneling and soft lighting, with two comfortable sofas positioned around a wooden coffee table. A decorative area rug adds warmth, while large windows allow natural light to fill the space. A wall mirror reflects the inviting ambiance.
Home in Denmark
5 out of 5 average rating, 69 reviews

Cottage in Denmark

Welcome to Granny Mae's Cottage in Denmark, TN. We are just minutes from McKellar Sipes Regional Airport. We are just a few short drive from The Barn at Snider Farms, (Wedding Venue) and would be perfect for an overnight stay before/after wedding activities. We are on a rural, working farm, in Denmark, Tennessee. We often are able to observe Bald Eagles, Deer and a flock of geese, wandering the property.

Top Guest favourite
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, 160 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 favourite
Home in Jackson
4.98 out of 5 average rating, 63 reviews

The Pink House!

The Pink House is a city treasure! Built in 1847 and meticulously renovated in 2021, it resides on the National Registry of Historic Places. It's located within the downtown "Jackson Walk" area, and is only minutes from places like The Amp outdoor music venue, Downtown Dog Park, Jackson Farmers' Market, Hub City Brewery, Grubb's Grocery and a variety of food and drink establishments!

Guest favourite
A living area showcases a cozy sofa and two blue chairs arranged around a coffee table. Soft natural light filters through large windows covered by blinds. A decorative lamp adds warmth to the space, complementing the hardwood floor and neutral walls.
Home in Jackson
4.87 out of 5 average rating, 142 reviews

Stylish 2BR Modern Home •1 Mile to Jackson General

My home is cozy and well-equipped for your stay. The home has many original details and has a mid-century modern feel. The backyard is large and park-like. The home is located near Jackson-Madison General Hospital, University of Memphis at Lambuth and downtown Jackson. The location is a easily accessible from I-40. This home is perfect for traveling nurses.

Top Guest favourite
Home in Jackson
4.96 out of 5 average rating, 28 reviews

The Wisdom Retreat

Just 5 minutes from the hospital and Mid-Town, this historic home, featuring new appliances, brand-new furniture, and a clean, professional style, is ideal for traveling professionals, in-town guests, and mid-term stays. After a busy day, relax by the fire pit or enjoy easy access to dining, shopping, and local attractions—all within minutes.

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
4.96 out of 5 average rating, 305 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.

Popular amenities for Madison County holiday rentals