Holiday houses in Medina

Spacious and Private Guesthouse in the Country

Rustic, refined cottage with all amenities. 1930s farm home updated for modern life. Soak in the peace and quiet. Perfect for EXTENDED STAYS (CHECK DISCOUNTS!), artists/writers, looking for quiet inspiration. Full kitchen, Keurig coffee-maker, washer/dryer, stereo. Unlimited Internet through local company (TEC). Central heat/ air. Large screen TV w/ Amazon Prime. No smoking or pets, please. No minor children. Adults only. Very Private backyard. Welcome persons of all beliefs & backgrounds.

Family · Location · Walkability

Jackson TN Home-4BR,3BR House in North Jackson TN

You are renting the entire house with patio. 4 bedroom 3 bathroom house. Centrally located in north Jackson close to restaurants and shopping. Will accommodate families, traveling nurses, students or corporate traveler. Comes with a work and reading area, Fully stocked kitchen with new stainless steel appliances, coffee bar, Smart TVs, high speed internet, linens, house hold basics to make your travel more convenient, all one level with keyless entry. Sleeps 8. No Pets, No smoking. No parties.

Location · Family · Comfort

The "Heart of Milan" Guest House

This is a vintage 1920's craftsman style bungalow that has recently been redecorated. You will be renting the whole house to include a large master bedroom, a second private bedroom, two bathrooms, a fully equipped kitchen, office, living space and common room with an extra twin bed. Washer and dryer included. Hardwood floors throughout the home. This house is an ideal rental for executives or travelers who are looking for a more home like environment or anticipate an extended stay.

Value · Location · Amenities

Crown Cottages - Double Queen

Take it easy at this unique and tranquil getaway. Enjoy all that Crown Winery and West Tennessee have to offer from our great location nestled within the beautiful Tuscan-inspired Crown Winery property. You'll be joining us at our cottage nestled at the base of our breathtaking vineyard. Wake up to the stunning view of the wind blowing through the vines and "wine down" with a walk up the hill to see the sun set over the back vineyard. This 600-square-foot free-standing cottage sleeps four.

Value · Location · Nearby

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.

Location · Family · Decor

Daisey's Homeplace

We hope you enjoy this restful, comfy 3 bedroom/2bath home filled with beautiful antiques along with all the amenities you need. It has 4 smart TVs, fenced in back yard with private patio to sit, covered parking, and board games for the whole family. It is located in North Jackson with many restaurants and shopping centers nearby. Daisey’s Homeplace is in honor of where we found and rescued our second dog, Daisey, who desperately needed a family to care for her. Come and stay with us!

Family · Value · TV

"Hospitality House"3 br 2 bth house N Jackson TN

You are renting the entire property. 3 bedroom 2 bathroom house with patio. Located in north Jackson close to I 40, restaurants, and shopping. Great quiet Cove neighborhood safe for evening walks. Will accommodate families, traveling nurses, students, or corporate traveler. No pets. Exceptions can be made, contact host. No large parties or events can be hosted. 10 or more pl. Non smoking home smoking in this property will result in $250 cleaning fee Quiet time between 9pm-6am

Location · Family · Sleep quality

NEW Construction-i40, Union, Shopping

The whole group will enjoy easy access to everything from this centrally located house. Beautifully appointed brand new construction home. 5 minutes from I-40, Union University, and a plethora of North Jackson stores. Close to parks, restaurants, and entertainment. Fantastic layout that features a primary with a king bed, double sinks, and large walk in closet. Remaining bedrooms feature 2 queen beds, 1 king, and 2 twin beds. Game Nook with game table. Attached two-stall garage.

Value · Family · Laundry

Cozy Modern Minilmalist Stay in North Jackson

Welcome to my home in the peaceful northernmost part of Jackson, Tennessee. Our cozy and comfortable home is ideal for families, solo travelers, or business guests seeking a serene retreat with easy access to everything Jackson has to offer. This inviting space features 3 bedrooms, 2 bathrooms, Wi-Fi, smart TV and an array of kitchen utilities. Whether you’re here for a short stay or an extended visit, you’ll find everything you need for a comfortable and relaxing experience.

Family · Location · Check-in

The Hacienda North

Welcome to North Jackson Haven! Perfect for business or leisure, our tranquil retreat offers ample space to relax. Conveniently located off Interstate 40 near Exit 85, we're less than 10 minutes from West TN Health Care and Kirkland Cancer Center, and a quick 5-minute drive to Pringles Park and the Industrial Park. The area is surrounded by major industrial players like Delta Faucet, Toyota Boshoku Tennessee, and Kellanova, making it an ideal hub for business travelers.

Value · Family · Sleep quality

Charming 3 Bedroom House Minutes from Downtown

Centrally located on Highland Ave., this three bedroom home is minutes from Jackson's quaint Downtown, the Carl Perkins Civic Center, The Ned, Jackson Madison County General Hospital, the Jackson mall and much more. Jackson, the Hub City and birthplace of Rockabilly, is a wonderful base from which to explore West Tennessee and Northern Mississippi, including Shilo, Parker's Crossroad, the Loretta Lynn Ranch, Tennessee Safari and so much more.

Location · Family · Hospitality

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!

Family · Value · Backyard