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Holiday houses in Medina

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Top-rated holiday rentals in Medina

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

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Top Guest favourite
The exterior of the house is displayed, featuring a modern design with an extended roof and large front windows. A stone pathway leads to the entrance, bordered by a landscaped grassy area and scattered trees in the background.
Tiny home in Henderson
4.95 out of 5 average rating, 176 reviews

“The Casita Bonita”

Welcome to “The Casita Bonita” The pretty little house on 130 acres of pure bliss. My wonderful husband Jeremy and I bought 130 acres a few years back and is what we call “our farm” we have had countless picnics and bonfires, Just dreaming of doing something special on our land one day. That is where “The casita bonita” dream came true & it is our pleasure to be able to host guest just like you. I hope you enjoy your stay and the views of our land. Come back to see us soon. Love,Jeremy & Missy

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Guest favourite
An inviting open space showcases large glass doors with dark framing, flanked by soft, neutral curtains. Exposed wooden beams add character to the ceiling, while a corner features a wet bar area with dark cabinetry, enhancing the cozy, rustic ambiance.
Cabin in Humboldt
4.98 out of 5 average rating, 53 reviews

Crown Cottages - King Suite

Take it easy at this unique and tranquil getaway. Enjoy all that Crown Winery and West Tennessee has 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 beautiful 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 two.

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Top Guest favourite
Home in Medina
5 out of 5 average rating, 62 reviews

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.

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Top Guest favourite
A covered front porch features two yellow rocking chairs positioned next to a small round table. A striped outdoor rug lies beneath them. Lush plants are placed in decorative pots, enhancing the welcoming atmosphere of this vintage bungalow.
Bungalow in Milan
4.97 out of 5 average rating, 452 reviews

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.

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Top Guest favourite
Double glass doors framed in a vibrant yellow provide access to the space. A wooden chair complements a dining area adorned with a soft table setting. Exposed brick walls and natural light enhance the warm, welcoming atmosphere.
Home in Finger
4.99 out of 5 average rating, 167 reviews

La Banque Stylish and comfy stay

Historic bank built in the 1920's restored to it original beauty. Located 5 min from Hwy 45, 8 min from K&M shooting complex and 15 min from Henderson. This is a perfect location for anyone wanting a weekend getaway or a place to rest and reset. Our space reflects peace and quiet, plenty of books to leaf through, a fireplace to warm your feet and a fully stocked kitchen. Spacious bathroom with a beautiful clawfoot tub to soak in. Come get the unique experience of sleeping in bank vault!

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Top Guest favourite
A close-up image of a Nigerian Dwarf goat features soft brown and black fur. The goat’s bright eyes and gentle expression indicate curiosity. The background consists of blurred greenery, enhancing the goat's presence in its natural environment.
Cabin in Huntingdon
4.98 out of 5 average rating, 254 reviews

Cottage A at Dry Hollow Farm

Local Amish builders constructed this cabin at Dry Hollow Farm in 2021. On 63 acres of woods and pasture we raise Nigerian Dwarf and Alpine goats for milk from which we craft artisan goat milk soap of many varieties. We also raise luffa gourds and organically-grown herbs. We are located five miles outside of Huntingdon, Tennessee, and offer opportunities to interact with our farm animals and shop in our on-farm Soap Shop. We offer a peaceful rural setting with plenty of space to roam.

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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.

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Top Guest favourite
Home in Jackson
4.99 out of 5 average rating, 84 reviews

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!

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Guest favourite
A single-story home features a well-maintained exterior with light-colored siding and a neatly trimmed lawn. The attached garage has space for vehicles, while a decorative element is placed near the entrance. The inviting front yard is shaded by mature trees against a clear blue sky.
Home in Jackson
4.91 out of 5 average rating, 74 reviews

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.

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Top Guest favourite
Cabin in Savannah
4.99 out of 5 average rating, 133 reviews

New! Coral Ridge on Indian Creek-A Couples Getaway

Coral Ridge is the perfect place for two. Escape it all and enjoy nature and relaxation at it’s finest. Take in the amazing view while soaking in a hot tub and listening to the sounds of the waterfall all at the same time. Need a little adventure? Take a hike down our scenic trail to the beautiful clear waters of Indian Creek. Wade in the rapids, cast for a small mouth, or just simply kick back and meditate in these beautiful surroundings.

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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, 159 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.

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Top Guest favourite
The spacious living area features large windows allowing natural light to illuminate the room. A vintage American flag hangs on one wall, while a wooden dining table with two chairs sits near the kitchen island. A comfortable sofa is positioned across from a shelving unit filled with books and decor.
Loft in Huntingdon
4.98 out of 5 average rating, 325 reviews

Loft 163

Loft 163 is located on the Court Square in Downtown Huntingdon TN. It's on the second level of a newly renovated historic building that dates back to the late 1800's. It has amazing views and is in walking distance to The Dixie Performing Art's Theatre, Court Theatre, restaurants, coffee shop, gift shops, and more.

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Popular amenities for Medina holiday rentals

  1. Airbnb
  2. United States
  3. Tennessee
  4. Gibson County
  5. Medina