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Holiday rentals in Oakfield

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Top-rated holiday rentals in Oakfield

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

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Top guest favourite
Home in Jackson
5.0 out of 5 average rating, 16 reviews

Relax and Unwind

Conveniently located in North Jackson less than a mile from interstate I 40. Comfortable home in quiet subdivision with ample parking for 3 cars. Outside patio for gathering and relaxing . With charcoal grill to enjoy a barbecue. There is a separate building outside where a game room is located. Less than 3 miles away are numerous restaurants, Walmart and other shopping areas and gyms. Within 5 miles of downtown Jackson and Jackson’s Rockabilly Stadium. A home away from home to relax and rest.

LocationFamilyBathroom

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, 193 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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Top guest favourite
Flat in Jackson
4.96 out of 5 average rating, 226 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.

LocationFamilyHospitality

Top guest favourite
Home in Medina
5.0 out of 5 average rating, 69 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
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, 178 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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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, 196 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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Guest favourite
Home in Jackson
4.95 out of 5 average rating, 338 reviews

"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

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Guest favourite
Home in Jackson
4.86 out of 5 average rating, 308 reviews

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.

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Superhost
The exterior of the home is showcased, featuring a light-colored facade and a welcoming entrance. A spacious driveway is visible, leading to a garage. Lush greenery surrounds the property, and clouds drift across the blue sky, providing a pleasant outdoor environment.
Home in Jackson
4.94 out of 5 average rating, 17 reviews

Hidden Gem

Welcome to the Hidden Gem! Relax and unwind in this comfortable three bedroom home in Jackson, Tn. Just minutes away from the city’s main attractions. When ready, enjoy the spacious home and the many amenities it come with: •Cozy bedrooms with king/Queen bedding •Fully equipped kitchen •Office desk •Free WiFi •Smart tv’s •Washer/Dryer •Pool •Outdoor patio area *PLEASE BE ADVISED ABSOLUTELY NO PARTIES OR EVENTS ALLOWED

LocationFamilyView

Superhost
A spacious living area features a comfortable gray sectional couch and a blue chair, accented with patterned cushions. A round coffee table sits on a decorative rug, while natural light filters through windows, illuminating wall art and a large mirror. Greenery adds a touch of warmth.
Home in Jackson
4.91 out of 5 average rating, 206 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!

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Top guest favourite
A dining area is featured with a round wooden table surrounded by upholstered chairs. A chandelier hangs above the table, providing overhead lighting. Two large windows are present, allowing natural light to fill the space. A colorful piece of artwork adorns the wall, adding a splash of color.
Home in Jackson
5.0 out of 5 average rating, 20 reviews

Welcome to The Cove.

Welcome to the Cove! Nestled at the end of a tranquil cul-de-sac. Located in North Jackson close to I40, only 7 miles from the historic Lane College. This cozy 3 bedroom, 2 bath getaway is home away from home that features a dedicated workspace for corporate travelers. Grocery stores, restaurants and entertainment are only minutes away.

LocationFamilyDecor

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, 327 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.

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Popular amenities for Oakfield holiday rentals