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Holiday houses in Medina

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Top-rated holiday rentals in Medina

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Top Guest favourite
Apartment in Jackson
4.96 out of 5 average rating, 201 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, 541 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!**

Top Guest favourite
The exterior of a rustic cottage is shown, featuring a welcoming porch with two metal chairs. Lush greenery surrounds the entrance, and a path leads to the front steps. The building has a light-colored facade and a classic metal roof, set against a peaceful rural backdrop.
Guesthouse in Bradford
4.92 out of 5 average rating, 131 reviews

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.

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, 440 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.

Top Guest favourite
A spacious home is showcased, featuring a combination of stone and brick exterior elements. The entrance is highlighted by large, inviting wooden double doors flanked by greenery. Well-maintained landscaping surrounds the home, complemented by a manicured lawn and the welcoming symmetry of shuttered windows.
Home in Jackson
4.99 out of 5 average rating, 143 reviews

I'm Goin' to Jackson

Clean and cozy home less than 10 minutes from I-40, Union University, and north Jackson shopping, parks, restaurants, and entertainment. Great layout comfortably sleeps up to 8 guests yet cozy enough for 1-2 people. Our family frequents Airbnb properties when we travel and have brought that experience to our home to make it as comfortable as possible. Feel free to use the elliptical or venture outside for a walk or bike ride to see one of two water wheels and ponds in the neighborhood.

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, 184 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.

Top Guest favourite
The kitchen features a blend of modern and vintage elements, with dark cabinetry contrasting against wooden accents. A central island with a marble top is surrounded by high stools. Pendant lights illuminate the space, enhancing the inviting atmosphere for cooking and dining.
Apartment in Huntingdon
4.99 out of 5 average rating, 120 reviews

Huddleston Hall

Huddleston Hall is in the heart of Downtown Huntingdon in the upstairs of a historic building that dates back to the late 1800s. Located within walking distance of restaurants, coffee shops, boutiques, and two theaters...The Dixie Performing Arts Theatre and Court Theatre makes it the perfect spot.

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
4.97 out of 5 average rating, 242 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.

Guest favourite
An open living area features a large window allowing natural light, with a mix of seating options including an armchair and a sectional sofa. A coffee table sits in the center, surrounded by a colorful rug. The kitchen is visible in the background with modern appliances.
Apartment in Jackson
4.94 out of 5 average rating, 116 reviews

Historic Lambuth Neighborhood Flat

Enjoy a unique stay at this centrally-located historic Lambuth neighborhood apartment. Close to the hospital and vibrant downtown, this apartment boasts lots of light and modern fixtures to make any stay feel like home. *note: this is a basement apartment attached to a family home*

Top Guest favourite
A living room features a comfortable couch adorned with throw pillows and a coffee table made of light wood. A fireplace with a stone facade serves as a focal point, accompanied by a decorative mirror and framed artwork on the walls. Natural light filters through the curtains of the adjacent windows.
Home in Martin
4.96 out of 5 average rating, 245 reviews

1929 Martin Casita

A chic two bedroom house, freshly updated, great kitchen, completely furnished with w/d has on open, charming and inviting feeling. Conveniently located within walking distance of UTM and Historic Downtown Martin. Carport and plenty of yard space.

Top Guest favourite
The inviting living area features wood-paneled walls and a high, sloped ceiling. A cozy arrangement of light-colored furniture is positioned around a central coffee table. Large windows provide natural light and views of the outdoor area, complemented by soft curtains and decorative plants.
Home in Three Way
5 out of 5 average rating, 123 reviews

Sunset Ranch

Make some memories at this unique and family-friendly place. "Sunset Ranch" is a newly remodeled home in Three-way. Come enjoy country living with a view in North Jackson. Bring your friends and family to our spacious home that sleeps 8!

Top Guest favourite
A well-organized kitchen area features white cabinetry and marble countertops. A coffee maker and a sink are positioned next to a wall with a decorative sign reading 'home sweet home.' Decorative jars and a mug holder add functionality and charm.
Home in Lexington
4.93 out of 5 average rating, 227 reviews

Wooded Wonderland

One bedroom, full kitchen, full bath with tub - sleeps five. Just 5 minutes from town, local dining, recreational lake with public boat & beach swimming access. 12 miles from Natchez Trace State Park. 10 miles from I-40 exit 108

Popular amenities for Medina holiday rentals

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