Holiday rentals in Midland City

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Top-rated holiday rentals in Midland City

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

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Top guest favourite
The open-concept living area features a light-filled space with ample seating, including a gray sofa and a plush armchair. A large flat-screen TV is mounted on a wooden media console against a white wall. Bright natural light filters through the nearby window dressed in sheer curtains.
Home in Headland
5 out of 5 average rating, 74 reviews

"Dixieland Delight". Entire Home- Newly Built!

Newly built 2bed/2bath peaceful getaway in the heart of historic and charming Headland, AL! Open-concept living area. Ample seating and a large flat-screen TV! 2 bedrooms and 2 full baths. The master bedroom offers a king-sized bed and an en-suite bathroom. The 2nd bedroom has a full-sized bed and an additional bathroom is conveniently located in the hallway. Explore charming downtown Headland, visit the nearby Headland Square, or head into Dothan for shopping, restaurants, and entertainment.

Guest favourite
A comfortable living area features a spacious gray sofa with colorful accent pillows, positioned in front of a large television. Light streams in through wide windows, illuminating a geometric rug on the wooden floor. The open layout leads to a bright kitchen area visible in the background.
Cottage in Enterprise
4.9 out of 5 average rating, 264 reviews

Come Chill at our Cute 2 bedroom Cottage

Enjoy yourself in this completely renovated and remodeled cottage located in the heart of Enterprise, AL. This space has been designed with the guest in mind. We offer full kitchen, laundry, high speed fiber optic internet, and all new furnishings in this modern take of an original WWII era home. We aim to please and, although new to Airbnb, we have hosted over 1000 - 5 Star trips on other P2P platforms. You'll love coming back to the Come Chill cottage. New Pickleball Courts 3 min away!

Top guest favourite
A spacious room is furnished with two beds, providing ample sleeping accommodations. A small dining table sits in the foreground, while a television and seating area are arranged against the wall. Natural light enters through multiple windows, creating a bright and airy environment.
Guest house in Dothan
4.96 out of 5 average rating, 134 reviews

State Park Cottage - Quiet Yet Centrally Located

Cottage is in the middle of a 2 1/2 acre wooded lot. It is in the middle of town, but your stay will be quiet and private. The neighborhood park, Solomon Park, is just one block away. Neighborhood is great for a stroll or run. You will be a short car ride from more than a dozen places to eat, grocery stores and shopping. We live on the property, but the cottage is a detached structure. If you need anything at all, we will be close by to provide as much or as little assistance as need

Guest favourite
The exterior of the home features a welcoming front porch with rocking chairs, framed by well-maintained landscaping. The house is a single-story structure with white siding, blue shutters, and an oval front door. Steps lead up to the porch from the yard.
Home in Midland City
4.79 out of 5 average rating, 39 reviews

High Cotton Cottage

Relax with the whole family. Newly remodeled with everything you need. High Cotton is 3 BR 1 Bath is a quiet, safe home. Sit in rocking chairs on the front porch and look out over the cotton field. Well stocked kitchen, washer and dryer, WiFi, Smart Tv's, Coffee and more. 2 queen beds and a single. This place has all the amenities you and your family need for the perfect getaway. 5 miles to Dothan shopping Walmart, Target, cinemas and much more. 3 miles to Dothan Airport. 12 miles to Ozark.

Top guest favourite
An inviting lofted sleeping area features a spacious bed flanked by bedside tables with softly glowing lamps. Delicate string lights create a warm ambiance across the sloped ceiling, while a patterned area rug adds comfort underfoot.
Tiny home in Headland
4.99 out of 5 average rating, 130 reviews

Home in Heart of Headland

Quaint cottage located on the grounds of the beautiful and historical Covington Home that was built in 1902. Headland, AL better known as the “Gem of the Wiregrass” was rated one of the safest cities in AL in 2019 and is a designated Main Street community. The cottage is walking distance to the square where you will find soft music playing as you stroll the streets, picturesque oak trees, stylish boutiques and cuisine to fit any taste pallet. It is less than 10 miles to the Dothan Airport.

Superhost
A spacious single-story home showcases a modern design, featuring a light-colored brick exterior and dark brown garage doors. The front yard is adorned with manicured grass, while large windows allow natural light to enter. Tall trees frame the property, enhancing its serene setting.
Home in Dothan
4.9 out of 5 average rating, 162 reviews

Twin Pines | Luxury Getaway

Welcome to Dothan's Gem! A beautifully designed dream home! Bringing the whole family? Working remotely? Rest assured, you'll have high speed internet no matter what, with speeds up to 500mbps! While there's plenty of privacy, this location makes it easy for you to get around You are only: 4 mins to Flower's Hospital 5 mins to Westgate Recreation Park 5 mins to Forever Wild Trails 10 mins to the heart of Downtown Dothan 1.5 hrs to PCB & surrounded by Dothan's best restaurants!

Top guest favourite
Tiny home in Kinsey
5 out of 5 average rating, 18 reviews

Bridal Cottage at Adams Acres

Relax & unwind at the Adams Acres Bridal Cottage, where modern comfort meets countryside charm. 🛌 Features You’ll Love: • Comfortable king-size bed in private bedroom + pull-out queen bed in sitting area • Spacious sitting area and vanity stations for getting ready • Private bathroom with a rainfall shower. Just minutes from Dothan, Adams Acres Bridal Cottage offers peaceful mornings and stunning sunsets with a nearby park featuring a walking trail, pickle ball court & more

Top guest favourite
Townhouse in Dothan
5 out of 5 average rating, 140 reviews

Renovated Townhome With Sunroom

Experience the best of Dothan in this stylishly renovated townhome. Perfectly situated for adventure, just moments from championship golf at RJT and DCC, thrilling water fun at Water World, exciting games at the Westgate Baseball and Tennis Complex, the serene beauty of Forever Wild trails, and conveniently close to both area hospitals. Unwind in comfort with a fully equipped kitchen, perfect for whipping up delicious meals and stay connected with the blazing-fast Wi-Fi.

Top guest favourite
A wooden swing is suspended from a sturdy tree branch, overlooking a peaceful pond surrounded by lush greenery. The water reflects the clear blue sky, and the distant tree line creates a serene backdrop, inviting relaxation and contemplation.
Cottage in Dothan
4.99 out of 5 average rating, 217 reviews

Juju’s Pond House on Smith Pond

Take it easy at this unique and tranquil getaway located on 100 acres and nestled quietly on a private pond. The house was originally built in 1921 and in 2018 we had the house moved down to the pond and did a full renovation while preserving as much original character as we could. Enjoy your morning coffee and watch the sunrise from the screen porch swing or one of the docks at the pond. The property has nature trails to explore, fishing, and plenty of wildlife.

Top guest favourite
A softly colored bedroom features a spacious bed with a decorative quilt and a wooden headboard. Natural light streams in from large windows, illuminating the room. A sliding glass door leads to a private deck, adding to the bright and open feel of the space.
Flat in Dothan
4.91 out of 5 average rating, 505 reviews

Claire’s Cottage with privacy gate

Everything you need in a quaint, modern space located on 7 secluded acres with a privacy gate only minutes from the Ross Clark Circle and downtown, Wi-Fi, Smart TV with YouTube TV subscription included (over 70 channels), brand new fridge, spacious rooms. Washer and dryer available. We allow pets on a case by case basis and charge a one time $10 fee per pet upon guests arrival. We also offer EV level 2 charging (40 amp) for a flat $10 fee.

Guest favourite
A charming art studio is set among lush greenery, featuring a gabled roof and large windows that allow natural light to fill the interior. A stone pathway leads to a wooden bench positioned on a manicured lawn, surrounded by diverse foliage.
Farm stay in Hartford
4.89 out of 5 average rating, 341 reviews

Hartford Art Studio and Loft

This treasure is a stand alone art studio with a loft surrounded by beautiful lawn and gardens. The Studio is 45 feet (read close) to the house. There are agricultural fields on three sides. The artist, Beverly Mayfield, is now deceased, but has filled the studio with masterful paintings.

Guest favourite
Cabin in Newton
4.86 out of 5 average rating, 14 reviews

Landing lodge

A peaceful, private cabin surrounded by trees — perfect for unwinding. Enjoy the pergola lounge, fire pit, and wide open yard for relaxing day or night.This is located between Dothan and Enterprise. We have a military member in our family and proudly welcome military guests.

Popular amenities for Midland City holiday rentals

  1. Airbnb
  2. United States
  3. Alabama
  4. Dale County
  5. Midland City