Holiday houses in Midland City

Downtown Main St. Gem - Loft 5

We created Loft 5 as a quiet retreat above Headland's storybook town square - a place where you can slow down, reconnect, and feel wrapped in history and charm. From the moment you step outside, you're beneath sweeping oak trees, steps from colorful murals, live music, and candlelit dinners just down the sidewalk. It's the kind of place made for lingering walks and unhurried moments together. Close to Farley Nuclear, Southeast Health, Flowers Hospital and wedding venues. Come and stay a while!

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

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.

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.

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

Garden District Hideaway, King Bed

Forget your worries in this spacious and serene space. Centered in the popular Garden District, The Hideaway is just minutes from restaurants, shopping centers, and both hospitals (3 miles). The master bedroom features a king-sized bed with a DreamCloud mattress. Each bedroom features a Smart TV and ceiling fan. Kitchen includes basic essentials like coffee, sugar and spices. There is also a washer and dryer available for your use. *WE HAVE A NO PET POLICY DUE TO ALLERGIES*

2 BR 2.5 BTH, 3 Beds,Dog Friendly, Stocked Kitchen

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.

Schoolhouse Studio Apartment

Our 320 sq. ft. studio apartment is simple yet has all the essentials to make for a relaxing getaway in Dothan. Located walking distance to all of Foster St's best places- including Mural City Coffee, KBC, and The Grand just to name a few. The studio is located in the back apartment built off of the main house. The main house is also rented out as an airbnb but has a separate parking area and entrance to ensure maximum privacy for both sets of guests.

Childhood memories

Peaceful, private country retreat with beautiful views and friendly cows in the backyard. Enjoy your morning coffee on the porch swing and relax in the ultra-comfy bed after a quiet, restful night. Includes full-sized fridge, microwave, toaster oven, TV, Wi-Fi, and full bathroom. Just 10 minutes from Farley Nuclear Plant and 13 minutes from Southeast Health. Perfect for relaxing stays or quiet work trips. Come enjoy our little slice of paradise!

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.

The Courthouse

This studio apartment is centrally located in the Historic District, Dothan's first subdivision - blocks from the Dothan Country Club, 1 mile from downtown, 3 miles from each hospital, and 30 minutes from Ft. Novosel. Enjoy a peaceful stroll through the neighborhood to experience true southern charm surrounded by century-old houses. Prefer more activity? Play a game of pickleball, volleyball, or basketball on the lighted court.

Quiet Quaint Cottage 20

Quaint and cozy cottage conveniently located minutes away from dinning, shopping, and walking trails. One bedroom cottage with a queen size bed. Fully equipped kitchen and full bathroom with clean towels and shower essentials. 4.8 mi to Flowers Hospital 8.6 mi to Southeast Medical Center. 8.5 mi to Downtown Dothan 88 mi to PCB I'm only a call or text away, enjoy your stay! :)