Holiday rentals in Midland City

Azalea Place - Comfy 3/2 On Quiet Culdesac

Spacious king suite with soaking tub, walk-in closet, workspace, ceiling fan, & 55” Roku TV. Open living area with vaulted ceilings, fireplace, 65” TV, ceiling fan, & cozy seating for movie nights. Fully stocked kitchen with coffee bar. Guest rooms have queen beds, Roku TVs, ceiling fans, & large closets. Two full baths, both with tub & shower. Peaceful back deck for relaxing. Fast WiFi. High chair & pack ’n play available. Weekly/monthly discounts! Please enter exact guest count when booking!

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.

The Cumberland Cottage

Come enjoy a beautiful and peaceful stay at the Cumberland cottage. Perfect for families, couples, business, or healthcare travelers seeking comfort and convenience. Located in the beautiful Azalea Park neighborhood just minutes from Publix, the Houston County Farm Center, Southeast Health, and local attractions. This home offers ceiling fans in every room, a well-equipped and updated kitchen, and a large fenced-in backyard. Everything you need and more for a comfortable, hassle-free stay!

Just Simply Convenient

This 3/2 home is convenient to most major shopping centers and movie theaters. Great restaurants and Winn Dixie/Publix grocery stores are within 5 min. Westgate park is a 7 min drive. We provide WiFi and Roku TVs in den & all bedrooms. We also provide individually wrapped bath soap, dishwasher powder, laundry detergent and fabric softener that should be enough for short stays and a nice starter for extended stays. Keurig and a standard coffee pot is provided along with a variety of K-cups.

Country Cottage near Circle

Escape to our fully updated 3BR 2BA home on a quiet 1-acre wooded lot. Located near 231 South, you're minutes from shopping, dining, the National Peanut Festival, Jim Oates Park, and Southeast Health Center. Enjoy the spacious sunroom, dedicated workspace, and reliable Wi-Fi. Each bedroom features a Roku TV. Cook in the fully equipped kitchen and use the washer/dryer for added convenience. Our home offers a tranquil retreat with modern comforts, perfect for relaxation or remote work.

3BD Restorative Retreat - Fire Pit, Putting Green

Couples, girl's spa night, remote workers and traveling professionals - discover your ideal stay in Dothan’s Garden District. This colorful, health-focused oasis offers rest, focus, and comfort. Sip morning coffee on the deck or unwind in luxury bedding after a productive day. A serene, distraction-free space for those who value peace. RTJ Golf Trail (<6 mi) Dothan Country Club (0.7 mi) AL College of Osteopathic Medicine (<6 mi) Southeast Health & Flowers Hospital (<4 mi)

Newly Renovated, 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.

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.

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 Cottages: 2BR/2BA Dothan

Make yourself at home in our cozy 2BR/2BA cottage in the friendly Cottages community of Dothan! Perfect for families or small groups, you'll love the community pool, fitness center, pickleball court, dog park, and dog wash station. Kids, pets, and adults alike will have something to enjoy. With shopping, parks, and restaurants nearby, everything you need is just minutes away. Come relax and enjoy the comforts of home!

Schoolhouse in the Woods | Family Farm Retreat

Welcome to the Schoolhouse in the Woods! This one-of-a-kind retreat sits among the trees on our peaceful family horse farm, just 6 miles from Dothan and 10 miles from Fort Rucker. Originally our family homeschool, the Schoolhouse blends cozy comfort with unique character and charm. Enjoy quiet mornings on the patio, private walking trails, peaceful countryside, and evenings gathered around the fireplace.

Newly Remodeled Home Away From Home

Relax with the family at our peaceful newly remodeled home away from home. Welcoming entrance brings you into the dining & living room. Kick your feet up and relax your cares away in our reclining sectional. Fully functional kitchen and laundry room. Smart Tv in bedrooms and living room. New front and back porch with Bbq grill.