Holiday rentals in Pinckard

Downtown Private Suite

Enjoy your own private entrance into the home through the back patio, leading directly into a private living room with an attached master bedroom, bathroom and walk in closet. The home is centrally located near downtown Enterprise. Please note: This is a shared home; however, no living spaces are shared. A locked door separates both sections of the home to ensure complete privacy. Recreational drug use and smoking of any kind are strictly prohibited inside the home and anywhere on the property.

The Miller's Retreat

Welcome to your home away from home! This cozy, fully furnished house is ideal for travel nurses, health care professionals, medical college students, family, or anyone looking for comfort and convenience. It is conveniently located just 1.8 miles from Southeast Heath Medical Center and 3.3 miles from the Alabama College of Osteopathic Medicine. Farley Nuclear Plant is 18.5 miles. And before you start your day, Starbucks, Chick-fil-A and many other restaurants are located within the area.

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.

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.

Main St Oasis w/King Bed | Pool + Walk to Downtown

Welcome to the Main Street Oasis! This stylish 2BR guest house features a king bed, full kitchen, walk-in shower, Wi-Fi TVs, ½ bath, bunk beds, washer/dryer & fast internet. Enjoy the ONLY downtown saltwater pool in town (shared only occasionally with our family), a smart lock entry, & off-street parking. Relax with coffee in the morning or grill out at night. Just steps from downtown shops and the farmers market. Perfect for couples, remote workers, or small families. No pets.

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!

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.

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.

Family Home 5 min from Ft. Rucker

This family-friendly 3BR, 2BA home is just 5 minutes from the Ft. Rucker Ozark gate. Features include a fully stocked kitchen, workout space with equipment, work desk, washer/dryer, and smart TVs. Offering comfort and security in a safe and quiet neighborhood, its perfect for families or military visitors looking for convenience and a relaxing stay in Ozark.

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.

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.