Holiday rentals in Pinckard

Downtown Private Suite

Enjoy your very own private access into the home from the en back patio into the private living room with a joined master bedroom and bathroom. This home is centrally located in downtown Enterprise only 12 minutes from the Enterprise Fort Rucker gate and 30 minutes to Dothan! *Please note this is a shared home, but none of the living spaces are shared. A locked door separates both sections of the home for your privacy*. No recreational drugs or smoking is allowed in the home or on the property

Zeke’s House: Bed & Barn Bliss

Enjoy the delights of nature in a panoramic view. All new barn unit/barn. Sleeps 3. Great for couples, individuals, small families, business travelers. Dirt road walks, blazing sunsets, starlet nights. Hang out near Zeke (Tennessee Walker), Zuri (Half-linger), Zoe (Cow) and Zeb (Miniature). In route to Panama City beach, 10 mins to Dothan, this delightful barn unit sits way off the road on 5 acres of bliss. Sawyer’s Produce, Apline Tomato Farm & Working Cow Dairy all nearby! *Non-smoking proper

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

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.

Townhouse 2/Self Check-in/Convenient to Ft Rucker

This 2 bedroom 2 1/2 bath townhouse is conveniently located 5 minutes from Fort Rucker and just minutes from the shopping areas and restaurants in Enterprise Alabama. It's packed with amenities to include 3 large TVs and High-speed wireless internet. The kitchen has all the necessities; dinnerware, silverware, knives, pots and pans, toaster, Kurig coffee maker, and more. We pride ourselves in hosting a place that we would want to stay in that has comfortable beds, very clean, and safe.

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!

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.

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.

Barndo“mini”um

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.

Quiet Secluded Cottage 19

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! :)

Daniel Digs - 3/2 - Comfy, Central, & Convenient

Relax in this inviting home with comfy seating, quality mattresses, ceiling fans throughout, and a remodeled master bath with a custom-tiled shower. Enjoy the large fenced yard, covered patio with seating, gas grill, and spacious laundry room. Parking for up to 4 vehicles, plus room for a boat, trailer, or camper. Perfect for families or work trips—comfortable, practical, and peaceful.