Vacation rentals in Pinckard

"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.

Comfortable and Stylish | Live Like a Dothan Local

Kick back and relax in this calm, stylish space. - Located 3 blocks from US 231 North, a few blocks away from Westgate Park, and less than a mile from Flowers Hospital - Fully equipped kitchen; bathrooms with all the essentials - Fast Wifi - Smart TV with Disney+, YoutubeTV, Netflix - 4 miles to downtown Dothan, 1 mile to Flowers Hospital, 7 miles to Southeast Health, 9 miles to the Alabama College of Osteopathic Medicine, 5 miles to Robert Trent Jones Highland Oaks, 5 miles to Dothan Airport

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!

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*

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.

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.

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.

Back Woods Cottage

Relax with the whole family at this peaceful place to stay. Just 3 miles off 231, this 3 Bedroom 1 Bath house has easy access to everything in Ozark. Only 5 miles to Ft Rucker gate, 4 miles to Walmart Supercenter, and 21 minutes to Dothan shopping. Acres of woods behind the house for a quiet stay in the backwoods.

Small Cottage near the river and base.

Welcome to our 2 Bedroom 2 Bath fully remolded 1930's cottage. With a porch that has held many neighborhood gossip sessions with a modern interior. Smaller home with maximized space. Large fenced in yard . Short or long stays we welcome you. 12 mins to Fort Rucker gate. 9 mins to Hanchey student parking.

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.