Vacation rentals in Pinckard

Coneflower 3/2 | Spacious and Convenient

Comfortable home in a quiet, central neighborhood—ideal for families, traveling professionals, and contractors. Please enter the exact number of guests when booking. Smart lock self check-in and covered carport parking make arrival easy. Spacious bedrooms, bright living area, fully equipped kitchen with new refrigerator and dishwasher, plus washer and dryer for extended stays. Relax on the covered patio. Minutes from shopping, dining, & James O. Oates Park. Fast WiFi and Keurig coffee provided.

Relax at the Ridge | 4BR/3BA

Welcome to Relax at the Ridge. This home is conveniently located right outside Ft. Rucker (Faulkner Gate) and minutes from Downtown, and Johnny Henderson Park. lt is also only about an hour and half away from the world's most beautiful beaches, the Gulf of Mexico. With 4 bedrooms and 3 bathrooms, it has plenty of room for families visiting Enterprise. The entire home is exclusively yours to enjoy. Equipped with smart technology and enhanced security measures, this could be your perfect stay.

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.

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.

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 3-Pet Friendly-2BD/2BA

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.

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.

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.