House vacation rentals in Headland

5 out of 5 average rating, 37 reviews

Peaceful Home, Patio Retreat, Flexible Stays

Welcome to your home away from home in Dothan! Designed for comfort, privacy, and flexibility, this peaceful, fully furnished retreat is ideal for families, traveling nurses, and business professionals. Enjoy a dedicated workspace, high speed internet, fully stocked kitchen, spa-like rain shower, kid-friendly amenities, and a private fenced backyard with a relaxing patio. Conveniently located in a quiet neighborhood with easy access to hospitals, ACOM, Farley, wedding venue, shopping, and dining

5 out of 5 average rating, 88 reviews

The open-concept living area features a light-filled space with ample seating, including a gray sofa and a plush armchair. A large flat-screen TV is mounted on a wooden media console against a white wall. Bright natural light filters through the nearby window dressed in sheer curtains.

Home in Headland

"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.

A light-filled living area showcases a soft-colored sofa and a patterned armchair. A round dining table with four chairs is located in the background, while the open kitchen features white cabinetry and modern appliances, enhancing the space's inviting layout.

4.85 out of 5 average rating, 68 reviews

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

A gaming area is highlighted by a large ping pong table centrally positioned, with a ceiling fan above providing comfort. A dartboard is mounted on the wall, and a television is visible nearby, streaming entertainment. The space is finished with neutral walls and wooden accents.

4.93 out of 5 average rating, 212 reviews

Comfy 3 bedroom house with hot tub and game room.

Relax and unwind in this space, or even come to work or play. You will have the entire 3 bedroom, 2 full bath house to yourselves. Equipped with washer/dryer, kitchen, hot tub, work space, Wi-Fi, and even a little bar with ping pong table & dartboard. This is our house we have been remodeling and use as our own little getaway on date night, it’s far from upscale fancy, but it is cozy and with a soak in the hot tub can even be romantic. Welcome gift provided, message with any special requests.

4.99 out of 5 average rating, 112 reviews

The spacious living room features a comfortable arrangement of neutral-toned sofas and a cozy chaise lounge, accented by decorative pillows. A light fixture hangs from the ceiling, and a large flat-screen TV is mounted above a gas fireplace. Natural light filters through a nearby window.

Home in Enterprise

Lovely Residential Ranch Home with KING bed

Our "Home Sweet Home 2" is a beautifully decorated residential home. This home is 3 BR, 2 BA, two car garage with private fenced yard. It is located 2 miles from the Enterprise Fort Rucker gate. Master BR: 1 King bed, Smart TV 2nd BR: 1 Queen bed, Smart TV 3rd BR: 2 Twin beds Living Room: Spacious with 55" in Smart TV with all streaming apps, gas FP, Lounge chaise can sleep one small person. Family/kid games. Coffee Bar: Fully stocked Kitchen: Cookware, dinnerware, wine glasses Pet Friendly

A well-furnished living room features two comfortable sofas adorned with decorative pillows. A coffee table stands centrally, complemented by two lamps providing soft lighting. A television is positioned on an adjacent wall, and a single armchair adds additional seating. Natural light enters from the window, covered by light curtains.

4.83 out of 5 average rating, 104 reviews

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.

A welcoming brick cottage is set on a quiet cul-de-sac, featuring a covered porch with seating. The well-maintained garden surrounds the entryway, and a driveway leads to the home, framed by mature trees and lush greenery.

4.94 out of 5 average rating, 35 reviews

Your Home Away from Home

Quaint and cozy cottage nestled on a quiet cul-de-sac in Dothan's Garden District blocks from trendy downtown, Dothan Country Club, Future Masters, The Grand, The Plant, Dothan Opera House & Civic center, Westgate Park/Sports Complex, 4 miles to Southeast Alabama Medical Center, Flowers Hospital, ACOM Alabama College of Osteopathic Medicine, 5 miles from Troy University Dothan & airport. It is a beautiful area to walk or drive around, especially when the Azaleas are in full bloom!

A comfortable living area features a gray sofa adorned with decorative pillows. A ceiling fan provides air circulation. Nearby, a round dining table is surrounded by white chairs, and a lantern-style light hangs above. Natural light enters through a window draped with soft curtains.

5 out of 5 average rating, 100 reviews

Hank’s Place - CLEAN•Comfortable•Family Stays

Welcome to Hank’s Place! We’re so glad you’re here! When you choose to stay with us, you partner with us in helping to provide clean, safe housing for families in medical crises, as a large part of our profits are used to fund housing for families who are in need of a temporary place to stay due to serious medical situations. Located 1 mile from Southeast Health and 7 miles from Flowers Hospital. Short term or executive professional/corporate midterm, we’ve got you covered.

The exterior of a modern home features a brown brick façade complemented by light-colored siding. A neatly trimmed lawn surrounds the driveway and entrance, which includes a decorative mailbox. The sky is partially cloudy, providing a soft natural light.

4.9 out of 5 average rating, 104 reviews

Peaceful 3BR/2BA Hidden Lake Home Near ACOM w/WiFi

Welcome to Dothan, Alabama, the Peanut Capital of the World! If you are looking for a comfy, convenient and spacious home to unwind, your search is over! This modern home at The Hidden Lake is a 10 min walk or 3 minute drive to ACOM! Close to SouthEast Hospital, plenty of restaurants, and located in one of the safest neighborhoods in Dothan. Complete with a stocked kitchen, multiple bedrooms and bathrooms, WiFi, Smart TV, and much more, this is the perfect home for you!

A light-filled living area showcases two comfortable sofas adorned with decorative pillows. A wooden coffee table with intricate detailing sits at the center, surrounded by a soft area rug. Tall windows are dressed with elegant drapes, enhancing the inviting ambiance.

5 out of 5 average rating, 150 reviews

Elegant house in the Heart of Dothan

Whether you are in Dothan for work or visiting, we hope you will enjoy your accommodation in our comfortable spacious house! You will find an open living area, well equipped kitchen, three bathrooms, and three bedrooms with comfortable king and queen size beds. The house also has high speed internet and two Smart Roku TVs for your work or entertainment. Please, remember, we can host max 6 guests. No visitors allowed. No family meetings or gatherings.

A cozy living room is highlighted by a large TV mounted on the wall. Two green sofas are arranged around a coffee table, with a shielded entryway visible in the background. Artwork is framed on the walls, enhancing the inviting atmosphere.

4.97 out of 5 average rating, 98 reviews

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. Please enter the exact number of guests when booking.