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House holiday rentals in Headland

Find and book unique houses on Airbnb

Top-rated house rentals in Headland

Guests agree: These houses are highly rated for location, cleanliness and more.

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Guest favourite
A single-story house features a covered front porch with two chairs positioned on either side of the entrance. Lush green grass surrounds the home, and flower beds with small plants are visible near the foundation. A large tree is seen in the background, adding to the outdoor space.
Home in Dothan
5 out of 5 average rating, 21 reviews

Home in Dothan Quiet area outside the circle

Great location- Easy access to Ross Clark Circle. Circular driveway to hold work trucks or a boat. Quiet road. Home sits on 1 acre of land. Fenced in back yard. 3 Bedrooms. 1 Bath. 2-Carports. Located 2 miles to Ross Clark Circle & 4 miles to Southeast Medical. Soccer Fields, bike/walk trails, water parks, dining & shopping all just a short drive. The Chattahoochee River, Farley Nuclear Plant & GP are w/in 10 miles. Panama City Beach is only 90 miles away. Dothan Airport is 15 Miles.

Top Guest favourite
The open living room showcases vaulted ceilings and a central fireplace, complemented by a large wall-mounted TV. Comfortable seating is arranged around a coffee table, while a cozy armchair is positioned nearby, inviting relaxation. Natural light fills the space through the nearby windows.
Home in Dothan
4.94 out of 5 average rating, 62 reviews

Azalea Place - Comfy 3/2 On Quiet Culdesac

Spacious king suite with soaking tub, walk-in closet, workspace, ceiling fan, & 55” Roku TV. Open living area with vaulted ceilings, fireplace, 65” TV, ceiling fan, & cozy seating for movie nights. Fully stocked kitchen with coffee bar. Guest rooms have queen beds, Roku TVs, ceiling fans, & large closets. Two full baths, both with tub & shower. Peaceful back deck for relaxing. Fast WiFi. High chair & pack ’n play available. Weekly/monthly discounts! Please enter exact guest count when booking!

Guest favourite
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.
Home in Dothan
4.85 out of 5 average rating, 65 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

Guest favourite
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.
Home in Dothan
4.93 out of 5 average rating, 210 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.

Top Guest favourite
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
4.99 out of 5 average rating, 109 reviews

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

Guest favourite
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.
Home in Dothan
4.83 out of 5 average rating, 103 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.

Top Guest favourite
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.
Home in Dothan
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.

Guest favourite
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.
Home in Dothan
4.9 out of 5 average rating, 103 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!

Guest favourite
A spacious brick house is framed by a large green lawn, offering a welcoming facade. Low-maintenance landscaping is visible, with large windows on either side of the front door, allowing natural light to fill the interior.
Home in Kinsey
4.93 out of 5 average rating, 27 reviews

Spacious 3BR/2BA | Minutes from Dothan

Quiet 3BR/2BA brick home in Kinsey, only 7 minutes from downtown Dothan. Over 1,800 sq. ft. with tall ceilings, driveway parking, and a 0.4-acre lot with plenty of outdoor space. Inside you’ll find fast Wi-Fi, TVs, a full kitchen, and washer/dryer for long stays. Perfect for families, travel nurses, and work crews seeking space and comfort in a safe subdivision near Southeast Health, Flowers Hospital, Fort Novosel, shopping, dining, and all local conveniences.

Top Guest favourite
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.
Home in Dothan
5 out of 5 average rating, 149 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.

Guest favourite
A century-old house is depicted, set on expansive grassland and partially shaded by surrounding trees. The structure features a welcoming front porch with steps leading up to a red door. Clear blue skies and scattered clouds provide a serene backdrop.
Home in Columbia
4.92 out of 5 average rating, 124 reviews

The Blackshear Place

A 100 year old house on land that was homesteaded in the 1800’s. Plenty of character, peaceful, private and quiet. 18 minutes from Ross Clark Circle, Dothan Al., 15 minutes from Headland Al. 19 minutes from Blakely Ga. 15 minutes to Log Cabin Restaurant in Georgia and Huggin Molly’s in Abbeville Al. Nearest grocery and gas is 10 minutes in Columbia Al. No WIFI hot spots work well Verizon tower 2 miles away

Top Guest favourite
A charming two-story house is set back from the street, featuring a front porch with white columns. The exterior is painted in a muted green shade, while a contrasting yellow accent is visible on the upper section. Lush greenery surrounds the property.
Home in Dothan
4.97 out of 5 average rating, 178 reviews

Aunt B’s

Aunt B’s is the main house with 2 bedrooms and 2 baths, kitchen and living space. There is an attached 1 bedroom and 1 bath studio suite with separate entrance and separate parking in the back.

Popular amenities for Headland house rentals

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  3. Alabama
  4. Henry County
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