House holiday rentals in Headland

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Top-rated house rentals in Headland

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

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Top guest favourite
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
5 out of 5 average rating, 73 reviews

"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.

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
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
4.96 out of 5 average rating, 189 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.

Guest favourite
The exterior of the home features a welcoming front porch with rocking chairs, framed by well-maintained landscaping. The house is a single-story structure with white siding, blue shutters, and an oval front door. Steps lead up to the porch from the yard.
Home in Midland City
4.82 out of 5 average rating, 38 reviews

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.

Superhost
A spacious single-story home showcases a modern design, featuring a light-colored brick exterior and dark brown garage doors. The front yard is adorned with manicured grass, while large windows allow natural light to enter. Tall trees frame the property, enhancing its serene setting.
Home in Dothan
4.9 out of 5 average rating, 161 reviews

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!

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
4.91 out of 5 average rating, 45 reviews

Azalea Place - Comfy 3/2 On Quiet Culdesac

Perfect for families! Spacious king master suite with soaking tub, walk-in closet, ceiling fan, workspace, & 55" Roku TV. Open living room with vaulted ceilings, 65" TV, fireplace, ceiling fan, & comfy seating for movie nights. Fully stocked kitchen with coffee bar. Guest rooms with queen beds, Roku TVs, ceiling fans, & big closets. 2 full baths with shower & tub in both. Peaceful back deck for relaxing. Fast WiFi. High chair & pack ’n play available. Weekly/monthly discounts!

Top guest favourite
A serene bedroom features a spacious bed with a light-colored duvet and flanked by two nightstands. Natural light enters through the windows, complemented by soft curtains. A wall decor piece adds a subtle touch, while a fan above provides airflow.
Home in Dothan
5 out of 5 average rating, 48 reviews

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*

Top guest favourite
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.

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, 142 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
Home in Dothan
4.95 out of 5 average rating, 19 reviews

Ranch Style with Epic Game Room and Fenced Yard

Newly renovated 1 story home in quiet neighborhood near championship golf and tennis, Water World, Westgate Park, Forever Wild trails, hospitals/sleeps 7/Large and well equipped kitchen/Game room with ping pong, arcade games and 65" Roku TV/ 4 beds:2 Queen, 1 full size and one single roll away bed/ Roku TV in each bedroom/Fire Place/Dedicated Workspace/ Washer Dryer/ Spacious Patio/BBQ Grill/Large fenced yard/Pack-N-Play

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 cozy entryway features a welcoming sign mounted above a decorative wreath on white shiplap. Two hooks are positioned above a built-in bench, which is adorned with two soft decorative pillows in neutral tones.
Home in Dothan
4.95 out of 5 average rating, 173 reviews

Cozy Cottage

Kick back and relax in this calm, stylish space. This cozy cottage sits on 40 acres and over looks the water where you can sit on the dock to fish or relax. The cottage is just newly built and has a front porch where you can enjoy nature.

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