House holiday rentals in Headland

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Top-rated house rentals in Headland

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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, 80 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 modern kitchen features white cabinetry, a granite countertop, and stainless steel appliances. A large window allows natural light to fill the space. Elements such as a coffee maker, stovetop, and utensils are visible, contributing to a functional and well-equipped environment.
Home in Enterprise
4.93 out of 5 average rating, 195 reviews

The LA (Lower Alabama) dream

Welcome to the L.A. dream! An adorable fully remodeled modern home with accommodations for the whole family or multiple families. No shortage of creature comforts with all new memory foam mattresses, high pressure showers, granite countertops, reclining sofas, 70in TV, strong A/C, screened back porch with seating. Kid friendly! With pack n play & high chair. Extra parking on back side of property with ability to accommodate a total of 5 cars. Located 10 mins to Ft Rucker gate, 2 mins to Publix

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, 199 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
4.79 out of 5 average rating, 39 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.

Guest favourite
A spacious living area features plush seating arrangements with accent cushions, soft gray carpeting, and warm lighting. The kitchen is open and equipped with modern appliances, including a stove and refrigerator. Dining arrangements can be seen nearby, enhancing the home's welcoming layout.
Home in Enterprise
4.93 out of 5 average rating, 141 reviews

Charming Residential Ranch Home with KING bed

Our Home Sweet Home is located just off of Rucker Blvd. just 3.5 miles from Fort Rucker Enterprise gate and is located close to your eating and shopping places. Our place is a beautifully decorated residential home. This home is 3 BR, 2 BA Master BR: 1 King bed, Smart TV 2nd BR: 1 Queen bed, Smart TV 3rd BR: 2 Twin beds Living room: Sofa converts to full size bed, 65" Smart TV. Kitchen: Fully Stocked Coffee Bar, cookware, stove, microwave, dishwasher, plates, glasses, wine glasses and more.

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, 100 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.

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
4.87 out of 5 average rating, 165 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!

Guest favourite
A spacious living room features a central fireplace framed by a wooden mantle. A large flat-screen TV is mounted on the wall opposite two comfortable gray sofas, accentuated by decorative pillows. A round coffee table sits on a patterned rug, with natural light illuminating the area from french doors.
Home in Enterprise
4.99 out of 5 average rating, 145 reviews

3 KING beds I Sleeps 14 I Mins to FT Rucker

Located in one of Enterprise, AL's finest neighborhoods, Cotton Creek, this 4 bedroom home offers an exceptional stay. With 3 King beds, 4 Full beds, 2 queen sleeper sofas, and 2 baths, it's ideal for larger families on a PCS or visiting Enterprise. Just minutes away from Fort Rucker, John Henderson Family Park, and the Enterprise Country Club. Enjoy the convenience of smart technology and security throughout the entire home, allowing you to unwind and make the most of your time.

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, 98 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!

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, 144 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

Popular amenities for Headland house rentals

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