House holiday rentals 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.

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

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.

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.

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.

Sleeps 10 I Pet-friendly I Mins to FT Rucker

Located in the Valley Chase subdivision, this home offers a convenient and desirable location just minutes away from FT Rucker. With 3 bedrooms and 2 bathrooms, it is an ideal choice for TDY individuals or families relocating to Enterprise. Not only will you be close to Fort Rucker, but also the John Henderson Family Park. The entire home is exclusively yours to enjoy, and equipped with smart technology and enhanced security measures, allowing you to relax and make the most of your time.

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!

Miss Pearl's House: Charming and Unique 3 bedroom

The whole group will be comfortable in this spacious and unique space. Miss Pearl's House is a 3 bedroom 2 bath home in The Garden District. Centrally located, it is near the best of everything Dothan has to offer. Great detail was given to making the beds deliciously comfy including duvet covers and 12 inch memory foam mattresses, all brand new! If you like your TV large, there is an 82" Samsung with all of the apps. The Wifi is FAST and FREE and the coffee is yummy.

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.

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

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.

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.