House holiday rentals in Headland

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

Dixieland Delight

BRAND NEW 2bed/2 bath 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.

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.

Country Cottage near Circle

Escape to our fully updated 3BR 2BA home on a quiet 1-acre wooded lot. Located near 231 South, you're minutes from shopping, dining, the National Peanut Festival, Jim Oates Park, and Southeast Health Center. Enjoy the spacious sunroom, dedicated workspace, and reliable Wi-Fi. Each bedroom features a Roku TV. Cook in the fully equipped kitchen and use the washer/dryer for added convenience. Our home offers a tranquil retreat with modern comforts, perfect for relaxation or remote work.

3 KING beds I Sleeps 14 I Mins to Novosel

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 Novosel , 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.

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!

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.