Headland holiday homes, AL, USA: holiday houses & more

Scroll through and select from holiday rentals in Headland to find one that's perfect for your trip. Holiday rentals provide the best amenities for your family, friends or furry companion, such as Wi-Fi and a pool. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Headland

Charming 2-bedroom tiny house is a welcoming space for up to 4 guests and pups

Sleeps 4 · 2 bedrooms · 1 bathroom

Comfortable living room with futon and TV

Claire’s Cottage is located on 7 secluded acres with a coded privacy gate.

Sleeps 4 · 1 bedroom · 1 bathroom

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Choose a holiday rental for your Headland getaway

Learn about the unique charm of Headland with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Headland

Do you want to find attractions to see while you're in the area? Venture out of your cosy holiday rental and experience everything that Headland has to offer. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

Dothan Country Club (11.1 mi / 17.8 km)
Westgate Recreation Center (11.3 mi / 18.2 km)
Water World (11.3 mi / 18.3 km)
Adventureland (11.9 mi / 19.1 km)
Dothan National Golf Resort (17.4 mi / 28 km)
Silver Wings Golf Course (22.2 mi / 35.8 km)

Exploring the natural features in Headland

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Headland is a great place to get outside. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city centre:

Dothan Area Botanical Gardens (5.5 mi / 8.9 km)
Landmark Park (5.9 mi / 9.5 km)
Walter F. George Lake (23.9 mi / 38.5 km)
Omussee Creek Park (13.2 mi / 21.2 km)
Greystone Lake (13.5 mi / 21.7 km)
Highland Oaks Upper Lake (13.6 mi / 21.9 km)

How to get to and around Headland

Fly into Dothan, AL (DHN-Dothan Regional), the closest airport, located 8.5 mi (13.7 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday home in Headland?

The average price for a holiday home in Headland is based on several factors, including property type, length of stay and season. Whether you’d like a sprawling villa with lots of space or a quaint cottage for you and your other half, just enter your dates of travel to view stays with unbeatable value.

How much does it cost to rent a beach house in Headland?

Prices for beach houses in Headland vary depending on the size and style of the property and time of year you’re travelling. Just enter your travel dates into Bookabach and the number of guests to see your home options and prices. From there you can use our filters to refine your search by amenities, ratings, nearby activities and more.

How old do you have to be to rent a holiday home in Headland?

We advise checking with the Headland holiday property you’d like on Bookabach as age restrictions vary. However, generally it’s 16, 18 or 21.

How long can I rent a holiday home in Headland for?

It’s up to the Headland property. To view a list of options offering extended stays, simply type your travel dates and number of people into the Bookabach search page. Enjoy having the whole place to yourself, along with home comforts such as a fully-equipped kitchen and a yard where the kids can run around and play. Be on the lookout for long-term stays that offer weekly or monthly discounts.