Book Holiday Homes in Headland

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Featured Holiday Homes in Headland

Peaceful 3BR/2BA Hidden Lake Home Near ACOM w/WiFi

Peaceful 3BR/2BA Hidden Lake Home Near ACOM w/WiFi

Dothan
Located in Dothan, this vacation home is on a lake, within a 10-minute drive of Wiregrass Museum of Art and Dothan Country Club.
Peaceful 3BR/2BA Hidden Lake Home Near ACOM w/WiFi
Quiet Dothan House with Fenced Yard + Fire Pit!

Quiet Dothan House with Fenced Yard + Fire Pit!

Dothan
With a stay at this vacation home in Dothan, you'll be within a 5-minute drive of Flowers Hospital and Adventureland.
Quiet Dothan House with Fenced Yard + Fire Pit!
Charming Abbeville Home w/ Private Boat Dock!

Charming Abbeville Home w/ Private Boat Dock!

Abbeville
Located in Abbeville, this vacation home is within a 15-minute drive of Chattahoochee River and Walter F. George Lake.
Charming Abbeville Home w/ Private Boat Dock!
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Peaceful relaxing with a fantastic view

Peaceful relaxing with a fantastic view

Georgetown
The price is AU$366 per night from 23 Nov to 24 Nov
AU$366
includes taxes & fees
23 Nov - 24 Nov
With a stay at this vacation home in Georgetown, you'll be a 2-minute walk from Pataula Creek Public Use Area and 14 minutes by foot from Walter F. George ...
Peaceful relaxing with a fantastic view
Private lake front home with gorgeous views. Pet Friendly.

Private lake front home with gorgeous views. Pet Friendly.

Abbeville
When you stay at this vacation home in Abbeville, you'll be on the waterfront and steps from Chattahoochee River.
Private lake front home with gorgeous views. Pet Friendly.
Perfect for Graduation or extended stay.

Perfect for Graduation or extended stay.

Daleville
The price is AU$423 per night from 25 Nov to 26 Nov
AU$423
includes taxes & fees
25 Nov - 26 Nov
With a stay at this vacation home in Daleville, you'll be within a 10-minute drive of Daleville City Hall and Army Aviation Museum.
Perfect for Graduation or extended stay.
Hawkins Ridge Lodge - Enjoy the Southern Comfort living with a Private Lake

Hawkins Ridge Lodge - Enjoy the Southern Comfort living with a Private Lake

Eufaula
With a stay at this vacation home in Eufaula, you'll be 11.8 mi (19 km) from White Oak Creek Recreation Area and 11.8 mi (19 km) from Walter F. George Lake.
Hawkins Ridge Lodge - Enjoy the Southern Comfort living with a Private Lake
Beautiful Waterfront Getaway w/ Dock!

Beautiful Waterfront Getaway w/ Dock!

Abbeville
Located in Abbeville, this vacation home is on the waterfront, within a 15-minute drive of Chattahoochee River and Walter F. George Lake.
Beautiful Waterfront Getaway w/ Dock!
Newly remodeled. 5 mi to Dothan shopping. 3 mi to Dothan Airport.

Newly remodeled. 5 mi to Dothan shopping. 3 mi to Dothan Airport.

Midland City
With a stay at this vacation home in Midland City, you'll be within a 15-minute drive of Wiregrass Commons Mall and Westgate Recreation Center.
Newly remodeled. 5 mi to Dothan shopping. 3 mi to Dothan Airport.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Headland Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Headland vacation homes are the perfect way for you to wing it.

Holiday houses in Headland let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Headland in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Headland adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Headland with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Headland vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Headland Holiday Homes essential information

Accommodation
47 Holiday Homes
Lowest Price
AU$108
Highest Price
AU$423
Popular accommodation
Peaceful 3BR/2BA Hidden Lake Home Near ACOM w/WiFi, Quiet Dothan House with Fenced Yard + Fire Pit!, Charming Abbeville Home w/ Private Boat Dock!, Peaceful relaxing with a fantastic view , Private lake front home with gorgeous views. Pet Friendly. , Perfect for Graduation or extended stay., Hawkins Ridge Lodge - Enjoy the Southern Comfort living with a Private Lake , Beautiful Waterfront Getaway w/ Dock!, Newly remodeled. 5 mi to Dothan shopping. 3 mi to Dothan Airport.

Top trending hotels in Headland

Baymont by Wyndham Dothan

Baymont by Wyndham Dothan

2.5 out of 5
2841 Ross Clark Cir, Dothan, AL
Fully refundableReserve now, pay when you stay
The price is AU$108 per night from 24 Nov to 25 Nov
AU$108
includes taxes & fees
24 Nov - 25 Nov
Located in Dothan, Baymont by Wyndham Dothan is within a 5-minute drive of Westgate Recreation Center and Dothan Country Club.
Baymont by Wyndham Dothan
La Quinta Inn & Suites by Wyndham Dothan

La Quinta Inn & Suites by Wyndham Dothan

2.5 out of 5
3593 Ross Clark Cir, Dothan, AL
Fully refundableReserve now, pay when you stay
The price is AU$146 per night from 8 Dec to 9 Dec
AU$146
includes taxes & fees
8 Dec - 9 Dec
When you stay at La Quinta Inn & Suites by Wyndham Dothan in Dothan, you'll be in a shopping district, within a 5-minute drive of Wiregrass Commons Mall and ...
La Quinta Inn & Suites by Wyndham Dothan
Springhill Suites By Marriott Dothan

Springhill Suites By Marriott Dothan

2 out of 5
4987 Montgomery Highway, Dothan, AL
Fully refundableReserve now, pay when you stay
The price is AU$182 per night from 5 Dec to 6 Dec
AU$182
includes taxes & fees
5 Dec - 6 Dec
Located in Dothan, Springhill Suites By Marriott Dothan is a 4-minute drive from Wiregrass Commons Mall and 5 minutes from Westgate Recreation Center.
Springhill Suites By Marriott Dothan
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TownePlace Suites Dothan

TownePlace Suites Dothan

3 out of 5
201 Retail Dr, Dothan, AL
Fully refundableReserve now, pay when you stay
The price is AU$224 per night from 5 Dec to 6 Dec
AU$224
includes taxes & fees
5 Dec - 6 Dec
With a stay at TownePlace Suites Dothan in Dothan, you'll be near the airport, just a 4-minute walk from Wiregrass Commons Mall and a 4-minute drive from Westgate ...
TownePlace Suites Dothan
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See all available properties in Headland
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.