Book Holiday Homes in Headland

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Headland

Southern Charmer!  New Renovation, 3 Bed/2 Bath, Game Room, Dog Friendly, In The Heart Of It All!

Southern Charmer! New Renovation, 3 Bed/2 Bath, Game Room, Dog Friendly, In The Heart Of It All!

Dothan
The price is AU$465 per night from 9 Apr to 10 Apr
AU$465
includes taxes & fees
9 Apr - 10 Apr
Located in Dothan, this vacation home is within a 5-minute drive of Adventureland and Flowers Hospital.
Southern Charmer! New Renovation, 3 Bed/2 Bath, Game Room, Dog Friendly, In The Heart Of It All!
Modern Luxury

Modern Luxury

Dothan
The price is AU$497 per night from 3 Apr to 4 Apr
AU$497
includes taxes & fees
3 Apr - 4 Apr
Located in Dothan, this vacation home is within a 5-minute drive of Westgate Recreation Center and Westgate Memorial Park.
Modern Luxury
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!
Save an average of 15% on thousands of hotels when you're signed in
Suma Ridge: Right Outside Dothan

Suma Ridge: Right Outside Dothan

Midland City
Located in Midland City, this vacation home is within a 15-minute drive of Highland Oaks Upper Lake and Westway.
Suma Ridge: Right Outside Dothan
BIG WATER views in Abbeville: 3BR, Master Ste, Hot Tub, Ice Machine, Beach Area

BIG WATER views in Abbeville: 3BR, Master Ste, Hot Tub, Ice Machine, Beach Area

Abbeville
With a stay at this vacation home in Abbeville, you'll be 5.2 mi (8.4 km) from Walter F. George Lake and 11.2 mi (18 km) from White Oak Creek Recreation ...
BIG WATER views in Abbeville: 3BR, Master Ste, Hot Tub, Ice Machine, Beach Area
Modern & Private Retreat Near Historic Downtown!

Modern & Private Retreat Near Historic Downtown!

Dothan
Located in Dothan, this vacation home is a 1-minute drive from James O. Oates Park and 6 minutes from Pine Hills Park.
Modern & Private Retreat Near Historic Downtown!
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!
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.
AMAZING Big Flat Lot, Sandy Beach, Parking & StarLink Internet! Lake Eufaula, AL

AMAZING Big Flat Lot, Sandy Beach, Parking & StarLink Internet! Lake Eufaula, AL

Abbeville
When you stay at this vacation home in Abbeville, you'll be on the waterfront and 10 minutes by foot from Chattahoochee River.
AMAZING Big Flat Lot, Sandy Beach, Parking & StarLink Internet! Lake Eufaula, AL
Don't see what you're looking for?
See all available properties in Headland
View all properties
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
66 Holiday Homes
Lowest Price
AU$116
Highest Price
AU$497
Popular accommodation
Southern Charmer! New Renovation, 3 Bed/2 Bath, Game Room, Dog Friendly, In The Heart Of It All!, Modern Luxury, Charming Abbeville Home w/ Private Boat Dock!, Suma Ridge: Right Outside Dothan, BIG WATER views in Abbeville: 3BR, Master Ste, Hot Tub, Ice Machine, Beach Area, Modern & Private Retreat Near Historic Downtown!, Beautiful Waterfront Getaway w/ Dock!, Private lake front home with gorgeous views. Pet Friendly. , AMAZING Big Flat Lot, Sandy Beach, Parking & StarLink Internet! Lake Eufaula, AL

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$116 per night from 27 Apr to 28 Apr
AU$116
includes taxes & fees
27 Apr - 28 Apr
Located in Dothan, Baymont by Wyndham Dothan is within a 5-minute drive of Westgate Recreation Center and Westgate Memorial Park.
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$153 per night from 9 Apr to 10 Apr
AU$153
includes taxes & fees
9 Apr - 10 Apr
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
Candlewood Suites Dothan by IHG

Candlewood Suites Dothan by IHG

2.5 out of 5
3005 Ross Clark Circle, Dothan, AL
Fully refundable
The price is AU$183 per night from 7 Apr to 8 Apr
AU$183
includes taxes & fees
7 Apr - 8 Apr
With a stay at Candlewood Suites Dothan by IHG in Dothan, you'll be within a 5-minute drive of Westgate Recreation Center and Westgate Memorial Park.
Candlewood Suites Dothan by IHG
Save an average of 15% on thousands of hotels when you're signed in
Springhill Suites By Marriott Dothan

Springhill Suites By Marriott Dothan

2 out of 5
4987 Montgomery Highway, Dothan, AL
The price is AU$230 per night from 3 Apr to 4 Apr
AU$230
includes taxes & fees
3 Apr - 4 Apr
Located in Dothan, Springhill Suites By Marriott Dothan is within a 5-minute drive of Dothan Pavilion and Kelly Lake.
Springhill Suites By Marriott Dothan
Don't see what you're looking for?
See all available properties in Headland
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.