Headland Holiday Rentals

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Our top choices for Headland holiday rentals

Aparthotel in Dothan

stayAPT Suites Dothan
2.5 star property
9.0 out of 10, Wonderful, (167)
"Very clean and friendly staff!!"
United States
Thai Hien
stayAPT Suites Dothan
9.4 out of 10, Exceptional, (237)
"This is our second time staying here. We love the little cabin. It is amazing! We will definitely be staying again! "
United States
L B.
Private cabin on water with amazing sunsets, fish from your dock with boat slip!

Holiday Home in Dothan

Modern Luxury
9.4 out of 10, Exceptional, (23)
"Check in was very easy. Great communication and easy to follow instructions. Very close to restaurants. "
United States
Cory A.
The price is AU$431
includes taxes & fees
18 Dec - 19 Dec
Modern Luxury
9.8 out of 10, Exceptional, (37)
"Host was very nice! "
United States
Elley P.
The price is AU$495
includes taxes & fees
17 Dec - 18 Dec
The Baker Chateau. Dothan Alabama near the Medical Center

Holiday Home in Midland City

Suma Ridge: Right Outside Dothan
10.0 out of 10, Exceptional, (69)
"This property is amazing! So peaceful to see the sun set between the trees. There's a nice pond with little fish. The house was amazing with enough space. "
United States
Thane & Dana M.
Suma Ridge: Right Outside Dothan
10.0 out of 10, Exceptional, (102)
"Great place"
United States
Sonya M.
The price is AU$204
includes taxes & fees
23 Dec - 24 Dec
Claire’s Cottage is located on 7 secluded acres with a coded privacy gate.
9.8 out of 10, Exceptional, (16)
"Perfect for the golf tournament. Easy to find, had great comfy beds too!"
United States
Elizabeth B.
Cozy Golf Course Townhouse On The Beautiful Dothan Country Club

Holiday Home in Dothan

Baker’s Stay & Play
10.0 out of 10, Exceptional, (4)
"Me and the family loved everything about this place. They had everything that we needed and the kids were occupied the entire time. Highly recommend to anyone with kids."
United States
jaslynn r.
The price is AU$680
includes taxes & fees
19 Dec - 20 Dec
Baker’s Stay & Play
8.0 out of 10, Very good, (1)
The price is AU$255
includes taxes & fees
22 Dec - 23 Dec
Cozy 2-bedroom cottage in charming Abbeville with AC

Holiday Home in Slocomb

Zeke’s House: Bed and Barn Bliss
9.8 out of 10, Exceptional, (36)
"We absolutely love staying here. "
United States
Christina S.
The price is AU$245
includes taxes & fees
17 Dec - 18 Dec
Zeke’s House: Bed and Barn Bliss
3.0 star property
Quiet Dothan House With Fenced Yard + Fire Pit!
3.0 star property
Pet-friendly Daleville Home: 3 Mi to Fort Novosel!
10.0 out of 10, Exceptional, (41)
"Was in town for work, very much enjoyed our stay"
United States
William M.
Peaceful 3BR/2BA Hidden Lake Home Near ACOM w/WiFi
10.0 out of 10, Exceptional, (40)
"Excellent location, amazing communication, immaculate home - couldn't have asked for anything more"
United States
Sarah L.
Juju's Pond House on Smith Pond
3.0 star property
4 Mi to Dtwn: Stylish Home w/ Large Yard in Dothan
10.0 out of 10, Exceptional, (31)
"Great place!"
United States
Allison C.
CLOSE TO EVERYTHING! The Hidden Gem Dothan
9.4 out of 10, Exceptional, (9)
"Kyle was a great host the house and property was gorgeous. The pool was great we had a blast. It felt just like home. We will be staying there every time we're here."
United States
Diane F.
3-bedroom house with pool in hometown Dothan.
10.0 out of 10, Exceptional, (2)
The price is AU$199
includes taxes & fees
17 Dec - 18 Dec
Charming 1-bedroom Cottage in Slocomb, Alabama with AC

Cabin in Shorterville

The BaitHouse - Charming Cabin
9.6 out of 10, Exceptional, (18)
"We had a great time staying at the bait house. It is a great location for fishing and spending time with family. "
United States
Jay G.
The price is AU$576
includes taxes & fees
17 Dec - 18 Dec
The BaitHouse - Charming Cabin
2.0 star property
10.0 out of 10, Exceptional, (3)
"Great host, great house!"
United States
Jacqueline P.
Hidden Lake Hideaway w/fenced in yard 3br 2 bath
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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Top Headland Hotel Reviews

Find out more about Headland

Everything you need to know about Headland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Headland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Headland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Headland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Headland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Headland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Headland holiday rentals we have selected for you start as low as AU$199 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Headland rentals

At Expedia, we put the best Headland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Headland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Headland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Headland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Headland?

Yes, there are holiday rentals close to the most popular sights in Headland, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Headland has to offer?

Cozy Golf Course Townhouse On The Beautiful Dothan Country Club: This holiday home rental outside of Headland is located next to a golf course, and offers a patio, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Headland?

Explore the area and family-friendly sights such as Westgate Recreation Center, or get out into nature at a spot like Dothan Area Botanical Gardens. Landmark Park and Wiregrass Commons Mall are a couple of places you'll find in the wider area.

What’s a holiday rental in Headland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Headland. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family gatherings.