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Headland Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Headland holiday rentals

A modern interior with exposed wooden beams, a kitchen area, a dining space, and a staircase.

1. Downtown Main St Gem -Studio/Loft 5

Downtown Main St Gem -Studio/Loft 5
Headland
8.8 out of 10, Excellent, (3 reviews)
"Loft was just as advertised. It was just what I needed to be close to family in Headland. "
United States
Melissa F.
The price is AU$237
includes taxes & fees
15 Nov - 16 Nov
Downtown Main St Gem -Studio/Loft 5
Room

2. stayAPT Suites Dothan

stayAPT Suites Dothan
2.5 star property
Dothan
9.0 out of 10, Wonderful, (267 reviews)
"Great place to stay."
United States
Paul
The price is AU$164
includes taxes & fees
30 Nov - 1 Dec
stayAPT Suites Dothan
A small house with a porch, a welcome sign, and a sign that reads "BREATHE DEEPLY YOU FOUND US".

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

Claire’s Cottage is located on 7 secluded acres with a coded privacy gate.
Dothan
10.0 out of 10, Exceptional, (119 reviews)
"Very comfortable stay. Nice home base for us to check out everything in the Headland area as we are relocating from out of state."
United States
steven c.
The price is AU$188
includes taxes & fees
23 Nov - 24 Nov
Claire’s Cottage is located on 7 secluded acres with a coded privacy gate.
A compact kitchenette with a microwave, refrigerator, and sink. There is a chair and a small wooden cabinet. A flat-screen TV is mounted on the wall.

4. 2 FULL BEDS | KITCHEN

2 FULL BEDS | KITCHEN
Dothan
10.0 out of 10, Exceptional, (52 reviews)
"This property has an inviting pool area, comfy beds, and is easy to find."
United States
Anonymous traveller
The price is AU$94
includes taxes & fees
15 Nov - 16 Nov
2 FULL BEDS | KITCHEN
A circular fire pit with a wooden frame, surrounded by rocks and logs, set on a grassy lawn.

5. CHOICE INN OZAK AL 231 N

CHOICE INN OZAK AL 231 N
4.0 star property
Ozark
8.0 out of 10, Very good, (2 reviews)
"My pet and I slept peacefully here."
United States
Sandra
The price is AU$112
includes taxes & fees
16 Nov - 17 Nov
CHOICE INN OZAK AL 231 N
A compact kitchenette with a refrigerator, microwave, and sink.

6. 1 KING BED | Non-Smoking

1 KING BED | Non-Smoking
Dothan
10.0 out of 10, Exceptional, (54 reviews)
"Good spot if you need a quick place with a pool nearby to jump in after travel!"
United States
Anonymous traveller
The price is AU$76
includes taxes & fees
13 Dec - 14 Dec
1 KING BED | Non-Smoking
A living room with a fireplace, a brown leather sofa, a coffee table, and a dining area with a table and chairs.

7. 2 Bed Rm 2.5 Bath, Dog Friendly, Sleep 5, Stocked Kitchen, Sun Room, Close to Shopping & Hospitals

2 Bed Rm 2.5 Bath, Dog Friendly, Sleep 5, Stocked Kitchen, Sun Room, Close to Shopping & Hospitals
Dothan
10.0 out of 10, Exceptional, (18 reviews)
"Great stay! Would come back!"
United States
Hannah C.
The price is AU$403
includes taxes & fees
5 Dec - 6 Dec
2 Bed Rm 2.5 Bath, Dog Friendly, Sleep 5, Stocked Kitchen, Sun Room, Close to Shopping & Hospitals
A wooden deck with a curved pathway leading to a seating area with wicker furniture and a small table with snacks.

8. 3BD Restorative Retreat - Fire Pit, Putting Green, Red Light Mat

3BD Restorative Retreat - Fire Pit, Putting Green, Red Light Mat
Dothan
10.0 out of 10, Exceptional, (15 reviews)
"Very nice home. Fully furnished! Nice neighborhood and conveniently located."
United States
Jewel L.
The price is AU$620
includes taxes & fees
15 Nov - 16 Nov
3BD Restorative Retreat - Fire Pit, Putting Green, Red Light Mat
A swimming pool area with inflatable beach balls and a water feature.

9. Baker’s Stay & Play

Baker’s Stay & Play
Dothan
10.0 out of 10, Exceptional, (12 reviews)
"Great place for the kids,well stocked,clean and easy check in,definitely would recommend"
United States
Stacy L.
The price is AU$511
includes taxes & fees
15 Nov - 16 Nov
Baker’s Stay & Play
A room with a white door, a glass shower door, and a patterned floor.

10. Hannah's Cottage

Hannah's Cottage
Dothan
10.0 out of 10, Exceptional, (2 reviews)
"The property was very clean and perfect for our weekend in Dothan."
United States
Ashley L.
The price is AU$775
includes taxes & fees
15 Nov - 16 Nov
Hannah's Cottage
A modern kitchen with a central island, bar stools, and a dining area with a table and chairs.

11. Renovated 3 Bed 2 Bath,Dog Friendly, Game Room, Fenced Yard, Well Equipped Kitchen, 5 Smart TVs

Renovated 3 Bed 2 Bath,Dog Friendly, Game Room, Fenced Yard, Well Equipped Kitchen, 5 Smart TVs
Dothan
10.0 out of 10, Exceptional, (37 reviews)
"It was very clean, spacious and close to town. Excellent host and a great place to stay."
United States
Christopher
The price is AU$448
includes taxes & fees
18 Nov - 19 Nov
Renovated 3 Bed 2 Bath,Dog Friendly, Game Room, Fenced Yard, Well Equipped Kitchen, 5 Smart TVs
A bedroom with a large bed, bedside lamps, and a bench.

12. Modern Luxury

Modern Luxury
Dothan
9.6 out of 10, Exceptional, (35 reviews)
"The location was perfect.Clean home, loved the washer & dryer that’s always a plus when traveling.The host was very nice and informative it made our stay more at ease!All in all an awesome stay!"
United States
Chanel F.
The price is AU$381
includes taxes & fees
23 Nov - 24 Nov
Modern Luxury
A wooden deck with a red canopy, a table with chairs, and a potted plant.

13. Charming Home, Peaceful Patio & Quiet Neighborhood

Charming Home, Peaceful Patio & Quiet Neighborhood
Dothan
9.8 out of 10, Exceptional, (9 reviews)
"Very clean and modern and the host was very responsive. The neighborhood was nice and friendly so that always makes us feel like we are in a home away from home."
United States
Carshala Y.
The price is AU$554
includes taxes & fees
22 Nov - 23 Nov
Charming Home, Peaceful Patio & Quiet Neighborhood
A parking lot with multiple cars, a gas station, and a building with a red roof.

14. 1 Queen Bed | Non-Smoking, Micfridge

1 Queen Bed | Non-Smoking, Micfridge
Abbeville
10.0 out of 10, Exceptional, (3 reviews)
"Nights here were peaceful, helping me get good rest. Checking in was quick and easy too."
United States
Anonymous traveller
The price is AU$100
includes taxes & fees
15 Nov - 16 Nov
1 Queen Bed | Non-Smoking, Micfridge
A compact kitchenette with a refrigerator, microwave, and sink.

15. 1 QUEEN BED | KITCHEN

1 QUEEN BED | KITCHEN
Dothan
10.0 out of 10, Exceptional, (51 reviews)
"Rooms were basic but clean, better than some places I've stayed before."
United States
Anonymous traveller
The price is AU$84
includes taxes & fees
15 Nov - 16 Nov
1 QUEEN BED | KITCHEN
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

16. Cozy Cottage in Peaceful Setting

Cozy Cottage in Peaceful Setting
Dothan
9.0 out of 10, Wonderful, (2 reviews)
"We only stayed for 1 night but we had a good time. The location was great. I wish we had stayed a little longer and Jane was a Great host."
United States
Tahir I.
The price is AU$317
includes taxes & fees
15 Nov - 16 Nov
Cozy Cottage in Peaceful Setting
A wooden deck with a table and chairs, a covered area with a metal roof, and a fenced area with horses.

17. Zeke’s House: Bed and Barn Bliss

Zeke’s House: Bed and Barn Bliss
Slocomb
9.8 out of 10, Exceptional, (54 reviews)
"It felt like home."
United States
Neal C.
The price is AU$204
includes taxes & fees
3 Dec - 4 Dec
Zeke’s House: Bed and Barn Bliss
A house with a porch, steps, and a wreath on the door.

18. Charming 1-bedroom Cottage in Slocomb, Alabama with AC

Charming 1-bedroom Cottage in Slocomb, Alabama with AC
Slocomb
10.0 out of 10, Exceptional, (8 reviews)
"Love the quiet area and hardly anyone around. Great place to relax for a long weekend "
United States
Danielle L.
The price is AU$238
includes taxes & fees
6 Dec - 7 Dec
Charming 1-bedroom Cottage in Slocomb, Alabama with AC
A hotel reception area with a receptionist, a guest, and a child.

19. 1 Queen Bed | Smoking, Micfridge

1 Queen Bed | Smoking, Micfridge
Abbeville
10.0 out of 10, Exceptional, (3 reviews)
"Only stopped by on way through town but found the place alright, nothing fancy just what's needed quickly."
United States
Anonymous traveller
The price is AU$100
includes taxes & fees
15 Dec - 16 Dec
1 Queen Bed | Smoking, Micfridge
A hotel room with a neatly made bed, a bedside table with a lamp, and a window with patterned curtains.

20. 1 King Bed | Non-Smoking, Micfridge

1 King Bed | Non-Smoking, Micfridge
Abbeville
10.0 out of 10, Exceptional, (3 reviews)
"Poolside hangout felt calm and enjoyable, really liked soaking there once we got settled!"
United States
Anonymous traveller
The price is AU$106
includes taxes & fees
15 Dec - 16 Dec
1 King Bed | Non-Smoking, Micfridge
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

stayAPT Suites Dothan

stayAPT Suites Dothan

10/10 Excellent
"Mark and I really enjoyed our stay at Stay Apartments in Dothan, Alabama! The accommodations are set up like a spacious one-bedroom apartment, offering a comfortable, modern, and home-like atmosphere. Everything was exceptionally clean and well maintained. Parking is easy and convenient, and the location is fantastic, with plenty of shopping, restaurants, and other conveniences within walking distance. It’s a great place to stay, especially if you appreciate extra space and the comforts of home. We would definitely stay here again!"
Shunna 7-night trip
Posted less than an hour ago
stayAPT Suites Dothan

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$112 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?

Lakeview Living: This holiday home rental outside of Headland is equipped with a balcony, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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. Wiregrass Commons Mall and Dothan Country Club 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.