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Headland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Headland vacation 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
8.0 out of 10, Very good, (2 reviews)
"Loft was just as advertised. It was just what I needed to be close to family in Headland. "
United States
Melissa F.
$150 nightly
The price is $167
Nov 11 - Nov 12
Total with taxes and fees
Downtown Main St Gem -Studio/Loft 5
Private kitchen

2. stayAPT Suites Dothan

stayAPT Suites Dothan
2.5 star property
Dothan
9.2 out of 10, Wonderful, (254 reviews)
"Great place to stay."
United States
Paul
$100 nightly
The price is $114
Oct 29 - Oct 30
Total with taxes and fees
stayAPT Suites Dothan
A kitchen with wooden cabinets, a stainless steel sink, a black refrigerator, and a gas stove.

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.
$120 nightly
The price is $134
Oct 27 - Oct 28
Total with taxes and fees
Claire’s Cottage is located on 7 secluded acres with a coded privacy gate.
A laundry room with a front-loading washer and dryer, a microwave, and a window with a view.

4. 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 traveler
$46 nightly
The price is $52
Oct 18 - Oct 19
Total with taxes and fees
1 KING BED | Non-Smoking
Bedroom

5. 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 traveler
$57 nightly
The price is $65
Oct 18 - Oct 19
Total with taxes and fees
2 FULL BEDS | KITCHEN
A covered parking area with a car parked inside, a brick planter with plants, and a grassy field in the background.

6. CHOICE INN OZAK AL 231 N

CHOICE INN OZAK AL 231 N
4.0 star property
Ozark
$67 nightly
The price is $76
Nov 16 - Nov 17
Total with taxes and fees
CHOICE INN OZAK AL 231 N
A restaurant with a counter, tables, chairs, and a TV mounted on the wall.

7. 2 Queen Beds | Smoking, Micfridge

2 Queen Beds | Smoking, Micfridge
Abbeville
$74 nightly
The price is $83
Oct 18 - Oct 19
Total with taxes and fees
2 Queen Beds | Smoking, Micfridge
A modern living room with a fireplace, a dining area, and a kitchen in the background.

8. 3BD Restorative Retreat - Fire Pit, Putting Green, Mins to DT

3BD Restorative Retreat - Fire Pit, Putting Green, Mins to DT
Dothan
10.0 out of 10, Exceptional, (15 reviews)
"Very nice home. Fully furnished! Nice neighborhood and conveniently located."
United States
Jewel L.
$390 nightly
The price is $437
Oct 19 - Oct 20
Total with taxes and fees
3BD Restorative Retreat - Fire Pit, Putting Green, Mins to DT
A laundry room with a front-loading washer and dryer, a microwave, and a window with a view.

9. 1 QUEEN BED | KITCHEN

1 QUEEN BED | KITCHEN
Dothan
10.0 out of 10, Exceptional, (51 reviews)
"Our group appreciated the free parking and how spacious the rooms felt."
United States
Anonymous traveler
$51 nightly
The price is $58
Oct 19 - Oct 20
Total with taxes and fees
1 QUEEN BED | KITCHEN
A swimming pool area with inflatable beach balls and a water feature.

10. 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.
$344 nightly
The price is $387
Nov 1 - Nov 2
Total with taxes and fees
Baker’s Stay & Play
A living room with a sofa, a coffee table, a flat-screen TV, and a bookshelf.

11. Cozy Cottage in Peaceful Setting

Cozy Cottage in Peaceful Setting
Dothan
8.0 out of 10, Very good, (1 review)
"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.
$164 nightly
The price is $184
Oct 18 - Oct 19
Total with taxes and fees
Cozy Cottage in Peaceful Setting
A living room with a fireplace, a brown leather sofa, a coffee table, and a dining area with a table and chairs.

12. 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, (15 reviews)
"Great stay! Would come back!"
United States
Hannah C.
$289 nightly
The price is $322
Nov 8 - Nov 9
Total with taxes and fees
2 Bed Rm 2.5 Bath, Dog Friendly, Sleep 5, Stocked Kitchen, Sun Room, Close to Shopping & Hospitals
A hallway with a wooden floor, a white door with a decorative glass panel, and a bed with a red blanket in the background.

13. Charming Home, Peaceful Patio & Quiet Neighborhood

Charming Home, Peaceful Patio & Quiet Neighborhood
Dothan
9.8 out of 10, Exceptional, (8 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.
$342 nightly
The price is $384
Oct 19 - Oct 20
Total with taxes and fees
Charming Home, Peaceful Patio & Quiet Neighborhood
A wooden deck with a white door, two white chairs, and a small table with a potted plant.

14. Zeke’s House: Bed and Barn Bliss

Zeke’s House: Bed and Barn Bliss
Slocomb
9.8 out of 10, Exceptional, (52 reviews)
"It felt like home."
United States
Neal C.
$141 nightly
The price is $146
Oct 18 - Oct 19
Total with taxes and fees
Zeke’s House: Bed and Barn Bliss
A modern living room with a flat-screen TV, leather sofa, and a fireplace.

15. 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
$349 nightly
The price is $389
Nov 1 - Nov 2
Total with taxes and fees
Renovated 3 Bed 2 Bath,Dog Friendly, Game Room, Fenced Yard, Well Equipped Kitchen, 5 Smart TVs
A compact room with a bed, a small white refrigerator, and a wooden wall panel.

16. Peaceful Fishing Cabin with Fishing Privileges on 5-acre Lake

Peaceful Fishing Cabin with Fishing Privileges on 5-acre Lake
Ozark
$125 nightly
The price is $139
Oct 28 - Oct 29
Total with taxes and fees
Peaceful Fishing Cabin with Fishing Privileges on 5-acre Lake
A bedroom with a large bed, bedside lamps, and a bench.

17. Modern Luxury

Modern Luxury
Dothan
9.6 out of 10, Exceptional, (33 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.
$249 nightly
The price is $280
Oct 18 - Oct 19
Total with taxes and fees
Modern Luxury
A house with a covered porch, two front doors with wreaths, and a number '25' 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)
"Great little place to stay for a couple of nights. I’ve always wanted to stay in a tiny home, and this was it. It was clean, comfortable, and had everything we needed."
United States
Hillana M.
$153 nightly
The price is $168
Oct 19 - Oct 20
Total with taxes and fees
Charming 1-bedroom Cottage in Slocomb, Alabama with AC
A vending machine with various drink options, a refrigerator, and a concrete floor in a room.

19. 1 King Bed | Non-Smoking, Micfridge

1 King Bed | Non-Smoking, Micfridge
Abbeville
$70 nightly
The price is $79
Oct 18 - Oct 19
Total with taxes and fees
1 King Bed | Non-Smoking, Micfridge
A hotel room with a large bed, bedside tables, a desk, a chair, a television, and a bathroom visible through an open door.

20. 1 Queen Bed | Non-Smoking, Micfridge

1 Queen Bed | Non-Smoking, Micfridge
Abbeville
$67 nightly
The price is $75
Oct 18 - Oct 19
Total with taxes and fees
1 Queen 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

La Quinta Inn & Suites by Wyndham Dothan

La Quinta Inn & Suites by Wyndham Dothan

8/10 Good
"Good +"
James 1-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Dothan

Find out more about Headland

Everything you need to know about Headland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Headland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Headland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Headland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $114 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Headland rentals

At Expedia, we put the best Headland vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Headland?

Yes, we have vacation rentals close to popular attractions in Headland, or you can go with a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Headland?

Lakeview Living: This vacation home rental near 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 larger area.

What’s a vacation rental in Headland like?

A vacation rental is a private property you can book for a few weeks or just a few days in Headland. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a small group gathering.