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Headland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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
Oct 26 - Oct 27
Total with taxes and fees
Downtown Main St Gem -Studio/Loft 5

2. stayAPT Suites Dothan

stayAPT Suites Dothan
2.5 star property
Dothan
9.2 out of 10, Wonderful, (243 reviews)
"Very nice room. I love the location. Friendly staff."
United States
Bart
$109 nightly
The price is $124
Sep 28 - Sep 29
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 11 - Oct 12
Total with taxes and fees
Claire’s Cottage is located on 7 secluded acres with a coded privacy gate.
A swimming pool with a white fence, a brick border, and a clear blue sky in the background.

4. 2 FULL BEDS | KITCHEN

2 FULL BEDS | KITCHEN
Dothan
$58 nightly
The price is $66
Sep 28 - Sep 29
Total with taxes and fees
2 FULL BEDS | KITCHEN
A hotel reception area with a large number '6' sign, a reception desk, a clock, and framed pictures on the wall.

5. 1 QUEEN BED | KITCHEN

1 QUEEN BED | KITCHEN
Dothan
$52 nightly
The price is $59
Oct 1 - Oct 2
Total with taxes and fees
1 QUEEN BED | KITCHEN
A building with a concrete facade, a security camera, and a doorbell.

6. 1 Queen Bed | Non-Smoking, Micfridge

1 Queen Bed | Non-Smoking, Micfridge
Abbeville
$67 nightly
The price is $76
Sep 28 - Sep 29
Total with taxes and fees
1 Queen Bed | Non-Smoking, Micfridge
A restaurant interior with a counter, exit door, and dining area with chairs and tables.

7. 1 King Bed | Non-Smoking, Micfridge

1 King Bed | Non-Smoking, Micfridge
Abbeville
$71 nightly
The price is $80
Sep 28 - Sep 29
Total with taxes and fees
1 King Bed | Non-Smoking, Micfridge

8. 2 Queen Beds | Non-Smoking, Micfridge

2 Queen Beds | Non-Smoking, Micfridge
Abbeville
$75 nightly
The price is $84
Sep 28 - Sep 29
Total with taxes and fees
2 Queen Beds | Non-Smoking, Micfridge
A restaurant interior with a counter, exit door, and dining area with chairs and tables.

9. 1 King Bed|Nsmk,Hot Tub,Micfridge

1 King Bed|Nsmk,Hot Tub,Micfridge
Abbeville
$109 nightly
The price is $122
Sep 28 - Sep 29
Total with taxes and fees
1 King Bed|Nsmk,Hot Tub,Micfridge
A living room with a fireplace, a brown leather sofa, a coffee table, and a dining area with a table and chairs.

10. 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, (14 reviews)
"Awesome place! Awesome host! Will stay here again. "
United States
Kyle M.
$241 nightly
The price is $270
Oct 6 - Oct 7
Total with taxes and fees
2 Bed Rm 2.5 Bath, Dog Friendly, Sleep 5, Stocked Kitchen, Sun Room, Close to Shopping & Hospitals
A swimming pool area with inflatable beach balls and a water feature.

11. 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.
$308 nightly
The price is $348
Sep 28 - Sep 29
Total with taxes and fees
Baker’s Stay & Play
A modern living room with a fireplace, a dining area, and a kitchen in the background.

12. 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.
$354 nightly
The price is $399
Sep 28 - Sep 29
Total with taxes and fees
3BD Restorative Retreat - Fire Pit, Putting Green, Mins to DT
A modern living room with a flat-screen TV, leather sofa, and a fireplace.

13. 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, (34 reviews)
"It was very clean, spacious and close to town. Excellent host and a great place to stay."
United States
Christopher
$288 nightly
The price is $323
Oct 8 - Oct 9
Total with taxes and fees
Renovated 3 Bed 2 Bath,Dog Friendly, Game Room, Fenced Yard, Well Equipped Kitchen, 5 Smart TVs
A kitchen with white cabinets, a stainless steel refrigerator, a granite countertop, and two blue chairs.

14. Hannah's Cottage

Hannah's Cottage
Dothan
10.0 out of 10, Exceptional, (1 review)
"The property was very clean and perfect for our weekend in Dothan."
United States
Ashley L.
$455 nightly
The price is $515
Sep 28 - Sep 29
Total with taxes and fees
Hannah's Cottage
A wooden deck with a white door, two white chairs, and a small table with a potted plant.

15. 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 1 - Oct 2
Total with taxes and fees
Zeke’s House: Bed and Barn Bliss
A hallway with a wooden floor, a white door with a decorative glass panel, and a bed with a red blanket in the background.

16. 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.
$316 nightly
The price is $358
Sep 28 - Sep 29
Total with taxes and fees
Charming Home, Peaceful Patio & Quiet Neighborhood
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.
$230 nightly
The price is $259
Sep 28 - Sep 29
Total with taxes and fees
Modern Luxury
A living room with a sofa, a coffee table, a flat-screen TV, and a bookshelf.

18. Cozy Cottage in Peaceful Setting

Cozy Cottage in Peaceful Setting
Dothan
$164 nightly
The price is $184
Oct 6 - Oct 7
Total with taxes and fees
Cozy Cottage in Peaceful Setting
A wooden deck with a railing, chairs, and a table with a vase of flowers.

19. Cozy LAKE EUFAULA GETAWAY Cottage-Couples-Honeymoon-Family-Fisherman-BOAT Parkin

Cozy LAKE EUFAULA GETAWAY Cottage-Couples-Honeymoon-Family-Fisherman-BOAT Parkin
Abbeville
8.8 out of 10, Excellent, (15 reviews)
"Quiet clean and the view was top notch...lots of extra amenities...all the comforts of home"
United States
Emily W.
$165 nightly
The price is $176
Oct 2 - Oct 3
Total with taxes and fees
Cozy LAKE EUFAULA GETAWAY Cottage-Couples-Honeymoon-Family-Fisherman-BOAT Parkin
A living room with a sofa, a television, a fireplace, and a dining area.

20. Hot Tub + Fenced Yard | Family & Pet Friendly

Hot Tub + Fenced Yard | Family & Pet Friendly
Dothan
10.0 out of 10, Exceptional, (15 reviews)
"It's was a nice stay"
United States
Amanda Y.
$243 nightly
The price is $275
Oct 4 - Oct 5
Total with taxes and fees
Hot Tub + Fenced Yard | Family & Pet Friendly
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

10/10 Excellent
"Clean room good breakfast fantastic staff"
Claudia 1-night trip
Posted 5 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 $124 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?

2 Bed Rm 2.5 Bath, Dog Friendly, Sleep 5, Stocked Kitchen, Sun Room, Close to Shopping & Hospitals: This vacation home rental near Headland offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.