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Headland Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Headland vacation rentals

1. stayAPT Suites Dothan

stayAPT Suites Dothan
2.5 star property
Dothan
9.2 out of 10, Wonderful, (234 reviews)
"This was by far the best choice for a family that needs a home away from home"
United States
Gowkaran
$109 nightly
The price is $124
Sep 1 - Sep 2
Total with taxes and fees
stayAPT Suites Dothan
A living room with a fireplace, a brown leather sofa, a coffee table, and a dining area with a table and chairs.

2. 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.
$239 nightly
The price is $266
Sep 21 - Sep 22
Total with taxes and fees
2 Bed Rm 2.5 Bath, Dog Friendly, Sleep 5, Stocked Kitchen, Sun Room, Close to Shopping & Hospitals
A modern living room with a flat-screen TV, leather sofa, and a fireplace.

3. 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, (33 reviews)
"It was very clean, spacious and close to town. Excellent host and a great place to stay."
United States
Christopher
$275 nightly
The price is $306
Sep 21 - Sep 22
Total with taxes and fees
Renovated 3 Bed 2 Bath,Dog Friendly, Game Room, Fenced Yard, Well Equipped Kitchen, 5 Smart TVs
A swimming pool area with inflatable beach balls and a water feature.

4. Baker’s Stay & Play

Baker’s Stay & Play
Dothan
10.0 out of 10, Exceptional, (11 reviews)
"We had a hiccup in getting in during check in but Sandra was easy to communicate with and was able to fix our issue. The house was clean and so many things for the kids to play with. Well stocked with linens. The back yard was amazing."
United States
Sarah B.
$328 nightly
The price is $368
Sep 1 - Sep 2
Total with taxes and fees
Baker’s Stay & Play
A house with a covered porch, two front doors with wreaths, and a number '25' on the door.

5. 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, (7 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
Sep 3 - Sep 4
Total with taxes and fees
Charming 1-bedroom Cottage in Slocomb, Alabama with AC

6. Cozy Cottage in Peaceful Setting

Cozy Cottage in Peaceful Setting
Dothan
$165 nightly
The price is $185
Sep 1 - Sep 2
Total with taxes and fees
Cozy Cottage in Peaceful Setting
A bedroom with a large bed, bedside lamps, and a bench.

7. Modern Luxury

Modern Luxury
Dothan
9.6 out of 10, Exceptional, (33 reviews)
"Nice place and very clean"
United States
Harrison B.
$240 nightly
The price is $269
Sep 7 - Sep 8
Total with taxes and fees
Modern Luxury
A wooden deck with a railing, chairs, and a table with a vase of flowers.

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

Cozy LAKE EUFAULA GETAWAY Cottage-Couples-Honeymoon-Family-Fisherman-BOAT Parkin
Abbeville
8.6 out of 10, Excellent, (11 reviews)
"Quiet clean and the view was top notch...lots of extra amenities...all the comforts of home"
United States
Emily W.
$154 nightly
The price is $165
Sep 9 - Sep 10
Total with taxes and fees
Cozy LAKE EUFAULA GETAWAY Cottage-Couples-Honeymoon-Family-Fisherman-BOAT Parkin
A hotel room with a large bed, a desk with a television, a desk lamp, a telephone, and a small refrigerator.

9. King Bed| Non smoking

King Bed| Non smoking
Daleville AL
10.0 out of 10, Exceptional, (44 reviews)
"Perfectly situated for quick access to nearby attractions, much appreciated!"
United States
Anonymous traveler
$61 nightly
The price is $67
Sep 1 - Sep 2
Total with taxes and fees
King Bed| Non smoking
A small, single-story barn with a sloped roof, a porch, and a small attached shed.

10. Cozy Cottage 1bed 1bath in Slocomb Al

Cozy Cottage 1bed 1bath in Slocomb Al
Slocomb
10.0 out of 10, Exceptional, (4 reviews)
"Great place to stay! "
United States
Allison G.
$153 nightly
The price is $168
Sep 8 - Sep 9
Total with taxes and fees
Cozy Cottage 1bed 1bath in Slocomb Al
A wooden deck with a white door, two white chairs, and a small table with a potted plant.

11. Zeke’s House: Bed and Barn Bliss

Zeke’s House: Bed and Barn Bliss
Slocomb
9.8 out of 10, Exceptional, (50 reviews)
"Clean, nice place to stay."
United States
Darren B.
$151 nightly
The price is $156
Sep 22 - Sep 23
Total with taxes and fees
Zeke’s House: Bed and Barn Bliss
A kitchen with white cabinets, a stainless steel refrigerator, a granite countertop, and two blue chairs.

12. Hannah's Cottage

Hannah's Cottage
Dothan
$486 nightly
The price is $546
Sep 1 - Sep 2
Total with taxes and fees
Hannah's Cottage
A spacious cabin interior with a kitchen, dining area, and living room.

13. Hidden Oaks Cozy Cabin #5

Hidden Oaks Cozy Cabin #5
Abbeville
10.0 out of 10, Exceptional, (1 review)
"Clean cabin. Great host"
United States
Gavin G.
$246 nightly
The price is $363
Sep 2 - Sep 3
Total with taxes and fees
Hidden Oaks Cozy Cabin #5
A dining area with a wooden table and chairs, framed wall art, a microwave, and a small shelf with a plant.

14. Lakeview Living

Lakeview Living
Daleville
10.0 out of 10, Exceptional, (1 review)
"great value for $"
United States
Jeff S.
$125 nightly
The price is $138
Sep 6 - Sep 7
Total with taxes and fees
Lakeview Living
A covered outdoor seating area with a swing chair, two armchairs, and a small table.

15. The BaitHouse - Charming Cabin

The BaitHouse - Charming Cabin
Shorterville
9.8 out of 10, Exceptional, (24 reviews)
"Great place to stay. We enjoyed our time it was convenient to the boat ramp and places to eat."
United States
Jon B.
$322 nightly
The price is $345
Sep 1 - Sep 2
Total with taxes and fees
The BaitHouse - Charming Cabin
A kitchen with white cabinets, a wooden countertop, a black stove, and a microwave. There are two bar stools and a coffee maker.

16. Ft. Rucker living this is a great place to come and relax with friends and famil

Ft. Rucker living this is a great place to come and relax with friends and famil
Daleville
8.8 out of 10, Excellent, (18 reviews)
"We had a great stay!"
United States
Melisa S.
$149 nightly
The price is $164
Sep 8 - Sep 9
Total with taxes and fees
Ft. Rucker living this is a great place to come and relax with friends and famil
A kitchen with a stainless steel refrigerator, wooden dining table, chairs, and a window with curtains.

17. Great place to relax with family and friends

Great place to relax with family and friends
Daleville
8.6 out of 10, Excellent, (9 reviews)
"Great experience."
United States
David H.
$146 nightly
The price is $161
Sep 1 - Sep 2
Total with taxes and fees
Great place to relax with family and friends
A dining area with a table and chairs, a grill, and a view of a deck and trees.

18. LaRue's Private Lakeside Cottage

LaRue's Private Lakeside Cottage
Abbeville
9.0 out of 10, Wonderful, (10 reviews)
"Everything was great! Highly recommend and hope to return!"
United States
Phil B.
$235 nightly
The price is $251
Sep 7 - Sep 8
Total with taxes and fees
LaRue's Private Lakeside Cottage
A hotel room with two beds, a nightstand with a lamp, and a window with patterned curtains.

19. 2 Full Beds | Daleville AL

2 Full Beds | Daleville AL
Daleville AL
9.6 out of 10, Exceptional, (51 reviews)
"Clean rooms with comfy beds. Good for a quick stop."
United States
Anonymous traveler
$61 nightly
The price is $67
Sep 1 - Sep 2
Total with taxes and fees
2 Full Beds | Daleville AL
A kitchen with white cabinets, a microwave, an oven, a sink, and a herringbone-patterned backsplash.

20. Charming Abbeville retreat near Lake Eufaula—comfort, charm, and serenity.

Charming Abbeville retreat near Lake Eufaula—comfort, charm, and serenity.
Abbeville
$257 nightly
The price is $275
Sep 2 - Sep 3
Total with taxes and fees
Charming Abbeville retreat near Lake Eufaula—comfort, charm, and serenity.
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

Spark by Hilton Dothan

Spark by Hilton Dothan

10/10 Excellent
"Staff was friendly. Hotel was very clean and well kept. Bed and bedding was super comfortable. We will stay again next time we are in Dothan."
Amy 1-night trip
Posted 4 hours ago
Spark by Hilton 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?

Beautiful 3-bedroom home near Southeast hospital and downtown Dothan: This vacation home rental near Headland offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings.

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 Pavilion 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.