Headland Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Headland vacation rentals

Courtyard
stayAPT Suites Dothan

Aparthotel in Dothan

stayAPT Suites Dothan
2.5 star property
9.0 out of 10, Wonderful, (168)
"Very clean and friendly staff!!"
United States
Thai Hien
$109 nightly
The price is $124
Dec 27 - Dec 28
Total with taxes and fees
stayAPT Suites Dothan
Smart TV
Charming cottage with a peaceful setting in lovely Dothan

Cottage in Dothan

Charming cottage with a peaceful setting in lovely Dothan
2.0 star property
10.0 out of 10, Exceptional, (1)
"Enjoyed our stay in this lovely country cottage. It was nicely decorated, quiet, and conveniently located to the city of Dothan. Our host was very responsive to any needs or questions we had. I would definitely recommend. "
United States
chandy m.
$151 nightly
The price is $166
Dec 27 - Dec 28
Total with taxes and fees
Charming cottage with a peaceful setting in lovely Dothan
Property grounds
Redfish at Eufaula, AL

Camping in Eufaula

Redfish at Eufaula, AL
10.0 out of 10, Exceptional, (1)
$118 nightly
The price is $121
Dec 27 - Dec 28
Total with taxes and fees
Redfish at Eufaula, AL
Terrace/patio
Cozy 2-bedroom cottage in charming Abbeville with AC

Cottage in Abbeville

Cozy 2-bedroom cottage in charming Abbeville with AC
9.0 out of 10, Wonderful, (2)
$157 nightly
The price is $168
Dec 31 - Jan 1, 2026
Total with taxes and fees
Cozy 2-bedroom cottage in charming Abbeville with AC
Exterior
Charming 1-bedroom Cottage in Slocomb, Alabama with AC

Cottage in Slocomb

Charming 1-bedroom Cottage in Slocomb, Alabama with AC
2.0 star property
10.0 out of 10, Exceptional, (2)
"The property was great, big skies! The place was clean and charming."
United States
Christopher H.
$119 nightly
The price is $130
Dec 29 - Dec 30
Total with taxes and fees
Charming 1-bedroom Cottage in Slocomb, Alabama with AC
Interior
Cozy 1-bedroom apartment in serene Cottonwood with WiFi, AC

Apartment in Cottonwood

Cozy 1-bedroom apartment in serene Cottonwood with WiFi, AC
10.0 out of 10, Exceptional, (6)
"Really enjoyed stay look forward to getting back up again"
United States
Garrett R.
$135 nightly
The price is $148
Dec 27 - Dec 28
Total with taxes and fees
Cozy 1-bedroom apartment in serene Cottonwood with WiFi, AC
Fridge, microwave, oven, stovetop
“LOTS OF FUN LAKE HOUSE” in WHITE OAK SHORES!!!

Mobile Home in Eufaula

“LOTS OF FUN LAKE HOUSE” in WHITE OAK SHORES!!!
10.0 out of 10, Exceptional, (5)
"The home was immaculate, and the property owners were very kind and helpful. We would absolutely stay there again!"
United States
Tessi B.
$258 nightly
The price is $267
Dec 27 - Dec 28
Total with taxes and fees
“LOTS OF FUN LAKE HOUSE” in WHITE OAK SHORES!!!
Exterior
Thomas Mill Creek Lakefront Property

Apartment in Abbeville

Thomas Mill Creek Lakefront Property
9.8 out of 10, Exceptional, (23)
"Perfect, beautiful lakefront property. Ideal for couple get away! Safe, clean, every need met. Could not have been happier with our stay!"
United States
Angie
$185 nightly
The price is $198
Dec 27 - Dec 28
Total with taxes and fees
Thomas Mill Creek Lakefront Property
Fridge, microwave, oven, stovetop
3 Bed 2 Bath,Dog Friendly, Game Room, Fenced Yard

Vacation Home in Dothan

3 Bed 2 Bath,Dog Friendly, Game Room, Fenced Yard
10.0 out of 10, Exceptional, (17)
"Jeff was the best host ever! We felt completely at home. Everything was better than expected! We will definitely rent again! "
United States
Michael M.
$296 nightly
The price is $330
Jan 11 - Jan 12, 2026
Total with taxes and fees
3 Bed 2 Bath,Dog Friendly, Game Room, Fenced Yard
Beach
Patriot at Eufaula, AL

Camping in Eufaula

Patriot at Eufaula, AL
10.0 out of 10, Exceptional, (1)
"It was really nice, close to boat ramp and an awesome set up. MR.Jon was beyond nice an would recommend staying here an getting to meet him. "
United States
Haisten S.
$175 nightly
The price is $181
Dec 27 - Dec 28
Total with taxes and fees
Patriot at Eufaula, AL
Property grounds
Beautiful 2BR/2.5 BA - Lakefront, Private Dock & Boat Ramp. Starlink Internet.

Vacation Home in Abbeville

Beautiful 2BR/2.5 BA - Lakefront, Private Dock & Boat Ramp. Starlink Internet.
9.6 out of 10, Exceptional, (23)
"Always enjoy staying at this property. Clean and well maintained. "
United States
Mark M.
$303 nightly
The price is $325
Dec 27 - Dec 28
Total with taxes and fees
Beautiful 2BR/2.5 BA - Lakefront, Private Dock & Boat Ramp. Starlink Internet.
Smart TV
Hidden Oaks Cozy Cabin #5

Cabin in Abbeville

Hidden Oaks Cozy Cabin #5
10.0 out of 10, Exceptional, (1)
"Clean cabin. Great host"
United States
Gavin G.
$257 nightly
The price is $375
Dec 28 - Dec 29
Total with taxes and fees
Hidden Oaks Cozy Cabin #5
Interior
Welcome to The Reel Retreat! Lake home on Lake Eufaula in Alabama!!

Vacation Home in Fort Gaines

Welcome to The Reel Retreat! Lake home on Lake Eufaula in Alabama!!
10.0 out of 10, Exceptional, (2)
"He was very nice and answered questions promptly . It was beautiful and the sunsets are awesome !!!! We hope to go back again ! "
United States
Terry S.
$407 nightly
The price is $460
Dec 28 - Dec 29
Total with taxes and fees
Welcome to The Reel Retreat! Lake home on Lake Eufaula in Alabama!!
Microwave, oven, stovetop
Cozy house in Dothan, minutes from Civic Center, shopping and fine dining

Vacation Home in Dothan

Cozy house in Dothan, minutes from Civic Center, shopping and fine dining
2.0 star property
$256 nightly
The price is $287
Dec 27 - Dec 28
Total with taxes and fees
Cozy house in Dothan, minutes from Civic Center, shopping and fine dining
Outdoor dining
Zeke’s House: Bed and Barn Bliss

Vacation Home in Slocomb

Zeke’s House: Bed and Barn Bliss
9.8 out of 10, Exceptional, (37)
"We absolutely love staying here. "
United States
Christina S.
$155 nightly
The price is $160
Dec 27 - Dec 28
Total with taxes and fees
Zeke’s House: Bed and Barn Bliss
Terrace/patio
Baker’s Stay & Play

Vacation 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.
$393 nightly
The price is $442
Dec 27 - Dec 28
Total with taxes and fees
Baker’s Stay & Play
Fridge, microwave, oven, stovetop
The Baker Chateau. Dothan Alabama near the Medical Center

Vacation Home in Dothan

The Baker Chateau. Dothan Alabama near the Medical Center
9.8 out of 10, Exceptional, (38)
"Host was very nice! "
United States
Elley P.
$290 nightly
The price is $326
Dec 27 - Dec 28
Total with taxes and fees
The Baker Chateau. Dothan Alabama near the Medical Center
Exterior
Claire’s Cottage is located on 7 secluded acres with a coded privacy gate.

Apartment in Dothan

Claire’s Cottage is located on 7 secluded acres with a coded privacy gate.
10.0 out of 10, Exceptional, (103)
"Great place"
United States
Sonya M.
$120 nightly
The price is $134
Jan 19 - Jan 20, 2026
Total with taxes and fees
Claire’s Cottage is located on 7 secluded acres with a coded privacy gate.
Property grounds
Great place to relax with family and friends

Apartment in Daleville

Great place to relax with family and friends
8.4 out of 10, Very Good, (8)
"Great experience."
United States
David H.
$108 nightly
The price is $119
Jan 18 - Jan 19, 2026
Total with taxes and fees
Great place to relax with family and friends
Property grounds
The BaitHouse - Charming Cabin

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.
$349 nightly
The price is $374
Dec 27 - Dec 28
Total with taxes and fees
The BaitHouse - Charming Cabin
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

Hilton Garden Inn Dothan

Hilton Garden Inn Dothan

10/10 Excellent
"We only stayed for a quick pit stop while traveling but the room was clean and comfortable with delicious smelling toiletries! The in-room coffee maker made for a quick departure to get back on the road in the morning. My only concern was the outside door that was supposed to be locked was propped open with a wooden wedge. This compromised the security of all guests. "
Kirsten 1-night trip
Posted 4 days ago
Hilton Garden Inn 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?

The Baker Chateau. Dothan Alabama near the Medical Center: This vacation home rental near Headland offers a garden, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so 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 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.