Headland Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

Our top choices for Headland vacation rentals

Outdoor dining

Cozy 2-bedroom LAKE EUFAULA cottage in charming Abbeville with AC, BOAT PARKING

Cozy 2-bedroom LAKE EUFAULA cottage in charming Abbeville with AC, BOAT PARKING
Abbeville
9.4 out of 10, Exceptional, (3 reviews)
"Great place to stay. Great location with lots of outdoor options. Very quiet. Enjoyed my stay."
United States
Ginny S.
$157 nightly
The price is $168
Apr 2 - Apr 3
Total with taxes and fees
Cozy 2-bedroom LAKE EUFAULA cottage in charming Abbeville with AC, BOAT PARKING
Interior

The BaitHouse - Charming Cabin

The BaitHouse - Charming Cabin
Shorterville
9.8 out of 10, Exceptional, (21 reviews)
"Loved location cozy cabin great dock"
United States
Charles T.
$349 nightly
The price is $373
Mar 30 - Mar 31
Total with taxes and fees
The BaitHouse - Charming Cabin
Terrace/patio

Zeke’s House: Bed and Barn Bliss

Zeke’s House: Bed and Barn Bliss
Slocomb
9.8 out of 10, Exceptional, (41 reviews)
"It was just the right place to stay for our short visit.Exceptionally clean and pet friendly."
United States
Todd S.
$134 nightly
The price is $138
Mar 29 - Mar 30
Total with taxes and fees
Zeke’s House: Bed and Barn Bliss
Property grounds

Thomas Mill Creek Lakefront Property

Thomas Mill Creek Lakefront Property
Abbeville
9.8 out of 10, Exceptional, (25 reviews)
"Very cute place was clean and cozy. We loved our view and the bonfire pit. Nice area we went to Abbeville and ate at Huggin Maggie’s and Tod’s place. "
United States
Ginger H.
$195 nightly
The price is $209
Mar 30 - Mar 31
Total with taxes and fees
Thomas Mill Creek Lakefront Property
Smart TV, fireplace, offices

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, (11 reviews)
"The property exceeded expectations- was clean, comfortable with a nice sunroom and outdoor area that we really enjoyed. Jeff was very responsive to questions about the property. We will be staying here anytime we are in Dothan! "
United States
Alix P.
$276 nightly
The price is $309
Apr 19 - Apr 20
Total with taxes and fees
2 Bed Rm 2.5 Bath, Dog Friendly, Sleep 5, Stocked Kitchen, Sun Room, Close to Shopping & Hospitals
Full-size fridge, microwave, oven, stovetop

stayAPT Suites Dothan

stayAPT Suites Dothan
2.5 star property
Dothan
9.0 out of 10, Wonderful, (188 reviews)
"Staff were very courteous. The room was clean. "
United States
April
$109 nightly
The price is $124
Mar 29 - Mar 30
Total with taxes and fees
stayAPT Suites Dothan
Fridge, microwave, oven, stovetop

“LOTS OF FUN LAKE HOUSE” in WHITE OAK SHORES!!!

“LOTS OF FUN LAKE HOUSE” in WHITE OAK SHORES!!!
Eufaula
10.0 out of 10, Exceptional, (6 reviews)
"The home was immaculate, and the property owners were very kind and helpful. We would absolutely stay there again!"
United States
Tessi B.
$257 nightly
The price is $266
Apr 3 - Apr 4
Total with taxes and fees
“LOTS OF FUN LAKE HOUSE” in WHITE OAK SHORES!!!
House (3 Bedrooms) | Interior

Family-friendly Abbeville Home w/ Fire Pit & Games

Family-friendly Abbeville Home w/ Fire Pit & Games
3.0 star property
Abbeville
10.0 out of 10, Exceptional, (1 review)
"If I could give this property 10 stars I would! Gorgeous, spacious and secluded. I was a little skeptical with booking at first due to this being a newly listed property with no other reviews. However, we were EXTREMELY pleased with the house. The house was meticulously cleaned and supplied. Every aspect of the guest experience was perfectly planned down to even the smallest details. Check in was easy and we were even able to check in early without any issues. Communication was GREAT! The back...
United States
Melissa
Family-friendly Abbeville Home w/ Fire Pit & Games
Smart TV, fireplace, offices

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, (23 reviews)
"Quiet neighbourhood, a short drive to stores, restaurants and golf. Communication with the host was fantastic leading up to trip and during our stay. Well-appointed kitchen made cooking easy. Beds were very comfortable. Game room is a great place to hang out, well-stocked with card games, video games, mini basketball and table tennis. Wide driveway that accommodates up to 4 vehicles. Hosts put a lot of thought into what you might need for a comfortable stay.We would definitely rent again!"
Canada
Mark
$293 nightly
The price is $327
Apr 12 - Apr 13
Total with taxes and fees
Renovated 3 Bed 2 Bath,Dog Friendly, Game Room, Fenced Yard, Well Equipped Kitchen, 5 Smart TVs
Interior

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
Mar 31 - Apr 1
Total with taxes and fees
Hidden Oaks Cozy Cabin #5
Terrace/patio

Redfish at Eufaula, AL

Redfish at Eufaula, AL
Eufaula
10.0 out of 10, Exceptional, (1 review)
$125 nightly
The price is $129
Mar 30 - Mar 31
Total with taxes and fees
Redfish at Eufaula, AL
Exterior

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, (5 reviews)
"The property was great, big skies! The place was clean and charming."
United States
Christopher H.
$143 nightly
The price is $157
Mar 30 - Mar 31
Total with taxes and fees
Charming 1-bedroom Cottage in Slocomb, Alabama with AC
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Modern Luxury

Modern Luxury
Dothan
9.4 out of 10, Exceptional, (25 reviews)
"Great!"
United States
Hebe C.
$244 nightly
The price is $274
Mar 29 - Mar 30
Total with taxes and fees
Modern Luxury
Fridge, microwave, oven, stovetop

Ft. Rucker living 2 the perfect place to visit come and enjoy family and friend

Ft. Rucker living 2 the perfect place to visit come and enjoy family and friend
Daleville
8.0 out of 10, Very Good, (9 reviews)
"Enjoyed"
United States
Jamyle W.
$142 nightly
The price is $157
Apr 1 - Apr 2
Total with taxes and fees
Ft. Rucker living 2 the perfect place to visit come and enjoy family and friend
Exterior

Cozy Cottage 1bed 1bath in Slocomb Al

Cozy Cottage 1bed 1bath in Slocomb Al
Slocomb
$126 nightly
The price is $138
Mar 30 - Mar 31
Total with taxes and fees
Cozy Cottage 1bed 1bath in Slocomb Al
Living area

Charming Rooms & Cabins in Tranquil Cottonwood – Perfect for a Relaxing Getaway

Charming Rooms & Cabins in Tranquil Cottonwood – Perfect for a Relaxing Getaway
Cottonwood
$152 nightly
The price is $167
Mar 28 - Mar 29
Total with taxes and fees
Charming Rooms & Cabins in Tranquil Cottonwood – Perfect for a Relaxing Getaway
Living area

Cozy 1-bedroom apartment in serene Cottonwood with WiFi, AC

Cozy 1-bedroom apartment in serene Cottonwood with WiFi, AC
Cottonwood
10.0 out of 10, Exceptional, (6 reviews)
"Clean and everything worked as it should very convenient location for us when visiting the lease "
United States
Mitchell P.
$135 nightly
The price is $148
Mar 28 - Mar 29
Total with taxes and fees
Cozy 1-bedroom apartment in serene Cottonwood with WiFi, AC
Private kitchen

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
Mar 30 - Mar 31
Total with taxes and fees
Charming Abbeville retreat near Lake Eufaula—comfort, charm, and serenity.
Interior

3BD Adult Retreat - Fire Pit, Putting Green, Mins to DT

3BD Adult Retreat - Fire Pit, Putting Green, Mins to DT
Dothan
10.0 out of 10, Exceptional, (9 reviews)
"Attention to Detail in all respects - landscaping, furnishings, and extras. Excellent stay!"
United States
Eric M.
$390 nightly
The price is $434
Apr 1 - Apr 2
Total with taxes and fees
3BD Adult Retreat - Fire Pit, Putting Green, Mins to DT
Dining

LaRue's Private Lakeside Cottage

LaRue's Private Lakeside Cottage
Abbeville
8.6 out of 10, Excellent, (7 reviews)
$230 nightly
The price is $246
Apr 6 - Apr 7
Total with taxes and fees
LaRue's Private Lakeside Cottage
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Headland Hotel Reviews

Baymont by Wyndham Dothan

Baymont by Wyndham Dothan

6/10 Okay
"room has recently been remodeled and was nice. i think there was an elephant above 115 that stayed up half the night and the floor creaking overhead was unbelievable.. breakfast was poor. arrived early and biscuits were hard as a rock! also no waffles ..."
william 1-night trip
Posted 6 hours ago
Baymont 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 $129 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?

Modern Luxury: This vacation home rental near Headland has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

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.