Headland Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Headland holiday rentals

10.0 out of 10, Exceptional, (2 reviews)
"Everything was high end, loved it and had a wonderful time. Felt like home. "
United States
Enrique R.
The price is NZ$305
includes taxes & fees
11 Jan - 12 Jan
Charming cottage with a peaceful setting in lovely Dothan
9.0 out of 10, Wonderful, (2 reviews)
The price is NZ$324
includes taxes & fees
2 Feb - 3 Feb
Cozy 2-bedroom cottage in charming Abbeville with AC
10.0 out of 10, Exceptional, (4 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.
The price is NZ$226
includes taxes & fees
12 Jan - 13 Jan
Charming 1-bedroom Cottage in Slocomb, Alabama with AC

Aparthotel in Dothan

stayAPT Suites Dothan
2.5 star property
9.2 out of 10, Wonderful, (171 reviews)
"Very clean and friendly staff!!"
United States
Thai Hien
stayAPT Suites Dothan

Camping in Eufaula

Redfish at Eufaula, AL
10.0 out of 10, Exceptional, (1 review)
The price is NZ$211
includes taxes & fees
11 Jan - 12 Jan
Redfish at Eufaula, AL
10.0 out of 10, Exceptional, (6 reviews)
"Really enjoyed stay look forward to getting back up again"
United States
Garrett R.
The price is NZ$257
includes taxes & fees
11 Jan - 12 Jan
Cozy 1-bedroom apartment in serene Cottonwood with WiFi, AC
9.8 out of 10, Exceptional, (23 reviews)
"So peaceful and perfect! Great for solo travelers or a couple. I felt safe traveling solo.The safety lights when coming in after dark were much appreciated. Loved sitting on the porch or in the gazebo watching the boats go by. The attention to detail in the decor make a traveler feel welcome. I know I will be returning again. "
United States
Sarah R.
The price is NZ$346
includes taxes & fees
11 Jan - 12 Jan
Thomas Mill Creek Lakefront Property
10.0 out of 10, Exceptional, (5 reviews)
"The home was immaculate, and the property owners were very kind and helpful. We would absolutely stay there again!"
United States
Tessi B.
The price is NZ$458
includes taxes & fees
11 Jan - 12 Jan
“LOTS OF FUN LAKE HOUSE” in WHITE OAK SHORES!!!

Holiday Home in Slocomb

Zeke’s House: Bed and Barn Bliss
9.8 out of 10, Exceptional, (37 reviews)
"We absolutely love staying here. "
United States
Christina S.
The price is NZ$254
includes taxes & fees
1 Feb - 2 Feb
Zeke’s House: Bed and Barn Bliss
8.4 out of 10, Very good, (8 reviews)
"Great experience."
United States
David H.
Great place to relax with family and friends
10.0 out of 10, Exceptional, (17 reviews)
"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.
The price is NZ$544
includes taxes & fees
11 Jan - 12 Jan
3 Bed 2 Bath,Dog Friendly, Game Room, Fenced Yard
10.0 out of 10, Exceptional, (103 reviews)
"Great place"
United States
Sonya M.
The price is NZ$233
includes taxes & fees
19 Jan - 20 Jan
Claire’s Cottage is located on 7 secluded acres with a coded privacy gate.

Cabin in Abbeville

Hidden Oaks Cozy Cabin #5
10.0 out of 10, Exceptional, (1 review)
"Clean cabin. Great host"
United States
Gavin G.
The price is NZ$645
includes taxes & fees
13 Jan - 14 Jan
Hidden Oaks Cozy Cabin #5
10.0 out of 10, Exceptional, (9 reviews)
"This townhome is only 1.4 miles from Flowers Hospital and offers all the luxuries of your home. It was clean and the beds were comfortable. We would definitely stay here again. "
United States
Michele L.
The price is NZ$498
includes taxes & fees
11 Jan - 12 Jan
2 Bed Rm 2.5 Bath, Dog Friendly, Updated, Sleep 5
9.8 out of 10, Exceptional, (38 reviews)
"Host was very nice! "
United States
Elley P.
The price is NZ$555
includes taxes & fees
11 Jan - 12 Jan
The Baker Chateau. Dothan Alabama near the Medical Center
7.8 out of 10, Good, (8 reviews)
"Enjoyed"
United States
Jamyle W.
The price is NZ$175
includes taxes & fees
20 Jan - 21 Jan
Ft. Rucker living 2 the perfect place to visit come and enjoy family and friend
9.6 out of 10, Exceptional, (23 reviews)
"Always enjoy staying at this property. Clean and well maintained. "
United States
Mark M.
The price is NZ$552
includes taxes & fees
11 Jan - 12 Jan
Beautiful 2BR/2.5 BA - Lakefront, Private Dock & Boat Ramp. Starlink Internet.
8.8 out of 10, Excellent, (18 reviews)
"We had a great stay!"
United States
Melisa S.
The price is NZ$269
includes taxes & fees
5 Feb - 6 Feb
Ft. Rucker living this is a great place to come and relax with friends and famil
The price is NZ$475
includes taxes & fees
11 Jan - 12 Jan
Cozy house in Dothan, minutes from Civic Center, shopping and fine dining
2.0 star property
The price is NZ$230
includes taxes & fees
22 Jan - 23 Jan
Cozy Cottage 1bed 1bath in Slocomb Al
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Headland Hotel Reviews

Find out more about Headland

Everything you need to know about Headland holiday rentals

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

Headland holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Headland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Headland holiday rentals we have selected for you start as low as NZ$226 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Headland rentals

At Expedia, we put the best Headland holiday 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 holiday.

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. 

Frequently asked questions

Can I find holiday rentals in Headland?

Yes, there are holiday rentals close to the most popular sights in Headland, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Headland has to offer?

The Baker Chateau. Dothan Alabama near the Medical Center: This holiday home rental outside of Headland offers a garden, a selection of games and a BBQ 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 that 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 wider area.

What’s a holiday rental in Headland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Headland. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family gatherings.