Headland Holiday Rentals

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Holiday Rentals in Headland

stayAPT Suites Dothan

2.5 star property
9.0 out of 10, Wonderful, (145)
"Easy check in/check out. The property was very clean the host had good communication I would definitely book this again"
The price is AU$169
includes taxes & fees
12 Oct - 13 Oct
stayAPT Suites Dothan

Cabin on water-dock-slip-fishing-amazing sunsets-Book your summer stay-pets YES!

9.4 out of 10, Exceptional, (231)
"The cabin and property were wonderful. It was beautiful and incredibly relaxing. "
Cabin on water-dock-slip-fishing-amazing sunsets-Book your summer stay-pets YES!

Diva & Poodle's Lake Getaway - 3BD, 2BA home in Eufaula w/Com Boat Launch & Pool

10.0 out of 10, Exceptional, (1)
"Super cute, clean place right by the lake. It was perfect for my family for a weekend get away. Host was great and every thing was exactly as advertised. Hope to be back soon!"
Diva & Poodle's Lake Getaway - 3BD, 2BA home in Eufaula w/Com Boat Launch & Pool

The Baker Chateau. Dothan Alabama near the Medical Center

9.8 out of 10, Exceptional, (35)
"Host was very nice! "
The price is AU$499
includes taxes & fees
5 Oct - 6 Oct
The Baker Chateau. Dothan Alabama near the Medical Center

Modern Luxury

9.4 out of 10, Exceptional, (21)
"Great value, clean I would recommend."
The price is AU$442
includes taxes & fees
5 Oct - 6 Oct
Modern Luxury

The BaitHouse - Charming Cabin

10.0 out of 10, Exceptional, (13)
"This was the perfect long weekend getaway for my husband's birthday! We will definitely be back. "
The price is AU$556
includes taxes & fees
5 Oct - 6 Oct
The BaitHouse - Charming Cabin

Zeke’s House: Bed and Barn Bliss

9.8 out of 10, Exceptional, (32)
"This was a lovely setting for country boys and girls enjoying the farm!"
The price is AU$246
includes taxes & fees
9 Oct - 10 Oct
Zeke’s House: Bed and Barn Bliss

The Cottages 2 2BR2BA Dothan Pet Friendly Gorgeous Pool, Pickle Ball court, Gym

10.0 out of 10, Exceptional, (2)
"The host is the best! So professional and helpful. The house is simply adorable, super clean, great neighborhood- close to our event, everything was top notch! Can’t wait to return next year! Much appreciated. DD"
The price is AU$614
includes taxes & fees
15 Oct - 16 Oct
The Cottages 2 2BR2BA Dothan Pet Friendly Gorgeous Pool, Pickle Ball court, Gym

Pet-friendly Daleville Home: 3 Mi to Fort Novosel!

3.0 star property
Pet-friendly Daleville Home: 3 Mi to Fort Novosel!

Juju's Pond House on Smith Pond

10.0 out of 10, Exceptional, (37)
"This is a quiet and beautiful place to be. We loved it!"
Juju's Pond House on Smith Pond

Quiet Dothan House With Fenced Yard + Fire Pit!

3.0 star property
Quiet Dothan House With Fenced Yard + Fire Pit!

Suma Ridge: Right Outside Dothan

10.0 out of 10, Exceptional, (66)
"This property is amazing! So peaceful to see the sun set between the trees. There's a nice pond with little fish. The house was amazing with enough space. "
Suma Ridge: Right Outside Dothan

Baker’s Stay & Play

10.0 out of 10, Exceptional, (4)
"Great family home for adults, teen, and infants. Kids had a blast as did grownups during our stay. Spacious home and happy with everything included throughout our stay. Easy access and convenient location made for a great experience overall. Would definitely return!"
The price is AU$667
includes taxes & fees
7 Oct - 8 Oct
Baker’s Stay & Play

Peaceful 3BR/2BA Hidden Lake Home Near ACOM w/WiFi

10.0 out of 10, Exceptional, (39)
"The house was clean, the neighborhood was pleasant, and the host was easy to deal with."
Peaceful 3BR/2BA Hidden Lake Home Near ACOM w/WiFi

3-bedroom house with pool in hometown Dothan.

10.0 out of 10, Exceptional, (6)
"Was checked on a perfect amount of times, great communication, clean home that is set up for all ages. Will absolutely book again every time I'm in Dothan."
3-bedroom house with pool in hometown Dothan.

Thomas Mill Creek Lakefront Property

9.6 out of 10, Exceptional, (20)
"Perfect, beautiful lakefront property. Ideal for couple get away! Safe, clean, every need met. Could not have been happier with our stay!"
The price is AU$296
includes taxes & fees
6 Oct - 7 Oct
Thomas Mill Creek Lakefront Property

Anchor at Eufaula, AL

7.4 out of 10, Good, (3)
"The manager was very friendly and accommodations were nice. Close to boat ramp."
The price is AU$210
includes taxes & fees
5 Oct - 6 Oct
Anchor at Eufaula, AL

Claire’s Cottage is located on 7 secluded acres with a coded privacy gate.

10.0 out of 10, Exceptional, (97)
"What a great place to stay on our way home from the beach Highly recommend this for a quiet peaceful getaway. "
The price is AU$206
includes taxes & fees
14 Oct - 15 Oct
Claire’s Cottage is located on 7 secluded acres with a coded privacy gate.

Tiny Home in the country

9.4 out of 10, Exceptional, (14)
"Very clean and excellent communication from the host! We loved our stay and the views were beautiful. "
The price is AU$287
includes taxes & fees
6 Oct - 7 Oct
Tiny Home in the country

Cozy Golf Course Townhouse On The Beautiful Dothan Country Club

10.0 out of 10, Exceptional, (13)
"Perfect for the golf tournament. Easy to find, had great comfy beds too!"
The price is AU$581
includes taxes & fees
5 Oct - 6 Oct
Cozy Golf Course Townhouse On The Beautiful Dothan Country Club
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

Find out more about Headland

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 favourite 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 depend 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 AU$169 per night. Entering your travel dates in the search wizard might find you 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?

Zeke’s House: Bed and Barn Bliss: This holiday home rental outside of Headland is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, 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. Wiregrass Commons Mall and Wiregrass Museum of Art 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.