Vacation rentals in Headland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Headland

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Superhost

Treehouse in Hartford

4.85 out of 5 average rating, 54 reviews

Peaceful cabin on the river amazing views & canoes

JonathanRating, 5 stars2 months ago

If you’re looking for a secluded nature retreat with all the comforts of home, The Magic Treehouse will not disappoint! We enjoyed exploring the river and stream with the available canoe, then warming up around the bonfire. There is a nature trail on property that we loved hiking every morning. The inside is cozy, clean, and stocked with everything you need. Highly recommended and would book again.

Superhost

Townhouse in Dothan

4.79 out of 5 average rating, 172 reviews

Feeling Beachy ~ 3BR/3BA Short & Long Term Stay

JulianaRating, 5 stars1 month ago

We went to Dothan for my nieces birthday party and couldn’t have asked for a better place. We were close to the family we were visiting. The home had everything we needed to come back and relax. Melissa was quick to respond and friendly. Would definitely come back to her place in the future. :)

Guest favorite

Home in Enterprise

5 out of 5 average rating, 139 reviews

Sleeps 10 I Pet-friendly I Mins to Novosel

JohnRating, 5 stars2 weeks ago

This was the second time we stayed at one of Ivan’s houses. Once again he exceeded expectations and provided us a peaceful, family friendly atmosphere. Everything was luxurious and well maintained. Is was a wonderful place to relax and come home to.

Guest favorite

Home in Dothan

4.97 out of 5 average rating, 32 reviews

The Copper Door Cottage *No Cleaning Fee*

TiffanyRating, 5 stars1 day ago

Absolutely love this cottage! It felt like home and was peaceful. My husband and I loved the layout, cozy, small, but specious and open! Samantha is seconds behind with a response when any questions arise and goes out of her way for extra needs or commodities!! Will Definitely be staying here again when in the area! Good Tip: Taco spot 2 min away had great food for lazy dinner night!

Superhost

Townhouse in Enterprise

4.8 out of 5 average rating, 41 reviews

Great New Place to Stay for Families!

FahadRating, 5 stars2 weeks ago

Renting a townhouse from ALEX has been an outstanding experience. The property is spacious, modern, and beautifully furnished, offering both comfort and style. The fully equipped kitchen, cozy bedrooms, and well-maintained bathrooms add to the luxury. The townhouse includes high-speed internet, smart TVs, an in-unit washer and dryer, and excellent climate control. The outdoor spaces are peaceful and well-kept, making for a relaxing environment. ALEX’s service is exceptional—professional, responsive, and efficient. Maintenance and housekeeping are prompt, ensuring a hassle-free stay. Overall, ALEX provides a top-tier living experience, and I highly recommend their rentals.

Guest favorite

Home in Enterprise

4.9 out of 5 average rating, 137 reviews

The Short Final-We welcome pets!

MelissaRating, 5 stars2 months ago

We had a wonderful stay at Gina’s cozy three-bedroom home. The house was clean, thoughtfully decorated, and the living room couch was especially comfortable. The kitchen was well-equipped, and the quiet location was perfect for relaxing. Gina was a responsive and attentive host. Highly recommend!

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Headland vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Headland

Guest favorite

Home in Dothan

4.92 out of 5 average rating, 53 reviews

Stay Cozy: desirable location, near hospital/golf

AmandaRating, 5 stars3 months ago

The home was clean and very cozy! It had everything we needed for our stay! Peyton (the host) was very kind, helpful, and responsive! We were visiting family, so we will definitely stay again when we return to Alabama!

Guest favorite

Home in Columbia

4.96 out of 5 average rating, 23 reviews

Green Acres Farmhouse

AmeliaRating, 5 stars3 months ago

Our second year staying in this Beautiful place!!! We are looking forward to stay there next year!!! Excellent People, amazing place.

Guest favorite

Tiny home in Ashford

4.95 out of 5 average rating, 75 reviews

Barndo“mini”um

DanielRating, 5 stars2 weeks ago

This place was a steal! It was very convenient to get to the med school where I'm working (under 15 minutes), and it's relaxing to sit and watch the cows in the pasture. The "barn" is like a studio apartment--perfect minimalism. It was cozy and comfortable. I will stay here again if I get the chance!

Guest favorite

Home in Cottonwood

4.97 out of 5 average rating, 29 reviews

Country living

BeckyRating, 5 stars3 months ago

This home is located on several acres in a country setting and offers peace and tranquility. The nearest shopping is a mere 2 miles away. The home is comfortably furnished and met our needs.

Guest favorite

Barn in Slocomb

4.87 out of 5 average rating, 53 reviews

Zeke’s House: Bed & Barn Bliss

Lily Rating, 5 stars2 weeks ago

Debbie was an amazing host. She was amazing with any questions we had. The place was so peaceful and clean. My doggies and my boyfriend truly loved her place would one hundred percent recommend. Would love to come back one day. Thankyou Debbie.

Guest favorite

Home in Geneva

4.93 out of 5 average rating, 30 reviews

*Stay Awhile*

NicholeRating, 5 stars4 months ago

We loved our stay!!! We found this air bnb as we were evacuating Tampa and could not have found a more perfect place for us to stay safe at. Thank you Blakely and the sweet town of Geneva!

Guest favorite