House holiday rentals in Headland

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Popular amenities for house rentals in Headland

House rentals with a pool

Home in Dothan
4.79 out of 5 average rating, 102 reviews

Netty's Nest

RickRating, 5 stars2 weeks ago
I was looking for a relaxing getaway for my wife’s birthday where she could just lounge by the pool. Netty’s Nest definitely fit the bill. The house was clean and the pool was refreshing. The master bed was extremely comfortable and everything was as described. The host was extremely responsive and helpful.
Guest favourite
Home in Enterprise
4.91 out of 5 average rating, 11 reviews

Briarwood super nice 2BR/2.5 BA townhouse

ErinRating, 5 stars4 months ago
The space was clean and well decorated. Was perfect for what we needed. Plenty of kitchen utensils to cook while we were there. Will stay again when we need to visit our son stationed at Fort Novosel.
Top guest favourite
Home in Enterprise
4.96 out of 5 average rating, 57 reviews

L&B Property

EmilyRating, 5 stars6 days ago
We had a blast. Would definitely stay here again!
Guest favourite
Home in Enterprise
4.86 out of 5 average rating, 50 reviews

Spacious Townhome Retreat - Mins to Ft Novosel

TaMyiaRating, 5 stars4 days ago
Great host and nice home
Guest favourite
Home in Dothan
4.9 out of 5 average rating, 61 reviews

Baker’s Stay & Play

DanielRating, 5 stars1 day ago
Mrs. Sandra is an amazing, classy southern young lady! Nicest host I have ever had the pleasure of working with. She responded immediately when I needed her. Her home was a blessing! Spotless, comfortable and my kids loved all the games and pool! 10 STARS!!!
Top guest favourite
Home in Enterprise
5 out of 5 average rating, 19 reviews

Beautiful Enterprise Condo

NancyRating, 5 stars11 months ago
I couldn’t pick a better place to stay in. With Fort Novosel being so close, attending the graduation was a breeze. I will refer this place to all of my friends. 10/10 ⭐️
Home in Dothan
4.5 out of 5 average rating, 10 reviews

Cozy, 3 Bed 2 Bath Home in Dothan - Private Pool!

ShawnRating, 5 stars11 months ago
My wife and I had a wonderful stay at Sherry’s place. From our first time walking into to the house and throughout our stay, we felt right at home. The house was meticulous. The natural wood in the living room was beautiful. It had such a cozy and relaxed feel to it. We enjoyed our morning coffee and an evening cocktail on the back deck. Sherry’s hospitality was second to none. She was easy to reach and communicate with. I would highly recommend Sherry’s house as a great place to stay! We would definitely stay at Sherry’s place again!
Guest favourite
Home in Enterprise
4.75 out of 5 average rating, 73 reviews

Beautiful 3BR 4bed/2.5 baths townhome

AaronRating, 5 stars1 month ago
great host. perfect family stay for fort rucker visit.

Weekly house rentals

Guest favourite
Home in Ozark
5 out of 5 average rating, 22 reviews

Pearl's Cove - 3 min from Hwy 231S

KatrinaRating, 5 stars4 months ago
This is my second stay, If you’re looking for a place to stay in this area, here it is. The home is spacious, clean and convenient. The host Christina and Sophia are good people that go out of their way to make you feel comfortable and welcome. I appreciate all they did for us! We will be back.
Guest favourite
Home in Dothan
4.92 out of 5 average rating, 53 reviews

Stay Cozy: desirable location, near hospital/golf

AmandaRating, 5 stars6 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 favourite
Home in Columbia
4.88 out of 5 average rating, 16 reviews

Mayberry on Main

HannahRating, 5 stars1 month ago
We had a great stay! The house was clean, spacious, and had everything we needed. There was plenty of room for everyone, and we enjoyed the backyard area as well. The host was kind and very responsive, which made everything smooth from start to finish. We’d definitely recommend this place to others!
Top guest favourite
Home in Dothan
5 out of 5 average rating, 9 reviews

Sedona Hideaway 3/2 Dothan, Alabama

Lisa and Michael Rating, 5 stars1 month ago
Vanita is always a great host. The house is always clean and comfortable. Responsive and proactive! Will continue to book with them!
Guest favourite
Home in Midland City
4.86 out of 5 average rating, 7 reviews

Wiregrass Home

TobyRating, 5 stars2 months ago
Very accommodating and great space. We will return.
Superhost
Home in Midland City
5 out of 5 average rating, 4 reviews

Spacious luxury home

ObaidRating, 5 stars7 months ago
Great host, very responsive.
Top guest favourite
Home in Dothan
5 out of 5 average rating, 23 reviews

Cozy and Comfy Retreat in a Quiet Neighborhood

TashaRating, 5 stars4 weeks ago
Second time around was even better than the first. It’s so refreshing when a host takes your previous comments into consideration and makes the change immediately. I will continue to book when I come into town!!!
Guest favourite
Home in Dothan
4.94 out of 5 average rating, 48 reviews

Tranquil 4BR/2BA home in quiet neighborhood w/WIFI

TildaRating, 5 stars1 month ago
iIt was a very beautiful home everything was so nice and clean a lot of room gorgeous backyard very peaceful area I will be checking back later to come back maybe in September. It was exactly how they distracted to us and more....

Private house rentals

Top guest favourite
Home in Newton
5 out of 5 average rating, 48 reviews

Relaxing farmhouse get away

MeaghanRating, 5 stars3 weeks ago
We absolutely love staying at this Airbnb — it’s the only place we stay now when we’re in Alabama! The home is always spotless, peaceful, and well-maintained, making it the perfect place to relax. It was especially nice getting to meet the cohost in person this week. They were incredibly friendly and responsive, just like always. It’s clear they genuinely care about creating a great experience for their guests. We’re already looking forward to our next visit!
Home in Dothan
4.67 out of 5 average rating, 126 reviews

Stunning & Spacious 4BR Home

JulieRating, 5 stars3 weeks ago
Great location on the West side of Dothan..all our wedding festivities were within three miles. lots of places to eat and groceries close by. Safe neighborhood with great enclosed backyard. Cute, open floor plan for the kitchen, dining and living room. Plenty of closet space and dressers. Older charm with modern updates, lots of beds and very functional with nice working air.
Home in Dothan
4.75 out of 5 average rating, 114 reviews

Four bedroom home steps away from Westgate Park!

JonathanRating, 5 stars2 months ago
Great place to stay in a very quiet and safe neighborhood! Place was clean and had everything we needed for our short trip visiting family. Great location very close to restaurants and groceries. Amanda was a great host and very responsive!
Home in Dothan
4.94 out of 5 average rating, 17 reviews

The Dothan Villa

TcRating, 5 stars2 weeks ago
The house is perfect. It is decorated beautifully. The beds sleep wonderfully! ❤️The only suggestions I have are that there isn’t a hair dryer in the bathroom and the seal around the sink in the bathroom needs to be glued down. The water pressure in the bathroom could stand to be harder.
Guest favourite
Home in Headland
4.93 out of 5 average rating, 42 reviews

Cozy Cottage

MargueriteRating, 5 stars3 weeks ago
Katherine’s place was perfect for our needs. It was easy to find and exactly as described. The beds were super comfortable and the bathrooms provided all the comforts of home. Katherine was open and friendly. She proactively answered all questions before I could ask. Her responses were prompt, usually within 30 minutes or less. I highly recommend this cozy cottage. I will definitely stay here again when I’m in the area. Thank you for a wonderful stay!
Home in Daleville
5 out of 5 average rating, 4 reviews

Azalea House

BobbyRating, 5 stars5 days ago
Brittany’s place was amazing! Looks new inside and was super clean. Nice touch with some extras (I’ll leave those as a surprise). If you need a place in or near the area, don’t hesitate. You won’t regret it!
Top guest favourite
Home in Dothan
5 out of 5 average rating, 9 reviews

Convenient Private Home- Families Welcome!

SamRating, 5 stars1 month ago
We had a great stay at Pam's. Everything was as described, very clean, and comfortable for our group of four. The neighborhood was quiet as well. Pam was very responsive to any questions and provided clear instructions for checking in and out. We would be happy to stay here again. Thanks!
Home in Dothan
4.65 out of 5 average rating, 40 reviews

Magnolia Manner

TravisRating, 5 stars12 months ago
Alison was a great host, she kept in touch with us and the home was absolutely what needed. I would recommend this listing to anyone wanting to stay in the area!

Destinations to explore

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  3. Alabama
  4. Henry County
  5. Headland
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