House vacation rentals in Headland

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Popular amenities for Headland house rentals

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 favorite
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 favorite
Home in Enterprise
4.96 out of 5 average rating, 57 reviews

L&B Property

EmilyRating, 5 stars4 days ago
We had a blast. Would definitely stay here again!
Guest favorite
Home in Enterprise
4.86 out of 5 average rating, 49 reviews

Spacious Townhome Retreat - Mins to Ft Novosel

AmyRating, 5 stars1 month ago
Our stay was great! Clean, comfortable and just like photos!
Guest favorite
Home in Dothan
4.9 out of 5 average rating, 60 reviews

Baker’s Stay & Play

MaureenRating, 5 stars1 week ago
This is my 2nd stay with the Baker's. They are great hosts and provide whatever accommodations they can for their guests. This particular home, my grandkids picked, and they loved it; they were the happiest beyond happy. Thank you for a great stay.
Superhost
Home in Enterprise
4.81 out of 5 average rating, 84 reviews

Peaceful and Roomy Retreat

DesireeRating, 5 stars2 days ago
we had a wonderful stay, host has attention to detail to ensure the comfort of guests and the pool was sparkling. we will definitely book again when visiting. thank you for the fun memories we made during our stay.
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 favorite
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 favorite
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 favorite
Home in Dothan
4.88 out of 5 average rating, 34 reviews

The Owl and Magnolia-short and long term stays

AaronRating, 5 stars8 months ago
The house was well kept and clean, the neighborhood was very quiet but convenient to downtown and other hot spots. We really enjoyed the city parks in Dothan. Jenie was very communicative and took our reservation last minute which helped our anxiety since we came to Dothan to escape Hurricane Milton. My girlfriend Jill loved being so close to a local yoga studio. I would recommend if you are looking for a quiet and relaxing spot in Dothan to live and work from while in the area.
Guest favorite
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!
Top guest favorite
Home in Dothan
4.96 out of 5 average rating, 67 reviews

The Hidden Gem

ElizabethRating, 5 stars1 week ago
This house was wonderful! It was so private and quiet. The home was clean and the beds were comfortable. The decor was amazing. We would stay here again and again!
Top guest favorite
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 favorite
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.
Home in Dothan
4.78 out of 5 average rating, 113 reviews

Four bedroom home steps away from Westgate Park!

JonathanRating, 5 stars1 month 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!
Superhost
Home in Abbeville
4.89 out of 5 average rating, 18 reviews

Swann lake house

JenniferRating, 5 stars1 month ago
Very accommodating and quick to reply on questions

Private house rentals

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

Relaxing farmhouse get away

MeaghanRating, 5 stars2 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
5 out of 5 average rating, 5 reviews

Tee's Palace Home Away from Home

HannahRating, 5 stars1 week ago
We had a great stay! The place was clean, cozy, and felt like home. They left plenty of snacks and water for us, which was a nice touch. Beds were super comfortable, and checkout was a breeze. The location was perfect for a nearby wedding and visiting family. Highly recommend!
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 favorite
Home in Dothan
4.88 out of 5 average rating, 8 reviews

The Lotus Villa

RachelRating, 5 stars3 weeks ago
This was perfect for our needs, 4 bedrooms for adults, and was located close to where we needed. We weren’t there a ton of the time but we had no issues.
Guest favorite
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 stars3 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 favorite
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!

Destinations to explore

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  3. Alabama
  4. Henry County
  5. Headland
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