Headland vacation rentals

We found 49 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Headland to find one that's perfect for your trip. Vacation rentals provide the best amenities for your stay with friends, family, or just your pet, such as a garden and pool. You're sure to find a rental to meet everyone's needs, including options that are accessible or non-smoking.
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Find out more about Headland

Find out more about Headland

Why visit Headland

  1. Outdoor Adventures: Headland is perfect for nature lovers, featuring urban parks, botanical gardens, and serene lakes for exploration.
  2. Family-Friendly Atmosphere: The city provides a welcoming environment with activities suitable for families and visitors of all ages.
  3. Rich History: Nearby cities and neighborhoods showcase the fascinating history of Henry County and its surroundings.
  4. Beach Highlands: Don't miss the enchanting Beach Highlands, offering beautiful views and recreational opportunities.
  5. Comfortable Accommodation: Enjoy reasonable rental options for new apartments, allowing for a cozy and immersive stay.

Top attractions near Headland

Headland, Alabama, is perfect for outdoor enthusiasts seeking adventure and scenic beauty. Visitors can explore urban parks, botanical gardens, and serene lakes, making it an ideal destination for families and those wanting a vibrant city experience. Whether you're looking to relax in nature or embark on new adventures, Headland offers a variety of attractions that cater to all types of travelers.

  1. Dothan Area Botanical Gardens: A serene escape just 5 miles from Headland, this beautiful botanical garden features diverse plant collections, walking trails, and tranquil spots perfect for family outings or romantic strolls amidst nature.
  2. Wiregrass Museum of Art: Located 10 miles away, this vibrant art museum showcases local and regional artists, offering a cultural experience filled with thought-provoking exhibitions and community events that celebrate creativity.
  3. Troy University Dothan Campus: Situated 11 miles from Headland, this educational hub not only provides academic programs but also hosts cultural events and art exhibitions, enriching the local community with knowledge and creativity.

Things to do recommended for couples

For a romantic getaway in Headland, visit the Dothan Country Club, located 11 miles away. Enjoy the luxurious atmosphere while playing a round of golf or savoring a meal together. It's a perfect spot for couples seeking a blend of relaxation and elegance.

Things to do recommended for families

Experience the tranquility of Landmark Park, just 6 miles from Headland, perfect for relaxation. For adventure, visit Water World, 11 miles away, offering fun for the whole family. Don’t miss the wellness vibes at Westgate Recreation Center, also 11 miles from Headland, ideal for family activities.

What do I need to keep in mind when booking a vacation in Headland

When planning your trip, whether you're traveling with a group, family, pets, or seeking extended stays, it's important to filter your options based on your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Headland with a group: Think about how many bedrooms you require, along with additional features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Headland with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Headland: For many families, a vacation isn’t truly enjoyable without their furry companion by their side. If you can relate, take a look at Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer amenities like food bowls and beds, ensuring that everyone can feel comfortable and at home.
  • Planning for a long term stay visiting Headland: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria!

Where to stay near Headland

Headland, Alabama, offers a delightful blend of outdoor adventures and family-friendly atmospheres, making it an ideal vacation spot. Explore nearby cities and neighborhoods that showcase rich history and scenic beauty. Don't miss the enchanting Beach Highlands and the charm of Henry County. With options for new apartments and reasonable rent, visitors can enjoy a comfortable stay while immersing themselves in the local culture and natural surroundings.

  • Dothan: Located 11 miles from Headland, Dothan is a vibrant city known for its outdoor amenities and family-friendly experiences. Visitors can enjoy a variety of recreational activities, including golfing at local country clubs and exploring scenic parks. Dothan is home to beautiful lakes and beaches, making it an ideal spot for relaxation and fun. The city also hosts events at its conference venues, providing opportunities for cultural engagement and community events. With its welcoming atmosphere and diverse attractions, Dothan is a must-visit for anyone in the area.
  • Kinsey: Just 5 miles away from Headland, Kinsey is a charming village that offers a perfect blend of outdoor activities and sports experiences. This quaint community features recreational areas and country clubs, making it an excellent destination for golf enthusiasts. Kinsey is also close to national and state parks, providing ample opportunities for hiking and exploring nature. The village’s sports facilities, including a stadium, host various events and activities throughout the year, making it a lively place for visitors looking to engage in local culture.
  • Webb: Webb, located 8 miles from Headland, is a city rich in outdoor experiences and cultural attractions. Golf lovers will appreciate the local country clubs, while those interested in education can explore the historic college university nearby. Webb is also a gateway to stunning national parks, perfect for hiking and outdoor exploration. The city features event conference venues that host various cultural events, allowing visitors to immerse themselves in the local community. With its scenic views and vibrant culture, Webb is an inviting destination for travelers.

Best time to go to Headland

If you're planning a trip to Headland, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in June and September to October, while off-peak times, like May, August and December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancy
January49.5°F (9.7°C)Light RainMostly SunnyAverage
February54.1°F (12.3°C)Light RainMostly SunnyAverage
March60.1°F (15.6°C)Light RainMostly SunnyAverage
April66.4°F (19.1°C)Light RainMostly SunnyAverage
May73.8°F (23.2°C)Light RainMostly SunnySlightly Low
June79.9°F (26.6°C)Light RainMostly SunnySlightly High
July81.1°F (27.3°C)Light RainMostly SunnyAverage
August80.6°F (27.0°C)Light RainMostly SunnySlightly Low
September76.8°F (24.9°C)Light RainMostly SunnySlightly High
October68.4°F (20.2°C)Light RainMostly SunnySlightly High
November58.1°F (14.5°C)Light RainMostly SunnyAverage
December53.6°F (12.0°C)Light RainMostly SunnySlightly Low

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can help, as prices can vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your needs!

Unlock savings with One Key

When you reserve an eligible Vrbo for your group getaway, you'll receive OneKeyCash™ for the full booking amount. Being the organizer truly has its benefits! By joining our One Key rewards program, you can unlock exclusive savings for members and earn OneKeyCash™ on qualifying reservations. Sign up today and begin enjoying your rewards!

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers an easy way to plan your travel. You can create new trips, resume planning from where you last stopped, or review and organize your travel details all in one place. Here, you’ll see your saved or booked properties sorted into categories like Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

Choose a vacation rental for your Headland getaway

Learn about the unique charm of Headland with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Headland

Do you want to find attractions to visit while you're in town? Venture out of your cozy vacation rental and check out everything that makes Headland a fun place to get away. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Dothan Country Club (11.1 mi / 17.8 km)
  • Westgate Recreation Center (11.3 mi / 18.2 km)
  • Water World (11.3 mi / 18.3 km)
  • Adventureland (11.9 mi / 19.1 km)
  • Dothan National Golf Resort (17.4 mi / 28 km)
  • Highland Oaks Golf Course (14.1 mi / 22.7 km)

Exploring the natural features in Headland

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Headland. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Dothan Area Botanical Gardens (5.5 mi / 8.9 km)
  • Landmark Park (5.9 mi / 9.5 km)
  • Walter F. George Lake (23.9 mi / 38.5 km)
  • Westgate Memorial Park (11.4 mi / 18.3 km)
  • Lake Helen (21.2 mi / 34.1 km)
  • Buckhorn Lake (21.4 mi / 34.4 km)

How to get to and around Headland

Fly into Dothan, AL (DHN-Dothan Regional), the closest airport, located 8.5 mi (13.7 km) from the city center.

Frequently asked questions

How much does it cost to rent a vacation rental in Headland?
Property type, length of stay and season are some things that can determine the price of a vacation home. Simply add your dates of travel to find your dream escape. From cozy cabins to expansive luxury villas, all Vrbo vacation rentals offer unbeatable value.
How much does it cost to rent a beach house in Headland?
The average price for a vacation home close to the beach in Headland will depend on when you'll be there and the size and style of property you want. You can easily and quickly find prices on Vrbo by entering your preferred travel dates and destination. Then use our handy filter tool to choose the number of bedrooms and amenities important to you, such as a pool, air conditioning and WiFi.
How old do you have to be to rent a vacation rental in Headland?
Age restrictions can differ between properties on Vrbo, so look at the rules of the vacation home in Headland you're interested in. But in general, it's 16, 18 or 21.
How long can I rent a vacation rental in Headland for?
How long you can rent a vacation rental in Headland depends on the property. Simply enter your desired dates to view a list of options offering extended stays. With tons of creature comforts like kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to find a perfect place to call your home away from home in Headland.
Does Vrbo offer discounts for vacation homes in Headland?
Weekend break or a much-needed extended vacation, Vrbo has some excellent value options in Headland that'll match your style and budget. Browse our weekly and monthly discounts on vacation rentals, or check out what's recently been added with one of our newly listed homes. Whatever it is you're after, you'll find the perfect place to stay — at an affordable rate.

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