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  3. Headland
  4. Rentals by Owner

Discover Your Perfect Headland Rentals by Owner

Headland Rentals by Owner

9.0 (148 Reviews)
Apartment
stayAPT Suites Dothan
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
More Top-Rated Rentals by Owner in Headland Area

Why Choose Rent By Owner for your Headland vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Headland

When should you plan your Rentals by Owner stay?

Choosing the right time to vacation here can enhance your experience, allowing you to enjoy the area's pleasant climate and local ambiance while securing the best rental by owner deals through Rent By Owner in Headland, Alabama, USA.

Peak Season Highlights

spring
Spring (March to May)

During the spring months, the area experiences vibrant scenery and pleasant weather, making it an ideal time for outdoor activities and exploring local attractions.

Average Temperature Daytime: 75°F - Nighttime: 55°F
summer
Summer (June to August)

Summertime is the peak period for visitors seeking warm weather and longer daylight hours, perfect for enjoying the region’s outdoor amenities and events.

Average Temperature Daytime: 90°F - Nighttime: 70°F

Off-Season Highlights

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Fall (September to November)

In fall, the area offers cooler temperatures and fewer crowds, providing a peaceful setting for a relaxing retreat or quiet exploration.

Average Temperature Daytime: 70°F - Nighttime: 50°F
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Winter (December to February)

Winter months bring cooler weather and lower visitor numbers, making it an excellent choice for those seeking budget-friendly accommodations and a tranquil atmosphere.

Average Temperature Daytime: 55°F - Nighttime: 35°F

Weekly Weather Forecast for Headland

How to Book Your Headland vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Headland

More Top-Rated Rentals by Owner in Headland Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor seating areas, perfect for relaxing and soaking in the local atmosphere.
  • Take advantage of a spacious patio or deck for outdoor dining and entertaining.
  • Make the most of accessible grilling stations to prepare meals al fresco during your stay.
  • Relax by private or shared pools that provide a refreshing escape in the area’s warm climate.
  • Benefit from landscaped gardens or lush yards that enhance your outdoor experience.
  • Explore nearby walking or biking trails directly from the rental for outdoor recreation.
  • Use outdoor fire pits or fireplaces for cozy evenings under the stars in this charming destination.

Top Attractions Around Headland

What attractions are nearby?

Enjoy a variety of outdoor activities and local attractions just moments from your rental here, offering you a chance to explore the region’s natural beauty and cultural charm during your stay.

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Family Activities

  • Headland Recreation Park: Enjoy a day outdoors with family-friendly activities such as picnicking, playground visits, and walking trails within this scenic park.
  • Local Nature Trails: Explore the lush natural beauty of the area through nearby nature trails that offer engaging hikes suitable for all ages.
  • Community Events and Festivals: Participate in seasonal events and festivals held locally, providing entertainment and cultural experiences for families visiting here.
  • Family-Friendly Fishing Spots: Spend quality time together by fishing at accessible spots around the region, perfect for a relaxing day with children.
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Adult Activities

  • Golfing at the Headland Golf Course: Enjoy a relaxing day on the lush greens that attract golf enthusiasts seeking quality play in this scenic area.
  • Exploring local history and culture: Discover the region’s heritage through visits to nearby museums and historic sites that offer insights into its rich past.
  • Fishing along the nearby lakes and rivers: Cast your line in the tranquil waters, perfect for anglers wanting a peaceful outdoor experience in the region.
  • Hiking and nature walks: Take advantage of scenic trails that meander through the area's natural beauty, ideal for outdoor adventurers seeking fresh air and exercise.

Headland Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Markets: Dive into the area's culinary scene by visiting local eateries and farmers' markets to enjoy authentic regional flavors and support small businesses.
  • Plan Outdoor Activities Early: Take advantage of the region's natural beauty by scheduling outdoor adventures like hiking or picnicking during the most favorable times of day.
  • Discover Hidden Gems in the Area: Ask your host or explore nearby to find lesser-known attractions and scenic spots that offer unique experiences away from crowded tourist sites.
  • Prepare for Weather Variability: Pack versatile clothing and check local weather forecasts to ensure you can comfortably enjoy all that this destination has to offer year-round.

Transportation Options

  • Headland Transportation Services: Reliable local transportation options are available to help you explore the region comfortably when staying in this area.
  • Regional Bus Service: Scheduled bus routes connect the region with nearby cities, making it convenient for you to travel without a car.
  • Taxi and Rideshare: Taxis and rideshare services operate throughout the destination, providing flexible and accessible transportation for visitors.
  • Rental Car Options: Numerous rental agencies in the vicinity offer vehicles suited for exploring the region at your own pace and convenience.

Local Customs Options

  • Southern Hospitality: You will notice a warm welcome and friendly demeanor that define the region's approach to hospitality in this part of Alabama.
  • Embracing the local customs, you may find that sharing meals and participating in traditional Southern dishes is a cherished practice here.
  • Community Events: Engaging in neighborhood gatherings and festivals often reflects the region’s close-knit spirit and love for celebrating local traditions.
  • Respect for Nature: Visitors tend to observe and honor outdoor customs, such as maintaining cleanliness and respecting local parks and natural spaces around here.

Frequently Asked Questions About Headland Rentals by Owner

1. What are the top vacation rentals in Headland?

There are a lot of options in Headland. If you plan on staying in the Headland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Headland:

2. How many Rentbyowner vacation rentals are available in Headland?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 48 in the Headland area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Headland. 

3. What is the cancellation policy for rental by owner listings in this area?

Cancellation policies vary depending on the specific listing. You should review the cancellation terms provided on the property’s page or contact the owner directly to understand refund eligibility and deadlines.

4. How do I confirm my booking with a rental owner in this destination?

Booking confirmation typically occurs after you complete the reservation through Rent By Owner, but it’s recommended to communicate directly with the owner via the platform to ensure all details are clear before finalizing your stay.

5. Are amenities and house rules clearly specified in the listing?

Yes, most rental listings include detailed information about available amenities and house rules. To avoid misunderstandings, read the description carefully or reach out to the owner for any specific questions.

6. What should I do if I encounter issues during my stay?

In case of problems, contact the rental owner first, as they are responsible for addressing concerns promptly. For unresolved issues, Rent By Owner’s customer support can assist you in finding a resolution.

7. Is there a minimum stay requirement for rentals booked through Rent By Owner here?

Minimum stay requirements depend on each individual listing. Check the specific property's details or contact the owner directly to confirm if your travel plans align with their policy.

More Rentals You May Like Near Headland

10.0 (4 Reviews)
House
Baker’s Stay & Play
  • Air Conditioner
  • Pet Friendly
  • Pool
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More Top-Rated Rentals by Owner in Headland Area