Discover Your Perfect Headland Vacation Homes

Headland Large Vacation Homes

4.2 (5 Reviews)
House
Stunning & Spacious 4BR Home
  • Air Conditioner
  • Pet Friendly
  • Bedding/Linens
View Availability
See More Family Vacation Rentals in Headland on FVR

Why Choose Rent By Owner for your Headland Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
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 Vacation Rentals stay?

Choosing the right time to visit here ensures you can enjoy the area's inviting climate and local events, making your stay in this destination truly memorable with the perfect vacation rentals at your fingertips.

Peak Season Highlights

spring
Spring (March to May)

During spring, the region experiences mild and pleasant weather, making it an ideal time to explore the local surroundings comfortably.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
autumn
Fall (September to November)

Autumn offers cooler temperatures and fewer tourists, providing a peaceful atmosphere for your stay in this destination.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F

Off-Season Highlights

image
Summer (June to August)

While summer brings warmer weather, it is also the busiest time of year, so early booking can help secure the best vacation rentals here.

Average Temperature Daytime: 85°F to 95°F - Nighttime: 70°F to 75°F
image
Winter (December to February)

During winter, the area sees cooler and sometimes unpredictable weather, which may be ideal if you prefer quieter times and lower rates for your stay.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Headland

How to Book Your Headland Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. 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 Vacation Rentals in Headland Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals 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 grilling with a private barbecue area to host gatherings during your stay.
  • Take advantage of spacious yards or gardens ideal for outdoor play and relaxation.
  • Make the most of community pools or swimming areas often available in local rental properties.
  • Relish mornings on a screened porch or patio, perfect for enjoying the region’s pleasant climate.
  • Experience outdoor sports facilities such as tennis courts, basketball courts, or volleyball areas.
  • Benefit from scenic walking trails or nature paths that are accessible directly from your rental.
  • Admire picturesque views from decks or balconies that highlight the natural beauty of this destination.

Top Attractions Around Headland

What attractions are nearby?

In this area, you can explore a variety of outdoor activities and local attractions that showcase the natural beauty and charm of Headland, Alabama, providing a memorable experience during your stay.

image
image

Family Activities

  • Headland Community Park: You can enjoy outdoor activities and family picnics at this welcoming park, perfect for a relaxing day in the region.
  • Historic Headland Museum: Explore local history and culture with engaging exhibits that offer educational fun for children and adults alike.
  • Lake Headland Recreation Area: Spend time fishing, boating, or simply unwinding by the water at this scenic spot central to family-friendly entertainment in the area.
  • Headland Sports Complex: Participate in or watch youth sports games and tournaments, making it a lively place for active families visiting here.
image

Adult Activities

  • Golfing at Headland Golf & Country Club: Enjoy a relaxing day on the course, perfect for improving your swing amidst scenic fairways in this inviting region.
  • Exploring Headland Nature Trails: Discover the area's natural beauty by walking or biking along designated trails that showcase the local flora and fauna.
  • Visit to Headland Historic Museum: Immerse yourself in the region's history through engaging exhibits and artifacts that tell the story of this charming destination.
  • Cruising the Nearby Waterways: Experience serene boat rides or kayaking opportunities on the area's lakes and rivers, offering a tranquil escape for adventure seekers.

Headland Travel Tips

How Can You Make the Most of Your Stay?

  • Research Local Attractions: Discover the hidden gems and popular spots in this region to enhance your stay and create memorable experiences.
  • Plan for Outdoor Activities: Take advantage of the area's natural beauty by scheduling outdoor pursuits that suit your interests and the local climate.
  • Choose a Convenient Location: Select vacation rentals near key amenities or scenic areas to maximize your leisure time and convenience here.
  • Check Travel Seasons: Be mindful of the best times to visit, ensuring you enjoy favorable weather and avoid peak crowds in this destination.

Transportation Options

  • Headland Municipal Airport: This regional airport offers convenient domestic flights, making it easy for you to arrive and begin your stay in the area.
  • Interstate Highway Access: Major highways connect here, providing flexible options for driving to nearby cities and attractions during your visit.
  • Local Taxi Services: Reliable taxi companies operate throughout the region, offering quick and straightforward transportation around Headland and its surroundings.
  • Public Transit Systems: Bus services in the area provide an affordable way to explore the region without the need for a private vehicle.

Local Customs Options

  • Southern Hospitality: Expect warm welcomes and friendly interactions that reflect the region’s famous hospitality when visiting this destination.
  • Local Festivals: Participating in community festivals offers a glimpse into the area's rich cultural traditions and local pride.
  • Traditional Cuisine: Savor authentic Southern dishes that highlight the region’s culinary heritage and local ingredients.
  • Festive Greetings: It's common to exchange cheerful greetings that embody the area's welcoming atmosphere during your stay here.

Frequently Asked Questions About Headland?

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 vacation rentals have private pools in Headland?

There are 4 vacation rentals with private pools near Headland. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Headland are best for families?

If you are looking for a family-friendly vacation home in Headland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Headland:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 105 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. 

5. What is the cancellation policy for vacation rentals in Headland, Alabama?

Cancellation policies vary depending on the individual property listing. To understand the specific terms, please review the cancellation policy outlined in the listing details or contact the property owner directly before booking.

6. Are there any additional fees I should be aware of when booking a vacation rental in this area?

Additional fees such as cleaning fees, service charges, or local taxes may apply and will be detailed on the listing page. Be sure to read the full fee breakdown before confirming your reservation.

7. How can I verify the safety and reliability of a vacation rental in Headland, Alabama?

You can review guest ratings, reviews, and the host’s response history on the listing to assess reliability. Trusted platforms also provide secure payment options and support to ensure your booking experience is safe and dependable.

8. What amenities are typically included in vacation rentals in this region?

Amenities vary by property but commonly include essentials like Wi-Fi, kitchen facilities, heating or air conditioning, and parking. Details about specific amenities are available within each listing.

9. How do I find the best vacation rental deals in Headland, Alabama?

To secure the best rates, consider flexible travel dates, compare multiple listings, and look for properties offering discounts or special promotions. Reading reviews can also help identify quality accommodations that offer good value.