103+ Vacation Rentals & Holiday Homes in Headland |
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Headland Accommodations - Hotels & Rentals

About Headland Vacation Rentals

Discover More than 103 Incredible Getaway Rentals Available in Headland. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Headland.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Headland, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Headland. The Average Size of Places to Stay Near Headland is 330.49 ft², with Prices Averaging US $146 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Headland. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Headland

Type Count
Vacation Homes 42
Cottages 9
Holiday Apartments 3

Use these Quick Filters to Find a Vacation Rental in Headland

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Headland with Online Reservations.

Weather in Headland, AL

View the weather forecast for Headland before booking your Headland Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Activities HeadlandGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World HeadlandGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


Wiregrass Commons Mall
Water World
Dothan Country Club
Army Aviation Museum
Center Stage Alabama
Chattahoochee River
Dothan National Golf Resort
Abbeville City Hall
Landmark Park
Adventureland
Ozark City Hall
Ozark Chamber of Commerce
Dothan Area Botanical Gardens
Silver Wings Golf Course
Westgate Recreation Center
Abbeville Chamber of Commerce
Eagle Stadium
Daleville City Hall
Omussee Creek Park
Walter F. George Lake

Frequently Asked Questions About Headland?

What are the top hotels, lake houses & vacation rentals in Headland?

We provide an array of great vacation destinations in Headland. If you are looking to stay in or around the Headland area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Headland:

How many Hotels & Vacation Rentals have private pools in Headland?

We have 1 Hotels & Vacation Rentals featuring a private pool in and near Headland. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Headland is best for families?

Searching for a family-friendly getaway in Headland? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Headland?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 103 in the Headland area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Headland.


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