Headland, AL Vacation Rentals & Ski-in/Ski-out Homes
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
- Alabama
- ·
- Midland City
- 6.09 mi to center
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
- Breakfast
- Parking
- Pool
- Kitchen
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Kitchen
- Air Conditioner
- Internet
- Pool
- Kitchen
- Air Conditioner
- Internet
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Pool
- Kitchen
- Air Conditioner
- Internet
- Pool
- Kitchen
- Air Conditioner
- Internet
Luxury Places to Stay in Headland
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Private Pool
- Pool
- Kitchen
- Air Conditioner
- Alabama
- ·
- Napier Field
- 0.26 mi to center
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Kitchen
- Air Conditioner
- Internet
- Alabama
- ·
- Napier Field
- 0.26 mi to center
- Parking
- Child Friendly
- Security/Safety
- Guest Services
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Balcony/Terrace
- Internet
- Security/Safety
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
Top-Rated Vacation Rentals with a Pool in Headland
- Alabama
- ·
- Midland City
- 5.99 mi to center
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
- Alabama
- ·
- Midland City
- 5.93 mi to center
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
- Alabama
- ·
- Midland City
- 6.13 mi to center
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
- Pool
- Balcony/Terrace
- View
- Kitchen
- Breakfast
- Parking
- Pool
- Balcony/Terrace
- Parking
- Pool
- View
- Kitchen
- Breakfast
- Parking
- Pool
- Balcony/Terrace
- Parking
- Pool
- Kitchen
- Air Conditioner
- Breakfast
- Parking
- Pool
- Kitchen
Pet-Friendly Vacation Rentals in Headland
- Alabama
- ·
- Midland City
- 1.86 mi to center
- Parking
- Kitchen
- Air Conditioner
- Internet
- Parking
- Air Conditioner
- Pet Friendly
- Child Friendly
- Parking
- Kitchen
- Air Conditioner
- Internet
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Breakfast
- EV Charge Station
- Parking
- Balcony/Terrace
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Alabama
- ·
- Midland City
- 2.11 mi to center
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
Large Vacation Homes & Villas in Headland
- Private Pool
- Parking
- Pool
- Kitchen
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
Wheelchair Accessible Vacation Homes in Headland
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- Pool
- Internet
- Pet Friendly
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- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
- Breakfast
- Parking
- Pool
- Balcony/Terrace
- Private Pool
- Parking
- Pool
- View
- Breakfast
- Parking
- Pool
- Kitchen
- Breakfast
- Parking
- Pool
- Balcony/Terrace
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
Headland Resorts and Airbnb Homes Under $200
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- Air Conditioner
- Internet
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- Balcony/Terrace
- Air Conditioner
- Internet
- Breakfast
- Parking
- Pool
- Balcony/Terrace
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Air Conditioner
- Internet
- Child Friendly
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
- Air Conditioner
- Internet
- Child Friendly
- Laundry
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
Instantly Bookable Vacation Homes in Headland
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
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- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Balcony/Terrace
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- Air Conditioner
- Air Conditioner
- Internet
- Laundry
- Bedding/Linens
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Kitchen
- Air Conditioner
- Internet
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
Book a Last Minute Place to Stay in Headland
About Headland Vacation Rentals
Explore over 131 vacation rentals in Headland with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Headland for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Headland. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Headland tailored to your preferences. On average, these rentals offer 416 ft² of space, and are priced at an average of US $169 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Headland at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
Top Types of Ski Accommodations in Headland
| Type | Count |
|---|---|
| Vacation Homes | 63 |
| Cottages | 9 |
| Holiday Apartments | 7 |
| Cabin Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Headland
★ Pro Tip: Discover Your Ideal Vacation Rental in Headland with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Headland, AL
View the weather forecast for Headland before booking your Headland Vacation Rentals to confirm your best time to go.
Top Attractions Around Headland, AL
Sunski offers a large selection of top attractions around Headland . Research things to do on your vacation before you visit Headland.
Frequently Asked Questions About Headland?
What are the top vacation rentals in Headland?
When organizing your trip to Headland, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Headland. Peruse our collection of highly-rated properties and secure your reservation today.
- Claire’s Cottage is located on 7 secluded acres with a coded privacy gate.
- 1 KING BED | Non-Smoking
- Peaceful 3BR/2BA Hidden Lake Home Near ACOM w/WiFi
- 2 FULL BEDS | KITCHEN
- 1 QUEEN BED | KITCHEN
- CLOSE TO EVERYTHING! The Hidden Gem Dothan
- Newly remodeled. 5 mi to Dothan shopping. 3 mi to Dothan Airport.
- 3BD Restorative Retreat - Fire Pit, Putting Green, Mins to DT
- Baker’s Stay & Play
- The Cottages 2 2BR2BA Dothan Pet Friendly Gorgeous Pool, Pickle Ball court, Gym
How many vacation rentals have private pools in Headland?
Uncover 2 vacation rentals boasting private pools near Headland. Explore top-rated RBO homes offering access to a swimming pool:
- Welcome To Sug's Place! Come relax and have a peace of mind with a Private Pool!
- Fairfield Inn by Marriott Dothan
Which vacation homes or resorts in Headland are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Headland. Enjoy great views, locations and save money with SunSki Resorts.™
- Cozy house in Dothan, minutes from Civic Center, shopping and fine dining
- Hanks Place
- Courtyard by Marriott Dothan
How many SunSkiResorts vacation rentals or resorts are available in Headland?
Discover the ideal vacation rental in Headland with SunSki Resorts™. We provide an extensive selection of over 131 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Headland.

























