Book a Place to Stay in Headland for Your Summer Getaway
About Headland Summer Rental on Vacation Cottage
Elevate your summer travels with 153 top-notch stay to make the most of your summer adventures? Consider a summer resort or villa rental in or near Headland. Choosing the perfect holiday rental for your upcoming summer getaway on Vacation Cottage is a breeze. Whether you're traveling with family, friends, or a group to Headland or its surrounding areas, Vacation Cottage offers a plethora of luxury summer accommodations to select from. Many of these accommodations boast top-notch amenities such as private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxurious bedrooms, bathtubs, and pet-friendly environments.
Searching for a tranquil retreat in Headland for an unforgettable summer holiday? Vacation Cottage's summer rental homes are ready to provide you with the utmost comfort you deserve. Whether you're in need of a premium summer condo, luxury flat, resort, villa, bungalow, cozy cabin, RV, or cottage in Headland, Vacation Cottage has you covered for your next summer escapade.
Frequently Asked Questions About Headland Luxury Rentals
What are the top rated Summer 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 Summer Rentals in Headland:
- Blue Paloma Bed & Breakfast
- Quiet and Cozy Home Away From Home.
- Welcome to our Ocean View Villa!
- Grand 180° Sea View OceanPointe
- Seashore Vacation Home - Oceanpointe, Lucea, Jamaica
- VillaMerissa, Lucea @ Oceanpointe
- Stacey's HideawaynCozy, comfy beach home-30 minutes from MBJ Airport
- Modern, Cozy 3-Bedroom Tropical Escape in Oceanpointe, Hanover, Jamaica
- Oceanpointe Villa
- Gated home by the beach
How many summer rentals are available around Headland?
In 2025, Vacation Cottage offers 153 summer rentals in or around Headland. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
How much does it cost to rent a summer rental in Headland?
The average price per night for a summer rental in Headland is $446. Check the full list of summer accommodations in Headland.
How many summer rentals are available to book in Headland?
There are 153 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Vacation Cottage.
Do any summer rentals in Headland have a private pool?
Yes, here are some popular summer holiday rentals in Headland that have a private or indoor pool:
- Quiet and Cozy Home Away From Home.
- Welcome to our Ocean View Villa!
- Blue Paloma Bed & Breakfast
- Grand 180° Sea View OceanPointe
Check all holiday rentals with a pool in Headland on Vacation Cottage.
Can I rent pet-friendly summer rentals in Headland?
Yes, We have 153 summer rental homes in Headland and types of place to stay in Headland include:
- Vacation Homes: 153 available for rent
- Villas: 153 Rentals available for rent
- Holiday Apartments: 153 Rentals available for rent
- Hotels with Suites: 153 Rentals available for book
Do you have a luxury summer rental with a pool in Headland?
Yes, of course! There are many luxury summer rental properties in Headland. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Headland.
