Pet-friendly holiday rentals in Fairy Hill

Ahh! Boston Beach (Pool/Ocean View & Private Bath)

The Room: Two Thumbs UP. The House: Top floor is unfinished. The Yard: Really just for parking or sitting out on a chair and taking in the great ocean view. The Pool: Above Ground Pool with deck half way around it. Nothing fancy, but cools you off on a hot day. The Area: Boston Beach and Jerk Centre are both at the foot of the hill. Going down is fine. Coming back up on foot is definitely tiring! CLICK "SHOW MORE" AND READ "OTHER DETAILS TO NOTE" FOR IMPORTANT INFORMATION BEFORE BOOKING.

The Hilltop Rio Retreat!

Experience: Your journey starts with a raft across the Rio Grande to a hidden oasis, located in the luscious hills of The Blue Mountain of Portland, Jamaica. Tour the grasslands on hourseback, donkey, or by foot. The two mile tour/hike takes you through beautiful terrain and hidden waterfalls, where you can take a refreshing bath/dip/ swim. Now that you have worked up a nice appetite, allow our vegan chef to prepare meals from items gathered from the Plants and vegetation on the those hills.

Private Oasis – Coastal Escape with Ocean Views

Escape to the Private Oasis in Portland, Jamaica. We are serene ocean-view retreat perfect for families, couples, or solo travelers. We offer gated access, self-check-in, AC, Wi‑Fi, and a full kitchen. Relax on the patio, in the garden, or at gazebo, enjoy stunning sunrises, and explore nearby Long Bay, Boston Beach, and other local attractions. All guests are welcome to experience the beauty and tranquility of this peaceful Jamaican homestay. Designed for guests who value peace and privacy!

Villa Luna, Long Bay, Portland (Port Antonio)

Visit our private 5 acre farm with amazing views. Just a short walk to the fabulous Long Bay beach. You can also explore: Winnifred Beach, Boston Beach, Frenchman's Cove, Reach Falls and the fabulous Blue Lagoon. The guesthouse is private, spacious and comfortable! Its easy to relax on the farm with 360 degree view of the Blue Mountains and the ocean! We can do meals, arrange transportation and day trips at a convenient cost! Come unwind and relax where the jungle meets the sea. Villa Luna!

Entire Private Home Near Boston Beach |Sleeps 2–6

Honeycomb Utopia is a peaceful, well-located entire home offering comfort, privacy, and easy access to Portland’s top attractions. Situated along the main road, guests can get around easily by route taxi or private transport. The home is just 3–5 minutes from the famous Boston Jerk Centre and Boston Beach, popular for swimming and surfing. Nearby attractions include Winnifred Beach, San San, Frenchman’s Cove, the Blue Lagoon, Reach Falls, and Rio Grande rafting. Relax and enjoy the local vibe.

Easymans' Winifred Beach Cottage

If you’re looking for a safe, authentic Jamaican experience this is it! Easyman's cottage is one of the very few self-contained properties close to Winnifred beach. You will have use of the entire place and yard which makes it very private. The cottage is a short (10-15 minutes) walk through the rainforest to the famous Winnifred beach where your only company along the way will be the local birds. You will be close to the A4 for catching route taxis to Boston and Frenchmans cove (10 mins).

Lorchris 3 bedroom, Port Antonio, Jamaica

Stunning family-friendly home features Three airconditioned bedrooms, 2 bathrooms, fully equipped kitchen, high-speed WiFi, balcony with a scenic view, outdoor terrace with a barbecue area. On-site parking for easy access. You’ll be within walking distance of restaurants & grocery stores, and just 5-minute drive to the town center. Within minutes, you can visit some of Jamaica’s most iconic attractions - Frenchman’s Cove, Blue Lagoon, Boston Jerk and Rio Grande rafting are only minutes away.

Clearview@ Bayview

self contained 2 bedroom (1 bathroom) apt w/ kitchen and patio w/ beautiful view located 10 mins outside of Port Antonio. located 10-15 mins from Frenchman's Cove and other nearby beaches. hiking trails and river located 5 min walk. close to Trident Castle, Turtle Crawl, Alligator Head Foundation/ Watersports, and Bayview Eco Resort. Located w/in bird sanctuary. Place for admirers of nature, birds and adventure. Family-oriented, work from home environment. Welcome home-schooling families.

Oceanview 3BR Retreat |Steps to Long Bay Beach +AC

Wake up to the sound of the ocean and step straight onto the sand from your private beachfront home in Long Bay This spacious 3-bedroom retreat is perfect for families, couples, or small groups looking to unwind in one of Jamaica’s most peaceful and unspoiled coastal areas—far from the crowds of the resort towns. Enjoy the comfort of air-conditioned bedrooms, reliable power with a full backup generator, and the kind of natural beauty that makes Portland one of the island’s best-kept secrets

*Magical River Campsite in the Jungle*

Enjoy the sounds of nature when you stay in this unique place in the middle of the jungle next to the river. Your experience will be extraordinary..... We created this place for an unforgetable stay! You will have excess to an outdoor bathroom with a shower. The RiverCampside will come with a tent, a set of kitchen utilitys, fire grill, table+chairs, the river and alot of beauty around you! Come and just be! We also offer another 2 rooms for 4 person! Check out our other listings too!

Allspice Lodge

Welcome to our charming Airbnb lodge in Fairy Hill, Portland! Located off the main road bordering Boston, just minutes away from Frenchman's Cove, Boston Beach, Boston Jerk Centre , and the Blue Lagoon. This getaway is ideal for nature lovers, backpackers, couples, and adventurers. Our space is cozy, with a fully equipped kitchen and a spacious outdoor area to unwind. Enjoy a true island experience, being close to local attractions while only 20 minutes away from Port Antonio.

Bird Bliss, Burlington Portland.

Enjoy a modern, cute and comfy apartment in the beautiful parish of Portland, known for its natural beauty, stunning beaches and lush vegetation. This property is located two minutes away from rafting on the Rio Grande. It is ideally located in close proximity to several of Portland’s most popular attractions such as Somerset Fall, Blue Lagoon, French Man’s Cove, Nanny of The Maroon Town and The Boston Jerk Center.