Pet-friendly holiday rentals in Portland

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Portland

Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

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Superhost

A terrace area features a high table and two bar stools, offering a vantage point overlooking lush greenery and distant ocean views. Potted plants add a touch of nature, while the tiled flooring enhances the serene ambiance.

Guesthouse in Port Antonio

876 Views

Welcome to our captivating guesthouse, nestled in serene surroundings with breathtaking views of Navy Island and the ocean. Experience a unique blend of tranquility and convenience, surrounded by lush greenery. Our guesthouse offers a cool and refreshing atmosphere with the ease of access to shops, restaurants, and attractions in the nearby town. Enjoy the quiet, relaxed vibe of our secluded location and the vibrant energy nearby. Ideal for romantic getaways, family vacations, or solo retreats.

WalkabilityLocationCleanliness

4.91 out of 5 average rating, 22 reviews

Guest favourite

A vibrant rainbow arches across a cloudy sky, contrasting with the lush greenery of the surrounding landscape. Various trees and plants can be seen throughout the area, creating a rich, natural setting that invites exploration.

Villa in Long Bay

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!

PetsOutdoor spacesSleep quality

4.94 out of 5 average rating, 65 reviews

Superhost

A hillside bungalow is illuminated at dusk, featuring colorful railings in hues of green and orange. The structure boasts multiple windows that reflect the warm light inside, set against a backdrop of distant hills and trees, creating a serene environment.

Villa in Berrydale

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.

Guest suite in Boston Bay

Rocksteady Villa's Suite 1

Take a break enjoy Portland in a rural community pampered with all the tropical drinks juices and local Jamaican cuisine. Rocksteady is an off the beaten path property located 2 kilos from the main road, also accessible by route Taxi or enjoy the walk through the community of Islington. 5 mins north of our villa is Egg Hill Spring this oldest Entombed in Jamaica has served the community as its primary water supply. Rocksteady allows you to, "Disconnect from the world and tune in nature".

Outdoor spacesWalkabilityQuiet

4.69 out of 5 average rating, 29 reviews

Guest favourite

Home in Fairy Hill

Honeycomb Utopia | Home in Boston Bay sleeps 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.

Outdoor spacesWalkabilityLaundry

4.83 out of 5 average rating, 103 reviews

Superhost

Apartment in Fair Prospect

Private Oasis Portland |Oceanfront Getaway!

Escape to The Private Oasis in Portland, Jamaica, a gated retreat with scenic ocean views. Perfect for all couples, families, solo travelers, or digital nomads. It features self check-in, AC, high speed Wi-Fi, and a full kitchen. Relax in the garden or gazebo, enjoy stunning sunrises over the Caribbean Sea and sunsets over the mountains, and explore nearby Long Bay, Boston Beach, Winnifred Beach, and the Blue Lagoon. Ideal for guests seeking privacy, peace, and a serene Jamaican island escape.

WalkabilityOutdoor spacesGetting around

4.87 out of 5 average rating, 89 reviews

Superhost

Guest suite in Port Antonio

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.

Outdoor spacesWalkabilityNearby

4.76 out of 5 average rating, 79 reviews

Superhost

Home in Long Bay Portland

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

QuietHospitalityView

4.0 out of 5 average rating, 3 reviews

Superhost

A serene riverside scene features a gentle stream surrounded by lush greenery and tropical plants. A bright hammock is visible, draped nearby, with two lounge chairs positioned along the river's edge. Colorful flowers add natural vibrancy to the tranquil environment.

Campsite in Port Antonio

*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!

PetsHot tubQuiet

5.0 out of 5 average rating, 4 reviews

Superhost

The vibrant exterior of the house features a yellow and white color scheme with decorative wrought iron railings. A spacious verandah is visible, lined with arches, providing an inviting entrance. Lush greenery surrounds the property, complementing the clear blue sky.

Home in Buff Bay

Relaxing 2BR Escape in Buff Bay - AC, Water Heater

Welcome to your home away from home in the heart of Buff Bay, Portland. This bright and spacious 2-bedroom Bliss is perfect for families, couples, or small groups seeking comfort and convenience. Enjoy a fully equipped kitchen, cozy living area, and modern amenities like AC and Wi-Fi. Step outside to a peaceful neighborhood just mins from G&B Jerk Center, Steadman River, and San Shy Beach. Here to relax or explore? Buff Bay Bliss offers the perfect base for ur Portland getaway.

WalkabilityOutdoor spacesQuiet

4.81 out of 5 average rating, 47 reviews

Guest favourite

Guesthouse in Fairy Hill

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.

Outdoor spacesWalkabilitySleep quality

4.9 out of 5 average rating, 20 reviews

Superhost

Home in Buff Bay

Buff Bay Farms & Villa - 3rd Floor 2BR Penthouse

Welcome to your private escape at Buff Bay Farms & Villa. This beautifully designed 2BR, 2Bath retreat blends luxury with Caribbean charm. With a full kitchen, breezy living room, an outdoor patio and deck this space is perfect for guests who want both independence and island tranquility. Wake up to cool mountain air, a kiss of ocean breeze, and wind down as golden sunsets melt into the hills. Peaceful, private, and effortlessly comfortable — your Portland getaway starts here

WalkabilityIndoor spacesAccuracy

4.8 out of 5 average rating, 10 reviews