Pet-friendly vacation 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 charming wooden chalet with a shingle roof is nestled on a hillside, surrounded by vibrant gardens. Lush greenery and colorful flowers cascade down the stone wall, offering a serene view of the landscape. A covered porch extends from the front, enhancing the inviting appearance.

Home in Silver Hill Gap

4.79 out of 5 average rating, 112 reviews

Silver Hill - mountain paradise

Follow me along narrow, meandering roads, you pass the historic Copperage, once the site of barrel makers, then Irish Town, stop by the historic Newcastle or the Holywell National Park. Refresh yourself through the Green Hill rain forest and, savour the smell of the Blue Mountain Coffee being roasted in someone’s kitchen. Enjoy the beautiful hydrangeas on the wayside and wander on to Silver Hill. As you enter this property you breathe a sigh of ecstasy, “This is Heaven” These are the words that most people utter as they set foot on this property. Silver Hill, is nestled 4,200 ft in the Blue Mountains between the border of Portland and St. Andrew. It is an idyllic setting, Part of what was once the Old Silver Hill Estate and the Old Jamaica Spa. This 25 acre property boasts a small coffee plantation and 2 acres of gardens. On this property is a charming wooden chalet with shingle roof and exterior. This lovely old house overlooks its absolutely divine garden. It has its own fireplace ( which you may have to use during the winter months), a well equipped kitchen, two bedrooms, with a double bed in one room and three twin beds in the other, and two bathrooms with hot and cold water. There are several walking trails and the house is located in the vicinity of the historic Cinchona Gardens. Transportation can be provided to and from the property and to other attractions in the area. A stroll through these gardens is a delight for plant lovers. The gardens are a vast expanse of blue and white agapanthus lilies, symbidium orchids and day lilies of all colours and shapes. This is undoubtedly one of the largest collection of lilies in Jamaica. Allow yourself to get lost and feast on any of the collection of subtropical fruits such as apricots, pears, plums, clementine, lychee, longhon, strawberry guavas, citrus, etc. Wander through and enjoy the warmth of the quaint cottage as you are lost in paradise. One is drawn to the patio facing the Cinchona Gardens and Top Hill. Two large magnolia trees festooned with their huge, magnificent, fragrant blooms greets you. Sit with and be tantalized by the humming birds and blue quit as the scamper by to have their daily serving of nectar from flowers all around. This is and ideal location for: 1)Bird watching 2)Hiking 3) Plant lovers 4) And just plain old relaxing in an unspoiled environment

A white, single-story villa is positioned adjacent to a sandy beach, surrounded by lush greenery and palm trees. The sky is partly cloudy, with fluffy clouds casting shadows over the tranquil ocean waves lapping at the shore.

Villa in Fair Prospect

4.76 out of 5 average rating, 38 reviews

Breathtaking Beach Front Gem Where Healing Begins

Coconut Isle Villa is a rustic, rural beach front retreat set in lush Long Bay Portland, Jamaica's most beautiful Parish! Our guests become family and regularly return to this magical paradise. Let time slip away as you sip fresh coconut water on our beachfront patio. Coconut Isle is where stress ends and healing begins. This is the world renowned "Uncle Ted's" place recently listed on Airbnb. We are offering this discounted pricing until we upgrade the property for our Grand Reopening in 2025!

Superhost

The guest house is showcased against a clear blue sky, featuring a vibrant green exterior and white trim. A pathway leads to the entrance, flanked by manicured gardens and shrubs. The front porch is supported by decorative columns, offering a welcoming ambiance.

Home in Fairy Hill

4.82 out of 5 average rating, 90 reviews

Honeycomb Utopia: Cozy Home, 3min to Boston Beach

“Honeycomb Utopia is perfectly situated near popular attractions and along the main road, making route taxis a convenient way to explore. Just a 3-minute walk away is the famous Boston Jerk Centre and Beach, ideal for swimming and surfing. Other must-visit spots include Winnifred, San San, & Frenchman’s Cove beaches, the stunning Blue Lagoon, Reach Falls, and Rio Grande rafting. These are just some of the amazing sights to discover in Port Antonio, Portland. Have fun and embrace the local vibe!”

A well-lit room features polished wooden floors and a small desk with a chair. A door leads to a kitchen area with a visible refrigerator. Decorated walls include two framed artworks, and a tall decorative piece stands in the corner.

Guest suite in Boston Bay

4.7 out of 5 average rating, 23 reviews

Rocksteady Villa's Suite1

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".

Guest favorite

A well-appointed bedroom features a spacious bed with a light gray blanket and decorative pillows. Natural light filters through the partially open window, and a serene piece of artwork is displayed on the wall. Shelves on either side of the bed provide subtle accents.

Apartment in Snow Hill

5 out of 5 average rating, 5 reviews

Alex's Place @ Tim Pappies 2nd Floor luxury villa

Soak up the modern yet vintage charm of this private fully functional 1 bedroom apartment with all off the amenities of a luxury apartment. Stainless steel refrigerator, 4 burner electric stove/oven and microwave. Memory foam king-size bed sleeps 2 and a pullout full size sofa sleeps an additional 2 persons. Fantastic views of the river; sea and mountains. The tranquility of the surroundings makes this place a good choice for the person wanting to relax, meditate and get away from a busy life.

Superhost

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

4.93 out of 5 average rating, 58 reviews

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!

Guest favorite

A spacious bedroom is featured with two beds dressed in crisp white linens. A ceiling fan circulates air above, while a Smart TV is mounted on a blue wall. Decorative curtains frame the windows, adding color, and a wooden dresser complements the room's design.

Apartment in Fair Prospect

4.9 out of 5 average rating, 48 reviews

Private Oasis - Exquisite Hideaway Apartment!

Experience the comfort of this exquisite studio apartment, located within a secure gated community. Revel in the peaceful ambiance, complemented by stunning mountain and sea views, all while being mere moments from Jamaica's most captivating attractions, such as the Blue Lagoon and Frenchman’s Cove. You will enjoy: Modern amenities A fully equipped kitchen Two inviting queen-sized beds These features ensure a restful stay for every guest. All services are provided by Private Oasis Company Ltd.

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

5 out of 5 average rating, 4 reviews

*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!

Guest favorite

A rustic cabin is showcased with a vibrant turquoise exterior, surrounded by lush greenery. Steps lead up to the front porch, where a comfortable sitting area can be seen. The roof is metal, and windows allow natural light into the interior space.

Cabin in Fairy Hill

5 out of 5 average rating, 6 reviews

Easyman’s Winnifred Beach Cottage room

You will have exclusive use of this private self contained cabin, 15 mins walk from Winnifred Beach on the Winnifred estate community. Surrounded by forest and fruit trees, it’s a natural setting, close to nature. The cabin is comfortable but rustic . With a verandah front and back, this is a place for relaxing the Jamaican way. This cabin sleeps 4 people. We have two other listings ie you can rent each of the two rooms separately.

A bedroom is featured, showcasing a spacious bed with a light-colored quilt and decorative pillows. A mirror and bedside tables with lamps are present. Natural light filters through a partially open window covered by sheer curtains. Elegant artwork is displayed on the wall.

Home in Buff Bay

4.86 out of 5 average rating, 29 reviews

Woodstock Bliss – Cozy 2BR Getaway- AC. WIFI

Welcome to your perfect home away from home. A lovely two bedroom home for anyone looking to experience the local culture. The house consists of two luxurious bedrooms , a fully equipped kitchen and essential amenities such as towels and toiletries. Situated in the heart of the town that is conveniently located to all supermarkets, restaurants, gas stations , rivers and beaches. Book with a top tier host for a super experience.

Superhost

A modern kitchen area features light-colored cabinetry and granite countertops. Stainless steel appliances are positioned alongside a large central island with seating. A cozy living space with a blue and brown couch is visible in the background, creating a welcoming open layout.

Home in Kingston

4.8 out of 5 average rating, 49 reviews

Tranquil Oasis in Mona

Cozy two-bedroom house located in Mona Heights, Kingston, Jamaica. Offering modern amenities such as smart lock, A/C, hot water, Wi-Fi, and cable TV. Two Queen size fitted with silky soft sheets and a warm quilt which is sure to give you a good night's rest. Your bedside alarm doubles as a Bluetooth speaker. All the windows and doors have burglar bars and a large sliding gate is fitted to give our guests access to secure parking.

Top guest favorite

The entrance features a covered patio area, with two black chairs positioned beside a potted plant. Large windows provide natural light, while a white door leads into the main space. The tiled floor enhances the fresh and welcoming ambiance.

Apartment in Snow Hill

5 out of 5 average rating, 7 reviews

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.