House vacation rentals in Portland Parish

4.78 out of 5 average rating, 108 reviews

Home in Silver Hill Gap

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 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

Double wooden doors open to reveal a spacious veranda surrounded by greenery. A comfortable swinging chair and a small dining set are visible, inviting relaxation. Sunlight filters through the large windows, enhancing the airy atmosphere of this inviting space.

4.88 out of 5 average rating, 75 reviews

Cozy 2BR Port Antonio Retreat w/stunning sea views

Indulge in breathtaking views of Port Antonio and the Caribbean Sea! This hillside retreat puts you a 5-minute stroll from the heart of town. A 15-minute drive takes you to Frenchman's Cove, Blue Lagoon, Winifred, and Boston Beach. We also feature 🚀 Fiber-optic internet (52 mbps) 🍿 Disney+, Netflix & more 🚗 Secure garage parking Powerful AC unit cools entire space Enhance your stay ($) ✈️ Convenient charter service to/from airport 🧘‍♀️ Private yoga session or a rejuvenating massage

4.88 out of 5 average rating, 8 reviews

A panoramic view over lush greenery reveals the sprawling city of Kingston in the distance, complemented by dramatic clouds in the sky. The terrace railing frames the scene, enhancing the connection between indoor comfort and the beauty of the outdoors.

Home in Kingston

Mountain Spring Estate Overlooking the City

Located in Mountain Spring, overlooking the city of Kingston, this home is secure and ideal for large groups. There is a housekeeper available for cleaning (according to your desired schedule) available. This is an immaculate home with all the creature comforts you need on your trip. Consider this a home away from home. PLEASE READ my guidebook and the “Other Things to Note” section of this listing for important details. Both resources will answer many of your questions. Both are below.

The image presents a modern interior with beautiful marble flooring. Light filters through sheer curtains, creating a soft ambiance. A sliding glass door leads to a balcony, offering glimpses of sea views, enhancing the tranquil atmosphere of the junior suite.

4.86 out of 5 average rating, 22 reviews

Inn The Town Room #6

Modern, newly renovated junior suite, within short walking distance to the heart of Port Antonio Town. The suite is located across the street from the sea and has a balcony beautiful views. Restaurants, banks, city center, supermarkets, town market, “Piggy’s Jerk Center” are within a short walking distance. No need for public transportation. The suite has A/C, and access to a washer and dryer. Experience privacy, quietness as well as the vibe of the town/people, the best of both worlds.

A cozy bedroom features a wooden bed framed by light curtains on either side. A bright yellow accent pillow is placed at the center of the spacious bed. Natural light filters through the window, illuminating the simple decor and warm tones of the room.

4.95 out of 5 average rating, 19 reviews

Eco Friendly Oasis Near Beaches and Waterfalls

Welcome to Villa Maat: Your Tranquil, Eco-Friendly Retreat Villa Maat, is a serene haven located in the heart of nature, just minutes away from some of Portland’s most stunning beaches (Frenchman’s Cove, Winnifred, Boston, Blue Lagoon) , waterfalls and local attractions. Whether you’re looking for a peaceful getaway or a base for exploring the island’s natural beauty, Villa Maat is the perfect choice for travelers who love nature, adventure, or simply relaxing by the ocean.

4.9 out of 5 average rating, 52 reviews

An ornate golden gate leads to a welcoming property, accentuated by a vibrant yellow facade. The structure showcases an inviting architectural design, framed by well-manicured lawns and clear blue skies, creating an appealing entrance to the home.

Home in Fairy Hill

Beachway Casa 2

Two private bedrooms, sleeps 4 guest , with air conditioning in both bedrooms. Open concept living and dining, large kitchen with full size fridge and stove, smart TV in both bedrooms. Walking distance to Winifred Beach, near shops and authentic restaurants, Boston Beach, Boston Jerk Center. Short drive to Blue Lagoon, and 20 minute drive to Port Antonio. This is a prime location that while secluded, has easy access to all the beauties that Portland has to offer.

Home in East Rural, St. Andrew Parish

A warm wood-paneled loft space features a cozy seating area with a blue blanket draped over a sofa. A bookshelf filled with various books is positioned against the wall, and multiple windows allow natural light to fill the room.

5 out of 5 average rating, 16 reviews

FlutterHouseJa @ Blue Mountains

Two bedrooms & two bathrooms Chalet style house nestled at approximately 3600 ft in the Blue Mountains of Jamaica in an abundance of lush foliage, cool air, and the beautiful symphony of nature. Built circa 1986 in a Swiss Chalet style, it has been moderately refurbished for your comfort and convenience, but just enough to maintain its cozy and rustic charm, to provide your perfect serenity and relaxation with the most amazing sunrise and sunsets.

4.76 out of 5 average rating, 41 reviews

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

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.

4.97 out of 5 average rating, 36 reviews

A charming cottage is displayed with elegant white arches framing a spacious front terrace. Lush greenery and flowering plants surround the entrance, enhancing the peaceful outdoor setting. Large windows allow natural light to brighten the interior space, creating an inviting atmosphere.

Home in Swift River

Eden Hills Cottage

Take it easy at this unique and tranquil getaway. You have the whole house to yourself with a spacious living room and a large kitchen. The place is in a small community in the hills of Portland,guests is always welcome to fruits and all exotic foods on property,host can arrange pick up at knusford in Portantonio if needs be, and don't be afraid of asking about jamaican meal preparation for a small fee if you wish to do so.

4.94 out of 5 average rating, 77 reviews

The exterior of a single-story cottage is shown, featuring a green facade and a red roof. Decorative striped awnings cover the windows, and lush greenery surrounds the property. A fenced yard with a low wall provides an inviting entrance to the home.

Home in Buff Bay

White River Retreat

Welcome to White River Retreat, a cozy country cottage, nestled in the community of White River, Portland in the foothills of the Blue Mountain. ( 5 minutes drive from Buff Bay). Come experience our hospitality - Make White River Retreat your home away from home! White River is the perfect retreat from it all - it is great for couples, friends and solo travelers.

Top guest favorite

A cozy studio layout is presented, featuring a comfortable couch with decorative cushions positioned next to a spacious bed adorned with a patterned coverlet. A bedside table with a lamp complements the arrangement. A mirror reflects the kitchen area visible in the background.

Home in Kingston

4.87 out of 5 average rating, 30 reviews

Hujan Studio near US EMBASSY & UWI MONA -2mindrive

Newly built comfortable studio one bedroom/one bathroom unit with private entrance, separate from main house. Includes newly built kitchen with stove and medium sized fridge for cooking for extended periods of time. Include comfortable couch,internet access,cable tv,a/c, hot water and washing mashine.

A wooden sign displays the name 'Vista Azul' in elegant lettering. The sign features a decorative border, enhancing its visual appeal. It is affixed to a wall, providing a welcoming indication of the property.