Vacation rentals in Content Gap

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Top-rated vacation rentals in Content Gap

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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

Guest favorite

Farm stay in Eleven Mile

4.95 out of 5 average rating, 128 reviews

Rasta family fruit farm hilltop cabin kingston

If you want real roots Jamaica Our place on di hill aint no faker If you like fresh cool breeze And every kinda fruit pon di trees. Butterflies, birds and plants Sweet Reggae to dance Riddims and a whole heap of flavour, Rasta ital behaviour Hilltop views. Outstanding reviews. A community of family and friends. A memory for life it all depends … if you decide to book now! Authentic cabin/outside cool shower/inside toilet/nature everywhere/ double bed/hammock 20mins airport and kingston

Guest favorite

Cabin in Kingston

4.96 out of 5 average rating, 230 reviews

City Nirvana |Perf Location | Unwind & Enjoy

You're invited to enjoy our safe urban retreat- hidden in plain sight- a wooden cabin, located next to City Cabin in the vibrant Liguanea area. Reconnect with nature, enjoy amazing mountain views, stroll through our verdant garden and listen to birds at day and creatures at night. The perfect base for exploring the Bob Marley Museum, Devon House, restaurants, coffee shops, stores, supermarkets some within walking distance, others a short ride away. Welcome, be our guest, we'd love to host you!

Top guest favorite

A scenic view is framed by two white pillars, showcasing lush green hills and vibrant foliage. The clear blue sky is visible, enhancing the natural beauty of the surrounding landscape.

Apartment in Kingston

4.96 out of 5 average rating, 26 reviews

Gorgeous, 1 Bdr. Apartment in the Kingston Hills

Unwind in this cozy 4th floor apartment in the foothills of Jamaica’s iconic Blue Mountains. Just 20 minutes from Liguanea, and 10 minutes from Papine & UWI, you’ll feel worlds away as you sip coffee on the balcony, basking in the crisp mountain air, lush views, and golden morning light. Whether you’re a digital nomad, a traveller looking for a peaceful home base or just a couple taking a break from the city grind, this apartment is a quiet, scenic alternative to the usual Kingston stay.

Superhost

A charming treehouse is nestled within lush tropical foliage, supported by a sturdy mango tree. Wooden walls frame the structure, while a covered porch adorned with green accents invites relaxation. Stairs lead down, surrounded by vibrant leaves, enhancing the natural setting.

Treehouse in St. Andrew Parish

4.84 out of 5 average rating, 121 reviews

Treehouse at Prince Valley Guesthouse

Stay in this one of a kind Treehouse on our small coffee farm. You have a birdseye view of this beautiful valley high in the Blue mountains of Jamaica from this lovely mango tree. Relax and enjoy warm days and cool nights in this tropical paradise. There are short walks or guided longer hikes in this area including nearby Holywell National Park. Tour a coffee plantation or hangout in the neighborhood and enjoy a cold beverage. Breakfast and dinner are available at an additional cost.

Top guest favorite

The cottage exterior is framed by greenery, featuring a well-lit entrance. Large windows provide an inviting glow, with a small patio containing a table and chairs. A modern BBQ area and a subtle light enhance the charm of the outdoor space.

Cottage in Content Gap

5 out of 5 average rating, 70 reviews

Tektime, Blue Mountain Cottage Jamaica

Tektime a place to unwind, take in the sunset, view & mountain air while feeling at home nestled in the trees 3600 ft up in Jamaica Blue Mountain coffee country. Tektime is the Jamacian for "take things slowly". Hear the birds roost in the afternoon or voices of the coffee pickers going home and the occassional goat tied out to feed. Fire up the BBQ and sit in the garden with a glass of wine. We made every effort to put in everthing you will need. Smoking only allowed outside.

Top guest favorite

A charming cottage is framed by vibrant pink bougainvillea and greenery, featuring a distinctive red door. The roof is adorned with plants and a water tank, while a nearby fence encloses the property. Gentle hills and a clear blue sky provide a serene backdrop.

Cottage in Irish Town

5 out of 5 average rating, 45 reviews

Jamaican Eco-Cottage, Irish Town, Blue Mountains

Sankalpa is a separate Cottage, nestled in Irish Town district in the Blue Mountains. It's perfectly located for outdoor mountain lovers, - hiking, walking, writers chilling & sampling mountain cafes, or just folk who want a comfy base for discovering Kingston - our lively creative city! It is only 20 minutes to the University of the West Indies campus, & to Liguanea - a main commercial area with lots of restaurants & cultural happenings. Happy to share my favourite spots!

Superhost

A wooden interior features warm tones, highlighted by a spacious bed adorned with nature-inspired decor. Two closed wooden doors are positioned adjacent to a potted plant, with soft lighting provided by a bedside lamp on a small stool. Large windows allow natural light to illuminate the room.

Tiny home in Portland Parish

4.8 out of 5 average rating, 119 reviews

Our Escape, Tiny Home in Blue Mountains w/ River

Get cozy and unplug in nature at this off-grid, tiny home at Our Escape's unspoiled twenty acres property. This rustic cabin offers all modern comforts and is nestled in the Portland side of the Blue Mountains. This unique space serves as the perfect retreat from all the modern world noises. Let the countless bird species serenade you, while you hike or swim in our private river. Let the fireflies be the only lights you see at night while you stare at the constellations.

Guest favorite

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.

Home in East Rural, St. Andrew Parish

5 out of 5 average rating, 18 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.

Guest favorite

The entrance to The Nest Cottage is framed by tropical greenery, featuring wooden stairs leading to a porch with brown railings. The cottage showcases red accents and traditional wooden shutters, creating a harmonious blend with the surrounding nature.

Place to stay in Kingston

4.96 out of 5 average rating, 55 reviews

The Nest Cottage Blue Mountains, Jamaica

Take it slow at this tranquil treetop cottage, perched above the lush Blue Mountain valley with panoramic views that stretch for miles. This secluded hideaway is a private, self-contained retreat with rustic-chic charm—ideal for couples or solo travellers seeking peace, nature, and a little magic. With self-catering facilities and total privacy, it’s the perfect escape from the everyday.

Top guest favorite

An outdoor sitting area is visible, featuring a small patio with a mix of potted plants including flowering species. A white chair and small table complement the space, providing a serene entrance to the garden apartment. The surrounding greenery adds a natural touch.

Guest suite in Kingston

4.9 out of 5 average rating, 162 reviews

Garden apartment @ Charlemont

Wonderful location. Self-contained and spacious one bedroom garden apartment, with one queen sized bed, kitchen/diner and bathroom. Close to some of Kingstons best restaurants, cafes, bars and supermarkets. Five minute walk to the beautiful Hope Botanical Gardens and Zoo and a short drive to The University of the West Indies and The University of Technology.

Top guest favorite

A modern living area features two light chairs with brown cushions positioned beside a small side table. A sleek TV is mounted on a dark feature wall, complemented by textured wallpaper. A tall green plant adds a touch of nature to the space.

Apartment in Kingston

5 out of 5 average rating, 21 reviews

Modern 1BR Apt | Walk to Sovereign |

Escape to the heart of Kingston 6! This modern 1-bedroom apartment offers comfort, style, and convenience — just steps from Sovereign Centre, cafés, and shops. Enjoy Wi-Fi, air conditioning, Smart TVs, a fully equipped kitchen, and secure gated parking. Perfect for anyone looking to visit the area. Your cozy escape awaits!