Holiday houses in Castleton

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Top-rated holiday rentals in Castleton

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
An outdoor living space features a round table surrounded by woven chairs, complemented by plants and nature views. A hammock is positioned for relaxation, and decorative lighting hangs from the ceiling, providing a tranquil area immersed in greenery.
Apartment in Stony Hill
4.9 out of 5 average rating, 10 reviews

Willow Retreat 1Br. Apt short/longterm stay

Special rate for 3 weeks and over one bedroom aprt. 5 minutes form the city 2 minutes form Stony Hill Square. Immerse in the lush safe, clean environment. A residential community where you enjoy nature at its best. Perfect for health conscious and community tourisim. Little nooks to chill, bird watch, Vegetable garden is maintained by visitors and all enjoy its harvest. Perfect energy that refreshes your soul. Airport pick up. Norman Manley $50.00 ftom Knutsford New Kingston $40.00.

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Superhost
A serene swimming pool is framed by lush banana plants and palm trees, offering expansive ocean views. An umbrella provides shade over the pool area, while wooden lounge chairs invite relaxation. Two individuals enjoy the refreshing water, enhancing a tranquil outdoor space.
Villa in Boscobel
4.88 out of 5 average rating, 59 reviews

Catch My Drift Villa: Chef services available

Catch My Drift is a gated eco-inspired villa built and uniquely designed to incorporate locally sourced materials. Our units layer modern design with thoughtful touches and sustainability throughout. We offer the privacy and seclusion needed for complete relaxation. Enjoy our splendid view, swimming pool, outdoor kitchen with grill in our spacious backyard. We are only a 20 minute ride from Ocho Rios, home of popular attractions such as Dunns River Falls or a quick trip to the beach.

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Guest favourite
Home in Saint Mary
4.89 out of 5 average rating, 91 reviews

Cheerful three bedrooms with large backyard space

Forget all your worries in this spacious green and serene space. Five (5) minutes from the beach for total relaxation. Grab your juicy Jamaican patties in Town and then don't forget your jerk chicken and jerk pork right in the back yard. Swing in comfort and enjoy cool breeze on your phones or reading a book under the overflow of Jamaican fruit trees. Cut your favourite rose in the lush garden. 15 minutes from the Ian Flemmings Int'l Airport and 35 mins from the famous Dunns River Falls.

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Guest favourite
A spacious lawn area is dappled with sunlight, featuring wooden lounge chairs and shaded spots beneath leafy trees. The grassy expanse is bordered by a low wall, creating a relaxing atmosphere perfect for lounging or socializing.
Condo in Golden Spring
4.88 out of 5 average rating, 84 reviews

Kingston Reggae Garden APT river & swimming hole

Kingston Reggae Garden is a chill spot by the river and more than just a guesthouse. Lots of lawn space with speakers playing Reggae music all-day On-site bar and restaurant where you can meet tourists and locals Outside furniture, hammocks and private spots River with swimming hole Party place with great weekend vibes Transportation service and advice on Kingston cultural spaces and events We help you plan trips and activities Remember: we are not a quite place we are a vibes place!

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Top Guest favourite
A wooden bedroom features a spacious bed adorned with white linens and teal accents. A large window provides views of the surrounding greenery, enhancing natural light. Air conditioning is visible above the bed, and a door leads to an outdoor balcony.
Cabin
4.88 out of 5 average rating, 103 reviews

Secluded Off-Grid Cabin with Waterfall & River

Nestled in Jamaica's Blue Mountains, this 2-bedroom wood cabin offers seclusion and comfort. Powered by solar panels, it features air conditioning and sits off-grid. Surrounded by serene bamboo groves, it boasts a private river with a cascading waterfall, creating a tranquil oasis. Wake up to the soothing sounds of nature and panoramic mountain views from your bedroom. Awaiting you is a sustainable retreat where you can disconnect and rejuvenate amidst breathtaking natural beauty.

LocationFamilyComfort

Top Guest favourite
A well-lit living area features a light gray sofa paired with two matching accent stools. A floor lamp and a potted plant add a touch of greenery, while soft curtains frame the windows. A television is mounted on the wall, enhancing the cozy ambiance.
Cottage in Mona Heights
4.95 out of 5 average rating, 110 reviews

Cozy 2 Bedroom 2 Bathroom City Getaway

Convenient for couples, singles or a small family. You will be close to everywhere when you stay at this centrally-located place. Suitable for both business and vacation travelers and equipped with everything you need. 29 mins to NMIA Airport, 4 mins to US Embassy, Starbucks & Hope Gardens, 6 mins to Bob Marley Museum, 6 mins to UWI & U-Tech, 9 mins to New Kingston & Emancipation Park, 10 mins to Devon House, 10 mins to Stadium & The Luxe Shoppe & much more

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Guest favourite
Apartment in Kingston
4.88 out of 5 average rating, 42 reviews

Redhills Escape

Welcome to Redhills Escape Located just two minutes from the foot of Redhills, this cozy apartment is the perfect retreat for relaxation and adventure. Whether you’re visiting for work, a family getaway, or a romantic escape, our stylish and comfortable home offers the ideal blend of convenience and tranquility. Featuring three bedrooms and 3.5 bathrooms, each bedroom comes with its own private bath for ultimate comfort and privacy. private areas.

LocationFamilyCleanliness

Top Guest favourite
Apartment in Cherry Gardens
4.94 out of 5 average rating, 106 reviews

The Kingston Luxe Escape | 3BR Balcony Suite

Make yourself at home in our 3-bedroom, 3.5-bath property in a gated Cherry Garden community, just minutes from Hi-Lo and Fontana. The space sleeps six and offers a rooftop pool, scenic views, and modern design. Guests enjoy high-speed Wi-Fi, AC, a equipped kitchen, work area, laundry facilities, backup utilities, parking, and round-the-clock security. Perfect for a comfortable, worry-free stay in Kingston, reserve now!

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Top Guest favourite
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
4.97 out of 5 average rating, 72 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.

LocationFamilyRiver

Guest favourite
The villa overlooks the ocean, surrounded by lush greenery. A spacious two-story building showcases a red-tiled roof and multiple balconies, while clear blue waters and a rocky coastline are visible in the background. Nearby homes also reflect a tropical environment.
Home in Tower Isle
4.94 out of 5 average rating, 310 reviews

Tranquil Times villa

Tranquil Times Villa is located just minutes outside of downtown Ocho Rios. We are located in a private, gated community with 24-hour live security. We are conveniently located within minutes of all major attractions and hotels. Airport Transportation will be arranged. We are fully staffed and cannot wait to help make your vacation one you won't ever forget!!!

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Guest favourite
A modern living room showcases a gray sofa adorned with decorative green and patterned pillows. A small side table is positioned next to the sofa, and a light rug lies beneath. Natural light filters through the white blinds, enhancing the bright and simple decor.
Home in Kingston
4.94 out of 5 average rating, 88 reviews

Fully AC 2BR | Secure, Centrally Located Kingston

Enjoy a modern, quiet 2-bedroom home centrally located in Kingston, perfect for business travelers, couples, or small groups looking for comfort, security, and convenience. ✔ Fully air-conditioned (all rooms) ✔ Fast WiFi ✔ Gated property with 24hr security cameras ✔ Self check-in with secure access code ✔ Minutes from Half Way Tree, shopping & business hubs.

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Top Guest favourite
A covered porch features two woven armchairs and a small green table. Colorful plants with vibrant blooms decorate the area, providing a welcoming entryway. A blue door serves as a focal point, complemented by soft lighting fixtures on the walls.
Home in Salt Hill
5.0 out of 5 average rating, 12 reviews

Windsong Cottage, Blue Mountains

Windsong Cottage is your mountain getaway from the hustle and bustle of the busy city. Take in the cool fresh air and peaceful serenity that comes from being 3600 ft above sea level in Jamaica’s Blue mountain region. Get lost in the natural beauty of the lush landscape and breathtaking views of the Blue mountains!

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Popular amenities for Castleton holiday rentals