Vacation rentals in Castleton

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Top-rated vacation rentals in Castleton

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

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Guest favorite
Farm stay in Eleven Mile
4.95 out of 5 average rating, 130 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
Home in Port Maria
5 out of 5 average rating, 11 reviews

Glen Sea Inn - cozy inn steps away from the beach

Welcome to the Glen Sea Inn! Come enjoy a more peaceful side to the land of wood and water. Our home has been in the family for many years, originally starting out as a law office owned by my grandfather who worked right down the street. He loved the parish of St. Mary and gave his heart to it and to the community. Glen Sea Inn is an homage to him and a way to continue spreading his love for the parish to others! We hope that you have a peaceful stay and make it your home away from home.

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, 123 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.

Guest favorite
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, 64 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!

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, 71 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.

Guest favorite
The image showcases a modern living area with a spacious sofa and a round coffee table, complemented by soft lighting and stylish decor. A wall-mounted smart TV displays vibrant imagery. The bedroom area features a comfortable bed, with natural light streaming in through large windows, revealing scenic views of the surroundings.
Apartment in Kingston
4.96 out of 5 average rating, 26 reviews

Kingston's Most Stunning High Rise Condo Suite #2

Elevate your Kingston experience with a stay in this exceptional 1-bedroom apartment at the distinguished 20 South Ave. Featuring awe-inspiring views, this luxurious sanctuary accommodates up to 3 guests, offering the perfect setting for a romantic retreat, family vacation, business travelers or getaway. Plus, with dining and entertainment options just 10 minutes away, you’ll have the best of Kingston right at your fingertips. Book now and enjoy the finest in comfort and style.

Top guest favorite
A comfortable bedroom features a spacious bed adorned with crisp white linens and two neatly arranged towels. Dark blue curtains frame the window, and a wooden dresser and bedside table provide additional storage. A modern lamp adds illumination beside the bed.
Apartment in Kingston
4.95 out of 5 average rating, 62 reviews

Modern Haven at The Rochester

Guests will enjoy easy access to everything from this centrally located place. Peace of mind is a treasure given the nightly security and 24-7 gas station with a convenience store. The true charm lies in the modern amenities and stylish decor. Relax in the spacious living area, cook in the fully equipped kitchen, and unwind in a comfortable bedroom. Explore nearby attractions, restaurants, and shops with ease, knowing you can return to the comfort and safety of The Rochester.

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, 122 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.

Top guest favorite
The exterior of the home showcases elegant wrought iron gates framed by white columns. A stone pathway leads through a grassy area, accompanied by potted plants, creating a welcoming entrance that blends architecture with nature.
Home in Richmond
4.91 out of 5 average rating, 11 reviews

Secluded Haven 2 bedroom st Mary Jamaica.

Discover Your Authentic Jamaican Getaway! Welcome to your ideal Jamaican retreat—a charming 2-bedroom escape perfect for both relaxation and adventure. Unwind in comfort with a luxurious king-sized bed and enjoy air-conditioning along with access to Netflix and YouTube. As the sun sets, the property’s warm glow is perfect for BBQs, drinks, and savoring the tropical ambiance. With two convenient entrances and a spacious layout, this home is designed for a memorable stay.

Top guest favorite
A modern living area features a comfortable blue sofa with decorative yellow pillows. A glass coffee table sits atop a soft area rug, with a wooden TV stand displaying a flat-screen television. Natural light filters through the window with horizontal blinds, complemented by indoor plants.
Apartment in Hughenden
4.97 out of 5 average rating, 35 reviews

Bonita Haven

Welcome! Nestled in a peaceful cul-de-sac, Bonita Haven offers the perfect retreat in a small, private gated complex with only 8 units. Centrally located, you’ll have quick and easy access to major plazas, supermarkets, and restaurants along Red Hills Road, while enjoying the tranquility of the community. Whether you’re here for business or relaxation, Bonita Haven provides a serene, comfortable space to unwind.

Top guest favorite
A modern living area features large floor-to-ceiling windows showcasing a vibrant sunset. Comfortable seating includes a sectional couch adorned with colorful cushions. A sleek coffee table displays decorative items, and a TV mounted on the wall offers entertainment. Potted plants add a touch of greenery.
Apartment in Constant Spring
4.98 out of 5 average rating, 53 reviews

Regal Escape Kingston (Formerly De Luxe Retreat)

• 1 bedroom, sleeps 2 with 1 queen size bed • 1 full bathroom, smart toilet • Kitchen with essentials, coffee station • Washer and Dryer (for stays 3 days or more) • Bed linens, clothes storage • Hangers, iron & iron board, extra pillows & blankets • Shower gel, conditioner, shampoo, hair dryer • A/C, ceiling fans, high-speed WIFI access • Free parking on property

Top guest favorite
A wooden cabin surrounded by lush greenery features a striking red door. Natural light filters through the foliage, highlighting the cabin's rustic charm. A small wooden chair is positioned on the porch, inviting guests to enjoy the peaceful outdoor setting.
Cabin in Liguanea
4.95 out of 5 average rating, 255 reviews

City Cabin |Relax✓Unwind✓Couples✓Perf Location.

The perfect getaway nestled in our garden, right next to City Nirvana. Kingston 6 is filled with things to see, do and taste, ready to keep you entertained. Step through our gates and leave it all behind, the garden will make you wonder if you teleported to our garden parish and our small wooden cabin will embrace you with a peaceful, relaxing, positive energy.

Popular amenities for Castleton vacation rentals

  1. Airbnb
  2. Jamaica
  3. Saint Mary
  4. Castleton