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Guesthouse holiday rentals in Trelawny

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Trelawny

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guest favourite
A single-story yellow house is positioned in a landscaped front yard adorned with green grass and various plants. The home features a covered porch with metal railings and multiple large windows, allowing natural light to fill the interior. A parked vehicle is visible in the driveway.
Guesthouse in Falmouth
4.87 out of 5 average rating, 23 reviews

Teraz Home Sweet Home

Our home is spacious, serene and fully furnished. Offering a pleasant tropical atmosphere and views of the Caribbean Sea, the amazing sunrise and sunset. It is in a 24hr gated community, in the beautiful Town of Falmouth Trelawny. We are are located 35 minutes from Sangster International Airport, 1 hour from Ocho Rios and close to all major attractions on the North Coast such as Luminous Lagoon Glistening Water, 876 Beach Club, Dunns River Fall, Purto Seco Beach, Dolphin Cave, Rafting and more.

The gated entrance to a modern two-story property is framed by lush tropical landscaping and colorful flowering plants. The driveway is paved, leading to the main building, which features large windows and a terracotta tiled roof against a bright sky.
Guesthouse in Saint Ann's Bay
4.67 out of 5 average rating, 46 reviews

Modern Ambience close to attractions in Ocho Rios

A lovely modern suite for 2 detached from main house where guest can enjoy privacy and quiet relaxation. The property is in the gated community of Plantation Village within a 15 minute drive from Ocho Rios, within close proximity to main attractions of Dunn’s River Falls, Cool Runnings, Dolphin Cove, Blue Hole, Margaritaville and other day and night attractions. Guests also have access to the private beaches, a part of the Plantation Village community property. You will surely enjoy your stay!

The exterior of the studio apartment is presented, featuring a low-pitched roof and a welcoming entrance. Surrounding tropical trees provide foliage, while a small air conditioning unit is visible. A single chair and a clean pathway lead to the door, ensuring easy access.
Guesthouse in Montego Bay
4.78 out of 5 average rating, 9 reviews

Cosy and Affordable Studio Apartment at Ironshore

A cosy studio apartment, in the safe and quiet Ironshore area. It's seven minutes from the airport, popular beaches and eating places. It has a queen size bed and a double sofa-bed. It has air condition and a tropical ceiling fan. It has separate bathroom and a fully equipped kitchen with stove, microwave, toaster, kettle and everything you need to prepare a good meal. The dining table seats 4. It has cable TV and WiFi. The property is routinely disinfected and fabrics washed at 60+ degrees.

Superhost
The colorful exterior of the duplex is showcased, featuring a vibrant yellow facade complemented by green and pink accents. Lush greenery surrounds the base, while large windows reflect the blue sky above. Steps lead up to the entrance, inviting exploration of this unique home.
Guesthouse in Spring Garden
5 out of 5 average rating, 4 reviews

Exclusive Mountain & Farm Villa Escape

ACCEPTING BOOKINGS FOR VISTIORS CHECKING ON FRIENDS & FAMILY. Conditions are bad, but you can make it in by car. There is NO AC or HOT WATER, local WiFi is working. Expect an Authentic Experience: Imagine waking up to the gentle sounds of nature, the fresh mountain breeze carrying the scent of ripening fruits and morning dew over rolling farmland. Nestled in the lush, green hills of Trelawny, this two-bedroom, two-bathroom home offers a perfect escape into nature, and authentic rural Jamaican

A villa is positioned atop a scenic hill, accessible by a winding dirt driveway. The structure features a combination of modern and rustic design elements, surrounded by lush greenery and open landscape, highlighting the natural beauty of the hillside setting.
Guesthouse in Santa Cruz
4.73 out of 5 average rating, 15 reviews

Nestled in the lush hills

Nestled in the lush hills of St. Elizabeth, Jamaica, this villa offers a tranquil escape with a stunning panoramic view of nature’s finest. The three-bedroom, two-bathroom house blends rustic charm with modern comfort, creating an inviting sanctuary. The spacious kitchen is perfect for preparing fresh, local delicacies, while the open living areas provide a cozy spot to unwind. Surrounded by swaying trees and vibrant flora, the villa captures the essence of the island's natural beauty

Superhost
A person relaxes at the edge of a clear blue swimming pool, wearing a large sun hat. The vibrant water reflects sunlight, creating a tranquil atmosphere ideal for unwinding.
Guesthouse in Falmouth

Luxury*All Inclusive*Fits8-Shuttle*Beach*Pool*Gym

🌺🏝️ Your Secure All-Inclusive Paradise Awaits in Jamaica! 🌊🍹 Includes up to 8 guests! Welcome to your luxurious villa, where safety and comfort come together for an unforgettable getaway! Nestled in a secure gated community, this stunning 3-bedroom retreat offers everything you need for the ultimate vacation. You will have the entire 3-bedroom villa to yourselves, complete with mouthwatering meals, shuttle 🚐, pool 🏊, exclusive beach access 🏖️, gym 💪, Wi-Fi 📶, and serenity.

The exterior of a spacious two-story building features a combination of white walls and stone accents. A tiled roof with a gentle slope complements the design. A gated entrance leads to a paved driveway, where a vehicle is parked in front of two-car garages.
Guesthouse in Plantation Village
5 out of 5 average rating, 4 reviews

Plantation Village Twin Oasis A

Welcome to our beautiful twin-unit Airbnb located in the scenic parish of Saint Ann, Jamaica! This property is in a beautiful gated community Ideal for families, groups, or couples. Features two fully equipped, side-by-side units, offering privacy and convenience. Book both units for an entire family or separately for a couple. Located near bars ,restaurants and some of Jamaica’s most iconic attractions like Dunn’s River Falls, Mystic Mountain, and the lively town of Ocho Rios.

A spacious bed is dressed in crisp white linens, complemented by a soft teal throw draping over the edge. A decorative pillow with green accents and a towel sculpture are arranged on top. Natural light filters through sheer curtains beside a bedside lamp.
Guesthouse in Discovery Bay
4.79 out of 5 average rating, 19 reviews

Neverlands Villa

Newly constructed private getaway in Discovery Bay where proximity meets comfort and serenity. The property is a 15 minute walk or 5 minute drive to World Famous Puerto Seco Beach; 20 minutes drive to Dunn's River, Mystic Mountain, Dolphin Cove and many other attractions. The property is gated by remote access with ample parking for up to 2 cars. The lush environment is home to several fruit trees ( mangoes, plums, starfruit, sweetsop) all which can be enjoyed by our guests.

Top Guest favourite
A charming two-story pink house is surrounded by lush green grass and tropical plants. Tall palm trees provide shade, and a walkway leads to the front entrance. A water tank is visible on the roof, enhancing the functional aspect of the property.
Guesthouse in Montego Bay
4.97 out of 5 average rating, 104 reviews

Always Home

This cozy and private hideaway is located in Bogue Village Montego Bay minutes away from Sangster International Airport, restaurants and shopping center. Although off the beaten path you'll want for nothing. Fantastic for first time or returning vacationers. The outdoor area is equipped with seasonal fruits, BBQ area, swing,hammock, green area, outdoor dining and privacy. The chirping birds, awesome sun rise and sunset add tranquility and peace of mind to each day.

The entrance to a gated community is depicted, featuring two guardhouses flanked by palm trees. A clear blue sky provides a bright backdrop, while a pathway leads into the area, suggesting a quiet and secure environment.
Guesthouse in JM
4.73 out of 5 average rating, 11 reviews

1 Bedroom unit at MBS Guest House

Put your feet up and relax in this peaceful 1 Bedroom unit. Amenities includes access to pool and fitness center. The unit is meticulously decorated to provide for a comfortable short and long term stay. Please note the entire unit is a newly built two bedrooms, two bathrooms, living room with a galley kitchen. You do have the option of booking the entire two bedroom, two bathroom unit at an additional cost.

Guest favourite
The exterior of the apartment is adorned with lush green vines, showcasing a welcoming front porch. A wooden door is framed by two windows, and a small dining set is placed on the tiled surface. Tropical plants and colorful flowers enhance the inviting entrance.
Guesthouse in Summerfield
4.8 out of 5 average rating, 25 reviews

HershyB's Farm & Guest House

My place is close to family-friendly activities and public transport. You’ll love my place because of the cosiness, the location, and the views. You can go hiking through the farm and enjoy the organic beauty of Jamaica. My place is good for couples, solo adventurers, business travellers and families. The apartment is not wheelchair accessible, you will need to climb steps to access the apartment.

A view of the outdoor area reveals a sparkling pool surrounded by lush greenery and palm trees. The patio features a dining area and lounge chairs, ideal for relaxation under clear blue skies. The architectural details of the house complement the serene setting.
Guesthouse in Manchester Parish
4.79 out of 5 average rating, 14 reviews

Hidden Oasis in Mandeville

Take a break and unwind at this peaceful oasis. A Charming newly furnished guest house in the Heart of Mandeville Jamaica. Perfect place for a weekend getaway or even a long monthly stay to relax or unwind. This unique property has top end amenities like our hot tub and pool. Great location with Fully equipped kitchen, outdoor patio lounge area, and comfortable bedding & furniture.

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