Guesthouse vacation rentals in Trelawny

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Trelawny

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

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Guest favorite

Guesthouse in Falmouth

4.85 out of 5 average rating, 20 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.

Superhost

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!

Guesthouse in Santa Cruz

4.73 out of 5 average rating, 11 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

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.

Guesthouse in Plantation Village

5 out of 5 average rating, 3 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.

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 favorite

Guesthouse in Montego Bay

4.97 out of 5 average rating, 102 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.

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.

Superhost

Guesthouse in Spring Garden

Exclusive Mountain & Farm Villa Escape

Expect an Authentic Exeperience: 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, tranquility, and authentic rural Jamaican life.

Guesthouse in Discovery Bay

4.5 out of 5 average rating, 4 reviews

Jamdung Hills 1 BR/1BA, FREE Parking

PLEASE NOTE THIS IS A "ONE BEDROOM" ONLY HOST 2 GUESTS. FOR MORE THAN TWO GUESTS, PLEASE CHECKOUT MY TWO BEDROOM THAT HOST 4 GUESTS. You will enjoy easy access to everything from this centrally located place. Located between Ocho Rios and Falmouth/Montego Bay. Short 5-10 minute drive to the pristine beaches and transport and be arranged.

Guest favorite

Guesthouse in Summerfield

5 out of 5 average rating, 6 reviews

Naseberry Suite @ HershyB's

Forget your worries in this spacious and serene space. The guesthouse has a large bedroom with king size bed, a bathroom and has a open concept living and kitchen, that has a day bed that would be suitable for a third person or for a child. it's perfect for a small family of 3 to relax.