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Holiday houses in Portland Cottage

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Portland Cottage

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

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Superhost
An outdoor seating area features dark wicker furniture with bright turquoise cushions, providing a comfortable space for relaxation. The view includes a landscaped yard with palm trees and a swimming pool, outlined by a wooden pergola and surrounded by vibrant greenery.
Home in Portmore
4.86 out of 5 average rating, 232 reviews

🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞

This carefully designed house is ideal for persons looking for a cool refreshing modern and comfortable vacation stay . It is perfectly located in quiet and secure gated community Phoenix park village ,in the well developed sunshine city of portmore st catharine . It is most suitable for you because of its convenient access to all it has to offer around it ,its famous helshure beach, movie theater ,shopping malls ,clubs ,restaurants etc . it is the place for families ,couples, or just friends

Guest favourite
Home in Spanish Town
5 out of 5 average rating, 20 reviews

The Darling Hive (Fully A/c optional)

This cozy one bedroom, is ideally located in a gated, safe and peaceful community. It is equipped with all the amenities needed to guarantee that you'll have a comfortable stay and is close to restaurants and supermarkets and is also just a few minutes drive from Portmore and approx. half an hour from Kingston. The standard booking comes with ac in the bedroom only and you may request access to the ac in the living room for an additional cost of US $15 per night (must be paid prior to arrival)

Guest favourite
Home in Old Harbour
4.94 out of 5 average rating, 90 reviews

Nicely Furnished-1BR/24hr Sec./AC/Fast Wi-Fi/ NHV4

Come relax a while at this centrally-located place in New Harbour Village. Located on a quiet street this home is clean, comfortable and cozy with a stylish design. Enjoy waking up in a comfy queen-size bed, having a warm rain shower bath, eating your choice of foods and selecting your choices for entertainment. You will be two minutes away from the Old Harbour Town Centre where you can enjoy local foods, shopping and round town travels. What are you waiting for? Come! You will love it here.

Guest favourite
The kitchen features modern cabinetry in navy blue and white, complemented by a marble countertop. A gas stove and stainless steel refrigerator are visible. Colorful decor, including sunflowers and pineapples, adorn the island. LED lighting along the ceiling adds a contemporary touch.
Home in Old Harbour
5 out of 5 average rating, 10 reviews

Modern Home ( Gated Community) NHV3 Old Harbour 1

Modern Home Gated. Fully Solar 1 King size bed, 1Q-B, 2baths located in Old Harbour with GAZEBO and BAR. This amazing home also decked with LED Lighing, 1 fancy Kitchen an laundry. It's fully A/C and grilled with 24/7 security, Smart lock, Free NetFlix, also CCTV Cameras for your safety, a fire place. All furnitures are brand new to suit your needs. This is situated closed to the Town, Restaurant, Jerk Centre, KFC, Juici Beef, High 2000, 30mins portmore spanish Town 1 hour to Ocho Rios.

Top Guest favourite
A comfortable living area features a spacious sectional sofa, complemented by a coffee table and inviting decorative accents. Bright artwork depicting beach scenes adorns the wall, while a dining table with chairs is positioned nearby, enhancing the functional layout of the open space.
Home in Old Harbour
4.97 out of 5 average rating, 33 reviews

Camerons Cove-378 Home in Whim Estates Old Harbour

A cozy and well-appointed space designed for comfort and relaxation in a gated and secured community. Located in a convenient and desirable area, you’ll love the warm and welcoming atmosphere, perfect for families, couples, or solo travelers. What makes it so special is the thoughtful amenities, stylish decor, and personalized touches that make you feel right at home. Whether you’re looking for a peaceful retreat or easy access to local attractions, we offer you an unforgettable stay.

Guest favourite
A spacious kitchen area features light blue walls and marble flooring. A large island with two stools is positioned centrally, complemented by modern cabinetry. A six-burner gas stove with an oven is situated against the wall, with ample natural light filtering through the windows.
Home in May Pen
4.89 out of 5 average rating, 35 reviews

The Rose Garden (2 A/Cs + 2 baths)

Duplex in peaceful location near Glenmuir Rd. This listing is unit #2 with over 40 amenities, including private entrance, A/C, WiFi, 3 Smart TVs, Hot water, 2 bedrooms (1 en-suite), 2 bathrooms, living/dining areas, equipped kitchen, front & back porch and other amenities designed for your comfort. Only 3 min. from Highway 2000, Guests are centrally located with access to north, east and west coasts and minutes away from grocery store, entertainment, malls & restaurants in May Pen

Top Guest favourite
Home in Old Harbour
4.97 out of 5 average rating, 95 reviews

Elegant 2BR, Pool, Gym & Games Room - Book Now

Make lasting memories with your loved ones at this family-friendly 2-bedroom retreat! The home is fully furnished with modern comforts and features a vibrant games room for endless fun, plus access to a pool and gym for all ages to enjoy. With plenty of room for everyone, the home combines relaxation, entertainment, and convenience. Located just minutes from town, you’ll have quick access to restaurants, shops, and local attractions, making it easy to plan family outings.

Guest favourite
Home in Old Harbour
4.94 out of 5 average rating, 18 reviews

The Oasis at Whim

Welcome to your relaxing retreat in the quiet and secure community of Whim Estates. This cozy home is ideal for families, couples, or solo travelers looking for comfort and convenience. You’ll also enjoy easy access to the town centre, where you’ll find a variety of restaurants, shops, and local amenities—all just a short drive away. The nearby highway ensures quick connections to surrounding areas, making it easy to explore the island or commute if needed.

Superhost
A bright bedroom features a spacious bed with a textured white blanket. Light wood furniture, including a dresser, complements the light walls. Minimalist wall art and decorative items are displayed on shelves, enhancing the serene ambiance.
Home in Moores Pen
4.7 out of 5 average rating, 10 reviews

The Escape 227

Escape the city life! Come relax and unwind with family, friends or even that special person in your life at The Escape. We're the perfect place to kick up your feet and enjoy the peace and calmness of your environment but also in close proximity of restaurants, Jerk Center, fast food joints, supermarkets, roller skating and even more. The Escape brings you comfort to rest but also the convenience to get work done. We bring you culture and peace!

Guest favourite
An open-plan living space is displayed, featuring a stylish dining area with a large table set for meals. Natural light pours in through large windows, while a modern kitchen with granite countertops provides a seamless connection to the living area. Soft furnishings enhance the cozy atmosphere.
Home in Old Harbour
4.78 out of 5 average rating, 27 reviews

The Geenie Gates - Fully Air Conditioned

Welcome to The Geenie Gate! Step into a world where comfort and luxury feel like pure magic. Here, high-tech convenience meets high-end style in an oasis designed just for you. Imagine jewel-toned lighting, smart features that respond to your touch and voice, and spaces crafted for ultimate relaxation. Let the outside world fade away—your hidden retreat awaits. Ready to experience the magic? Just make a wish.”

Top Guest favourite
Guest suite in Old Harbour
5 out of 5 average rating, 11 reviews

Tropical Oasis - your home away from home

Discover the ultimate escape at our spacious Old Harbour retreat, a genuine home away from home experience crafted with families in mind. We prioritize a peaceful experience, ensuring a calm and secure environment where you can truly relax and recharge. With expansive indoor and outdoor areas, this Airbnb offers the perfect blend of comfort and charm, providing a family friendly base to create lasting memories.

Guest favourite
Home in Old Harbour
4.9 out of 5 average rating, 50 reviews

Evertonbnb 22 - With Private Pool and Spa

An Airbnb with a difference in Old Harbour St. Catherine, Jamaica. Private Pool and Spa. Enjoy Pool side Movie Nights on a 150 inch home theater projector screen. Quiet Gated Community with 24 Hour security. 2 minutes off the Old Harbour Highway Exit. 5 Minutes to the Town Centre. 30 Minutes via the highway to Pricesmart Shopping. Book your romatic weekend getaway or time out with friends or family.

Popular amenities for Portland Cottage holiday rentals

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  3. Clarendon
  4. Portland Cottage