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Holiday rentals 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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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 modern living area features a white seating arrangement complemented by decorative plants. A sleek coffee table with LED lighting sits at the center, while a smart TV is mounted on the wall, surrounded by built-in shelving showcasing decor.
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.

Guest favourite
A comfortable living area features a large sectional sofa adorned with various decorative pillows, complemented by a cozy armchair. A round glass coffee table sits in front, showcasing a decorative display. Natural light filters through sheer curtains, enhancing the inviting atmosphere.
Home
5 out of 5 average rating, 15 reviews

MJ’s Manor

Welcome to our distinguished residence in Old Harbour. We trust your stay will be enjoyable. Our property has been meticulously curated to offer all the comforts of home. The locale presents numerous attractions, ensuring a unique holiday experience. As a self-catering establishment, all necessities for a seamless stay are provided. Complimentary parking is available on-site, and 24/7 security surveillance is in place to prioritize your safety. Car rental services provided upon request.

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.

Top guest favourite
Home in Old Harbour
5 out of 5 average rating, 20 reviews

Cameron's Paradise

Welcome to Cameron's paradise !!! Where Comfort Meets Style!This enchanting retreat offers a serene oasis in the heart of old harbour 25 mins from Norman Manley airport Enjoy a modern 2-bedroom retreat with self check-in and cozy living space. Stay cool with AC, connected with free Wi-Fi, and take advantage of convenient laundry access—all in a safe, secure environment. Perfect for families, couples, or business travelers seeking a stylish and peaceful getaway. #Cameron's paradise

Top guest favourite
Home in Old Harbour
4.97 out of 5 average rating, 97 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.

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
4.73 out of 5 average rating, 11 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!

Top guest favourite
Townhouse in Portmore
5 out of 5 average rating, 15 reviews

Casa 28 | Gated 1BR | Near Beaches & Kingston

Your Private Escape at Casa 28 Step into your own private retreat in the heart of Portmore, located in Portmore Country Club II. This thoughtfully designed 1-bedroom townhouse offers the perfect space for rest, relaxation, and convenience—ideal for solo travelers, couples, or business stays. Wake up to natural light, enjoy peaceful surroundings, and experience Jamaica at your own pace.

Superhost
Home in Old Harbour
4.76 out of 5 average rating, 21 reviews

The Surada Bay

Welcome to The Surada Bay, here you'll enjoy our newly remodeled home in the gated community of Colbeck Manor(with 24hrs security) enjoy our beautifully decor listing with modern furnishings that will make you feel right at home. We're equipped with a Samsung smart TV, Netflix and WIFI to keep you connected with your love ones. "if you forgot it" no worries we have it 😉

Guest favourite
A vibrant two-story house is displayed, featuring a yellow exterior with white accents. A balcony spans the upper floor, supported by decorative columns. The entrance is framed by large garage doors, while a secure black gate separates the property from the street.
Home in Old Harbour
4.88 out of 5 average rating, 42 reviews

Nate Luxury Stay airbnb

Have fun with the entire family in this luxury Airbnb. Great place for family and friends gathering. Cool mountain view. Close to all central locations. 24-hour surveillance surrounding the building. This property is only 2-4 minute from all major highways. Breakfast is available for an additional charge. Must be ordered 24 hours in advance.

Top guest favourite
The entrance to the luxury home features a well-maintained paver pathway leading to a modern double-door entrance. A small garden with decorative stones and a tropical plant sits to the side, complemented by a light grey facade and large windows.
Home in Old Harbour
5 out of 5 average rating, 20 reviews

Evertonbnb 592 - With Private Heated Jacuzzi Pool

Luxury home with Private Heated Jacuzzi Pool, Gazbo and Lounge, Outside dining and Barbecue pit. Lots of room for fun. 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.

Popular amenities for Portland Cottage holiday rentals

  1. Airbnb
  2. Jamaica
  3. Clarendon
  4. Portland Cottage