
Holiday houses in Cheerful Mount
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Top-rated holiday rentals in Cheerful Mount
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Superhost

Hotel room in Port Antonio
4.85 out of 5 average rating, 13 reviewsMisBHaven King Rooms
Michael Kingsley GeorgeRating, 5 stars1 week ago
love the location and the view is spectacular. the host is friendly and welcoming. I will certainly visit again

Home in Port Antonio
4.53 out of 5 average rating, 17 reviews.Neek's Caribbean Breeze Retreat
BrittanyRating, 5 stars2 weeks ago
An amazing experience from beginning to end! We arrived in Port Antonio after landing in Kingston and were welcomed by Donae and her property management, Mario and Allauny. As girls we felt safe right away as there were locks on all doors as well as the gate. The hosts were very kind and responsive to any needs we had! Including directions, fresh linens, and laundry assistance. The property was well kept, clean and safe. Everything was better in person! Prime location for shops, nightlife and beaches. One of us had never been to Port Antonio and our hosts went above and beyond to ensure we had an amazing time and saw everything Portland had to offer. Our hosts accompanied us or dropped us off based on our preference. We were able to see Shan Shay Beach, Frenchman’s Cove, Blue Lagoon, and more with their expert guidance! We had planned to stay only 5 days at Donae’s but ended up extending to a 14 day stay with them! We will 100% book again and would recommend this stay for everyone!
Top Guest favourite

Private room in Long Bay
4.93 out of 5 average rating, 15 reviewsTroopa's Tropical Escape
LizRating, 5 stars1 month ago
This is one of the most beautiful experiences I've had in all my years of travelling. I arrived solo and getting here was a bit of a challenge, but AK and Troopa have been super responsive and helpful the whole time. I have been to a few parts of Jamaica before, especially Negril and Montegobay were overwhelming and touristy and then I came here and felt like it was another world. So peaceful and beautiful, the people are so nice. You feel like you really experience the real Jamaica. Troopa has been the BEST host, I truly felt at home at his place and can honestly say I have gained a good friend. He showed me around, cooked some delicious food and even took me to a local party. He gave me the full experience of true Jamaican culture and I could not be more grateful. His place is also beautiful, with amazing views of the sea from the room and terrace and just a 2 minute walk to the beach that I had to myself most of the time. His sister in law also cook amazing food in her restaurant.
Top Guest favourite

Private room in Port Antonio
5 out of 5 average rating, 36 reviewsCentrally located room - 5
ChelseaRating, 5 stars1 month ago
Staying at Marie’s was the highlight of our trip! Her place was so perfect, very clean and well organised. It was a short walk from the centre of Port Antonio so it was extremely easy to find restaurants, ATM and taxi. We loved how close we were to everything yet hidden in a quiet road with friendly neighbours. We would walk onto the main road and immediately see the sea! Marie was incredibly helpful and responsive, hospitality was so natural to her. We felt safe and free to come and go as we please with our private entrance and outdoor kitchen. I didn’t think I could love Portland even further ! Would absolutely stay again.
Superhost

Private room in Fairy Hill
4.78 out of 5 average rating, 65 reviewsEco-Rustic Museum House & Art Stage btween 2 beach
IanRating, 5 stars1 month ago
I had the most incredible time staying with Rass at Fairy Hill. He is the kindest, warmest most generous host. Rass's house is the most wonderful and magical place, and the perfect experience to step away from the busy normal rat race nonsense. Rass devoted his time to ensure I had the experience that I wanted and gave me so many options. My highlights? Rass's cooking on the wood fire and preparing our food in his interactive kitchen, listening to the soundtrack of the day which Rass filled with the very best old school dub reggae tunes played on his sound system in the back garden mixed with the jungle chorus at night time, and finally just the sense of calm, relaxation and mind cleansing that took over as soon as I walked through the door. Rass is genuinely one of life's good guys and I am grateful that I got the chance to meet him and experience his amazing home. I will be going back to visit as soon as I can.

Private room in Port Antonio
4.57 out of 5 average rating, 28 reviewsOcean Crest Guest House - Room 5
RobertRating, 5 stars1 month ago
I had a memorable stay at Lydia's guest house. The warmth and hospitality made me feel truly welcomed and at home. Surrounded by beautiful nature and stunning views, it was the perfect retreat. I had full use of the kitchen which enabled me to cook Jamaican food with fresh ingredients. Safe and friendly I truly recommend this spot for anyone looking for authenticty and relaxation in a beautiful setting. Lydia's son, NJ is a star and took excellent care of me. Gratitude 🙏🏽
Guest favourite

Private room in Port Antonio
4.91 out of 5 average rating, 89 reviews*•Jungle House & Tub by the Riverside•*
MichaelRating, 5 stars2 weeks ago
My two friends and I visited Portland recently and stayed at Kimberly's place on the banks of the Rio Grande River. After being rowed across the river on a bamboo raft, we were met by Elijah, a member of staff and taken to our rooms. Shortly after we met Collin, Kimberly's partner, who greeted us with a huge smile, and showed us around the grounds of his place. We instantly felt relaxed and right at home. Collin is also a chef, so we opted for his home cooking rather than fumbling around in the kitchen. And we certainly weren't disappointed with our delicious chicken cooked in a tasty coconut sauce. In the morning, our breakfast of fresh fruits and traditional Jamaican banana porridge was ready on the dining table as we entered. During the day we went for a short walk to the breathtaking Mackenzie's Waterfall nearby. We spent some time swimming in the pools beneath the falls and having an amazing time. Kimberley and Collin are absolutely great hosts and. we will definitely be back

Cabin in Portland Parish
4.83 out of 5 average rating, 6 reviewsCabin for you at Jamaica Colors Hotel
TakaraRating, 5 stars2 months ago
EXCEPTIONAL:Two nights here , made us feel like we were on a one week vacation. The picture don't fo this property justice, from the multiple observation spots to the tree house seating, not to mention the hammock and swing nestled discreetly under a canopy of trees....this place is a couples dream. Portland people are niece...but the staff here aren't just nice, they are helpful, courteous and intentional. Imagine every guest getting a personal property tour. This place was heaven, definitely coming back!
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