Top Cottages in Trelawny in 2026

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Top Cities in Trelawny

A coastal town with a pier extending into the sea, surrounded by lush greenery and residential buildings.

Our top choices for Trelawny cottages

A beach with clear turquoise water, a sandy shore, and a structure with a thatched roof.

1. A Private Cottage Just Steps Away From the Beach and Hip Strip

Montego Bay

Tracy L.

A gazebo with a red roof, a white building with a wooden door, and a garden with rocks and plants.

2. The Cottage very comfortable, relaxing also secure, 5 minutes walk from beach

Ocho Rios

Vanessa

SAR 348 total

includes taxes & fees

23 Oct - 24 Oct

A white balustrade with a view of a lush garden and palm trees.

3. Dalkeith Greathouse- Private Sanctuary

Knockpatrick

Sandra A.

A beachside seating area with a table and chairs, a tree providing shade, and a view of the ocean.

4. Ocho Rios Villa at Coolshade IV

St. Ann's Bay

Anonymous traveler

A balcony with a white umbrella, a wicker chair, and a view of the ocean.

5. Adorable 1Bed Cottage Walk to the Beach

St. Ann's Bay

Peppa

SAR 415 total

includes taxes & fees

2 Nov - 3 Nov

A two-story house with a balcony, a covered patio with outdoor furniture, and a large tree in the foreground.

6. Beautiful, Private Pool, Family Villa in Gated Beach Community

Mammee Bay Estates

A white building with a covered porch, a door, and a chair with a patterned cushion.

7. Two Bedroom cottage overlooking the city of Montego Bay Jamaica. Great View!

Montego Bay

Benjamin L.

A beachside seating area with wicker furniture, two lanterns, and a colorful sail.

8. Spectacular Ocean Views: Unwind in Paradise at our Beach House!

Cave

Ben T.

A rustic wooden cabin surrounded by dense tropical foliage.

9. Ecoscape Jamaica - 2 Bedroom Cottage by the river - 30 Minutes to Ocho Rios

St. Ann Parish

SAR 1,041 total

includes taxes & fees

23 Oct - 24 Oct

A terrace with white furniture and red cushions, overlooking a coastal view.

10. Adrift- 3BR Cozy Cottage in Gated Estate w/ Staff

Duncans

A two-story building with a green roof and a white facade, a driveway leading to a gated entrance, and a small porch with a bench.

11. Dalkeith Cottage-Romantic Retreat

Knockpatrick

Anna P.

A single-story building with a white exterior, a front door, a small window, and a staircase leading to the entrance.

12. Dalkeith Cottage-Ultimate Summer Vacation

Knockpatrick

"We spent a wonderful week at Dalkeith Vacation Cottages in Knockpatrick, Manchester, and it exceeded every expectation. The setting is tranquil and peaceful, tucked into a beautiful natural landscape full of trees, herbs, flowers, and fluttering butterflies and dragonflies.The cottage itself was clean, comfortable, private, and safe, at a great value for the experience. We especially loved the mornings — waking up to roosters crowing, Dally the dog playing with his feline friends, hens and...

Claudia E.

13. Dalkeith Cottages-10 Minutes From Mandeville

Knockpatrick

Tyreke

A pool area with lounge chairs, a pergola, and a clear blue sky.

14. Sea-Breeze Cottage Montego Bay Jamaica

Reading

A pathway leading to a building with a large tree in the foreground.

15. The Polo Club at Racquet Club

Montego Bay

A modern house with a curved porch, a tiled roof, and a well-maintained lawn.

16. Alamanda Cottage at Serenity

Ironshore

17. Deano's Cottages

Black River

Derrick

A beach with clear turquoise water, white sand, and a partly cloudy sky.

18. Rustic 1BR Cottage Retreat | Tropical Gardens & Poolside Living

Runaway Bay

A rustic wooden cabin surrounded by lush greenery and dense forest.

19. Ecoscape Tulia - Private Nature Escape - 1 Bedroom, 30 minutes to Ocho Rios

St. Ann Parish

A building with a green facade and a red roof, featuring outdoor seating and a white fence.

20. Country Club Mangowalk Townhouse

Mango Walk

"The space is lovely. All the amenities you could want. Wifi is good, there is air conditioning and everything is clean. Super comfortable. Keep in mind, it's not an actual country club. More like a condo/co-op type thing. You'll have to deal with a security gate. There is a pool which is nice and not too far from the space. There's a commissary, but you probably shouldn't count on it for anything. It's overpriced, and while there are posted hours of operation, don't be shocked when they're not...

Richard

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Top Trelawny Hotel Reviews

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

8/10 Good

"Loved our stay at this resort. Smaller hotel but well kept, staff is attentive, food was better in the buffet than it was at the two à la carte restaurants (seafood and Jamaican). As a Jamaican myself, I left the Jamaican restaurant disappointed and headed straight to the buffet where the curried goat was on point so shout out to the buffet chef and staff. Service was great! Yanique by the pool bar was awesome and she served us on the beach. Shout out to the staff. Rooms weee clean and spotless. Would return here."

Iberostar Waves Rose Hall Beach - All Inclusive

8/10 Good

"The negatives first. The food, in particular the local/ Jamaican dishes. Great effort is made to provide a number of local dishes but unfortunately having grown up in Jamaica i found them to be a little sub standard. Anyone who has ever visited "Border Jerk" or "Scotchies" would agree the Jerk dishes pale in comparison. There is some truth in the reviews about the pool bar staff as i noticed you're more likely to get served if you are a ample chested female and often ignored otherwise. The only other negative was the passive aggressive response by one server (Aniska) at breakfast when I asked for condense milk with my coffee, " if you want that you can find it same place you got your porridge ". Every other morning that request was met with a smile and "oh you like blue mountain the proper way". Another server Karila was quite the opposite and set a standard im sure the hotel would appreciate. The positives. The vast majority of staff were friendly engaging accommodating and helpful. So many fun activities for all that staff also got involved in. Very well maintained grounds especially considering the disruption caused by hurricane Melissa. The beach doesn't compare to Doctors Cave (not many in the world do) but still good enough for swimming relaxing and snorkeling as there is an abundance of sea life to observe. Having said that the sellers on kayaks who sit at shoreline looking in as you sit on beach looking out is a bit off putting. Had a great time, would stay again."

Royalton Blue Waters Montego Bay, An Autograph Collection All Inclusive Resort

8/10 Good

"Rain fell on the last night and there was a lot of water from the lobby to the dining area; although an umbrella was provided in the room and was used, feet and foot wear got soaking wet on way to dinner. Suggestion to have better drainage so the water does not build up when it rains. Parking was an issue when arrived but luckily I was able to squeeze vehicle in a tight area."

Room 1

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Check prices for these dates

Top Cities in Trelawny

Rio Bueno

Our top choices for Trelawny cottages

1. A Private Cottage Just Steps Away From the Beach and Hip Strip

2. The Cottage very comfortable, relaxing also secure, 5 minutes walk from beach

3. Dalkeith Greathouse- Private Sanctuary

4. Ocho Rios Villa at Coolshade IV

5. Adorable 1Bed Cottage Walk to the Beach

6. Beautiful, Private Pool, Family Villa in Gated Beach Community

7. Two Bedroom cottage overlooking the city of Montego Bay Jamaica. Great View!

8. Spectacular Ocean Views: Unwind in Paradise at our Beach House!

9. Ecoscape Jamaica - 2 Bedroom Cottage by the river - 30 Minutes to Ocho Rios

10. Adrift- 3BR Cozy Cottage in Gated Estate w/ Staff

11. Dalkeith Cottage-Romantic Retreat

12. Dalkeith Cottage-Ultimate Summer Vacation

13. Dalkeith Cottages-10 Minutes From Mandeville

14. Sea-Breeze Cottage Montego Bay Jamaica

15. The Polo Club at Racquet Club

16. Alamanda Cottage at Serenity

17. Deano's Cottages

18. Rustic 1BR Cottage Retreat | Tropical Gardens & Poolside Living

19. Ecoscape Tulia - Private Nature Escape - 1 Bedroom, 30 minutes to Ocho Rios

20. Country Club Mangowalk Townhouse

Find vacation rentals that suit your style

Top Trelawny Hotel Reviews

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Ocean Eden Bay - Adults Only - All inclusive

Iberostar Waves Rose Hall Beach - All Inclusive

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive

Excellence Oyster Bay - Adults Only All Inclusive

Ocean Coral Spring - All Inclusive

Royalton Blue Waters Montego Bay, An Autograph Collection All Inclusive Resort

Hotel 39 Jamaica

Hotel Riu Reggae - Adults Only - All Inclusive