Panoramic Hillside Retreat at Cliffside Cottage
Welcome to Cliffside Cottage, a charming five-bedroom hillside villa perched dramatically above the Caribbean Sea with sweeping views across Montego Bay. Set on four acres of lush tropical grounds, this private retreat captures spectacular sunrises, glowing sunsets, and sparkling evening lights that shimmer across the bay.
With approximately 5,000 square feet of indoor and outdoor living space, Cliffside Cottage offers a relaxed yet elegant Caribbean escape complemented by attentive staff and access to the renowned Tryall Club.
Living Spaces
Cliffside Cottage blends traditional Caribbean charm with spacious open living areas designed to embrace its remarkable setting. The main living room features soaring rafter-and-beam ceilings and opens wide onto a wraparound verandah, allowing refreshing trade winds and breathtaking ocean views to flow naturally through the home.
Comfortable seating areas invite guests to relax while enjoying the panoramic scenery, and the home’s media setup includes cable television, a large plasma screen, DVD library, and a sound system with CD collection and wireless speaker capability.
The villa’s wraparound verandah serves as the heart of the home — a breezy gathering space perfect for morning coffee, afternoon relaxation, or sunset cocktails overlooking the sea.
Outdoor Living
Outdoor living at Cliffside Cottage centers around its expansive pool terrace and elevated vantage point overlooking Montego Bay.
• 20’ x 40’ private swimming pool
• Large cut-stone pool terrace with lounge seating
• Covered verandah with outdoor bar
• Outdoor dining area overlooking the sea
• Panoramic sunrise and sunset views
• Four acres of landscaped tropical grounds
The terrace provides a stunning setting for poolside relaxation or evening gatherings under the stars, where the lights of Montego Bay shimmer across the water.
Sleeping Accommodations | Sleeps 10
Cliffside Cottage offers five air-conditioned bedrooms, each designed for comfort and privacy.
• Master Bedroom
Located in the private east wing. King-size mahogany canopy bed with French doors opening to a private ocean-view balcony and walkway to the pool terrace. En-suite bathroom with large walk-in shower.
• Bedroom 2
Queen-size mahogany bed with French doors opening to an ocean-view terrace. En-suite bathroom with walk-in shower and access to an interior garden. Adjoining passageway connects to Bedroom 3.
• Bedroom 3
King or twin beds at guest’s option. French doors open to a terrace with ocean and pool views. En-suite bathroom with double vanity and tub-shower combination.
• Bedroom 4
King or twin beds with an additional daybed and garden views. Hall bathroom with walk-in shower.
• Bedroom 5
King or twin beds with garden views. En-suite bathroom with tub-shower combination.
Dining & Entertaining
Meals at Cliffside Cottage are prepared by your private chef and can be enjoyed in a variety of scenic settings throughout the villa.
Dining options include:
• Breezy covered verandah overlooking the sea
• Cozy indoor dining room
• Romantic poolside dinners arranged by the staff
Your full staff includes:
• Chef
• Butler
• Housekeeper
• Laundress
• Gardener / night watchman
The team ensures guests enjoy both exceptional service and authentic Jamaican hospitality throughout their stay.
Location
Cliffside Cottage is located just outside the gates of the prestigious The Tryall Club on Jamaica’s scenic north coast.
Guests may access Tryall’s extensive resort amenities by paying the Temporary Membership Fee directly at the resort. Membership includes access to:
• Private beach and beach club
• Non-motorized water sports
• Tennis courts
• Fitness center
• Hummingbird Kids Club
• Great House afternoon tea and weekly events
Golf, spa services, dining, and additional resort activities are available for additional fees.
With its breathtaking hillside views, expansive verandah, private pool terrace, and access to the legendary Tryall Club, Cliffside Cottage offers a peaceful and elegant Caribbean retreat where unforgettable sunsets and relaxed island living take center stage.
