Vacation rentals in Cockpit

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Top-rated vacation rentals in Cockpit

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Guest favorite

The exterior of the home features a secure metal gate adorned with a sunburst design. Light-colored walls contrast with the gray driveway. A large window allows for natural light, complementing the modern architectural lines of the structure.

Home in Old Harbour

4.95 out of 5 average rating, 20 reviews

The Cherryhill of Old Harbor

Welcome to The Cherryhill – Your Home Away from Home in Old Harbor. Escape to comfort and convenience at The Cherryhill, a modern 2-bedroom, 1-bathroom home located in the brand-new Whim Estates gated community in Old Harbor, St. Catherine. Perfect for families, couples, or small groups (sleeps 4this cozy retreat offers everything you need for a relaxing stay. Enjoy a clean, secure environment just a short drive from both Spanish Town and May Pen, Clarendon, an ideal base for exploring Jamaica.

Guest favorite

A cozy bedroom features a queen-size bed with a light gray quilt and decorative pillows. Natural light filters through sheer curtains on either side of two windows. A bedside table holds a lamp and a vase of flowers, while an air conditioning unit is mounted above.

Home in Old Harbour

4.95 out of 5 average rating, 77 reviews

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

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.

Top guest favorite

A cozy living area features a dark brown sectional sofa and a matching chair adorned with yellow and brown cushions. A glass coffee table is centered on a patterned rug, while a lamp and art piece add a touch of elegance near a window dressed with cream curtains.

Home in Old Harbour

5 out of 5 average rating, 42 reviews

Exquisite Manor

Kick back and relax in this calm, stylish and ultramodern space. This luxurious property is located in Old Harbour's most prestigious gated community. This unique and family friendly space boats a myriad of modern amenities that gives the perfect home away from home. It is 45 minutes from Kingston and 5 minutes away from Old Harbour's finest restaurants, entertainment hubs and shopping malls. This relaxing, safe and entertaining environment is close to many well renowned Jamaican attractions.

Top guest favorite

A well-furnished bedroom features a spacious bed with crisp white linens and decorative pillows. A wooden dresser complements the room, while soft lighting enhances the calm atmosphere. A television is mounted on the wall, and natural light enters through a window with light curtains.

Home in Old Harbour

4.99 out of 5 average rating, 71 reviews

CW Palace. Wifi and Fully Air Conditioning

This Beautiful elegantly decorated spacious home is situated in the gated community of New Harbour Village 2 located approximately 35 minutes from Norman Manley Airport. This location has very easy access to the Highway and there are a host of amenities in the nearby town of Old Harbour. banks, restaurants, supermarkets and other major facilities are within reach of this property. Transportation is plentiful there is a 24 hour taxi operator within the complex. A rental car can be arranged.

Guest favorite

The living room features a spacious sectional sofa with a combination of colored cushions. A center table is placed in front, complemented by two high chairs. Two large windows with dark curtains allow natural light to enter, enhancing the room's openness. A wall-mounted Smart TV is visible.

Home in Old Harbour

4.89 out of 5 average rating, 71 reviews

Serene 2 Bedroom House With AC in Gated Community

This property is in a gated community which offers 24 hr security and patrolling. The community is 2 minutes from the Old Harbour town center and 3 minutes from the highway. The property has 2 bedrooms and 1 bathroom with an open plan kitchen and living room setting. The property has Wifi and air conditioner (AC) which is located in both rooms as well as fans in both rooms and the living room. Smart TV is located in the living room which gives access to cable TV and Netflix.

Guest favorite

A spacious bedroom features a dark wood bed frame adorned with plush pillows and a light blue bed spread. A decorative mirror sits atop a matching dresser, complemented by a floral arrangement, while natural light filters through window treatments.

Home in Old Harbour

4.87 out of 5 average rating, 38 reviews

Updated Old Harbour luxury, gated 2 bedroom house.

This is a peaceful gated community with 24-hour security located in New Harbour Village Old Harbour. The home comes with a fully equipped clean kitchen area, a dining area, washing machine, wifi, water heater, and Netflix on a 60-inch television. The main bedroom has a lovely King bed set with beautiful decor. The second bedroom comes with a Queen bed with luxurious decor. There are nearby fast food places and supermarkets within 2-3 min. Beaches within 40mins.

Guest favorite

A well-appointed bedroom features a spacious bed with a cozy blanket and decorative pillows. The green curtains frame the window, while a sleek dresser is positioned against the wall. An air conditioning unit is mounted above, providing comfort during warm days. Inset is an image of the pool area.

Home in Old Harbour

4.91 out of 5 average rating, 44 reviews

Chillax Manor Your Private Oasis for Relaxation

Get this entire space with Pool access! Nestled in a gated community, Chillax Manor is perfect for your next getaway. The Manor offers you a luxury hotel feel. It is the getaway that your family will enjoy while being centrally located place to everything. You deserve to chill in this impeccable two-bedroom, one-bathroom peaceful spot with a pergola. Chillax Manor is also equipped with the necessary toiletries and a few complimentary beverages/snacks.

Top guest favorite

A decorative entrance sign displaying 'Colbeck Manor' is mounted on a beige wall. Surrounding greenery features well-maintained flowering plants, adding a touch of color against the background of a clear blue sky.

Home in Old Harbour

5 out of 5 average rating, 14 reviews

Colbeck364 Comfort Stay

Colbeck364 Comfort Stay – Relax in Style! Welcome to Colbeck364 Comfort Stay, a fully air-conditioned retreat in Colbeck Manor, Old Harbour, St. Catherine. Enjoy a community pool, gym, high-speed Wi-Fi, and Smart TV. The home features a fully equipped kitchen, stylish interiors, and a secure gated community. Just minutes from Old Harbour town, shopping, and major highways. Book now for a relaxing and comfortable stay!

Guest favorite

A spacious bedroom is furnished with a large bed, featuring a vibrant blue throw across the white linens. A bedside lamp rests on a nightstand, and a piece of wall art adds a subtle touch. A bathroom is visible in the background.

Home in Old Harbour

4.95 out of 5 average rating, 19 reviews

Luxe Oasis: Clean, Safe, Comfort-Filled Stay

Welcome to Luxe Oasis— your private, secure escape in the heart of Old Harbour. Whether you're traveling for rest, romance, or remote work, our modern, gated property offers the perfect blend of comfort and convenience—with home-cooked meal options available upon request! ⏳ Our calendar fills fast—especially on weekends and holidays! Book now and experience laid-back luxury at The Manor ✨

Guest favorite

A spacious living area features a comfortable grey sofa positioned on a soft rug. Natural light fills the room from nearby windows. A modern kitchen is visible in the background, complemented by dark wood cabinetry and sleek appliances. A television is mounted on the wall, adding entertainment options.

Home in Old Harbour

4.89 out of 5 average rating, 45 reviews

Colbeck Villa

Relax with the whole family at this peaceful place to stay. The Colbeck Villa located in a gated community with pool gym. The home is a beautiful 2 bedroom 1 bathroom house with all modern amenities. The home is fully Air Condition with ceiling fans. Clean and spacious bedrooms living room and kitchen. Comfortable beds, sofa and chairs. You will enjoy you stay at the Colbeck Villa.

Guest favorite

A modern living area features a sleek wall with vertical paneling and elegant lighting. A vibrant digital fireplace is displayed above a minimalist white console, providing a cozy focal point. Light-colored walls enhance the open feel of the space.

Home in Old Harbour

4.87 out of 5 average rating, 46 reviews

Luxury Oasis of New Harbour Village III

Royal Oasis is a peaceful, centrally-located, and gated place with 24-hour security. It is five (5) minutes from Old Harbour Town, two (2) minutes from the highway, and thirty (30) minutes from Kingston. It has three (3) Air conditioners, one in each bedroom and another in the living room. This property is also 5 minutes from the beach and 15 minutes from Salt River.

Guest favorite

A modern living area features a plush blue sectional sofa adorned with decorative throw pillows. A white marble coffee table sits atop a patterned area rug. In the background, a dining space is visible, furnished with dark chairs and a softly lit kitchen.

Home in Old Harbour

4.91 out of 5 average rating, 23 reviews

K&W comfort suite Fully air condition, gated.

Relax by yourself or with the whole family at this newly built, fully air condition, clean, modern, comfortable well secured home. Gated community with 24 security service. Less than 2 minutes away from Norman Manley highway and 5 minutes from old Harbour town, 20 minutes from vibrant Kingston city, and 15 minutes from Clarendon. New Harbour 2 community entrance.