Holiday rentals in Dover Castle

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Top-rated holiday rentals in Dover Castle

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Ocho Rios
4.92 out of 5 average rating, 60 reviews

4BR Oceanfront Villa Pool Chef Option Nr Ocho Rios

Wake up to sweeping Caribbean sea views at this private 4-bedroom oceanfront villa, just 15 mins from Ocho Rios. * Perfect for families and groups, it features en-suite bedrooms, a private pool, and inviting outdoor spaces for dining and relaxing. * Enjoy the ideal mix of seclusion and convenience — peaceful and tucked away, yet close to beaches, restaurants, and attractions. * We can arrange a private chef, housekeeping, airport transfers, and grocery pre-stocking so you can arrive and unwind.

Guest favourite
A row of single-story yellow houses is set along a quiet road. Each house features a sloped roof and well-maintained gardens that include a variety of green shrubs and plants. Tall palm trees line the background, adding to the serene atmosphere.
Home in Linstead
4.95 out of 5 average rating, 22 reviews

Rest with no Stress In A gated community

Relax with the whole family at this peaceful place to stay. very quiet and peaceful, Please show respect to the neighbors so no loud noise/party, no car speeding, and friends are limited. with this gated community it is well secure with a remote gate, and everyone look out for each other's so please make sure the gate is close before driving off, when you are coming in and out, the shopping area is 5 minutes away from the house. and the house is 5 minutes away from the Linstead Exit Toll Road.

Guest favourite
Place to stay in Ocho Rios
4.89 out of 5 average rating, 61 reviews

Beachfront Villa & Chef | Coral Reef | Ocho Rios

Wake up to Caribbean waves and step onto your private 15x45ft deck, just 15 feet from the ocean. Your private coral reef is a 7-minute swim away snorkel gear, kayak, and paddleboard all included. Inside, every finish is hand-crafted from guango with original Jamaican artwork throughout all available for purchase. Your Chef Choose from our prix-fixe menu or visit the local market and have meals prepared to your exact taste Jamaican jerk to international cuisine, your chef has it covered.

Top guest favourite
Home in Port Maria
4.9 out of 5 average rating, 86 reviews

Cheerful three bedrooms with large backyard space

Forget all your worries in this spacious green and serene space. Five (5) minutes from the beach for total relaxation. Grab your juicy Jamaican patties in Town and then don't forget your jerk chicken and jerk pork right in the back yard. Swing in comfort and enjoy cool breeze on your phones or reading a book under the overflow of Jamaican fruit trees. Cut your favourite rose in the lush garden. 15 minutes from the Ian Flemmings Int'l Airport and 35 mins from the famous Dunns River Falls.

Guest favourite
A welcoming porch area features a solid wooden door and two yellow metal chairs that add a bright touch. Green plants are positioned in a planter, enhancing the outdoor appeal. The floor is adorned with light-toned tiles that reflect natural light.
Home in Linstead
4.95 out of 5 average rating, 21 reviews

Cozy Retreat

Nestled in a quiet neighborhood, our retreat offers the perfect blend of tranquility and convenience. Located just minutes from: - Linstead Toll Plaza (3 minutes) for easy access to Kingston and the North Coast (Ocho Rios/Mobay) - Linstead Market & Town Center (5 minutes) for a taste of local culture Unwind in our cozy home away from home, ideal for small families or solo travelers. Enjoy a warm atmosphere that leave you refreshed and recharged. Book now a relaxing stay awaits you.

Guest favourite
An inviting pool area is featured at dusk, surrounded by lush tropical landscaping. The gentle curve of the pool is highlighted by soft lighting, while soft hues of the evening sky reflect on the calm ocean waters in the background.
Home in Ocho Rios
4.81 out of 5 average rating, 26 reviews

Paradise Penthouse w/ Private Chef & Oceanfront

🌞 2026 Winter Discount. Skip the Resort 🌞 Escape to Paradise Penthouse in the heart of Ocho Rios! This 3 story oceanfront gem is nestled in the exclusive, 24 hour gated community of Crystal Cove, offering the ultimate tropical getaway. Relax in style with stunning ocean views, chef prepared breakfast and dinner , access to a driver, and endless comfort. Perfectly located on Main Street, you’re minutes away from local culture and adventure. Your dream Jamaican vacation awaits! ✨

Guest favourite
The exterior of the upper level apartment is displayed, featuring a bright green facade and large arched windows. A balcony with white railing is visible, enhancing the design. Lush greenery and a palm tree frame the foreground, contributing to the inviting atmosphere.
Home in Bog Walk
4.82 out of 5 average rating, 33 reviews

Upper Green Castle: Bogwalk

Please contact Airbnb This Home is a beautiful Jamaican getaway. The gated community very quiet , upper level 2bedroom 1bathroom living dinning etc separate entrance all to you’re comforts share parking space , there’s is also 2bathroom available! This home is located in Bogwalk, St Cathrine. 25-40 minutes drive from the well know hellshire beach, Ocho Rios st Ann markets are only 5-10 minutes walk. 40-45 minutes From the Norman Manley international airport. 3 DAYS OR MORE STAy

Top guest favourite
Villa in Huddersfield
5 out of 5 average rating, 23 reviews

3BR SOLAR Ocho Rios 15 min Beach 10 min 24hrSec AC

THE RUBY is a serene ECO SMART VILLA in a gated community in the hills, 15 minutes to Ocho Rios and ideal for families/remote workers. It features: 24/7 Security, SOLAR, A/C, Fans, Wi-Fi, 2 Water Tanks, Fenced/Gated Yard, Security Cameras, 4 Smart TV, Water Filtration, Patio with Lit Pergola, Basketball, Cards, Jenga, Chess, Checkers, Ludo, Dominoes, BBQ, Baby Crib & Bath, Highchair and Workstation with Dual Monitors. THE RUBY VILLA is our home away from home... Enjoy your stay!

Guest favourite
The entrance of Kyah Place is framed by lush greenery, featuring a decorative front door with intricate carvings. Arched entries lead to a spacious porch, while tropical flowers provide a natural canopy, creating a serene and inviting approach to the home.
Home in Guys Hill
4.85 out of 5 average rating, 119 reviews

Beauty & Serenity at Kyah Place

At Kyah Place you can put a little distance between yourselves and the rest of the world. The lifestyle here is pure Jamaican in rhythm and tempo, "easy." We offer you a window to local culture and a different way of living. Markets, cook shops, and taxis are just steps away. Here you'll have an authentic Jamaican experience in a contemporary but homey setting, with Ocho Rios and world famous Dunn's River Falls only about an hour away. We look forward to hosting you. One Love

Guest favourite
A modern cabin features a dark wooden exterior with large windows, allowing views of the surrounding greenery. Steps lead up to the entrance, which is framed by small plants. A sign indicating 'Cottage Blu' is prominently displayed near the door.
Cabin in Mulleth Hall
5 out of 5 average rating, 18 reviews

Cottage Blu

Disclaimer: AN SUV OR 4x4 VEHICLE IS RECOMMENDED! AIRPORT PICKUP IS AVAILABLE AT AN ADDITIONAL COST. Cottage Blu is a hidden gem nestled by a serene river, with the aroma of fresh coffee wafting from a nearby farm. It's the perfect retreat to unwind and connect with nature. It is the perfect cozy getaway! Nestled amidst nature, this charming cabin offers rustic charm, modern amenities, and a serene ambiance. Explore nearby hiking trails, and enjoy the tranquility of nature.

Superhost
A modern bedroom features a spacious bed dressed in crisp white linens and yellow accents. A decorative mirror and framed artwork adorn the walls. A cozy seating area includes a light-colored bench and a gray chair, while a ceiling fan contributes to the airy atmosphere.
Flat in Bog Walk
4.69 out of 5 average rating, 13 reviews

Church Road Haven

Relax in this modern 1-bedroom, 1-bathroom apartment, just 3 minutes drive from Linstead town center or to the Bog Walk area. Offering privacy and comfort, with all amenities to make your stay enjoyable. It is perfect for solo travelers or couples. Enjoy a stylish, cozy retreat in a central, vibrant yet a peaceful location. Whether for business or leisure, this space provides the ideal blend of convenience and relaxation. Book now and make it your home away from home!

Guest favourite
A modern living room showcases a gray sofa adorned with decorative green and patterned pillows. A small side table is positioned next to the sofa, and a light rug lies beneath. Natural light filters through the white blinds, enhancing the bright and simple decor.
Home in Kingston
4.94 out of 5 average rating, 82 reviews

Fully AC 2BR | Secure, Centrally Located Kingston

Enjoy a modern, quiet 2-bedroom home centrally located in Kingston, perfect for business travelers, couples, or small groups looking for comfort, security, and convenience. ✔ Fully air-conditioned (all rooms) ✔ Fast WiFi ✔ Gated property with 24hr security cameras ✔ Self check-in with secure access code ✔ Minutes from Half Way Tree, shopping & business hubs.

Popular amenities for Dover Castle holiday rentals

  1. Airbnb
  2. Jamaica
  3. Saint Catherine
  4. Dover Castle