Photo by Daniela Arredondo

Jack's Hill vacation rentals

We found 101 vacation rentals — enter your dates for availability

Discover a selection of 12 homes, 14 apartments, and other vacation rentals in Jack's Hill that are perfect for your trip. Whether you're traveling with your kids or with friends, vacation homes have the best amenities for spending time at your vacation home, which might include cable TV and a washer and dryer. You're sure to find a rental for everyone's needs, including options that are accessible or non-smoking.
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Find out more about Jack's Hill

Find out more about Jack's Hill

Why visit Jack's Hill

  1. Outdoor Adventures: Jack's Hill offers stunning hiking trails and picturesque views, perfect for nature lovers and outdoor enthusiasts.
  2. Cultural Immersion: Experience Jamaica's rich history through local attractions, including historic houses and a music museum.
  3. Friendly Locals: Engage with welcoming residents who enhance your stay with their warmth and hospitality.
  4. Diverse Accommodation: Choose from a variety of vacation rentals, including cozy apartments and luxurious villas, tailored to your needs.
  5. Scenic Beauty: Enjoy romantic settings surrounded by lush landscapes, making it an ideal getaway for couples and families alike.

Popular types of accommodation around Jack's Hill

Vrbo offers a diverse selection of vacation rentals in Jack's Hill, perfect for every type of traveller. Whether you're seeking a cozy apartment, a spacious private vacation home, or a luxurious villa, you'll find the ideal spot to unwind. Popular options include guest houses and single-family homes, many featuring amenities like hot tubs. Explore the options and discover the perfect hill vacation rental for your getaway!

  • Apartments: The top choice for vacation rentals in Jack's Hill, offering convenience and comfort for solo travellers and families alike.
  • Houses: A popular option for those seeking space and privacy, perfect for groups or families enjoying a getaway.
  • Villas: Elegant and spacious, these rentals provide a luxurious stay with stunning views of the surrounding area.
  • Condos: Ideal for those wanting a modern and compact living space while enjoying the amenities of Jack's Hill.
  • Cabins: A charming choice for nature lovers looking to immerse themselves in the serene landscape of Jamaica.**

Top attractions around Jack's Hill

Jack's Hill in Kingston, Saint Andrew, Jamaica, offers a vibrant mix of outdoor adventures and cultural experiences. Visitors can explore captivating attractions such as modern civic government buildings, historic houses, and a music museum. This destination is perfect for families and solo travellers seeking a rich cultural immersion, along with opportunities for outdoor activities in a beautiful setting.

  1. Jamaica House: A striking modern civic government building located 3.2km from Jack's Hill, Jamaica House exudes a professional atmosphere, making it a hub for governmental affairs and public events.
  2. Bob Marley Museum: Situated 3.2km away, this vibrant music museum celebrates the life and legacy of reggae icon Bob Marley, immersing visitors in Jamaican culture through exhibits, music, and memorabilia.
  3. Devon House: A historic house located 4.8km from Jack's Hill, Devon House showcases Jamaican architecture and culture, offering a glimpse into the island's rich history and delicious ice cream treats.

Things to do recommended for couples

Seeking a romantic getaway in Jamaica? Discover the enchanting National Dance Theatre, located 11.3km from Jack's Hill. Enjoy a captivating evening filled with vibrant dance, cultural vibes, and entertainment, perfect for couples looking to create unforgettable memories together.

Things to do recommended for families

During your visit to Jack's Hill, families can enjoy the energetic atmosphere at the National Stadium, unwind at the serene Holywell Park, or have fun at Wynter's Park, all offering engaging experiences just a short drive away.

Things to do recommended for groups

Groups visiting Jack's Hill can enjoy shopping at Manor Park Plaza, play a round of golf at Constant Spring Golf Club, and catch a film at Palace Cineplex. These activities offer a blend of entertainment, sport, and family fun, all within a short distance of your accommodation.

What do I need to keep in mind when booking a vacation around Jack's Hill

If you're planning a trip with a group, family, or pets, or if you’re interested in extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Jack's Hill with a group: Think about how many bedrooms you'll require, as well as amenities like a complete kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Jack's Hill with young kids: Travelling with young children can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Jack's Hill: For many families, a trip wouldn't be the same without their furry companion. If this resonates with you, consider exploring Vrbo properties that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Jack's Hill: If you're searching for vacation rentals that offer great deals for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking spot, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Jack's Hill

Jack's Hill offers a unique blend of outdoor adventures and rich cultural experiences, making it a perfect destination for Canadian travellers. Nestled near Kingston, you can explore the vibrant atmosphere of the area, filled with friendly locals and stunning scenery. Delve into Jamaica's fascinating history and geology while enjoying the picturesque views and romantic settings nearby. Whether it's hiking or immersing yourself in local culture, Jack's Hill promises an unforgettable vacation experience.

  • New Kingston: New Kingston is a vibrant neighbourhood located 4.8km from Jack's Hill, known for its dynamic blend of sports, culture, and outdoor experiences. This area is a hub for education and shopping, featuring modern shopping centres and malls that cater to a variety of tastes. Notable landmarks include the sports facility stadium and various embassies, making it an attractive destination for both locals and tourists. Visitors can engage in various activities, ranging from attending sporting events to exploring cultural events, all while enjoying the lively atmosphere that New Kingston has to offer.
  • Barbican: Positioned 1.6km away from Jack's Hill, Barbican is a bustling neighbourhood that attracts visitors for its business, culture, and outdoor experiences. The area is home to several shopping centres and educational institutions, making it a convenient spot for both leisure and commerce. Nearby landmarks include various embassies and sports facilities that provide ample opportunities for exploration and engagement. Barbican offers a lively environment where tourists can enjoy local cuisine, shop for unique finds, and appreciate the cultural richness of the area.
  • Irish Town: Situated 3.2km from Jack's Hill, Irish Town is a picturesque city that beckons adventurers and nature lovers alike. Known for its stunning scenery and outdoor activities, this area features beautiful golf courses and recreational spaces for those seeking adventure. Visitors can explore the surrounding mountains and national parks, which offer breathtaking views and numerous hiking trails. Irish Town is a perfect escape for those looking to immerse themselves in Jamaica's natural beauty while enjoying the thrill of outdoor pursuits.

Best time to go to Jack's Hill

If you're planning a trip to Jack's Hill, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in August and December to January, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January75.7°F (24.3°C)No Rain (Dry)Mostly SunnySlightly HighAverage
February76.1°F (24.5°C)No Rain (Dry)Mostly SunnyAverageAverage
March76.6°F (24.8°C)No Rain (Dry)Mostly SunnyAverageSlightly High
April78.3°F (25.7°C)Light RainMostly SunnyAverageAverage
May79.7°F (26.5°C)Light RainMostly SunnyAverageAverage
June81.0°F (27.2°C)Light RainMostly SunnyAverageSlightly High
July82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
August82.2°F (27.9°C)Light RainMostly SunnySlightly HighAverage
September81.7°F (27.6°C)Light RainMostly SunnySlightly LowSlightly Low
October80.1°F (26.7°C)Light RainMostly SunnySlightly LowSlightly Low
November78.1°F (25.6°C)Light RainMostly SunnySlightly LowSlightly Low
December76.6°F (24.8°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High

Booking with Vrbo is simple

Are you hoping to save some money on your upcoming trip? Being flexible with your travel dates can really help, as prices can vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, refine your existing plans, or manage your bookings. The properties you've saved or reserved are now neatly categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Jack'S Hill?
In Jack's Hill, apartments are the most common type of vacation rental, with around 11 available in this picturesque area. These apartments typically offer essential amenities such as fully equipped kitchens, comfortable living areas, and often stunning views of the surrounding landscape. For those seeking a more spacious option, there are several vacation houses, cottages, and villas that cater to families or larger groups. These properties usually feature multiple bedrooms, private outdoor spaces, and facilities for cooking and dining, making them ideal for a relaxing stay in this serene part of Saint Andrew, Jamaica.
Are there any beach house rentals in Jack'S Hill?
In Jack's Hill, Saint Andrew, Jamaica, there are several beach house rentals available, offering a unique blend of tropical charm and stunning views of the surrounding landscape. These properties typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor spaces like balconies or terraces where guests can relax and enjoy the fresh air. Many homes are designed to provide a comfortable retreat, combining modern amenities with a laid-back island atmosphere.
How much does it cost to rent a vacation home in Jack'S Hill?
Prices for vacation rentals in Jack'S Hill vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Jack'S Hill to more spacious homes.
Are there any discounts for Jack'S Hill vacation house rentals?
You can find great discounts on house rentals in Jack'S Hill on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Jack'S Hill vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Jack'S Hill with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay vacation rentals in Jack'S Hill?
A long-stay vacation rental in Jack'S Hill is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Jack'S Hill for a vacation rental?
The peak season for a vacation rental in Jack's Hill, Saint Andrew, is from July to September, when visitors flock to this vibrant destination for its warm weather and stunning views. During this time, the area buzzes with activity, making it great for those looking to immerse themselves in the lively local culture and enjoy outdoor pursuits. With temperatures averaging around 30°C, days are ideal for exploring the lush landscapes and engaging in various adventures.

July, in particular, is the most popular month to visit Jack's Hill, as tourists revel in the energetic atmosphere and partake in local festivities. You'll find opportunities for hiking, visiting nearby attractions, and enjoying the unique culinary offerings that Jamaica is known for.

If you're seeking a more budget-friendly experience, consider planning your trip in October. This month marks the beginning of the low season, allowing you to enjoy the area's beauty with fewer crowds. The weather is still pleasant, and you can take advantage of more affordable rental options while experiencing the local charm in a quieter setting.
Are there any remote work vacation rentals in Jack'S Hill?
In Jack's Hill, Saint Andrew, there are numerous remote work-friendly vacation rentals available, with around 24 options to choose from. This picturesque area offers a serene environment, superb for those looking to balance work and leisure. Many properties come equipped with essential amenities for remote work, such as Wi-Fi, desks, and comfortable chairs, along with safes for added security. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Jack'S Hill vacation rental?
Book your Jack'S Hill vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Jack'S Hill?
In Jack's Hill, Saint Andrew, visitors can experience a blend of natural beauty and cultural attractions. The area is renowned for its stunning views of Kingston and the surrounding mountains, making it a picturesque spot for vacation rentals. The nearby Blue Mountains offer opportunities for hiking and exploring lush landscapes, while the famous Bob Marley Museum is just a short drive away, providing insight into the legendary musician's life and career. Additionally, the vibrant nightlife and dining options of Kingston are easily accessible, allowing visitors to enjoy local cuisine and entertainment. For a more relaxed atmosphere, the local coffee farms in the Blue Mountains are worth a visit, where travellers can learn about the coffee-making process and sample some of the finest brews.
Can I change or cancel my Jack'S Hill home rental booking on Vrbo?
To find Jack'S Hill vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Jack'S Hill vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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