Greenwood holiday rentals

We found 578 holiday rentals — enter your dates for availability
Discover a selection of 6 homes and other holiday rentals in Greenwood that are perfect for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a washer and dryer. What you'll find is a property to rent that has what everyone needs, including options that are accessible or non-smoking.

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Travel to charming Greenwood

Enjoy the culture and other features of Greenwood. This city is romantic and relaxing, recognised for its local tours, seaside and island views. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Greenwood

Are you searching for top things to see and do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Greenwood has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Cinnamon Hill Golf Course (4.7 mi / 7.5 km)
  • Half Moon Golf Course (6.3 mi / 10.1 km)
  • White Witch Golf Club (5.1 mi / 8.3 km)
  • Three Palms Ocean Course (6.3 mi / 10.1 km)
  • Rocklands Bird Sanctuary (14.2 mi / 22.9 km)

Exploring the natural landscape of Greenwood

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Greenwood is a great place to get outside. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Martha Brae River (6.2 mi / 10 km)
  • Luminous Lagoon (7.6 mi / 12.3 km)
  • Dead End Beach (12 mi / 19.3 km)
  • Montego Bay Marine Park (12.3 mi / 19.8 km)
  • Doctor's Cave Beach (12.3 mi / 19.9 km)
  • Blue Waters Beach Club (8.4 mi / 13.5 km)

How to get to and around Greenwood

Fly into Montego Bay (MBJ-Sir Donald Sangster Intl.), the closest airport, located 11.5 mi (18.5 km) from the city centre.

Frequently asked questions

What is the best area to stay in Greenwood when booking a holiday rental?
When considering a holiday rental in Greenwood, Saint James, Jamaica, one of the most appealing areas to stay is near the vibrant coastal stretch, which offers stunning views and easy access to the beach. This neighbourhood boasts a variety of properties, ranging from luxurious villas to more modest accommodations, suiting different tastes and budgets.

Staying in this area provides the great opportunity to explore top attractions such as the renowned Rose Hall Great House, an enchanting historical estate that offers guided tours delving into its fascinating past, including tales of the infamous Annie Palmer. Additionally, the nearby world-famous beaches, such as Doctor's Cave Beach, are great for soaking up the sun or enjoying a refreshing swim in the crystal-clear waters.

The Greenwood area also offers a lovely blend of local culture and cuisine, with numerous dining options available nearby where you can sample authentic Jamaican dishes.
What are the top attractions in Greenwood?
In Greenwood, Saint James, visitors can experience firsthand a blend of culture, nature, and relaxation. One of the standout attractions is the historic Greenwood Great House, a beautifully preserved plantation home that offers guided tours showcasing its rich history and stunning views of the surrounding landscape.

Nearby, the tranquil Doctor's Cave Beach is a must-visit, renowned for its crystal-clear waters and soft white sand, superb for sunbathing and swimming. The area around Montego Bay, just a short drive away, features vibrant markets and local eateries where you can savour authentic Jamaican cuisine.

For those interested in outdoor activities, the surrounding hills offer opportunities for hiking and exploring the lush tropical scenery.
Are all fees included in the Greenwood holiday homes prices shown on Stayz?
Stayz 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.
Are there any Greenwood holiday homes with parking?
Stayz offers a wide selection of holiday homes in Greenwood 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 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.
Are there any discounts for Greenwood holiday homes?
You can find great discounts on holiday homes in Greenwood on Stayz, 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.
Can I change or cancel my Greenwood holiday home booking on Stayz?
To find Greenwood holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Greenwood?
A long-stay holiday home in Greenwood 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Greenwood holiday home?
Book your Greenwood holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Greenwood?
Prices for holiday homes in Greenwood 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. Stayz offers something for every taste and budget, from affordable homes in Greenwood to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.