Greenwood holiday lettings

We found 541 holiday rentals — enter your dates for availability

Discover a selection of 5 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.

Holiday rentals with weekly discounts - Greenwood

Showing deals for:7 Nov - 14 Nov
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Why visit Greenwood

  • Historic Attractions: Explore the rich heritage of Greenwood, including the esteemed Greenwood Great House, showcasing Jamaica's colonial history.
  • Beautiful Beaches: Relax on stunning beaches nearby, offering the quintessential Caribbean experience with crystal-clear waters.
  • Cultural Experiences: Immerse yourself in the vibrant local culture, enjoying traditional Jamaican music, food, and art.
  • Outdoor Adventures: Engage in various outdoor activities, from hiking to water sports, set against lush landscapes.
  • Diverse Accommodation: Choose from a delightful selection of villas and holiday rentals, catering to all preferences and budgets.

Popular types of accommodation in Greenwood

If you're pondering the ideal accommodation for your getaway in Greenwood, look no further. Our platform offers a delightful selection of villas, private holiday homes, and apartments. Whether you're seeking a spacious bedroom apartment or a charming rental house, our Greenwood holiday rentals cater to all preferences. Discover the perfect base for your adventures in this picturesque locale with our collection of remarkable properties, including the esteemed Greenwood Great House.

  • Villas: The most sought-after accommodation in Greenwood, offering spacious luxury and stunning surroundings for an unforgettable stay.
  • Houses: A popular choice for families and groups, providing a homely atmosphere and privacy during your holiday.
  • Apartments: Ideal for those seeking convenience and comfort, with easy access to local attractions.
  • Condos: A great option for a blend of amenities and community living, perfect for a relaxing getaway.
  • Cottages: Quaint and charming, these provide a cosy retreat amidst Jamaica's beautiful landscape.**

Top attractions near Greenwood

Greenwood in Montego Bay offers a delightful blend of business and family-friendly activities, making it an ideal destination for varied travellers. Explore historic sites, relax on stunning beaches, or attend events at local conference venues. The area caters to those seeking cultural experiences and outdoor adventures, ensuring a memorable visit filled with rich Jamaican heritage and beautiful surroundings.

  • Rose Hall Great House: A historic plantation house steeped in legend, offering guided tours that reveal its fascinating past and the notorious White Witch story, set against lush tropical surroundings.
  • Montego Bay Convention Centre: A modern venue perfect for conferences and events, showcasing cutting-edge facilities and a vibrant atmosphere, making it ideal for business gatherings and exhibitions.
  • Luminous Lagoon: A breathtaking natural wonder where the waters glow at night due to bioluminescence, providing a magical experience for night-time boat tours amidst stunning scenery.

Things to do recommended for couples

For a romantic getaway in Greenwood, Montego Bay, enjoy a sunset stroll along the beach, indulge in a candlelit dinner at a beachfront restaurant, or explore the lush gardens of the Greenwood Great House. These experiences will create unforgettable memories together.

Things to do recommended for families

Families can explore the fascinating Greenwood Great House, a historic plantation offering guided tours, or enjoy a day at the nearby Doctor's Cave Beach, renowned for its clear waters and soft sands, perfect for swimming and relaxation.

Things to do recommended for groups

Experience the thrill of golfing at the Cinnamon Hill Golf Course, only 3.1km from Greenwood. For a bit of shopping, visit Blue Diamond Shopping Centre, 5.6km away, or explore local crafts at the Fort Montego Craft Market, located 7.5km from your base.

What do I need to keep in mind when booking a vacation in 'Greenwood

If you’re travelling with a group, family, or pets, or if you're considering longer stays, be sure to prioritise your search accordingly. Here are some helpful booking tips for using Vrbo.

  • Traveling to Greenwood with a group: Think about how many bedrooms you'll require, as well as amenities like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Greenwood with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Greenwood: For many families, a holiday isn’t truly complete without their beloved pet by their side. If you can relate, explore Vrbo properties that are pet-friendly. Most of these accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Greenwood: If you're in search of holiday rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodation. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Greenwood

Greenwood, nestled in the stunning Saint James parish, offers a delightful blend of relaxation and adventure for all types of travellers. From family-friendly excursions to romantic getaways, you can explore the vibrant local culture and lush landscapes. Nearby, Montego Bay beckons with its lively atmosphere, exquisite dining, and beautiful beaches, ensuring an unforgettable Jamaican holiday. Whether you're seeking a budget-friendly escape or a luxurious retreat, Greenwood is the perfect base for your tropical adventure.

  • Falmouth: Falmouth is a charming town located 3.7km from Greenwood, renowned for its outdoor and beach experiences. Visitors flock to Falmouth for its stunning coastline and family-friendly atmosphere. The area boasts a variety of activities, including golfing at local courses and enjoying the amenities of various resorts and private clubs. Notable attractions nearby include picturesque beaches, serene parks, and breathtaking waterfalls, making it a perfect spot for relaxation and exploration.
  • Northern Estates: Just 1.2km from Greenwood, Northern Estates is a delightful neighbourhood that offers a blend of outdoor pursuits, beach fun, and cultural experiences. This area is particularly appealing to golf enthusiasts, with several top-notch golf courses and resorts in close proximity. Visitors can immerse themselves in the local culture by exploring historic sites and attending events at the conference venue. The beautiful beaches and rich heritage sites in the vicinity provide ample opportunities for discovery and enjoyment.
  • Spot Valley Housing Scheme: Located 1.9km away from Greenwood, Spot Valley Housing Scheme is a vibrant neighbourhood that caters to families and culture seekers alike. This area is perfect for outdoor activities, with golf courses and shopping centres nearby. Visitors can explore historical sites, including charming historic houses and local churches, which add a unique flavour to the area. Spot Valley offers a warm community vibe, making it an excellent stop for those looking to experience the local culture.

Best time to go to Greenwood

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January77.2°F (25.1°C)Light RainMostly SunnyAverageAverage
February77.2°F (25.1°C)No Rain (Dry)Mostly SunnyAverageAverage
March77.4°F (25.2°C)Light RainMostly SunnyModerately HighAverage
April79.2°F (26.2°C)Light RainMostly SunnyAverageAverage
May80.4°F (26.9°C)Moderate RainMostly SunnyAverageAverage
June81.7°F (27.6°C)Light RainMostly SunnyAverageSlightly High
July82.4°F (28.0°C)Light RainMostly SunnyModerately HighAverage
August82.6°F (28.1°C)Light RainMostly SunnyAverageSlightly Low
September82.4°F (28.0°C)Moderate RainMostly SunnyModerately LowSlightly Low
October81.5°F (27.5°C)Moderate RainMostly SunnyModerately LowSlightly Low
November79.7°F (26.5°C)Light RainMostly SunnyModerately LowSlightly High
December78.4°F (25.8°C)Light RainMostly SunnyModerately HighSlightly High

Booking with Vrbo is simple

Are you hoping to save some money on your upcoming holiday? It’s worth considering flexibility with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a user-friendly area where you can plan new journeys, keep track of your arrangements, or review and organise your bookings. The properties you've saved or reserved are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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:

  • Half Moon Golf Course (6.3 mi / 10.1 km)
  • Cinnamon Hill Golf Course (4.7 mi / 7.5 km)
  • White Witch of Rose Hall Golf Course (5.2 mi / 8.3 km)
  • Three Palms Ocean Course (6.3 mi / 10.1 km)
  • SuperClubs Ironshore Golf and Country Club (8.4 mi / 13.6 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)
  • Sunset Beach Resort Au Natural Beach (13.5 mi / 21.8 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

How much does it cost to rent a holiday rental in Greenwood?
Length of stay, season and property type are some factors that can influence the price of a holiday home. Simply click on your travel dates to find the ultimate escape. From quaint country cottages to sprawling luxury villas, all Vrbo holiday rentals offer terrific value.
How much does it cost to rent a beach house in Greenwood?
Prices for beach houses in Greenwood will vary depending on the size and style of the property and when you plan to travel. Simply enter your dates of travel into Vrbo and how many guests to view your options and prices. From there you can use our filters to tailor your search results by ratings, amenities and more.
What are the top attractions for families in Greenwood?
You'll find lots of wonderful things to see and do with the family in Greenwood, including:

  • Half Moon Bay Equestrian Centre
  • Rose Hall Great House
  • Blue Diamond Shopping Centre

How old do you have to be to rent a holiday rental in Greenwood?
You should check with the Greenwood holiday rental you're considering on Vrbo as age restrictions vary. However, typically it's 16, 18 or 21.
How long can I rent a holiday rental in Greenwood for?
The amount of time you can rent a Greenwood holiday home for is up to the property. Simply put in your dates of travel to see available options that offer long-term stays. They come with the things you need to make your extended trip more comfortable and enjoyable, such as kitchens and laundries. Some holiday rentals may also offer weekly or monthly discounted prices, so you can stick around for longer for less.

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