Jamaica holiday rentals

We found 1,134 holiday rentals — enter your dates for availability

Discover a selection of 39 homes, 10 cabins and other holiday rentals in Jamaica that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the amenities that you need and want for your stay, such as Wi-Fi and cable TV. Whatever you're looking for, you're sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Jamaica

Showing deals for:4 Sept - 11 Sept

Image gallery for Chalet /Stratton Mountain VT /5 minutes from base/Tesla Charger/5 bedrooms

Exterior
10 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)

Chalet /Stratton Mountain VT /5 minutes from base/Tesla Charger/5 bedrooms

Winhall

11% off
Price is S$6,222
for 7 nights, 1 chalet
S$889 per night
includes taxes & fees
Chalet /Stratton Mountain VT /5 minutes from base/Tesla Charger/5 bedrooms

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Adventurous Jamaica will entice you

The area's art galleries and monuments are just some of the reasons to come on holiday to Jamaica. This city's sledging, horse riding and mountain views draw many visitors. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Jamaica

Do you want to discover attractions to see in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Jamaica a fun place to get away to. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Jamaica State Park (3.6 mi / 5.7 km)
  • Stratton Mountain Resort (6.6 mi / 10.6 km)
  • Magic Mountain Ski Resort (6.6 mi / 10.7 km)
  • Viking Nordic Center (8.7 mi / 14 km)
  • Bromley Mountain Ski Resort (11.6 mi / 18.6 km)
  • Mount Snow (12 mi / 19.4 km)

Exploring the natural features in Jamaica

Whether you're an active traveller or just want to spend some time taking in the scenery, Jamaica is a great place to spend some time outside. These are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Lowell Lake State Park (8.5 mi / 13.7 km)
  • Lye Brook Falls (13.3 mi / 21.5 km)
  • Battenkill River (14.6 mi / 23.4 km)
  • Lake Raponda (15.7 mi / 25.3 km)
  • Equinox Preservation Trust (16.2 mi / 26.1 km)
  • Emerald Lake State Park (16.9 mi / 27.2 km)

Travelling to and around Jamaica

The nearest airport is in Springfield, VT (VSF-Hartness State), located 21.1 mi (34 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 30.7 mi (49.4 km) away.

Frequently asked questions

What is the best area to stay in Jamaica when booking a holiday rental?
Rawsonville is among the most in-demand locations for a holiday property in Jamaica. Spend your stay here and enjoy the relaxation and convenience that comes with having a place all to yourselves.
What is the most popular type of holiday rental accommodation in Jamaica?
According to our research, houses are considered the most popular property type in Jamaica. But of course, everyone's idea of an epic trip isn't the same. Vrbo has holiday homes of all sizes, shapes and budgets, so you're sure to discover the perfect match.
How much does it cost to rent a holiday rental in Jamaica?
The average price for a holiday rental in Jamaica is based on several factors, including length of stay, season and property type. Whether you'd like a sprawling villa with a pool or a cosy condo for just you and your sweetheart, just add your travel dates to view stays with unbeatable value.
How much does it cost to rent a beach house in Jamaica?
When you travel and the size and style of the property will determine the cost of your beachside holiday rental. Click on your Jamaica travel dates to see all your options on Vrbo. Can't live without a hot tub? Use our filters to pick the amenities and features you want.
Are there pet-friendly holiday rentals in Jamaica?
Yes, there are. You can choose from 47 holiday rentals that cater to pets in Jamaica. Some of our pet-friendly holiday rentals even have a garden for your furry friend to play around in, special dog beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find your pawfect pad on Vrbo.
Can I rent a house with a pool in Jamaica?
Pack your swimsuit and swim ring, because there are six houses with a private pool in Jamaica. Book one of these popular holiday homes and enjoy a pool day every day. Simply enter your dates into Vrbo, then use the "pool" filter to find the perfect place to make a splash!
What are popular rental amenities in Jamaica?
The most popular rental amenities people prefer in Jamaica include a garden, a nearby waterfront and a barbecue grill. Whether you're going on holiday with family, friends or even pets, Vrbo holiday homes include the best amenities for fun and relaxation with the people you love.
Are there large group holiday rentals in Jamaica?
Jamaica has 22 holiday rentals that can accommodate 10 or more guests. These properties come with the space you need to enjoy good times with family and friends.
Are there holiday rentals in Jamaica that welcome kids?
With 47 family-friendly holiday homes to select from in Jamaica, now is an awesome time to introduce the kids to the pleasures of travel. Simply check our "Properties good for families" filter to locate stays that come with amenities ideal for families on the move, like full kitchens, backyards, entertainment areas and hot tubs.
What are the top attractions for families in Jamaica?
Keep your kids entertained at these top family-friendly attractions in Jamaica:

  • Jamaica State Park
  • Lowell Lake State Park
  • Townshend State Park

Are there one-bedroom holiday rentals in Jamaica?
Take your pick from two one-bedroom rentals in Jamaica. Whether you're searching for an apartment or an upmarket condo, Vrbo's one-bedroom properties are ideal if you don't require a huge amount of space. One of the major perks of having your own place? You'll never have to share your trip with strangers.
Can I find two-bedroom holiday rentals in Jamaica?
Choose from six two-bedroom homes in Jamaica. Give the kids the second room or fill it with a couple of your besties. There's enough space for whoever's fortunate enough to come along for the ride.
Are there holiday rentals with WiFi in Jamaica?
Whether you'd like to keep up with the latest headlines, write a few emails or post a pic to social media, there are 20 holiday homes with WiFi in Jamaica. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How can I find holiday rentals with air conditioning in Jamaica?
Pick your dates and then use the filters to look for holiday rentals with ac in Jamaica on Vrbo. With 16 air-conditioned properties available, you can look forward to a comfortable and cool stay.
How old do you have to be to rent a holiday rental in Jamaica?
You'll need to check with the Jamaica holiday home you want on Vrbo as the minimum age varies. However, it's normally 16, 18 or 21.
How long can I rent a holiday rental in Jamaica for?
It really depends on the Jamaica property. To browse a list of options offering extended stays, simply enter your travel dates and number of people into Vrbo. You can enjoy having the place to yourself, along with home comforts like air conditioning, a fully-equipped kitchen and an outdoor space to play in. Keep your eyes open for long-term stays that offer weekly or monthly discounts.

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