Jamaica vacation rentals

We found 1,137 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 33 homes, 10 cabins, and other vacation rentals in Jamaica that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation homes have the best amenities for hanging out with the people that matter most, which might include WiFi and a fireplace. No matter what you're looking for, you'll find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

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Adventurous Jamaica will entice you

The area's art galleries and monuments are just a few of the reasons to vacation in Jamaica. This city's sledding, horseback riding and mountain views draw many visitors. Stratton Mountain Resort and Mount Snow are just a couple of the must-sees in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Jamaica

Are you hoping to discover things to do while you're in town? Venture out of your cozy vacation rental and check out everything that makes Jamaica a one-of-a-kind vacation spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Stratton Mountain Resort (6.6 mi / 10.6 km)
  • Mount Snow (12 mi / 19.4 km)
  • Jamaica State Park (3.6 mi / 5.7 km)
  • Magic Mountain Ski Resort (6.6 mi / 10.7 km)
  • Bromley Mountain Ski Resort (11.6 mi / 18.6 km)
  • Mount Snow Golf Course (12.1 mi / 19.5 km)

Exploring the natural features in Jamaica

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Jamaica is a great place to get out in nature. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Jamaica State Park (3.6 mi / 5.7 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)
  • Mount Equinox (16.9 mi / 27.3 km)

Traveling to and around Jamaica

The nearest airport is in Springfield, VT (VSF-Hartness State), located 21.1 mi (34 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into 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 vacation rental?

Rawsonville is among the most in-demand locations for a vacation 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 vacation 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 vacation homes of all sizes, shapes and budgets, so you're sure to discover the perfect match.

How much does it cost to rent a vacation rental in Jamaica?

The average price for a vacation 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 cozy 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 vacation 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 vacation rentals in Jamaica?

Yes, there are. You can choose from 47 vacation rentals that cater to pets in Jamaica. Some of our pet-friendly vacation 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 vacation 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 vacation with family, friends or even pets, Vrbo vacation homes include the best amenities for fun and relaxation with the people you love.

Are there large group vacation rentals in Jamaica?

Jamaica has 22 vacation 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 vacation rentals in Jamaica that welcome kids?

With 47 family-friendly vacation 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 vacation 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 vacation 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.

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