Jamaica Holiday Rentals

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Holiday Rentals in Jamaica

Timberpine Lodge - Escape to the Country
10.0 out of 10, Exceptional, 14 reviews
"Beautiful home in a country setting with lots of charm and room for our whole family! Would recommend the place to any family gathering. Clean and has everything you needed."
Timberpine Lodge - Escape to the Country
Raccoon River Retreat: Indoor Pool & Outdoor Fun!
10.0 out of 10, Exceptional, 20 reviews
"Just lost my wife to cancer and the family decided on a nice getaway. Mother in law ended up finding this place and I’m glad she did. The hospitality was amazing and the kids had a blast at the property especially the indoor pool. Everything we needed for a nice getaway was there and more as the property owner was always in contact and making sure we had what we needed at all times."
Raccoon River Retreat: Indoor Pool & Outdoor Fun!
Beautiful place to stay, short walk to our downtown filled with places to visit.
Beautiful place to stay, short walk to our downtown filled with places to visit.
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Whiterock Conservancy
3.0 star property
8.4 out of 10, Very good, 9 reviews
"We love staying at the Garst House whenever we’re in town to visit family. We love the interesting history of the place, and all the old furnishing. Everything is old, and yet, spotlessly clean. It’s like staying at Grandma’s house."
The price is NZ$179
includes taxes & fees
23 Jun - 24 Jun
Whiterock Conservancy
Rustic cottage in river valley with access to hiking and mountain biking trails
10.0 out of 10, Exceptional, 60 reviews
"My husband and two dogs had wonderful time!! Very clean, beautiful location, access to trails practically out your back door!! Star gazing so awesome with no light pollution! Hosts are welcoming, wonderful! So quiet!!"
Rustic cottage in river valley with access to hiking and mountain biking trails
Sleeps 6. Pets welcome. Wi-Fi. 3 bedroom house
6.0 out of 10, 1 review
"Great location the only issue was the house smelled when we entered so we had to purchase air fresheners."
The price is NZ$402
includes taxes & fees
13 Jun - 14 Jun
Sleeps 6. Pets welcome. Wi-Fi. 3 bedroom house
Spacious Family Friendly Cabin on the Water with Bunkhouse- Sleeps 12
Spacious Family Friendly Cabin on the Water with Bunkhouse- Sleeps 12
Historic Home in the Heart of Perry
10.0 out of 10, Exceptional, 20 reviews
"We have stayed at Grandma Helen’s for three years the night before running Iowa Market to Market and we love it! We look forward to our stay at the historic house as much as the race"
The price is NZ$773
includes taxes & fees
6 Jun - 7 Jun
Historic Home in the Heart of Perry
Whiterock Conservancy - Log House
8.0 out of 10, Very good, 1 review
"For the most part, we enjoyed our stay. There were cleanliness issues that I feel were unacceptable. Adter multiole attempts to contact the manager, I had to finally contact VRBO to contact them for me."
Whiterock Conservancy - Log House
Lake Panorama Studio
9.8 out of 10, Exceptional, 13 reviews
"Love stay, clean, comfortable and had everything we needed."
Lake Panorama Studio
Scenic treetop views at Lake Panorama
9.8 out of 10, Exceptional, 6 reviews
"Great property"
Scenic treetop views at Lake Panorama
Privacy, Seclusion, Nature.
Privacy, Seclusion, Nature.
The place to stay when visiting Greene County!
10.0 out of 10, Exceptional, 32 reviews
"Nice clean place with plenty of room"
The place to stay when visiting Greene County!
On the Lake! 4 bed/4 bath Sleeps 14 home w/ beach
On the Lake! 4 bed/4 bath Sleeps 14 home w/ beach
2 Bedroom Apartment next to High Trestle Trail
2 Bedroom Apartment next to High Trestle Trail
Raccoon River Retreat: Indoor Pool & Outdoor Fun!
3.0 star property
Raccoon River Retreat: Indoor Pool & Outdoor Fun!
The WiCK in Adel Spacious 1200 sf is all yours
The WiCK in Adel Spacious 1200 sf is all yours
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See all available properties in Jamaica
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Jamaica you may be interested in

Cobblestone Hotel & Suites - Jefferson
3.0 star property
9.0 out of 10, Wonderful, 275 reviews
"Better than expected. Staff and room were great. Don’t expect to eat at the in house restaurant, smelled like stale smoke and took forever. Overall we would stay again. "
The price is NZ$235
includes taxes & fees
9 Jun - 10 Jun
Cobblestone Hotel & Suites - Jefferson
Super 8 by Wyndham Jefferson
2.5 star property
7.4 out of 10, Good, 168 reviews
"The property was sufficient and priced cheap. "
The price is NZ$153
includes taxes & fees
16 Jun - 17 Jun
Super 8 by Wyndham Jefferson
Raccoon River Retreat: Indoor Pool & Outdoor Fun!
10.0 out of 10, Exceptional, 20 reviews
"Just lost my wife to cancer and the family decided on a nice getaway. Mother in law ended up finding this place and I’m glad she did. The hospitality was amazing and the kids had a blast at the property especially the indoor pool. Everything we needed for a nice getaway was there and more as the property owner was always in contact and making sure we had what we needed at all times."
Raccoon River Retreat: Indoor Pool & Outdoor Fun!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Jamaica holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Jamaica. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Jamaica. Seeing all the best attractions is bound to make you fall in love with Jamaica. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Jamaica short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Jamaica?

Yes, there are holiday rentals close to the most popular sights in Jamaica, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Jamaica has to offer?

Timberpine Lodge - Escape to the Country: This holiday home rental outside of Jamaica is located on a river, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as an arcade/games room.

What’s there to see and do in Jamaica?

While you're exploring the area, Springbrook State Park and Lake Panorama are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Raccoon River Valley Trail and Mahanay Memorial Carillon Tower.

What’s a holiday rental in Jamaica like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Jamaica. Holiday rentals offer amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a family trip or a small group gathering.

Recent reviews of Jamaica properties
Expedia verified reviews