Title: Jamaica Vacation Rentals : Short-Term Rentals for 2026 | Expedia.ca [Hotels in Jamaica](https://expedia.ca/Jamaica-Hotels.d184052.Travel-Guide-Hotels)[Flights to Jamaica](https://expedia.ca/Cheap-Flights-To-Jamaica.d184052.Travel-Guide-Flights)[Jamaica Car Rentals](https://expedia.ca/Car-Rentals-In-Jamaica.d184052.Car-Rental-Guide)[Jamaica Vacation Packages](https://expedia.ca/Jamaica.d184052.Destination-Travel-Guides) ![A beautiful 3 mile hike to the Hamilton Falls in Jamaica State Park is well worth the trip. Such a peaceful experience and great camping in the campground. Other hiking options close by also.](https://images.trvl-media.com/place/184052/a9d43e68-1d35-41d3-a4a7-a123a49af175.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Darrell Bumbala # Jamaica Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Jamaica vacation rentals ![Outdoor spa tub](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/4994716e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Balcony](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/c46d6757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/a16eeef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/b907a89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Stratton [](https://www.expedia.ca/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information) 8.6/10 Excellent (77) "Nice, clean room in prime location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristin CA $542 CA $674 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/107000000/106260000/106252200/106252146/92b7e91d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/107000000/106260000/106252200/106252146/8836b8a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/107000000/106260000/106252200/106252146/b4d4328f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/107000000/106260000/106252200/106252146/6c1d3afc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Wilmington [](https://www.expedia.ca/Wilmington-Hotels-Wilmington-Retreat-Near-Trails.h106252146.Hotel-Information) 10/10 Exceptional (2) "Great location and awesome house. Owners were easy to communicate with. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $438 CA $1,015 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Wilmington-Hotels-Wilmington-Retreat-Near-Trails.h106252146.Hotel-Information) ![House, 4 Bedrooms | View from property](https://images.trvl-media.com/lodging/108000000/107450000/107440200/107440119/0ea6dc03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 4 Bedrooms | Exterior](https://images.trvl-media.com/lodging/108000000/107450000/107440200/107440119/e18f03fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 4 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/108000000/107450000/107440200/107440119/7a5037c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 4 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/108000000/107450000/107440200/107440119/bb9d574f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Arlington [](https://www.expedia.ca/Arlington-Hotels-Bear-Pass-Mountain-View-4-Bedroom-Home.h107440119.Hotel-Information) 8.0/10 Very good (1) "Cozy cottage. Very clean and everything you need is there. Nice kitchen and fireplace. Lots of room and 3 bathrooms as well. Reasonably close to the ski mountains. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Manish CA $352 CA $952 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Arlington-Hotels-Bear-Pass-Mountain-View-4-Bedroom-Home.h107440119.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/113000000/112470000/112464400/112464327/7d851c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/113000000/112470000/112464400/112464327/5e7819b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/113000000/112470000/112464400/112464327/9653898f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/113000000/112470000/112464400/112464327/c660e5c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Bondville [](https://www.expedia.ca/Bondville-Hotels-Stratton-Mountain-Views-Classic-Cabin-In-Winhall.h112464327.Hotel-Information) CA $1,097 CA $1,787 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Bondville-Hotels-Stratton-Mountain-Views-Classic-Cabin-In-Winhall.h112464327.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-04&endDate=2026-01-05®ionId=184052&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FJamaica-Vacation-Rentals.d184052.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FJamaica-Vacation-Rentals.d184052.Travel-Guide-VacationRentals) ## Top Jamaica Hotel Reviews ![Kimpton Taconic Hotel by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/72cb9377_y.jpg) ### Kimpton Taconic Hotel by IHG 10/10 Excellent "Comfort and cleanliness. Nice fireplace with comfortable couches. Very nice staff. Pretty Christmas decorations." [](https://expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information) ![The Putney Inn](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/43775dcc_y.jpg) ### The Putney Inn 10/10 Excellent "Very quit, clea, and comfortable. " [](https://expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information) ![Comfort Inn & Suites Brattleboro I-91](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg) ### Comfort Inn & Suites Brattleboro I-91 10/10 Excellent "I arrived far before published check-in time and only had to wait a reasonable amount of time to get into my room. Desk clerks were efficient and friendly. Clean, comfortable room. " [](https://expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information) ![Valley Craft Ales](https://images.trvl-media.com/lodging/90000000/89220000/89214100/89214004/c9afe648_y.jpg) ### Valley Craft Ales 10/10 Excellent "Nice" [](https://expedia.ca/Wilmington-Hotels-Valley-Craft-Ales.h89214004.Hotel-Information) ![Aspen At Manchester](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/6f88107a_y.jpg) ### Aspen At Manchester 10/10 Excellent "Our room was large and very clean. Just a cozy feel " [](https://expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information) ![Hampton Inn and Suites Manchester](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg) ### Hampton Inn and Suites Manchester 10/10 Excellent "Room was spotless. Staff was friendly." [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![Best Western Springfield Hotel](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/f0e2c480_y.jpg) ### Best Western Springfield Hotel 10/10 Excellent "All very good. " [](https://expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) ![Chalet 239](https://images.trvl-media.com/lodging/102000000/101290000/101284000/101283909/c6beb381_y.jpg) ### Chalet 239 10/10 Excellent "Clean room, amenities were good too" [](https://expedia.ca/West-Dover-Hotels-Chalet-239.h101283909.Hotel-Information) ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Yea" [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ## Find out more about Jamaica You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do. ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Jamaica ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals ](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals ](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals ](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals ](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals ](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals ](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals ](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals ](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals ](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals ](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals ](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals ](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals ](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals ](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) - [Vacation Homes in Jamaica ](https://expedia.ca/Jamaica-Private-Vacation-Homes.d184052-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Condo Rentals in Jamaica ](https://expedia.ca/Jamaica-Condos.d184052-aaCondos.Travel-Guide-Accommodation) - [Apartments in Jamaica ](https://expedia.ca/Jamaica-Apartments.d184052-aaApartments.Travel-Guide-Accommodation) - [Cottages in Jamaica ](https://expedia.ca/Jamaica-Cottages.d184052-aaCottages.Travel-Guide-Accommodation) - [Cabin Rentals in Jamaica ](https://expedia.ca/Jamaica-Cabins.d184052-aaCabins.Travel-Guide-Accommodation) - [Chalets in Jamaica ](https://expedia.ca/Jamaica-Chalets.d184052-aaChalets.Travel-Guide-Accommodation) - [B&B in Jamaica ](https://expedia.ca/Jamaica-Bed-And-Breakfast.d184052-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Resorts in Jamaica ](https://expedia.ca/Jamaica-Resort-Hotels.d184052-aaResortHotels.Travel-Guide-Accommodation) - [Motels in Jamaica ](https://expedia.ca/Jamaica-Motels.d184052-aaMotels.Travel-Guide-Accommodation) - [Farmstay in Jamaica ](https://expedia.ca/Jamaica-Agritourism.d184052-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Jamaica ](https://expedia.ca/Jamaica-Apart-Hotels.d184052-aaApartHotels.Travel-Guide-Accommodation) - [Lodges in Jamaica ](https://expedia.ca/Jamaica-Lodges.d184052-aaLodges.Travel-Guide-Accommodation) - [Guest Houses in Jamaica ](https://expedia.ca/Jamaica-Guest-Houses.d184052-aaGuestHouses.Travel-Guide-Accommodation) - [Villas in Jamaica ](https://expedia.ca/Jamaica-Villas.d184052-aaVillas.Travel-Guide-Accommodation) - [Inns in Jamaica ](https://expedia.ca/Jamaica-Inns.d184052-aaInns.Travel-Guide-Accommodation) - [RV Parks in Jamaica ](https://expedia.ca/Jamaica-RV-Parks.d184052-aaRVParks.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find vacation rentals in Jamaica? 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