Title: Jamaica Vacation Home Rentals from CA $404: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Jamaica](https://expedia.ca/Jamaica-Hotels.d184052.Travel-Guide-Hotels)[Vacation Rentals in Jamaica](https://expedia.ca/Jamaica-Vacation-Rentals.d184052.Travel-Guide-VacationRentals)[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) ![HGY9XC View of the Ball Mountain Reservoir from the top of the Ball Mountain Dam on the West River in Jamaica Vermont USA](https://images.trvl-media.com/place/184052/aaff0c92-5112-4914-98bd-67915c0912e0.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 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 Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2026-02-27&endDate=2026-03-01&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 homes ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72290000/72281200/72281108/775424f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/73000000/72290000/72281200/72281108/f3a0ed0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/73000000/72290000/72281200/72281108/ea3b874b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72290000/72281200/72281108/9a4f5d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Jamaica [](https://www.expedia.ca/Jamaica-Hotels-This-House-Is-A-4-Bedroom.h72281108.Hotel-Information) 9.0/10 Wonderful (6) "Great location. House was recently updated but has some older charm in parts. Fun and cozy. Hot tub was great the first day but smell seemed off the next day. Perhaps more chlorine was needed. Great time , great trip. Pet friendly is a bonus and the house looks never used so the cleaning crew is doing great work. Will rent again next year perhaps !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael C. CA $533 CA $1,088 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Jamaica-Hotels-This-House-Is-A-4-Bedroom.h72281108.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19890000/19887200/19887179/a4ec6964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/20000000/19890000/19887200/19887179/3315ad26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19890000/19887200/19887179/a6104222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19890000/19887200/19887179/48ea3a3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Putney [](https://www.expedia.ca/Putney-Hotels-Pet-And-Family-Friendly-Hilltop-House-In-Putney-Vermont.h19887179.Hotel-Information) 9.4/10 Exceptional (58) "The property was beautiful--great views, super peaceful, and fabulous hosts. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Louis T. CA $216 CA $404 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Putney-Hotels-Pet-And-Family-Friendly-Hilltop-House-In-Putney-Vermont.h19887179.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120660000/120654400/120654306/70031fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120660000/120654400/120654306/87d09f59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/121000000/120660000/120654400/120654306/897252fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, cookware/dishes/utensils, spices](https://images.trvl-media.com/lodging/121000000/120660000/120654400/120654306/3b04fd47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Sandgate [](https://www.expedia.ca/Arlington-Hotels-Mountain-Dream-Escape.h120654306.Hotel-Information) 10/10 Exceptional (1) "Beautiful location and home! The apartment was beautifully decorated and so cozy. The hot tub was a great place for stargazing! It was wonderful for our anniversary weekend but would also be great for a longer stay.Great communication with hosts and they were super helpful when we had a minor issue with check in." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Morgan C. CA $226 CA $704 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Arlington-Hotels-Mountain-Dream-Escape.h120654306.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101480000/101473400/101473310/9fc41d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101480000/101473400/101473310/7b016615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101480000/101473400/101473310/dffaa55c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101480000/101473400/101473310/578d98e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Chester Depot [](https://www.expedia.ca/Chester-Hotels-Charming-Chester-Farmhouse-Peaceful-And-Close-To-Everything.h101473310.Hotel-Information) 9.6/10 Exceptional (17) "This was my second time staying at this property. Everything was great just like last year. I highly recommend it if you are staying in Chester, VT. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori N. CA $190 CA $458 total includes taxes & fees Jan 20 - Jan 21, 2026 [](https://www.expedia.ca/Chester-Hotels-Charming-Chester-Farmhouse-Peaceful-And-Close-To-Everything.h101473310.Hotel-Information) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106680000/106675000/106674947/7571a0ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106680000/106675000/106674947/9489c106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106680000/106675000/106674947/29b5b165.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/107000000/106680000/106675000/106674947/ee72a250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Londonderry [](https://www.expedia.ca/Londonderry-Hotels-Enjoy-This-Authentic-And-Cozy-VT-Barn-With-Brand-New-Hot-Tub.h106674947.Hotel-Information) 8.0/10 Very good (1) "I was "sold" & excited when I saw the pictures online bc the barn looked really neat. Although the barn was a neat concept, the pictures ARE NOT accurate, it is not as updated as pictured & it was VERY DISAPPOINTING. I now understand the non-refundable policy bc what you see online is definitely NOT what you walked into when you opened the door & they don't want to have to give people their back. Although we had fun, the accommodations were VERY misleading & disappointing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine M. CA $347 CA $678 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Londonderry-Hotels-Enjoy-This-Authentic-And-Cozy-VT-Barn-With-Brand-New-Hot-Tub.h106674947.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123950000/123942400/123942314/7384c305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/124000000/123950000/123942400/123942314/668fb777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/124000000/123950000/123942400/123942314/w1280h852x0y1-4909d996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/124000000/123950000/123942400/123942314/1d81a334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Dover [](https://www.expedia.ca/East-Dover-Hotels-Secluded-Vermont-Chalet-W-Sweeping-Mountain-Views.h123942314.Hotel-Information) CA $186 CA $699 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/East-Dover-Hotels-Secluded-Vermont-Chalet-W-Sweeping-Mountain-Views.h123942314.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33970000/33961400/33961365/662651ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33970000/33961400/33961365/20136c8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33970000/33961400/33961365/caa1f061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33970000/33961400/33961365/a2b4aecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Walpole [](https://www.expedia.ca/Keene-Hotels-Charming-Updated-Farmhouse-In-Historic-Picturesque-Walpole-NH-And-Sleeps-8.h33961365.Hotel-Information) 10/10 Exceptional (50) "We had a very lovely stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mary c. CA $384 CA $804 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Keene-Hotels-Charming-Updated-Farmhouse-In-Historic-Picturesque-Walpole-NH-And-Sleeps-8.h33961365.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/620d544b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/5f732777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/d295676b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/cc74d03c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Stratton [](https://www.expedia.ca/Stratton-Hotels-Stratton-Mountain-Condo-With-Shared-Pool.h44577227.Hotel-Information) 7.8/10 Good (52) "Location was great, pool, hot tubs and sauna were great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lin M. CA $238 CA $576 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/Stratton-Hotels-Stratton-Mountain-Condo-With-Shared-Pool.h44577227.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109090000/109080100/109080071/c88b308c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109090000/109080100/109080071/b7855b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109090000/109080100/109080071/ca1fa36f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/110000000/109090000/109080100/109080071/fdb02425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Winhall [](https://www.expedia.ca/Bondville-Hotels-Gorgeous-Views.h109080071.Hotel-Information) 9.6/10 Exceptional (14) "Beautiful, very comfortable and cozy house. We enjoyed staying here. Probably will come more." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) olena d. [](https://www.expedia.ca/Bondville-Hotels-Gorgeous-Views.h109080071.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107450000/107442100/107442045/da47d03a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107450000/107442100/107442045/72524433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/108000000/107450000/107442100/107442045/7ad5d53b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/108000000/107450000/107442100/107442045/b376ced0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Sunderland [](https://www.expedia.ca/Arlington-Hotels-NEW-LISTING-Bear-Pass-Mountain-View.h107442045.Hotel-Information) 9.6/10 Exceptional (5) "We loved our stay at Bear Pass! The kitchen was more than adequately stocked. The hous was great for our extended family and our 3 dogs" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Megan G. CA $344 CA $842 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Arlington-Hotels-NEW-LISTING-Bear-Pass-Mountain-View.h107442045.Hotel-Information) ![House, 4 Bedrooms | Exterior](https://images.trvl-media.com/lodging/108000000/107450000/107440200/107440119/76a5118e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 4 Bedrooms | Pool](https://images.trvl-media.com/lodging/108000000/107450000/107440200/107440119/f28aa52b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 4 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/108000000/107450000/107440200/107440119/36f3f404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 4 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/108000000/107450000/107440200/107440119/6d152cc2.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 $338 CA $929 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Arlington-Hotels-Bear-Pass-Mountain-View-4-Bedroom-Home.h107440119.Hotel-Information) ![Smart TV, fireplace, video games, offices](https://images.trvl-media.com/lodging/103000000/102820000/102812000/102811958/8aaaacd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, offices](https://images.trvl-media.com/lodging/103000000/102820000/102812000/102811958/0d65b608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102820000/102812000/102811958/fbd534d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102820000/102812000/102811958/307f6098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Wilmington [](https://www.expedia.ca/Wilmington-Hotels-Newly-Updated-Vermont-Getaway-For-All-Occasions.h102811958.Hotel-Information) 10/10 Exceptional (17) "Very pet friendly place! We enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kurt K. CA $410 CA $966 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/Wilmington-Hotels-Newly-Updated-Vermont-Getaway-For-All-Occasions.h102811958.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/2cf1934c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/dd7457ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/fe1abb51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/20e76b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Ludlow [](https://www.expedia.ca/Ludlow-Hotels-Short-Walk-To-Shops.h22865847.Hotel-Information) 9.8/10 Exceptional (104) "Had a wonderful stay. Clean,well kept and cozy." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edwin G. CA $360 CA $683 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Ludlow-Hotels-Short-Walk-To-Shops.h22865847.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94790000/94786100/94786075/02e05ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94790000/94786100/94786075/d87dec5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94790000/94786100/94786075/4f52e53a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94790000/94786100/94786075/91a11f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Stratton [](https://www.expedia.ca/Stratton-Hotels-Ski-In-Ski-Out-Condo-Pool-Access.h94786075.Hotel-Information) 9.2/10 Wonderful (5) "Great location with plenty of space for the whole family. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph S. CA $331 CA $837 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Stratton-Hotels-Ski-In-Ski-Out-Condo-Pool-Access.h94786075.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/63000000/62960000/62953900/62953803/94310558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/63000000/62960000/62953900/62953803/db211523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62960000/62953900/62953803/2cb10fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/63000000/62960000/62953900/62953803/b3486e4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Manchester Center [](https://www.expedia.ca/Manchester-Center-Hotels-6-Bed-7-Bath-VT-Retreat-Rent-A-Former-BB-Greybourne-House.h62953803.Hotel-Information) 10/10 Exceptional (51) "Had a great time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Neetesh B. CA $1,337 CA $2,873 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Manchester-Center-Hotels-6-Bed-7-Bath-VT-Retreat-Rent-A-Former-BB-Greybourne-House.h62953803.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107280000/107272100/107272080/91628d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107280000/107272100/107272080/3fd264e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107280000/107272100/107272080/7cf48072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/108000000/107280000/107272100/107272080/ac08988d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Wardsboro [](https://www.expedia.ca/West-Wardsboro-Hotels-Bearmont-A-New-Modern-Rustic-Cabin-Sleeps-12.h107272080.Hotel-Information) CA $2,405 CA $3,485 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/West-Wardsboro-Hotels-Bearmont-A-New-Modern-Rustic-Cabin-Sleeps-12.h107272080.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/110000000/109390000/109380700/109380657/f920340a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109390000/109380700/109380657/e3130fcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/110000000/109390000/109380700/109380657/34aefbbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/110000000/109390000/109380700/109380657/7d4fb8b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Dover [](https://www.expedia.ca/West-Dover-Hotels-Game-Rm.h109380657.Hotel-Information) 9.0/10 Wonderful (2) "Weekend stay.Clean, comfortable, well equipped. Was as advertised.I would stay there again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Noah K. CA $424 CA $942 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/West-Dover-Hotels-Game-Rm.h109380657.Hotel-Information) ![Smart TV, fireplace, table tennis](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/f5e61b15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/w1170h780x0y876-7b3da6bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/3902b9c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/ab4d2539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Dover [](https://www.expedia.ca/West-Dover-Hotels-Fantastic-Location-Mt-Snow-Ski-Off.h101085488.Hotel-Information) 10/10 Exceptional (5) "We enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $368 CA $824 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/West-Dover-Hotels-Fantastic-Location-Mt-Snow-Ski-Off.h101085488.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22770000/22769000/22768970/4976fbd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22770000/22769000/22768970/00e5e382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22770000/22769000/22768970/f486e040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/23000000/22770000/22769000/22768970/90bb4788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Ludlow [](https://www.expedia.ca/Ludlow-Hotels-Beautifully-Updated-Unique-Village-Home.h22768970.Hotel-Information) 9.8/10 Exceptional (84) "We had a great stay at this home for a long weekend skiing at Okemo. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa W. CA $360 CA $683 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Ludlow-Hotels-Beautifully-Updated-Unique-Village-Home.h22768970.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=2026-01-13&endDate=2026-01-14®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-Private-Vacation-Homes.d184052-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FJamaica-Private-Vacation-Homes.d184052-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Jamaica Hotel Reviews ![Latchis Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/9faca473_y.jpg) ### Latchis Hotel 10/10 Excellent "Always a great time here. A quaint step back in time. " [](https://expedia.ca/Brattleboro-Hotels-Latchis-Hotel.h1367207.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 "Very helpful staff, good folks." [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![Chalet 239](https://images.trvl-media.com/lodging/102000000/101290000/101284000/101283909/c6beb381_y.jpg) ### Chalet 239 10/10 Excellent "Easy check in, clean room, great breakfast" [](https://expedia.ca/West-Dover-Hotels-Chalet-239.h101283909.Hotel-Information) ![The Putney Inn](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/43775dcc_y.jpg) ### The Putney Inn 10/10 Excellent "Staff was courteous " [](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 "Spectular continental breakfast and really nice staff. Room was clean and beautiful. Amazing stay overall!" [](https://expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information) ![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 "10/10 Perfect Stay. So accommodating and kind staff. " [](https://expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.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 "Staff are exceptionally friendly and helpful " [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![The White House Inn](https://images.trvl-media.com/lodging/3000000/2940000/2937400/2937372/fe9c2db1_y.jpg) ### The White House Inn 10/10 Excellent "We stayed at the White House in two weekends in a row while our house was under construction. We loved that they had music until 9 and that the room was clean and the beds were comfortable. The staff made sure we had everything we needed. We would definitely recommend." [](https://expedia.ca/Wilmington-Hotels-White-House-Inn.h2937372.Hotel-Information) ![The Covered Bridge Inn](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/214f3dc0_y.jpg) ### The Covered Bridge Inn 10/10 Excellent "Front Desk boy was super cute, but no breakfast served. Very quiet for being such a busy street. " [](https://expedia.ca/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.Hotel-Information) ## Find out more about Jamaica ## Jamaica Vacation Homes information | Number of reviews | 433 | | ----------------- | ------------------ | | Accommodation | 815 Vacation Homes | | Lowest Price | CA $404 | | Highest Price | CA $3,485 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Londonderry ](https://www.expedia.ca/4Star-Londonderry-Hotels.s40-0-d127228.Travel-Guide-Filter-Hotels) - [4 Star Hotels in South Londonderry ](https://www.expedia.ca/4Star-South-Londonderry-Hotels.s40-0-d184074.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Stratton ](https://www.expedia.ca/5Star-Stratton-Hotels.s50-0-d163002.Travel-Guide-Filter-Hotels) - [B&B in Bondville ](https://www.expedia.ca/Bondville-Bed-And-Breakfast.d6049474-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Bondville ](https://www.expedia.ca/Bondville-Guest-Houses.d6049474-aaGuestHouses.Travel-Guide-Accommodation) - 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