Title: Jamaica Vacation Rentals from CA $355: Short-Term Rentals for 2025 | Expedia.ca

 

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# Jamaica Vacation Rentals

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## Check prices for these dates

Tonight

[Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2025-11-02&endDate=2025-11-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2025-11-03&endDate=2025-11-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Jamaica

![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)

![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/73000000/72290000/72281200/72281108/a019d42d.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)

![Exterior](https://images.trvl-media.com/lodging/73000000/72290000/72281200/72281108/9a4f5d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### This house is a 4 bedroom(s), 2.5 bathrooms, located in Jamaica, VT.

Jamaica

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 $513

CA $1,074 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Jamaica-Hotels-This-House-Is-A-4-Bedroom.h72281108.Hotel-Information)

![Sauna](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/ae82214f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/57ed5fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/fc0d0a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/6cd80eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wellness Getaway with a Personal Sauna, and Private River Beach!

Newfane

10/10

Exceptional

(1)

"The folks are SUPER and made me feel very welome"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mark

CA $189

CA $356 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Newfane-Hotels-Your-Comprehensive-Wellness-Escape-Sauna-And-Private-Beach.h106418444.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108330000/108320100/108320042/173c3a96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108330000/108320100/108320042/b4e38c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108330000/108320100/108320042/5e42b791.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108330000/108320100/108320042/9f760421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lake Whitingham & Mount Snow Area Village Apartment

Whitingham

10/10

Exceptional

(1)

"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anicia K.

CA $196

CA $427 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Jacksonville-Hotels-Lake-Whitingham-Mount-Snow-Area-Village-Garden-Apartment-2-BR.h108320042.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/a6a78255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/f2b8d538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/52e194b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/b3ddab44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Chalet mins from Mt Snow Skiing/hiking

East Dover

9.8/10

Exceptional

(9)

"Easy to find! Clean! Cozy!! Would definitely stay again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Roy-michael G.

CA $164

CA $605 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/East-Dover-Hotels-Mandys-Mountain-Chalet-Minutes-From-Mount-Snow.h74683539.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)

![Exterior](https://images.trvl-media.com/lodging/20000000/19890000/19887200/19887179/w2207h1242x0y0-824667c2.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)

![Dining](https://images.trvl-media.com/lodging/20000000/19890000/19887200/19887179/3315ad26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family Friendly Hilltop House In Putney Vermont

Putney

9.4/10

Exceptional

(56)

"Gorgeous property. Super accommodating hosts. Would love to come back in the summer."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas F.

CA $175

CA $358 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Putney-Hotels-Pet-And-Family-Friendly-Hilltop-House-In-Putney-Vermont.h19887179.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/62670e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/c5d0a9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Books, stereo](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/04dd28e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/306e8880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Grafton

9.6/10

Exceptional

(165)

"We very much enjoyed our stay, check in was a breeze and we found the cabin to be a cozy retreat. We have been looking for a place that had a bed and bath on first floor to accommodate some mobility limitations and this home was perfect having a single step on the front porch. We look forward to booking another trip with this host "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer

CA $238

CA $499 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Grafton-Hotels-Charming-Fully-Renovated-One-Room-Schoolhouse-On-22-Acres.h27117112.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/108000000/107160000/107157400/107157394/389ff356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107160000/107157400/107157394/ecf344dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/108000000/107160000/107157400/107157394/295bdf99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107160000/107157400/107157394/d286adba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful country cabin with hot tub and outdoor shower in Londonderry

Londonderry

10/10

Exceptional

(2)

"On a farm in the country…..stars blazing at night for hot tub. Cozy loft had amazing mattress and pillows! Our dog enjoyed the surrounding field. Beautiful! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laurel

CA $208

CA $506 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Londonderry-Hotels-Beautiful-Country-Cabin-With-Hot-Tub-And-Outdoor-Shower-In-Londonderry.h107157394.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/4e6773ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/cf58af9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/dd9dbbe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/0d26f53b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Whimsical Room & Private Bathroom in Historic Inn

Chester Depot

8.8/10

Excellent

(9)

"The room was really cozy and the community area was quaint and comfortable. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bethany

CA $139

CA $234 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Chester-Hotels-Whimsical-Room-Private-Bathroom-In-Historic-Inn.h87135975.Hotel-Information)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/7b2fb729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/83acf129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/56b575b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/cc65421b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private cabin: 7 mins to slopes, wood fireplace

Dover

9.6/10

Exceptional

(5)

"Had a lovely stay here in mid-August. Despite the rain, played two rounds of golf at the beautiful resorts at Mt. Snow and Stratton. The house is nestled in the woods with a great view of the mountain ski trails. House is very spacious and the kitchen has everything you need! Our only issue was the lack of AC. Our bad luck to pick the most humid weekend of the summer, I guess, bc I know AC is rare in VT but maybe add more ceiling fans? Aside from that, we had a great time. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Suzanne H.

CA $245

CA $785 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/West-Dover-Hotels-Mountain-View-Chalet-Golf.h105982869.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)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/d6227626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

Dover

10/10

Exceptional

(5)

"We had an amazing stay at this ski house! The property was absolutely perfect for our group of 8. Spacious, clean, and beautifully designed with plenty of room for everyone. The location couldn’t have been better—just a short drive to the ski resort. Highly recommend this place for anyone looking for a comfortable and convenient ski getaway. We'll definitely be back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

katey

CA $163

CA $610 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/West-Dover-Hotels-Fantastic-Location-Mt-Snow-Ski-Off.h101085488.Hotel-Information)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113100000/113092300/113092281/b23bd431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113100000/113092300/113092281/a9e7febf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113100000/113092300/113092281/6da0ce7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113100000/113092300/113092281/62ad9b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

Wardsboro

10/10

Exceptional

(4)

"Impressively clean house! The owners were great to deal with and very responsive. Would certainly recommend to anyone traveling in the area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristen T.

CA $280

CA $679 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Wardsboro-Hotels-The-Mont-Haus-Minutes-To-Mt-Snow-Stratton.h113092281.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83540000/83532200/83532143/1058a1f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/84000000/83540000/83532200/83532143/c630649f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83540000/83532200/83532143/49c2071e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/84000000/83540000/83532200/83532143/d6466227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.

Ludlow

9.8/10

Exceptional

(73)

"This place was comfortable and just the right size foe my stay. Ownernwas responsive to communication before and during my stay. It's on the edge of Ludlow so close enough to walk into town for a.meal or the Sunday Farmer's Market. I would recommend taking the chair lift of Okemo Mountain then walking to the fire tower for a great view. If you walk away from the town, at the end of Mill Street there's a very refreshing swimming hole under the pedestrian bridge. You can.also find a bigger...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leigh B.

CA $111

CA $321 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Ludlow-Hotels-Perfect-Getaway-Cozy.h83532143.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/7f99722e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/3d411f82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/fadced98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/57672945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Clock Tower Base Area

9.0/10

Wonderful

(73)

"It was a perfect location and had everything we needed for a great stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Danna K.

CA $105

CA $355 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Ludlow-Hotels-Ski-Inout-Mountainside-Condo-Close-To-Everything-With-Full-Kitchen-Tranquil.h21692155.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101900000/101895700/101895664/8d25e78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101900000/101895700/101895664/ac990b4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101900000/101895700/101895664/96ddc65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101900000/101895700/101895664/85ba9de7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Carol - 10 minutes to Okemo & Newly Renovated

Cavendish

10/10

Exceptional

(6)

"Perfect place for a weekend ski trip to Okemo. The host was very helpful!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas G.

[](https://www.expedia.ca/Cavendish-Hotels-The-Carol-Styled-And-Freshly-Renovated-Stay10-Minutes-To-Okemo.h101895664.Hotel-Information)

![Condo, 2 Bedrooms | Pool](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/31db03a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snow and ski sports](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/1e2b3992.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)

![Yoga](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/cfa3a228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Long Trail House at Stratton Mountain Resort

Stratton

8.6/10

Excellent

(76)

"Nice, clean room in prime location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristin

CA $474

CA $590 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/32130af3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/5bf866db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/6f40afa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/049c715b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 3 bedroom condo 2.5 miles to Mount Snow

West Dover

9.0/10

Wonderful

(43)

"We loved the place. It was very homey and comfortable. My only suggestion would be to upgrade the towels and add a few more dish towels. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathy S.

CA $126

CA $413 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h48188407.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/be6cf63b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/3cf333b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/089820b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/588d6d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Mountain Escape!

Jamaica

9.6/10

Exceptional

(20)

"Good spot for catching up with friends for the weekend. Hot tub was perfect and everything was comfortable."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ross P.

CA $217

CA $856 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Bondville-Hotels-The-Mountain-Escape.h96211209.Hotel-Information)

![TV, books](https://images.trvl-media.com/lodging/69000000/68720000/68712000/68711922/8f769c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/69000000/68720000/68712000/68711922/8d64a97b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68720000/68712000/68711922/d16d9700.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, eco-friendly toiletries, hair dryer](https://images.trvl-media.com/lodging/69000000/68720000/68712000/68711922/17c13c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Walpole

10/10

Exceptional

(8)

"Easy hand's off check in and great communication with the host. The cottage itself was lovely - my friends and I were in town for a wedding and it was the perfect accommodations! Would definitely stay here again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Frances D.

CA $287

CA $351 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Walpole-Hotels-Cozy-Farm-Cottage-On-Gorgeous-Landscape.h68711922.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/ae5164c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton

7.8/10

Good

(52)

"Clean and convenient location to the village and base."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Adam C.

CA $99

CA $347 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Stratton-Hotels-Stratton-Mountain-Condo-With-Shared-Pool.h44577227.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101360000/101355900/101355890/966fbd6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101360000/101355900/101355890/e051b2f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101360000/101355900/101355890/ec10883e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101360000/101355900/101355890/89399bc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Wardsboro

10/10

Exceptional

(14)

"Perfect weekend getaway "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Seth G.

CA $238

CA $589 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Wardsboro-Hotels-Brook-Haven-Retreat-Minutes-To-Mt-Snow-Stratton-Pet-Friendly.h101355890.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.

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## Top Jamaica Hotel Reviews

![Colonial Motel And Spa](//images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/a903e42a_y.jpg)

### Colonial Motel And Spa

10/10 Excellent

"YES, the room was SPOTLESS!!! An indoor Pool, Sauna & Continental Breakfast made this stay a PLUS!!! (Waffles, Toast, Coffee, Bagels, Cereal & Fresh Fruit). A definite choice for another visit!!!"

[](https://expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information)

![Latchis Hotel](//images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/9faca473_y.jpg)

### Latchis Hotel

10/10 Excellent

"Great hotel with comfortable and clean rooms and a great bar and cinema downstairs. The historical fixtures and fittings make it a special and interesting place. Staff are very helpful and fixed a problem with a TV within an hour."

[](https://expedia.ca/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information)

![The Equinox Golf Resort & Spa](//images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a_y.jpg)

### The Equinox Golf Resort & Spa

10/10 Excellent

"Nice room, comfortable bed. This is an old grand hotel in tip top shape. We often stay in this type of hotel in NH and VT and found the Equinox to be the best maintained of them all. All the architectural class of its age in virtually new condition. Nice, reasonably priced onsite dining. We didn’t use the large indoor pool but it looked first class. Pleasant staff. We hope to return. Recommend “Ok for breakfast”, a 2nd floor breakfast & lunch restaurant downtown. "

[](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information)

![Comfort Inn & Suites Brattleboro I-91](//images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg)

### Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"This was one of my better hotel stays in the area - bed was very comfortable, nice bathroom, quiet space at a reasonable price."

[](https://expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information)

![The Putney Inn](//images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/43775dcc_y.jpg)

### The Putney Inn

10/10 Excellent

"The Putney Inn is a great place to stay!! The people who work there are very nice and the location is great!"

[](https://expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information)

![Valley Craft Ales](//images.trvl-media.com/lodging/90000000/89220000/89214100/89214004/c9afe648_y.jpg)

### Valley Craft Ales

10/10 Excellent

"Great location! Good value!"

[](https://expedia.ca/Wilmington-Hotels-Valley-Craft-Ales.h89214004.Hotel-Information)

![The Palmer House Resort, an Ascend Collection Hotel](//images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/b3cf5e7e_y.jpg)

### The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent

"The area around the Palmer House is so beautiful. Mountains everywhere!! "

[](https://expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information)

![Aspen At Manchester](//images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/6f88107a_y.jpg)

### Aspen At Manchester

10/10 Excellent

"Great place to stay"

[](https://expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information)

![Kimpton Taconic Hotel by IHG](//images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/72cb9377_y.jpg)

### Kimpton Taconic Hotel by IHG

10/10 Excellent

"Unaware that breakfast was included. The previous year we did have breakfast and we found it to be very expensive and not good. Staff very friendly and very accommodating. Loved the hotel."

[](https://expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information)

## Find out more about Jamaica

**Everything you need to know about** **Jamaica** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jamaica vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jamaica vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Jamaica vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Jamaica. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jamaica vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jamaica vacation rentals we have selected for you start as low as CA $355 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Jamaica rentals**

At Expedia, we put the best Jamaica vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Jamaica rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jamaica vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jamaica. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

-   Trending destinations on Expedia.ca
-   All accommodation types in Jamaica

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-   [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)
-   [Chalets in Jamaica](https://expedia.ca/Jamaica-Chalets.d184052-aaChalets.Travel-Guide-Accommodation)
-   [Cabin Rentals in Jamaica](https://expedia.ca/Jamaica-Cabins.d184052-aaCabins.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)
-   [Farmstay in Jamaica](https://expedia.ca/Jamaica-Agritourism.d184052-aaAgritourism.Travel-Guide-Accommodation)
-   [Motels in Jamaica](https://expedia.ca/Jamaica-Motels.d184052-aaMotels.Travel-Guide-Accommodation)
-   [Aparthotels in Jamaica](https://expedia.ca/Jamaica-Apart-Hotels.d184052-aaApartHotels.Travel-Guide-Accommodation)
-   [Guest Houses in Jamaica](https://expedia.ca/Jamaica-Guest-Houses.d184052-aaGuestHouses.Travel-Guide-Accommodation)
-   [Lodges in Jamaica](https://expedia.ca/Jamaica-Lodges.d184052-aaLodges.Travel-Guide-Accommodation)
-   [Inns in Jamaica](https://expedia.ca/Jamaica-Inns.d184052-aaInns.Travel-Guide-Accommodation)
-   [Villas in Jamaica](https://expedia.ca/Jamaica-Villas.d184052-aaVillas.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?

> Yes, there are vacation rentals close to well known attractions in Jamaica, or you can select a more remote option if you'd like a relaxing place to stay. Jamaica is known for its mountain views and art. Make sure you have time to check out the monuments while you're in the area.

### What are some of the best vacation home rentals that Jamaica has to offer?

> [Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo](https://www.expedia.ca/Ludlow-Hotels-Traveling-With-Kids-Check-This-Secluded-Update-3-Bedroom-Home-Close-To-Okemo.h31137653.Hotel-Information): Visitors like this Jamaica vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

### How many vacation rentals are there in Jamaica?

> With 38 Expedia vacation rentals, you're sure to find just the right place for your Jamaica stay.

### What can I see and do in Jamaica?

> Cultural attractions include Hot Glass Works and Margie's Muse Handweaving & Gallery, whereas Green Mountain National Forest and Winhall River are a couple of picturesque spots to enjoy the outdoors. Jamaica State Park and Ball Mountain Dam are other places to visit while you're in town.

### What are vacation rentals like in Jamaica?

> Vacation rentals are private properties you can stay in for a few days or a quick weekend in Jamaica. Vacation rentals feature extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.

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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)