Title: Jamaica Vacation Home Rentals from CA $404: Search Top Private Vacation Homes for Rent | Expedia.ca

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![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

![](https://images.trvl-media.com/place/184052/a9d43e68-1d35-41d3-a4a7-a123a49af175.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=184052&startDate=2026-06-12&endDate=2026-06-14&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

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

![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/73000000/72290000/72281200/72281108/26b2ee5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/73000000/72290000/72281200/72281108/5337aa1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### Family-friendly A-Frame near Stratton, Bromley & Magic — hot tub retreat in the quiet, peaceful woods

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

Jamaica

8.8/10

Excellent

(8 reviews)

"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 $456

CA $998 total

includes taxes & fees

Mar 23 - Mar 24

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

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33970000/33961400/33961365/1a650c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33970000/33961400/33961365/4c5c4ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, video library](https://images.trvl-media.com/lodging/34000000/33970000/33961400/33961365/18ad0df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33970000/33961400/33961365/953a06fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

[](https://www.expedia.ca/Keene-Hotels-Charming-Updated-Farmhouse-In-Historic-Picturesque-Walpole-NH-And-Sleeps-8.h33961365.Hotel-Information)

Walpole

10/10

Exceptional

(50 reviews)

"We had a very lovely stay. "

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

mary c.

CA $392

CA $821 total

includes taxes & fees

Feb 23 - Feb 24

[](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/102000000/101090000/101085500/101085488/4501ee4b.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/w1170h748x0y892-f0ce30fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/bdac3cda.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)

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

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

Dover

10/10

Exceptional

(11 reviews)

"We enjoyed our stay."

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

Anonymous traveller

CA $245

CA $707 total

includes taxes & fees

Feb 23 - Feb 24

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

![Exterior](https://images.trvl-media.com/lodging/106000000/105340000/105335900/105335886/d906295e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105340000/105335900/105335886/0b80abe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105340000/105335900/105335886/w1353h898x0y0-eb6e1bb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105340000/105335900/105335886/98b36931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Vermont Cabin · Mountain Views · Near Okemo

[](https://www.expedia.ca/Chester-Hotels-WhiSki-Cabin-12-Acres-With-A-Mountain-View.h105335886.Hotel-Information)

Chester

10/10

Exceptional

(3 reviews)

"We really enjoyed our stay at this home. It had everything we needed and was very comfortable. The countryside around this part of Vermont is beautiful. We found lots of great museums and restaurants. "

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

Donald M.

CA $861

CA $1,539 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Chester-Hotels-WhiSki-Cabin-12-Acres-With-A-Mountain-View.h105335886.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/20000000/19890000/19887200/19887179/73e1d55a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Books](https://images.trvl-media.com/lodging/20000000/19890000/19887200/19887179/w960h638x0y1-6a5c7328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Family Friendly Hilltop House In Putney Vermont

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

Putney

9.4/10

Exceptional

(59 reviews)

"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 $215

CA $404 total

includes taxes & fees

Mar 4 - Mar 5

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

![Exterior](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/a4954c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/cea2d009.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)

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

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

Stratton

7.6/10

Good

(54 reviews)

"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 $171

CA $435 total

includes taxes & fees

Mar 23 - Mar 24

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

![Dining](https://images.trvl-media.com/lodging/102000000/101480000/101473400/101473310/4ae7b7c3.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/df792487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/102000000/101480000/101473400/101473310/d409cd42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/102000000/101480000/101473400/101473310/35c5b21d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chester Farmhouse Ski Retreat near Slopes

[](https://www.expedia.ca/Chester-Hotels-Charming-Chester-Farmhouse-Peaceful-And-Close-To-Everything.h101473310.Hotel-Information)

Chester Depot

9.6/10

Exceptional

(18 reviews)

"House was in a perfect location. The town was adorable. "

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

Michelle A.

CA $300

CA $596 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Chester-Hotels-Charming-Chester-Farmhouse-Peaceful-And-Close-To-Everything.h101473310.Hotel-Information)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/107000000/106680000/106675000/106674947/3e9df2f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106680000/106675000/106674947/098ed9b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/107000000/106680000/106675000/106674947/4c677d14.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)

### Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

[](https://www.expedia.ca/Londonderry-Hotels-Enjoy-This-Authentic-And-Cozy-VT-Barn-With-Brand-New-Hot-Tub.h106674947.Hotel-Information)

Londonderry

7.0/10

Good

(2 reviews)

"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 $683 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Londonderry-Hotels-Enjoy-This-Authentic-And-Cozy-VT-Barn-With-Brand-New-Hot-Tub.h106674947.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102380000/102376700/102376668/w1179h778x0y0-d3dfa0ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/103000000/102380000/102376700/102376668/7ae24bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/103000000/102380000/102376700/102376668/9dbc4479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102380000/102376700/102376668/w1179h783x0y0-ad704094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

[](https://www.expedia.ca/West-Dover-Hotels-Amazing-4-Bedroom-Location-In-Mt-Snow-Village-With-Your-Own-Private-Hot-Tub.h102376668.Hotel-Information)

Dover

10/10

Exceptional

(13 reviews)

"Beautiful neighborhood to take walks. Home was very clean, as you see in the photo. Very spacious and relaxing. Pretty home overall."

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

Stephen G.

CA $979

CA $1,997 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/West-Dover-Hotels-Amazing-4-Bedroom-Location-In-Mt-Snow-Village-With-Your-Own-Private-Hot-Tub.h102376668.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/23000000/22770000/22769000/22768970/a93fa1dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/23000000/22770000/22769000/22768970/67c634a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/23000000/22770000/22769000/22768970/329af4b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/23000000/22770000/22769000/22768970/1aff520b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

[](https://www.expedia.ca/Ludlow-Hotels-Beautifully-Updated-Unique-Village-Home.h22768970.Hotel-Information)

Ludlow

9.8/10

Exceptional

(84 reviews)

"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 $348

CA $671 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Ludlow-Hotels-Beautifully-Updated-Unique-Village-Home.h22768970.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/111000000/110820000/110816700/110816634/4b29929d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110820000/110816700/110816634/6045d79d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110820000/110816700/110816634/563f60eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110820000/110816700/110816634/bbce6d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Ludlow Village Home with Stunning Okemo Mountain View

[](https://www.expedia.ca/Ludlow-Hotels-New-Ludlow-Village-Home-With-Stunning-Okemo-Mountain-View.h110816634.Hotel-Information)

Ludlow

10/10

Exceptional

(12 reviews)

"Vacationing with friends. The home was great; good location, lots of space, very clean and well kept. Would definitely stay there again. "

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

Linda H.

CA $675

CA $1,215 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Ludlow-Hotels-New-Ludlow-Village-Home-With-Stunning-Okemo-Mountain-View.h110816634.Hotel-Information)

![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)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/faf90773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/ad47e382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/344617b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

[](https://www.expedia.ca/Ludlow-Hotels-Short-Walk-To-Shops.h22865847.Hotel-Information)

Ludlow

9.8/10

Exceptional

(104 reviews)

"Had a wonderful stay. Clean,well kept and cozy."

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

Edwin G.

CA $367

CA $696 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Ludlow-Hotels-Short-Walk-To-Shops.h22865847.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/103000000/102820000/102812000/102811958/847f54ad.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)

![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102820000/102812000/102811958/16a332d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102820000/102812000/102811958/a7801845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

[](https://www.expedia.ca/Wilmington-Hotels-Newly-Updated-Vermont-Getaway-For-All-Occasions.h102811958.Hotel-Information)

Wilmington

10/10

Exceptional

(18 reviews)

"Very pet friendly place! We enjoyed our stay"

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

Kurt K.

CA $316

CA $843 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/Wilmington-Hotels-Newly-Updated-Vermont-Getaway-For-All-Occasions.h102811958.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/125000000/124540000/124538100/124538047/56942c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124540000/124538100/124538047/w1198h799x2y0-00d2a21d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124540000/124538100/124538047/d2d17c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124540000/124538100/124538047/d6484e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stratton Woods · Secluded Vermont Cabin Retreat

[](https://www.expedia.ca/West-Wardsboro-Hotels-Stratton-Woods-Secluded-Vermont-Cabin-Retreat.h124538047.Hotel-Information)

Wardsboro

10/10

Exceptional

(1 review)

"Cabin was wonderful!Thank you,The Katz Family "

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

kim k.

CA $189

CA $582 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/West-Wardsboro-Hotels-Stratton-Woods-Secluded-Vermont-Cabin-Retreat.h124538047.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097866/0c3d5316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097866/1e5be588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097866/bf925c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097866/beb2ef77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### MtSnow\* HotTub\* Pool \* AirHockey\*PingPong \* Darts

[](https://www.expedia.ca/Wilmington-Hotels-MtSnow-HotTub-Pool-AirHockeyPingPong-Darts.h119097866.Hotel-Information)

Wilmington

CA $327

CA $935 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Wilmington-Hotels-MtSnow-HotTub-Pool-AirHockeyPingPong-Darts.h119097866.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/f5d0c9b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/464b1801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/6beaf5ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/996bc915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

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

Jamaica

9.6/10

Exceptional

(23 reviews)

"Absolutely a wonderful place to vacation. The house is comfortable and warming. The hosts went above and beyond to make our stay great and responded to our questions promptly. We will definitely rent again. "

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

Lee Anna C.

CA $405

CA $1,273 total

includes taxes & fees

Mar 3 - Mar 4

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

![Exterior detail](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/61fb65d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/395f0ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/0e44f29d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/60ac265f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!

[](https://www.expedia.ca/Bondville-Hotels-Mountain-Oasis-Hot-Tub.h76905876.Hotel-Information)

Jamaica

9.8/10

Exceptional

(27 reviews)

"EXCELLENT location managed by an amazing host who was very communicative and helpful!Hottub was perfect, plenty of sleeping and activities available at the house and in the immediate area (local food was AWESOME)."

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

s w.

CA $419

CA $1,291 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/Bondville-Hotels-Mountain-Oasis-Hot-Tub.h76905876.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/96000000/95790000/95781300/95781269/5ef15262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95790000/95781300/95781269/8175facf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/96000000/95790000/95781300/95781269/2f960126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95790000/95781300/95781269/bdec7d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Mount Snow Gnarvana - Walk to Lodge & Lifts, Balcony, Loft

[](https://www.expedia.ca/West-Dover-Hotels-Modern-Gnarvana-Townhome-Quick-Walk-To-Mount-Snow-Balcony-Fireplace-Loft-Pets.h95781269.Hotel-Information)

Dover

10/10

Exceptional

(25 reviews)

"Super nice place (very clean and modern) in a quiet area."

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

Pete N.

CA $486

CA $981 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/West-Dover-Hotels-Modern-Gnarvana-Townhome-Quick-Walk-To-Mount-Snow-Balcony-Fireplace-Loft-Pets.h95781269.Hotel-Information)

![TV, books, stereo](https://images.trvl-media.com/lodging/124000000/123950000/123942400/123942314/668fb777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123950000/123942400/123942314/w1280h852x0y1-a2dcac1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123950000/123942400/123942314/b574d618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books, stereo](https://images.trvl-media.com/lodging/124000000/123950000/123942400/123942314/1d81a334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Secluded Vermont Chalet w/ Sweeping Mountain Views

[](https://www.expedia.ca/East-Dover-Hotels-Secluded-Vermont-Chalet-W-Sweeping-Mountain-Views.h123942314.Hotel-Information)

Dover

CA $383

CA $961 total

includes taxes & fees

Mar 25 - Mar 26

[](https://www.expedia.ca/East-Dover-Hotels-Secluded-Vermont-Chalet-W-Sweeping-Mountain-Views.h123942314.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112810000/112809100/112809069/d00f62d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/113000000/112810000/112809100/112809069/07f9deea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112810000/112809100/112809069/2fcc0aba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112810000/112809100/112809069/c9ac9ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New England Lake View Chalet near Downtown Wilmington & Mt Snow l Pet Friendly

[](https://www.expedia.ca/Wilmington-Hotels-New-England-Lakeside-Chalet-Near-Downtown-Wilmington-Mt-Snow-VT-L-Pet-Friendly.h112809069.Hotel-Information)

Wilmington

CA $342

CA $787 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Wilmington-Hotels-New-England-Lakeside-Chalet-Near-Downtown-Wilmington-Mt-Snow-VT-L-Pet-Friendly.h112809069.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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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Jamaica%2C+Vermont%2C+United+States+of+America&regionId=184052&latLong=43.100357%2C-72.778427&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=CABIN)

Aparthotels

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Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Jamaica%2C+Vermont%2C+United+States+of+America&regionId=184052&latLong=43.100357%2C-72.778427&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=COTTAGE)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Jamaica%2C+Vermont%2C+United+States+of+America&regionId=184052&latLong=43.100357%2C-72.778427&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=CHALET)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Jamaica%2C+Vermont%2C+United+States+of+America&regionId=184052&latLong=43.100357%2C-72.778427&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Jamaica%2C+Vermont%2C+United+States+of+America&regionId=184052&latLong=43.100357%2C-72.778427&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=APARTMENT)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Jamaica%2C+Vermont%2C+United+States+of+America&regionId=184052&latLong=43.100357%2C-72.778427&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Jamaica%2C+Vermont%2C+United+States+of+America&regionId=184052&latLong=43.100357%2C-72.778427&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=VILLA)

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## Top Jamaica Hotel Reviews

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

### Aspen At Manchester

10/10 Excellent

"Room was spotless. Staff was courteous. Would definitely stay again. "

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

![Hampton Inn Brattleboro](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/38ebb424_y.jpg)

### Hampton Inn Brattleboro

10/10 Excellent

"Nice Pool Area"

[](https://expedia.ca/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information)

![The Manchester View](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b534a8c8_y.jpg)

### The Manchester View

10/10 Excellent

"Clean, comfortable room."

[](https://expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.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

"Great staff, clean rooms, great amenities and proximity of things to do and places to eat"

[](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information)

![The Palmer House Resort, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/9c9da73f_y.jpg)

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

10/10 Excellent

"Our 2nd time staying here this season. We love it, perfect location to town and ski. Spotless rooms, microwave and fridge a bonus when kids are traveling. Rooms were so warm we turned off heat. Breakfast included. Check in and out very quick and friendly, we will absolutely stay again."

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

"Very clean room. Good quality breakfast and nice arcade room to keep the kids entertained after a full ski day. There was also a room with board games that my daughter enjoyed a lot."

[](https://expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information)

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

### The Putney Inn

10/10 Excellent

"Great staff"

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

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

### Colonial Motel And Spa

10/10 Excellent

"Clean room and friendly staff "

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

"The Pointe was much more than I expected (honestly). The room was large with a couch, reading chair (and ottoman) and small table and 2 chairs. The bathroom had a tub with jets. There was an indoor pool and hot tub-that worked. The one negative, no microwave in the room or common area— but the desk attendants, who were very very nice and accommodating, took care of that for me! And there was fresh brewed coffee in the lobby by 6 am!"

[](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information)

## Find out more about Jamaica

## Jamaica Vacation Homes information

| Number of reviews | 470                |
| ----------------- | ------------------ |
| Accommodation     | 815 Vacation Homes |
| Lowest Price      | CA $404            |
| Highest Price     | CA $1,997          |

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- [Flights to Stratton ](https://www.expedia.ca/Cheap-Flights-To-Stratton.d163002.Travel-Guide-Flights)

- [American Express Ski Lift ](https://www.expedia.ca/American-Express-Ski-Lift-Stratton.d6328793.Vacation-Attraction)
- [Visit Bondville ](https://www.expedia.ca/Bondville.dx6049474)
- [Visit Mountain Acres ](https://www.expedia.ca/Jamaica-Mountain-Acres.dx553248635976471490)
- [Margie's Muse Handweaving & Gallery ](https://www.expedia.ca/Margies-Muse-Handweaving-Gallery-Jamaica.d553248621532666871.Vacation-Attraction)
- [Visit South Londonderry ](https://www.expedia.ca/South-Londonderry.dx184074)
- [Stratton Vacations ](https://www.expedia.ca/Stratton.d163002.Destination-Travel-Guides)
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- [Tamarack Ski Lift ](https://www.expedia.ca/Tamarack-Ski-Lift-Stratton.d6328810.Vacation-Attraction)
- [Visit West River Trail ](https://www.expedia.ca/West-River-Trail.dx826387202485702656)

- [Ace Rental Cars in Stratton ](https://www.expedia.ca/Ace-Car-Rentals-In-Stratton.d163002-c2.Car-Rental-Guide-Suppliers)
- [Avis Rental Cars in Stratton ](https://www.expedia.ca/Avis-Car-Rentals-In-Stratton.d163002-c41.Car-Rental-Guide-Suppliers)
- [Car rental Windham ](https://www.expedia.ca/Car-Rentals-In-Windham.d6150553.Car-Rental-Guide)

- [Stratton Vacation Rentals ](https://www.expedia.ca/Stratton-Vacation-Rentals.d163002.Travel-Guide-VacationRentals)
- [West River Trail Vacation Rentals ](https://www.expedia.ca/West-River-Trail-Vacation-Rentals.d826387202485702656.Travel-Guide-VacationRentals)

- [Things to do in West Wardsboro ](https://www.expedia.ca/Things-To-Do-In-West-Wardsboro.d3000459788.Travel-Guide-Activities)

- [Book Vacation Homes in Jamaica on Expedia.com ](https://www.expedia.com/Jamaica-Private-Vacation-Homes.d184052-aaPrivateVacationHomes.Travel-Guide-Accommodation)