Title: Dorset Vacation Home Rentals from CA $903: Search Top Private Vacation Homes for Rent | Expedia.ca

  

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# Dorset Vacation Rentals

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## Check prices for these dates

In two weeks

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=184046&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=184046&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=184046&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=184046&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)

## Browse Select Dorset Vacation Homes

![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)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120660000/120654400/120654306/b0a29cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120660000/120654400/120654306/ddd735fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120660000/120654400/120654306/4e668099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Dream Escape

Sandgate

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."

CA $182

CA $728 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Arlington-Hotels-Mountain-Dream-Escape.h120654306.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/w505h683x260y0-3895f5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/8b601be5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/w1170h766x0y14-f10f6501.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/w904h683x60y0-e1f9911a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Peaceful Stay at Birds of a Feather Farm & Spa

Shaftsbury

9.8/10

Exceptional

(24)

"Amazing… our stay was just what we needed. Everything you can think of was included at Peaceful Stay at Birds of a Feather Farm & Spa. The bed was super comfy, the towels were great, cannot say enough about this place. Highly recommend! "

CA $153

CA $363 total

includes taxes & fees

Nov 1 - Nov 2

[](https://www.expedia.ca/Shaftsbury-Hotels-Peaceful-Country-Getaway-Birds-Of-A-Feather-Farm.h89700465.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)

![Interior](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/cc74d03c.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)

![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)

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

Stratton

7.8/10

Good

(52)

"Location was great, pool, hot tubs and sauna were great"

CA $141

CA $390 total

includes taxes & fees

Oct 7 - Oct 8

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

![House, 3 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, 3 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, 3 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, 3 Bedrooms | Living area](https://images.trvl-media.com/lodging/108000000/107450000/107440200/107440119/bd3444bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bear Pass - Mountain View 4 Bedroom Home by RedAwning

Arlington

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. "

CA $351

CA $903 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/Arlington-Hotels-Bear-Pass-Mountain-View-4-Bedroom-Home.h107440119.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)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106680000/106675000/106674947/eeebd729.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)

![Interior](https://images.trvl-media.com/lodging/107000000/106680000/106675000/106674947/9489c106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Londonderry

CA $354

CA $697 total

includes taxes & fees

Oct 20 - Oct 21

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

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113740000/113731900/113731870/db562d04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113740000/113731900/113731870/7b7b4e33_edited_e97b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113740000/113731900/113731870/484e21ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/114000000/113740000/113731900/113731870/w1559h1136x4y0-0c75dbba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stratton & Mountain Snow/ 3-bedroom bungalow/Hot Tub/Sauna/Pave Driveway

Wardsboro

9.6/10

Exceptional

(4)

"Thank you :) lovely home :) I truly enjoy the paved driveway :was clear I was able to go in and out of Mountain Snow & Stratton ski Mountain.Immaculate clean house"

CA $251

CA $1,063 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Wardsboro-Hotels-Stratton-Mountain-Snow-3-Bedroom-BungalowHot-TubSaunaPave-Driveway.h113731870.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/43000000/42540000/42537200/42537185/55ac514e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42540000/42537200/42537185/c29423c2_edited_fe0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42540000/42537200/42537185/2a8a3947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/43000000/42540000/42537200/42537185/81fb197a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

shushan

10/10

Exceptional

(16)

"Wish i had a longer time to stay but views were great and don't forget to hit up the battenkill river!"

CA $250

CA $445 total

includes taxes & fees

Oct 7 - Oct 8

[](https://www.expedia.ca/Cambridge-Hotels-Cozy-Rustic-Cabin-In-The-Hamlet-Of-Shushan-NY.h42537185.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/108000000/107780000/107773500/107773414/685ca63e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107780000/107773500/107773414/3e12872e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107780000/107773500/107773414/a319f8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107780000/107773500/107773414/0a8b549f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Killington Retreat | Deck-Fire Pit-Mountain Views!

Clarendon

9.0/10

Wonderful

(4)

"This place is a perfect rustic getaway with easy convenience to town. The host was great. Spacious and super relaxing with nice view out back. "

CA $339

CA $741 total

includes taxes & fees

Oct 25 - Oct 26

[](https://www.expedia.ca/North-Clarendon-Hotels-OPEN-Custom-Vacation-Retreat-In-Killington-Valley.h107773414.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)

### Bear Pass - Mountain View by RedAwning

Sunderland

9.6/10

Exceptional

(4)

"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"

CA $351

CA $911 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Arlington-Hotels-NEW-LISTING-Bear-Pass-Mountain-View.h107442045.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)

![Interior](https://images.trvl-media.com/lodging/95000000/94790000/94786100/94786075/a42c90fa.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)

![Interior](https://images.trvl-media.com/lodging/95000000/94790000/94786100/94786075/91a11f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ski in Ski out Condo! Pool access

Stratton

9.0/10

Wonderful

(2)

"Great location with plenty of space for the whole family. Highly recommend!"

CA $237

CA $735 total

includes taxes & fees

Oct 7 - Oct 8

[](https://www.expedia.ca/Stratton-Hotels-Ski-In-Ski-Out-Condo-Pool-Access.h94786075.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)

![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)

![Exterior](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/5df4ccf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Mountain Escape!

Jamaica

9.8/10

Exceptional

(18)

"Easy booking, clean home, great location and the owner very easy to get in touch with."

CA $235

CA $877 total

includes taxes & fees

Oct 14 - Oct 15

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75030000/75026900/75026827/0a277e72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/76000000/75030000/75026900/75026827/11631c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75030000/75026900/75026827/2e9d1fd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/76000000/75030000/75026900/75026827/3c4069e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

South Londonderry

9.4/10

Exceptional

(3)

"A warm house that can take care of family and friends. The sky view in the Spa is as great as the view on the ski station. The host was very responsive as well."

CA $251

CA $664 total

includes taxes & fees

Oct 9 - Oct 10

[](https://www.expedia.ca/South-Londonderry-Hotels-Mtn-View-Hot-Tub-Magic-View-In-Scenic-Vermont.h75026827.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/92000000/91760000/91754400/91754323/c7361572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91760000/91754400/91754323/1ae59db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/92000000/91760000/91754400/91754323/dd3af0de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91760000/91754400/91754323/49345747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Winhall

9.8/10

Exceptional

(24)

"Family ski weekend. Our stay was very comfortable. Communication with host was phenomenal, always prompt and courteous Location is nice , very close to the ski resorts "

CA $268

CA $878 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/Bondville-Hotels-Stratton-ChaletbrBeautiful-Pet-Friendly-Chalet-With-Hot-Tub.h91754323.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)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107280000/107272100/107272080/7cf48072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107280000/107272100/107272080/7cc21470.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)

 

### 8mins Mount Snow - NEW Cabin 3600SF - Game Room - 20%OFF

Wardsboro

CA $1,614

CA $2,534 total

includes taxes & fees

Oct 16 - Oct 17

[](https://www.expedia.ca/West-Wardsboro-Hotels-Bearmont-A-New-Modern-Rustic-Cabin-Sleeps-12.h107272080.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78350000/78346600/78346551/1b14341b.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/79000000/78350000/78346600/78346551/ca6ca59e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/79000000/78350000/78346600/78346551/61a344ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78350000/78346600/78346551/2d863e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 220 Year Colonial with a spectacular view

Tinmouth

9.6/10

Exceptional

(5)

"The pictures do no justice to the homely beauty of the Tinmouth house. Every room is a treasure and it’s amenities are lovely. My friends and I are already planning a return visit."

CA $384

CA $841 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Wallingford-Hotels-Cozy-220-Year-Colonial-With-A-Spectacular-View.h78346551.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)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109090000/109080100/109080071/a78d98f5.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)

![Dining](https://images.trvl-media.com/lodging/110000000/109090000/109080100/109080071/b7855b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Secluded Mountain Retreat: Gorgeous Views, Five Mins to Stratton, Sauna, Firepit

Winhall

9.2/10

Wonderful

(10)

"No hassles great place as described in listing. Clean and has all necessary amenities. Would happily stay there again "

CA $377

CA $995 total

includes taxes & fees

Oct 16 - Oct 17

[](https://www.expedia.ca/Bondville-Hotels-Gorgeous-Views.h109080071.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/626fc277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/ee4e71b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/31bb0c4a.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)

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

Jamaica

9.8/10

Exceptional

(27)

"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)."

CA $340

CA $1,002 total

includes taxes & fees

Oct 15 - Oct 16

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

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107990000/107988600/107988560/db2c83c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107990000/107988600/107988560/d047ab0a_edited_655e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/108000000/107990000/107988600/107988560/789d3160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107990000/107988600/107988560/3b36d0f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 4-bedroom Ski house in Stratton with Shuttle or walk to slope.

Stratton

10/10

Exceptional

(7)

"Awesome."

CA $831

CA $2,109 total

includes taxes & fees

Oct 7 - Oct 8

[](https://www.expedia.ca/Stratton-Hotels-Charming-4-Bedroom-Ski-House-In-Stratton-With-Shuttle-Or-Walk-To-Slope.h107988560.Hotel-Information)

![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)

![Dining](https://images.trvl-media.com/lodging/73000000/72290000/72281200/72281108/ea3b874b.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 !"

CA $539

CA $1,103 total

includes taxes & fees

Oct 7 - Oct 8

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

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/114000000/113430000/113421900/113421884/e50a37f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113430000/113421900/113421884/6c6e04a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113430000/113421900/113421884/4f6dfe14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/114000000/113430000/113421900/113421884/6b78a6fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming mountain retreat with pool, fire pit, glamping loft, and endless views

Weston

9.8/10

Exceptional

(7)

"Our family's stay at this stunning Vermont retreat was nothing short of exceptional! From the moment we arrived, we were blown away by the beauty comfort and cleanliness of this farmhouse-style home. The location is truly ideal, nestled in the Green Mountain National forest. The house itself is a dream. The kitchen was a joy to cook in, and the spacious dining room with its breathtaking views made every meal special. With multiple living spaces, we had plenty of space to relax and unwind after a...

CA $956

CA $1,491 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Weston-Hotels-Charming-Ski-House-With-Heated-Plunge-Pool-In-Peaceful-Weston.h113421884.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=2025-10-20&endDate=2025-10-21&regionId=184046&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Dorset Hotel Reviews

![Jackson Gore Village](//images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg)

### Jackson Gore Village

10/10 Excellent

"We checked in and it went great. The staff was very friendly and accommodating at the front desk. We went to the restaurant for dinner around seven and were unable to be seated being told. It would be 835, we were good with that and waited at the bar. We never received a call. We followed up a couple of times with the hostess and ultimately ordered takeout from the bar.… jimmy at the bar was very helpful in getting our order in and out to us before the kitchen closed, which was in less than 10 minutes . We got we got to the room and first appearance It looked great until we retired for the night and the are bedding still had stain from previous use. Ultimately there has been some great and some really not so great experience – we’ll see what tomorrow brings.. "

[](https://expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information)

![The Inn at Manchester](//images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/534fcc92_y.jpg)

### The Inn at Manchester

10/10 Excellent

"All was great, fantastic staff and owners!"

[](https://expedia.ca/Bennington-Hotels-The-Inn-At-Manchester.h1505817.Hotel-Information)

![The Olympia Lodge](//images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/c701f02d_y.jpg)

### The Olympia Lodge

10/10 Excellent

"The lodge is not extravagant, but the breakfast is. The hosts are knowledgeable and friendly. They make you feel like you are a relatives, not a hotel.."

[](https://expedia.ca/Bennington-Hotels-The-Olympia-Lodge.h9257616.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

"The grounds around the hotel are beautiful. The rooms are very nice and comfortable. Paige the bartender is awesome. Breakfast was very good, highly recommend the skillet breakfast."

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

![Pointe at Castle Hill Resort](//images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg)

### Pointe at Castle Hill Resort

10/10 Excellent

"Well appointed room."

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

"My Aunt and Uncle started this resort in the 1950's. A lot of great memories for me. Completely updated but still the same fabulous location. "

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

![Hampton Inn and Suites Manchester](//images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg)

### Hampton Inn and Suites Manchester

10/10 Excellent

"The staff was great!"

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

![The Black Bear Lodge at Stratton Mountain Resort](//images.trvl-media.com/lodging/1000000/810000/800800/800765/a75b732a_y.jpg)

### The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent

"The mountain view was nice. "

[](https://expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information)

![Weathervane Motel](//images.trvl-media.com/lodging/11000000/10430000/10429400/10429394/17ddc189_y.jpg)

### Weathervane Motel

10/10 Excellent

"Needed a place to stay overnight before the Peru Fair. Arrived a little later in the evening, but was greeted with a friendly smile and checked in immediately. Room was clean, way bigger than I expected, and had everything I needed for an overnight stay. It was dark when I arrived and when I left, but parking area was very well lit and I enjoyed a nice quiet night. Great price and a huge value for the area. "

[](https://expedia.ca/Bennington-Hotels-Weathervane-Motel.h10429394.Hotel-Information)

## Find out more about Dorset

## Dorset Vacation Homes information

| Number of reviews | 1 |
| --- | --- |
| Accommodation | 629 Vacation Homes |
| Lowest Price | CA $903 |
| Highest Price | CA $903 |

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-   [Flights to Sunderland](https://www.expedia.ca/Cheap-Flights-To-Sunderland.d6324879.Travel-Guide-Flights)

-   [Bromley Mountain Ski Resort](https://www.expedia.ca/Bromley-Mountain-Ski-Resort-Bromley-Mountain.d6115890.Vacation-Attraction)
-   [Emerald Lake State Park](https://www.expedia.ca/Emerald-Lake-State-Park-East-Dorset.d6265781.Vacation-Attraction)
-   [Golf Club at Equinox](https://www.expedia.ca/Golf-Club-At-Equinox-Manchester.d6179922.Vacation-Attraction)
-   [Mount Equinox](https://www.expedia.ca/Mount-Equinox-Arlington.d6330471.Vacation-Attraction)
-   [Visit Mount Tabor](https://www.expedia.ca/Mount-Tabor.dx3000459688)

-   [Car rental Manchester Center](https://www.expedia.ca/Car-Rentals-In-Manchester-Center.d129382.Car-Rental-Guide)
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-   [Jace Rental Cars in Sandgate](https://www.expedia.ca/Jace-Car-Rentals-In-Sandgate.d553248635975871795-c1096.Car-Rental-Guide-Suppliers)
-   [Movida Rent A Car Rental Cars in Sandgate](https://www.expedia.ca/Movida-Rent-A-Car-Car-Rentals-In-Sandgate.d553248635975871795-c1083.Car-Rental-Guide-Suppliers)

-   [Manchester Vacation Rentals](https://www.expedia.ca/Manchester-Vacation-Rentals.d129374.Travel-Guide-VacationRentals)

-   [Book Vacation Homes in Dorset on Expedia.com](https://www.expedia.com/Dorset-Private-Vacation-Homes.d184046-aaPrivateVacationHomes.Travel-Guide-Accommodation)