Title: The Berkshires Vacation Rentals from CA $177: Short-Term Rentals for 2026 | Expedia.ca

[The Berkshires Travel Guide](https://expedia.ca/The-Berkshires.dx6047665)[Hotels in The Berkshires](https://expedia.ca/The-Berkshires-Hotels.d6047665.Travel-Guide-Hotels)[Flights to The Berkshires](https://expedia.ca/Cheap-Flights-To-The-Berkshires.d6047665.Travel-Guide-Flights)[The Berkshires Car Rentals](https://expedia.ca/Car-Rentals-In-The-Berkshires.d6047665.Car-Rental-Guide)[The Berkshires Vacation Packages](https://expedia.ca/The-Berkshires.d6047665.Destination-Travel-Guides)

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Photo by Photo courtesy of Berkshire Visitors Bureau

![](https://images.trvl-media.com/place/6047665/e95ad08c-cd3f-48ea-b01c-31171bbd50b7.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jul 3 - Jul 5](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 31 - Aug 2](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2026-07-31&endDate=2026-08-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for The Berkshires vacation rentals

![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/8168a5fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/9e460e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/db44d375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Village in the Berkshires

[](https://www.expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

Williamstown

8.8/10

Excellent

(2,324 reviews)

"Clean rooms, and very friendly staff"

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

Amr

CA $145

CA $177 total

includes taxes & fees

Apr 21 - Apr 22

[](https://www.expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90190000/90182200/90182167/11079675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/91000000/90190000/90182200/90182167/95dba0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/91000000/90190000/90182200/90182167/53296390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/91000000/90190000/90182200/90182167/4483726a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

[](https://www.expedia.ca/Hancock-Hotels-Must-See-Cabin-Suite-Jiminy-Sleeps-4-Mountainview-Ski-OnOff-Country-Inn-Redone.h90182167.Hotel-Information)

Hancock

10/10

Exceptional

(12 reviews)

"Room was perfect location for skiing. Able to see slopes and a few of the chairlifts from room. Beds were super comfortable. Parking was close by and in private area which helped avoid parking in huge resort parking lot. Owner was very responsive."

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

Charles

CA $146

CA $323 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Hancock-Hotels-Must-See-Cabin-Suite-Jiminy-Sleeps-4-Mountainview-Ski-OnOff-Country-Inn-Redone.h90182167.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/102000000/101430000/101424500/101424483/d4b659d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books](https://images.trvl-media.com/lodging/102000000/101430000/101424500/101424483/6205c26e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gift shop](https://images.trvl-media.com/lodging/102000000/101430000/101424500/101424483/5d6310f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101430000/101424500/101424483/w1168h800x32y0-91cbcd39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor

[](https://www.expedia.ca/Hancock-Hotels-Deluxe-Mountain-Fox-Suite-Jiminy-Peak-Ski-On-Off-Fully-Redone-Decor.h101424483.Hotel-Information)

Hancock

10/10

Exceptional

(2 reviews)

"The one-bedroom aparment is spacious, very clean, nice and funtional furniture and a perfectly well equipped kitchen area. Our 2 grandchildren had a fun time. And the apartament is footsteps from the ski lifts - a real treat! I highly recommend it!Ps. And the owner is always at hand, very helpful, and concerned that all is perfect for the guest's stay."

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

Antonio S.

CA $146

CA $324 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Hancock-Hotels-Deluxe-Mountain-Fox-Suite-Jiminy-Peak-Ski-On-Off-Fully-Redone-Decor.h101424483.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/99000000/98520000/98512800/98512708/bae121bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books](https://images.trvl-media.com/lodging/99000000/98520000/98512800/98512708/69ce761a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/99000000/98520000/98512800/98512708/ffe021cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/99000000/98520000/98512800/98512708/c5fd4f84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

[](https://www.expedia.ca/Hancock-Hotels-Must-See-Pirate-Suite-Ski-OnOff-Jiminy-Mtn-View-Fully-Redone-Decor.h98512708.Hotel-Information)

Hancock

10/10

Exceptional

(6 reviews)

"It was great experience and we loved the ammenities."

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

Carrie C.

CA $146

CA $323 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Hancock-Hotels-Must-See-Pirate-Suite-Ski-OnOff-Jiminy-Mtn-View-Fully-Redone-Decor.h98512708.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/70000000/69540000/69537800/69537711/5a4b4d18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69540000/69537800/69537711/w1008h683x16y0-5d2c42d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69540000/69537800/69537711/39a40f49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69540000/69537800/69537711/a470b34d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

[](https://www.expedia.ca/Hancock-Hotels-Ski-OnOff-1BR-SUITE-SLEEPS-4-Best-Location-Jiminy.h69537711.Hotel-Information)

Hancock

9.6/10

Exceptional

(33 reviews)

"Was in town for my HS reunion and loved my stay! Great location and amenities and the condo itself is super cute."

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

Maura S.

CA $146

CA $324 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Hancock-Hotels-Ski-OnOff-1BR-SUITE-SLEEPS-4-Best-Location-Jiminy.h69537711.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/79000000/78540000/78537700/78537603/b5482417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/79000000/78540000/78537700/78537603/6f139890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78540000/78537700/78537603/57064e68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78540000/78537700/78537603/w1333h900x16y0-4045c8c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

[](https://www.expedia.ca/Hancock-Hotels-Disney-Magic-At-Jiminy-Must-See-Gorgeous-Sleeps-4.h78537603.Hotel-Information)

Hancock

9.8/10

Exceptional

(21 reviews)

"Great location! "

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

shannon m.

CA $146

CA $323 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Hancock-Hotels-Disney-Magic-At-Jiminy-Must-See-Gorgeous-Sleeps-4.h78537603.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/77000000/76720000/76713300/76713290/a99d06d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76720000/76713300/76713290/w1008h683x16y0-093e3f17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76720000/76713300/76713290/63833f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76720000/76713300/76713290/97765f2f_edited_8669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

[](https://www.expedia.ca/Hancock-Hotels-Chic-2BR-Suite-On-Jiminy-Mtn-Sleeps-8-Gorgeous.h76713290.Hotel-Information)

Hancock

9.6/10

Exceptional

(34 reviews)

"Great and clean property! Very easy to access and good parking too."

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

Todd A.

CA $220

CA $456 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Hancock-Hotels-Chic-2BR-Suite-On-Jiminy-Mtn-Sleeps-8-Gorgeous.h76713290.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/52bc41a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/caf5dd09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/6137aab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/dcb799f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home in Great Barrington

[](https://www.expedia.ca/Great-Barrington-Hotels-Home-In-Great-Barrington.h84672833.Hotel-Information)

Great Barrington

9.8/10

Exceptional

(28 reviews)

"The house was pristine, bright, with everything we needed. We hope to come back again to enjoy the area. "

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

maureen k.

CA $282

CA $447 total

includes taxes & fees

Apr 20 - Apr 21

[](https://www.expedia.ca/Great-Barrington-Hotels-Home-In-Great-Barrington.h84672833.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/46000000/45480000/45471500/45471406/f020a98b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/46000000/45480000/45471500/45471406/32848e1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/46000000/45480000/45471500/45471406/0fb5f28d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45480000/45471500/45471406/4c69da5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Studio In Town, By the Water

[](https://www.expedia.ca/Williamstown-Hotels-New-Studio-In-Town.h45471406.Hotel-Information)

Williamstown

10/10

Exceptional

(10 reviews)

"Great location, we really enjoyed our stay! "

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

Lydia J.

CA $167

CA $374 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Williamstown-Hotels-New-Studio-In-Town.h45471406.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/3e2af0e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gift shop](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/87c90776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/45a94106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/c1de7213.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

[](https://www.expedia.ca/Hancock-Hotels-2-BR-Condo-Mountain-Views-At-Jiminy-Peak-Sleeps-7.h111663271.Hotel-Information)

Hancock

7.6/10

Good

(13 reviews)

"Great location, right on the mountain's property "

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

J S.

CA $212

CA $498 total

includes taxes & fees

May 6 - May 7

[](https://www.expedia.ca/Hancock-Hotels-2-BR-Condo-Mountain-Views-At-Jiminy-Peak-Sleeps-7.h111663271.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/dfd30b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/74627ad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/26d89405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/c5241605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2-Bdr Apt In Town, By the Water

[](https://www.expedia.ca/Williamstown-Hotels-2-Bdr-Apt-In-Town.h101733845.Hotel-Information)

Williamstown

9.6/10

Exceptional

(12 reviews)

"wonderful apartment right in town."

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

Stuart S.

CA $167

CA $393 total

includes taxes & fees

Apr 9 - Apr 10

[](https://www.expedia.ca/Williamstown-Hotels-2-Bdr-Apt-In-Town.h101733845.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/w4000h2662x0y5-f1ed56ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/0ab9f2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/4fb8018b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/7d4bb1aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

[](https://www.expedia.ca/Hinsdale-Hotels-Beautiful-2-Bedroom-Loft-With-Hot-Tub-At-Lake-Ashmere.h89714351.Hotel-Information)

Hinsdale

9.8/10

Exceptional

(36 reviews)

"Amazing, peaceful, immaculately clean property. "

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

Cec C.

CA $225

CA $586 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Hinsdale-Hotels-Beautiful-2-Bedroom-Loft-With-Hot-Tub-At-Lake-Ashmere.h89714351.Hotel-Information)

![Gift shop](https://images.trvl-media.com/lodging/97000000/96840000/96837300/96837232/2b285fa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96840000/96837300/96837232/e60e5176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96840000/96837300/96837232/78a1069e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96840000/96837300/96837232/w1333h900x16y0-00a84624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

[](https://www.expedia.ca/Hancock-Hotels-Gorgeous-Mountain-View-Suite-Ski-OnOff-At-Jiminy-Fully-Redone-Decor.h96837232.Hotel-Information)

Hancock

10/10

Exceptional

(3 reviews)

"Stayed one night at one of my favorite ski spots. Will be back again!"

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

Neil J.

CA $146

CA $323 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Hancock-Hotels-Gorgeous-Mountain-View-Suite-Ski-OnOff-At-Jiminy-Fully-Redone-Decor.h96837232.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/83d3f833_edited_d758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/0e4076ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/a133e616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/c729995e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

[](https://www.expedia.ca/Becket-Hotels-Dog-Friendly-A-Frame-In-The-Berkshires-Walk-To-Lake-With-Beach-Access.h115469906.Hotel-Information)

Sherwood Forest

10/10

Exceptional

(5 reviews)

"We loved it! Lots of local hiking trails and a wonderful relaxing place."

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

Sharon K.

CA $203

CA $523 total

includes taxes & fees

Apr 9 - Apr 10

[](https://www.expedia.ca/Becket-Hotels-Dog-Friendly-A-Frame-In-The-Berkshires-Walk-To-Lake-With-Beach-Access.h115469906.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733841/53935e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733841/5619200c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733841/7239287a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733841/751785ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown | Waterfront | Walk to Shops

[](https://www.expedia.ca/Williamstown-Hotels-Downtown-Waterfront-Walk-To-Shops.h101733841.Hotel-Information)

Williamstown

10/10

Exceptional

(7 reviews)

"Perfect setup for anyone visiting Williamstown."

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

Michael P.

CA $181

CA $401 total

includes taxes & fees

Apr 26 - Apr 27

[](https://www.expedia.ca/Williamstown-Hotels-Downtown-Waterfront-Walk-To-Shops.h101733841.Hotel-Information)

![Gift shop](https://images.trvl-media.com/lodging/91000000/90790000/90786800/90786767/2e9623f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90790000/90786800/90786767/w1280h960x0y6-ac51750e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90790000/90786800/90786767/a21be151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90790000/90786800/90786767/w1333h900x16y0-bf275b9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

[](https://www.expedia.ca/Hancock-Hotels-Must-See-Jurassic-Dino-Suite-At-Jiminy-Country-Inn-Sleeps-4-Ski-OnOff-At-Mtn.h90786767.Hotel-Information)

Hancock

10/10

Exceptional

(5 reviews)

"We had a great stay! The kids absolutely loved the room. Great location and lots to do. Thanks again!!"

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

Jen B.

[](https://www.expedia.ca/Hancock-Hotels-Must-See-Jurassic-Dino-Suite-At-Jiminy-Country-Inn-Sleeps-4-Ski-OnOff-At-Mtn.h90786767.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/6c6cf45f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/12b81391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/e012bbab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/972c3b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Florida Mountain Log Cabin

[](https://www.expedia.ca/North-Adams-Hotels-Florida-Mountain-Log-Cabin.h90251080.Hotel-Information)

Florida

10/10

Exceptional

(4 reviews)

"Place was super clean. Beds were comfortable. Location was great."

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

Tristan e.

CA $256

CA $472 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/North-Adams-Hotels-Florida-Mountain-Log-Cabin.h90251080.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/dba15cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/8425e45e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/1c7057e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/807b3960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

[](https://www.expedia.ca/Becket-Hotels-Dog-Friendly2B1B-In-The-Berkshires-Private-Lake-Community-Whot-Tub-Canoe.h105230373.Hotel-Information)

Sherwood Forest

9.8/10

Exceptional

(14 reviews)

"Nicole was very attentive and very quick to respond to any question we had. Her cottage was perfect for a quiet getaway, just what everybody needs!"

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

Matthew F.

CA $223

CA $549 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Becket-Hotels-Dog-Friendly2B1B-In-The-Berkshires-Private-Lake-Community-Whot-Tub-Canoe.h105230373.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/125000000/124020000/124014400/124014382/ec2d4d77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/125000000/124020000/124014400/124014382/cbafac8b_edited_20ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/125000000/124020000/124014400/124014382/0789534a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/125000000/124020000/124014400/124014382/5f67b57c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor

[](https://www.expedia.ca/Hancock-Hotels-Mountain-Getaway-Suite-Ski-OnOff-Jiminy-Peak-Fully-Redone-Decor.h124014382.Hotel-Information)

Hancock

10/10

Exceptional

(3 reviews)

"Quiet location"

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

Alicia S.

CA $146

CA $324 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Hancock-Hotels-Mountain-Getaway-Suite-Ski-OnOff-Jiminy-Peak-Fully-Redone-Decor.h124014382.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/61000000/60770000/60763800/60763766/w907h683x58y0-59aad182.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/61000000/60770000/60763800/60763766/w510h683x258y0-04b5e846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/61000000/60770000/60763800/60763766/w524h683x260y0-f1656d72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60770000/60763800/60763766/w507h683x259y0-1d5f8c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### North Getaway Cottage

[](https://www.expedia.ca/Williamstown-Hotels-Vacation-Getaway-Or-Remote-Workschool-Location.h60763766.Hotel-Information)

Williamstown

9.2/10

Wonderful

(24 reviews)

"We stayed here on a beautiful fall weekend so that my son could tour William's college. It was perfect!"

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

Carole S.

CA $282

CA $624 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Williamstown-Hotels-Vacation-Getaway-Or-Remote-Workschool-Location.h60763766.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-21&endDate=2026-04-22&regionId=6047665&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

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Cottages

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Private vacation homes

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Chalets

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Aparthotels

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Condos

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Apartments

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Villas

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## Top The Berkshires Hotel Reviews

![Hampton Inn & Suites Berkshires-Lenox](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/d8fde5b0_y.jpg)

### Hampton Inn & Suites Berkshires-Lenox

8/10 Good

"Good location and great breakfast."

[](https://expedia.ca/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information)

![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/3d64e1fb_y.jpg)

### Berkshires Untold

10/10 Excellent

"for a stay it was perfect. The layout is motel style but the design and care for the place elevates the stay exponentially. Cosmetically the rooms are gorgeous and the lobby is stunning. "

[](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information)

![The Cornell Inn, Lenox & The Berkshires](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/63812de9_y.jpg)

### The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"Always a pleasant experience. We stay once a year"

[](https://expedia.ca/Lenox-Hotels-The-Cornell-Inn.h1634230.Hotel-Information)

![Quality Inn Great Barrington](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/ed6ed4e8_y.jpg)

### Quality Inn Great Barrington

8/10 Good

"Room and bed were clean as I would expect bath and toilet were clean, shower pressure was mediocre as I usually expect. Location was excellent as my ski resorts were within close proximity as well as restaurants (think Bogies, awesome food and reasonable prices). Check in was a breeze and Brian the manager was quite pleasant and informative. Will stay again on my next ski trip in the area."

[](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)

![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a_y.jpg)

### Berkshire Mountain Lodge

10/10 Excellent

"Love that place. Does need a little sprucing up. Staff great and accomodating "

[](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information)

![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg)

### The Williams Inn

8/10 Good

"solid 4 stars, clean and comfy rooms"

[](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information)

![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/d239029a_y.jpg)

### Hotel Downstreet, an Ascend Collection Hotel

6/10 Okay

"Loud refrigerator overall 2.5 stars in terms of condition of the hotel Staff is friendly "

[](https://expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information)

![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg)

### Holiday Inn & Suites Pittsfield-Berkshires by IHG

6/10 Okay

"Great dinner, nice room. Only complaint is that none of the 3 elevators would come to the 6 floor in the morning. It was a long walk with our baggage."

[](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)

![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/db44d375_y.jpg)

### Vacation Village in the Berkshires

8/10 Good

"Beds could be more updated"

[](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

## Find out more about The Berkshires

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with The Berkshires. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in The Berkshires ](https://expedia.ca/The-Berkshires-Private-Vacation-Homes.d6047665-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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- [Apartments in The Berkshires ](https://expedia.ca/The-Berkshires-Apartments.d6047665-aaApartments.Travel-Guide-Accommodation)
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- [Guest Houses in The Berkshires ](https://expedia.ca/The-Berkshires-Guest-Houses.d6047665-aaGuestHouses.Travel-Guide-Accommodation)
- [Aparthotels in The Berkshires ](https://expedia.ca/The-Berkshires-Apart-Hotels.d6047665-aaApartHotels.Travel-Guide-Accommodation)
- [Lodges in The Berkshires ](https://expedia.ca/The-Berkshires-Lodges.d6047665-aaLodges.Travel-Guide-Accommodation)
- [Condo Resorts in The Berkshires ](https://expedia.ca/The-Berkshires-Condominium-Resort.d6047665-aaCondominiumResort.Travel-Guide-Accommodation)
- [Chalets in The Berkshires ](https://expedia.ca/The-Berkshires-Chalets.d6047665-aaChalets.Travel-Guide-Accommodation)
- [RV Parks in The Berkshires ](https://expedia.ca/The-Berkshires-RV-Parks.d6047665-aaRVParks.Travel-Guide-Accommodation)
- [Country Houses in The Berkshires ](https://expedia.ca/The-Berkshires-Country-House.d6047665-aaCountryHouse.Travel-Guide-Accommodation)
- [Castles in The Berkshires ](https://expedia.ca/The-Berkshires-Castles.d6047665-aaCastles.Travel-Guide-Accommodation)

### Expedia's Latest Trends

Hotels

- [Oceanfront Hotels in Cape Cod](https://expedia.ca/Cape-Cod-Hotels-Oceanfront-Hotels.0-0-d180061-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [All Inclusive Resorts and Hotels in Cape Cod](https://expedia.ca/Cape-Cod-Hotels-All-Inclusive-Hotel.0-0-d180061-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
- [Hotels in Martha's Vineyard](https://expedia.ca/Marthas-Vineyard-Hotels.d6047691.Travel-Guide-Hotels)
- [Marriott Hotels & Resorts Hotels in Martha's Vineyard](https://expedia.ca/Marthas-Vineyard-Hotels-Marriott-Hotels-Resorts.0-0-d6047691--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels)
- [Family Hotels in Cape Cod](https://expedia.ca/Cape-Cod-Hotels-Family-Hotel.0-0-d180061-tFamilyHotel.Travel-Guide-Filter-Hotels)
- [Pet-friendly Hotels in Cape Cod](https://expedia.ca/Cape-Cod-Hotels-Pet-Friendly-Hotel.0-0-d180061-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Spa Hotels in Western Massachusetts](https://expedia.ca/Western-Massachusetts-Hotels-Spa-Hotel.0-0-d6234063-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Hotels with Kitchenettes in Central Massachusetts](https://expedia.ca/Central-Massachusetts-Hotels-Hotels-With-Kitchenettes.0-0-d6047670-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels)
- [Adults Only Resorts & Hotels in Martha's Vineyard](https://expedia.ca/Marthas-Vineyard-Hotels-Adults-Only-Resorts.0-0-d6047691-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
- [Hotels in Cape Cod](https://expedia.ca/Cape-Cod-Hotels.d180061.Travel-Guide-Hotels)
- [Pet-friendly Hotels in Plum Island](https://expedia.ca/Plum-Island-Hotels-Pet-Friendly-Hotel.0-0-d553248635083907278-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Hotels with Free Breakfast in Central Massachusetts](https://expedia.ca/Central-Massachusetts-Hotels-Hotels-With-Free-Breakfast.0-0-d6047670-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Cape Cod](https://expedia.ca/Cape-Cod-Hotels-Cheap-Hotels.0-0-d180061-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels with Free Breakfast in Western Massachusetts](https://expedia.ca/Western-Massachusetts-Hotels-Hotels-With-Free-Breakfast.0-0-d6234063-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels)
- [Boutique Hotels in Western Massachusetts](https://expedia.ca/Western-Massachusetts-Hotels-Boutique-Hotel.0-0-d6234063-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
- [Beach Hotel in Cape Cod](https://expedia.ca/Cape-Cod-Hotels-Beach-Hotel.0-0-d180061-tBeachHotel.Travel-Guide-Filter-Hotels)

Flights

- [Cheap Flights to Martha's Vineyard](https://expedia.ca/Cheap-Flights-To-Marthas-Vineyard.d6047691.Travel-Guide-Flights)
- [Cheap Flights to Nantucket Island](https://expedia.ca/Cheap-Flights-To-Nantucket-Island.d6047676.Travel-Guide-Flights)
- [Cheap Flights to Cape Cod](https://expedia.ca/Cheap-Flights-To-Cape-Cod.d180061.Travel-Guide-Flights)

Cars

- [Owners Car Rentals In Western Massachusetts](https://expedia.ca/Owners-Car-Rentals-In-Western-Massachusetts.d6234063-c1066.Car-Rental-Guide-Suppliers)
- [Alamo Rent A Car Car Rentals In Marthas Vineyard](https://expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Marthas-Vineyard.d6047691-c6.Car-Rental-Guide-Suppliers)

Activities

- [Things to do in Nantucket Island](https://expedia.ca/Things-To-Do-In-Nantucket-Island.d6047676.Travel-Guide-Activities)
- [Things to do in Cape Cod](https://expedia.ca/Things-To-Do-In-Cape-Cod.d180061.Travel-Guide-Activities)

Packages

- [Cape Cod Vacations](https://expedia.ca/Cape-Cod.d180061.Destination-Travel-Guides)
- [Martha's Vineyard Vacations](https://expedia.ca/Marthas-Vineyard.d6047691.Destination-Travel-Guides)

Vacation Rentals

- [Cape Cod Vacation Rentals](https://expedia.ca/Cape-Cod-Vacation-Rentals.d180061.Travel-Guide-VacationRentals)

General

- [Visit Plum Island](https://expedia.ca/Plum-Island.dx553248635083907278)
- [Visit Cape Cod](https://expedia.ca/Cape-Cod.dx180061)
- [Visit Martha's Vineyard](https://expedia.ca/Marthas-Vineyard.dx6047691)
- [Visit Nantucket Island](https://expedia.ca/Nantucket-Island.dx6047676)

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