Title: Cheshire Cottages  | Expedia.ca

  

[Hotels in Cheshire](https://expedia.ca/Cheshire-Hotels.d6005398.Travel-Guide-Hotels)[Vacation Rentals in Cheshire](https://expedia.ca/Cheshire-Vacation-Rentals.d6005398.Travel-Guide-VacationRentals)[Cheshire Car Rentals](https://expedia.ca/Car-Rentals-In-Cheshire.d6005398.Car-Rental-Guide)[Cheshire Vacation Packages](https://expedia.ca/Cheshire.d6005398.Destination-Travel-Guides)

![](https://mediaim.expedia.com/destination/2/03b3e41380b5e881ce17dedb6946d4ac.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Ed Gaffny

# Search Cheshire Cottage Rentals

![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)

### 

Change your mind

Book hotels with free cancellation

![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)

### 

Treat yourself

Sign in to save 10% or more on thousands of hotels

[Sign in](https://www.expedia.ca/login)

![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)

### 

Be picky

Search almost a million properties worldwide

## Check prices for these dates

Next weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6005398&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6005398&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6005398&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6005398&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Cheshire Cottages

![Exterior](https://images.trvl-media.com/lodging/100000000/99410000/99407400/99407400/0791e99a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99410000/99407400/99407400/df08517c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![15 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99410000/99407400/99407400/ca2ed981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/100000000/99410000/99407400/99407400/2cd54c4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshires farm, 30+ guests, 50 acres

New Lebanon

CA $1,356

CA $2,382 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/New-Lebanon-Hotels-Berkshires-Farm.h99407400.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=2025-11-11&endDate=2025-11-12&regionId=6005398&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCheshire-Cottages.d6005398-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCheshire-Cottages.d6005398-aaCottages.Travel-Guide-Accommodation)

## Top Cheshire Hotel Reviews

## Find out more about Cheshire

## Cheshire Cottages information

| Number of reviews | |
| --- | --- |
| Accommodation | Cottages |
| Lowest Price | |
| Highest Price | |

## Frequently asked questions

### How much do cottages in Cheshire cost?

> Cottages in Cheshire range between and per night. These properties offer a chance to get in touch with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

### Why book your cottage in Cheshire with Expedia?

> We think that a vacation should be stress-free, so if you're seeking cottages in Cheshire at a great price, Expedia has your back. Save those pennies and stay in an inexpensive option far away from the city rush, or splurge on a 5-star cottage to treat your loved ones.

### How can I find cheap cottages in Cheshire?

> An excellent way to uncover cheap cottages in Cheshire is with Expedia's handy filter tool. Narrow your search by budget, amenities and star rating to nab excellent rates in a couple of clicks.

### What is there to do in Cheshire near my cottage?

> If you're eager to see the sights of Cheshire, don't miss [St Mary's of the Assumption Church](https://www.expedia.ca/St-Marys-Of-The-Assumption-Church-Cheshire.d553248621532665539.Vacation-Attraction). It's a winner among visitors and locals alike.

## Explore a world of travel with Expedia

-   Lodging
-   Flights
-   Packages
-   Cars
-   Vacation Rental
-   More ways to book

-   [4 Star Hotels in North Adams](https://www.expedia.ca/4Star-North-Adams-Hotels.s40-0-d9137.Travel-Guide-Filter-Hotels)
-   [Farmstay in Adams](https://www.expedia.ca/Adams-Agritourism.d6005393-aaAgritourism.Travel-Guide-Accommodation)
-   [Aparthotels in Adams](https://www.expedia.ca/Adams-Apart-Hotels.d6005393-aaApartHotels.Travel-Guide-Accommodation)
-   [B&B in Adams](https://www.expedia.ca/Adams-Bed-And-Breakfast.d6005393-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Chalets in Adams](https://www.expedia.ca/Adams-Chalets.d6005393-aaChalets.Travel-Guide-Accommodation)
-   [Guest Houses in Adams](https://www.expedia.ca/Adams-Guest-Houses.d6005393-aaGuestHouses.Travel-Guide-Accommodation)
-   [Beach Hotel Hotels in Adams](https://www.expedia.ca/Adams-Hotels-Beach-Hotel.0-0-d6005393-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Adams](https://www.expedia.ca/Adams-Hotels-Cheap-Hotels.0-0-d6005393-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Historic Hotels in Adams](https://www.expedia.ca/Adams-Hotels-Historic-Hotel.0-0-d6005393-tHistoricHotel.Travel-Guide-Filter-Hotels)
-   [Mountain Hotels in Adams](https://www.expedia.ca/Adams-Hotels-Mountain-Hotels.0-0-d6005393-tMountainHotels.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Adams](https://www.expedia.ca/Adams-Hotels-Spa-Hotel.0-0-d6005393-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Adams Hotels](https://www.expedia.ca/Adams-Hotels.d6005393.Travel-Guide-Hotels)
-   [Inns in Adams](https://www.expedia.ca/Adams-Inns.d6005393-aaInns.Travel-Guide-Accommodation)
-   [Lodges in Adams](https://www.expedia.ca/Adams-Lodges.d6005393-aaLodges.Travel-Guide-Accommodation)
-   [Resorts in Adams](https://www.expedia.ca/Adams-Resort-Hotels.d6005393-aaResortHotels.Travel-Guide-Accommodation)
-   [Aparthotels in Dalton](https://www.expedia.ca/Dalton-Apart-Hotels.d6911-aaApartHotels.Travel-Guide-Accommodation)
-   [B&B in Dalton](https://www.expedia.ca/Dalton-Bed-And-Breakfast.d6911-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Cheap Hotels in Dalton](https://www.expedia.ca/Dalton-Hotels-Cheap-Hotels.0-0-d6911-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Family Hotels in Dalton](https://www.expedia.ca/Dalton-Hotels-Family-Hotel.0-0-d6911-tFamilyHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Dalton](https://www.expedia.ca/Dalton-Hotels-Spa-Hotel.0-0-d6911-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Dalton Hotels](https://www.expedia.ca/Dalton-Hotels.d6911.Travel-Guide-Hotels)
-   [Lodges in Dalton](https://www.expedia.ca/Dalton-Lodges.d6911-aaLodges.Travel-Guide-Accommodation)
-   [Motels in Dalton](https://www.expedia.ca/Dalton-Motels.d6911-aaMotels.Travel-Guide-Accommodation)
-   [Beach Hotel Hotels in Berkshire County](https://www.expedia.ca/Destinations-In-Berkshire-County-Beach-Hotel.0-0-d553248635083901436-tBeachHotel.Hotel-Filter-Destinations)
-   [Hotels with a Pool in Berkshire County](https://www.expedia.ca/Destinations-In-Berkshire-County-Hotel-With-Pool.0-0-d553248635083901436-tHotelwithPool.Hotel-Filter-Destinations)
-   [Luxury Hotels in Berkshire County](https://www.expedia.ca/Destinations-In-Berkshire-County-Luxury-Hotel.0-0-d553248635083901436-tLuxuryHotel.Hotel-Filter-Destinations)
-   [Pet-Friendly Hotels in Berkshire County](https://www.expedia.ca/Destinations-In-Berkshire-County-Pet-Friendly-Hotel.0-0-d553248635083901436-tPetfriendlyHotel.Hotel-Filter-Destinations)
-   [Ski Hotels in Berkshire County](https://www.expedia.ca/Destinations-In-Berkshire-County-Ski-Hotel.0-0-d553248635083901436-tSkiHotel.Hotel-Filter-Destinations)
-   [Berkshire County Hotels](https://www.expedia.ca/Destinations-In-Berkshire-County.d553248635083901436.Hotel-Destinations)
-   [Farmstay in Hancock](https://www.expedia.ca/Hancock-Agritourism.d112303-aaAgritourism.Travel-Guide-Accommodation)
-   [Aparthotels in Hancock](https://www.expedia.ca/Hancock-Apart-Hotels.d112303-aaApartHotels.Travel-Guide-Accommodation)
-   [B&B in Hancock](https://www.expedia.ca/Hancock-Bed-And-Breakfast.d112303-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Condo Rentals in Hancock](https://www.expedia.ca/Hancock-Condos.d112303-aaCondos.Travel-Guide-Accommodation)
-   [Guest Houses in Hancock](https://www.expedia.ca/Hancock-Guest-Houses.d112303-aaGuestHouses.Travel-Guide-Accommodation)
-   [Boutique Hotels in Hancock](https://www.expedia.ca/Hancock-Hotels-Boutique-Hotel.0-0-d112303-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Hancock](https://www.expedia.ca/Hancock-Hotels-Cheap-Hotels.0-0-d112303-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Historic Hotels in Hancock](https://www.expedia.ca/Hancock-Hotels-Historic-Hotel.0-0-d112303-tHistoricHotel.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Hancock](https://www.expedia.ca/Hancock-Hotels-Luxury-Hotel.0-0-d112303-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Mountain Hotels in Hancock](https://www.expedia.ca/Hancock-Hotels-Mountain-Hotels.0-0-d112303-tMountainHotels.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Hancock](https://www.expedia.ca/Hancock-Hotels-Pet-Friendly-Hotel.0-0-d112303-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Hancock](https://www.expedia.ca/Hancock-Hotels-Spa-Hotel.0-0-d112303-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Hancock Hotels](https://www.expedia.ca/Hancock-Hotels.d112303.Travel-Guide-Hotels)
-   [Inns in Hancock](https://www.expedia.ca/Hancock-Inns.d112303-aaInns.Travel-Guide-Accommodation)
-   [Resorts in Hancock](https://www.expedia.ca/Hancock-Resort-Hotels.d112303-aaResortHotels.Travel-Guide-Accommodation)
-   [Luxury Hotels in Hinsdale](https://www.expedia.ca/Hinsdale-Hotels-Luxury-Hotel.0-0-d6005406-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Hinsdale](https://www.expedia.ca/Hinsdale-Hotels-Spa-Hotel.0-0-d6005406-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Hinsdale Hotels](https://www.expedia.ca/Hinsdale-Hotels.d6005406.Travel-Guide-Hotels)
-   [Hotels near Jiminy Peak Mountain Resort](https://www.expedia.ca/Jiminy-Peak-Mountain-Resort-Hotels.0-l553248621532665536-0.Travel-Guide-Filter-Hotels)
-   [Guest Houses in Lanesborough](https://www.expedia.ca/Lanesborough-Guest-Houses.d6005408-aaGuestHouses.Travel-Guide-Accommodation)
-   [Cheap Hotels in Lanesborough](https://www.expedia.ca/Lanesborough-Hotels-Cheap-Hotels.0-0-d6005408-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Lanesborough](https://www.expedia.ca/Lanesborough-Hotels-Spa-Hotel.0-0-d6005408-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Lanesborough Hotels](https://www.expedia.ca/Lanesborough-Hotels.d6005408.Travel-Guide-Hotels)
-   [Inns in Lanesborough](https://www.expedia.ca/Lanesborough-Inns.d6005408-aaInns.Travel-Guide-Accommodation)
-   [Vacation Homes in Lanesborough](https://www.expedia.ca/Lanesborough-Private-Vacation-Homes.d6005408-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Hotels near Mount Greylock](https://www.expedia.ca/Mount-Greylock-Hotels.0-l6091829-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Mount Greylock State Reservation Visitor Center](https://www.expedia.ca/Mount-Greylock-State-Reservation-Visitor-Center-Hotels.0-l6272782-0.Travel-Guide-Filter-Hotels)
-   [Aparthotels in New Ashford](https://www.expedia.ca/New-Ashford-Apart-Hotels.d183333-aaApartHotels.Travel-Guide-Accommodation)
-   [B&B in New Ashford](https://www.expedia.ca/New-Ashford-Bed-And-Breakfast.d183333-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Luxury Hotels in New Ashford](https://www.expedia.ca/New-Ashford-Hotels-Luxury-Hotel.0-0-d183333-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [New Ashford Hotels](https://www.expedia.ca/New-Ashford-Hotels.d183333.Travel-Guide-Hotels)
-   [Inns in New Ashford](https://www.expedia.ca/New-Ashford-Inns.d183333-aaInns.Travel-Guide-Accommodation)
-   [Villas in New Ashford](https://www.expedia.ca/New-Ashford-Villas.d183333-aaVillas.Travel-Guide-Accommodation)
-   [Luxury Hotels in North Adams](https://www.expedia.ca/North-Adams-Hotels-Luxury-Hotel.0-0-d9137-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [North Adams Hotels](https://www.expedia.ca/North-Adams-Hotels.d9137.Travel-Guide-Hotels)
-   [Boutique Hotels in Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Boutique-Hotel.0-0-d9478-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Cheap-Hotels.0-0-d9478-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Hotels with a Pool in Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Hotel-With-Pool.0-0-d9478-tHotelwithPool.Travel-Guide-Filter-Hotels)
-   [Hotels with smoking rooms in Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Hotels-With-Smoking-Rooms.0-0-d9478-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels)
-   [Lgbt Friendly Hotels in Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-LGBT-Friendly-Hotel.0-0-d9478-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Luxury-Hotel.0-0-d9478-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Pet-Friendly-Hotel.0-0-d9478-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Ski Hotels in Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Ski-Hotel.0-0-d9478-tSkiHotel.Travel-Guide-Filter-Hotels)
-   [Pittsfield Hotels](https://www.expedia.ca/Pittsfield-Hotels.d9478.Travel-Guide-Hotels)
-   [Hotels near Pittsfield Station](https://www.expedia.ca/Pittsfield-Station-Hotels.d6195403.Travel-Guide-Hotels)
-   [Cabin Rentals in Savoy](https://www.expedia.ca/Savoy-Cabins.d6005417-aaCabins.Travel-Guide-Accommodation)
-   [Condo Resorts in Savoy](https://www.expedia.ca/Savoy-Condominium-Resort.d6005417-aaCondominiumResort.Travel-Guide-Accommodation)
-   [Cottages in Savoy](https://www.expedia.ca/Savoy-Cottages.d6005417-aaCottages.Travel-Guide-Accommodation)
-   [Cheap Hotels in Savoy](https://www.expedia.ca/Savoy-Hotels-Cheap-Hotels.0-0-d6005417-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Savoy Hotels](https://www.expedia.ca/Savoy-Hotels.d6005417.Travel-Guide-Hotels)
-   [Inns in Savoy](https://www.expedia.ca/Savoy-Inns.d6005417-aaInns.Travel-Guide-Accommodation)
-   [Cheap Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Cheap-Hotels.0-0-d6005427-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Hotels with a Pool in Windsor](https://www.expedia.ca/Windsor-Hotels-Hotel-With-Pool.0-0-d6005427-tHotelwithPool.Travel-Guide-Filter-Hotels)
-   [Romantic Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Romantic-Hotel.0-0-d6005427-tRomanticHotel.Travel-Guide-Filter-Hotels)
-   [Windsor Hotels](https://www.expedia.ca/Windsor-Hotels.d6005427.Travel-Guide-Hotels)
-   [Hotels near Windsor Lake Park](https://www.expedia.ca/Windsor-Lake-Park-Hotels.0-l553248621560926712-0.Travel-Guide-Filter-Hotels)

-   [Flights to North Adams](https://www.expedia.ca/Cheap-Flights-To-North-Adams.d9137.Travel-Guide-Flights)
-   [Flights to Pittsfield](https://www.expedia.ca/Cheap-Flights-To-Pittsfield.d9478.Travel-Guide-Flights)
-   [Flights to Savoy Mountain State Forest](https://www.expedia.ca/Cheap-Flights-To-Savoy-Mountain-State-Forest.d6339858.Travel-Guide-Flights)
-   [Flights to Windsor](https://www.expedia.ca/Cheap-Flights-To-Windsor.d6005427.Travel-Guide-Flights)
-   [Flights from Adams](https://www.expedia.ca/lp/flights/6005393/flights-from-adams)
-   [Flights from Windsor](https://www.expedia.ca/lp/flights/6005427/flights-from-windsor)
-   [Flights from North Adams](https://www.expedia.ca/lp/flights/9137/flights-from-north-adams)

-   [Adams Vacations](https://www.expedia.ca/Adams.d6005393.Destination-Travel-Guides)
-   [Visit North Adams](https://www.expedia.ca/North-Adams.dx9137)

-   [Budget Rental Cars in Pittsfield](https://www.expedia.ca/Budget-Car-Rentals-In-Pittsfield.d9478-c39.Car-Rental-Guide-Suppliers)
-   [Car rental Hancock](https://www.expedia.ca/Car-Rentals-In-Hancock.d112303.Car-Rental-Guide)
-   [Car rentals near Jiminy Peak Mountain Resort](https://www.expedia.ca/Car-Rentals-In-Jiminy-Peak-Mountain-Resort.d553248621532665536.Car-Rental-Guide)
-   [Car rental Pittsfield](https://www.expedia.ca/Car-Rentals-In-Pittsfield.d9478.Car-Rental-Guide)
-   [Hertz Rental Cars in North Adams](https://www.expedia.ca/Hertz-Car-Rentals-In-North-Adams.d9137-c40.Car-Rental-Guide-Suppliers)

-   [Dalton Vacation Rentals](https://www.expedia.ca/Dalton-Vacation-Rentals.d6911.Travel-Guide-VacationRentals)

-   [Book Cottages in Cheshire on Expedia.com](https://www.expedia.com/Cheshire-Cottages.d6005398-aaCottages.Travel-Guide-Accommodation)