Title: Chesley Vacation Rentals from CA $168: Short-Term Rentals for 2026 | Expedia.ca

[Chesley Travel Guide](https://expedia.ca/Chesley.dx6138994)[Hotels in Chesley](https://expedia.ca/Chesley-Hotels.d6138994.Travel-Guide-Hotels)[Flights to Chesley](https://expedia.ca/Cheap-Flights-To-Chesley.d6138994.Travel-Guide-Flights)[Chesley Car Rentals](https://expedia.ca/Car-Rentals-In-Chesley.d6138994.Car-Rental-Guide)[Chesley Vacation Packages](https://expedia.ca/Chesley.d6138994.Destination-Travel-Guides)

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# Chesley Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 25 - Dec 26](https://www.expedia.ca/Hotel-Search?regionId=6138994&startDate=2025-12-25&endDate=2025-12-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 26 - Dec 27](https://www.expedia.ca/Hotel-Search?regionId=6138994&startDate=2025-12-26&endDate=2025-12-27&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6138994&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)

Next weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6138994&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)

## Our top choices for Chesley vacation rentals

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93130000/93127400/93127376/3ed85516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/94000000/93130000/93127400/93127376/b5f17038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![53-inch flat-screen TV with digital channels, TV, fireplace](https://images.trvl-media.com/lodging/94000000/93130000/93127400/93127376/73e1757e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![53-inch flat-screen TV with digital channels, TV, fireplace](https://images.trvl-media.com/lodging/94000000/93130000/93127400/93127376/0cecdcd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Saugeen Shores

[](https://www.expedia.ca/Saugeen-Shores-Hotels-GLOBALSTAY-Brand-New-House-In-Port-Elgin.h93127376.Hotel-Information)

7.6/10

Good

(39)

"Amazing location and super cozy. Check-in was smooth, and the property was stunning!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Olivia

CA $78

CA $325 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Saugeen-Shores-Hotels-GLOBALSTAY-Brand-New-House-In-Port-Elgin.h93127376.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/69000000/68370000/68364200/68364186/a79c9bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/69000000/68370000/68364200/68364186/cd3dcb03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/69000000/68370000/68364200/68364186/f843a93e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, Ensuite, Garden View (Unit 1) | Interior](https://images.trvl-media.com/lodging/69000000/68370000/68364200/68364186/dac57398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Saugeen Shores

[](https://www.expedia.ca/Owen-Sound-Hotels-Driftwood-Haus.h68364186.Hotel-Information)

9.2/10

Wonderful

(84)

"Great little spot!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Rich

CA $90

CA $192 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Owen-Sound-Hotels-Driftwood-Haus.h68364186.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/111000000/110930000/110922800/110922716/93065dc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Apartment, 4 Bedrooms, Kitchen, Courtyard View | Private kitchen](https://images.trvl-media.com/lodging/111000000/110930000/110922800/110922716/aa8ce9c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110930000/110922800/110922716/f2e4d32f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110930000/110922800/110922716/1f2f4699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Port Elgin

[](https://www.expedia.ca/Saugeen-Shores-Hotels-GLOBALSTAY-4Bd-Basement-Port-Elgin-Beach.h110922716.Hotel-Information)

9.0/10

Wonderful

(7)

"It was nice stay "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Marina

CA $86

CA $456 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Saugeen-Shores-Hotels-GLOBALSTAY-4Bd-Basement-Port-Elgin-Beach.h110922716.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/37000000/36060000/36050100/36050042/b6c5e722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment, Multiple Beds, City View | Private kitchenette](https://images.trvl-media.com/lodging/37000000/36060000/36050100/36050042/8a25293b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/37000000/36060000/36050100/36050042/e22f5d41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment, Multiple Beds, City View | Living room](https://images.trvl-media.com/lodging/37000000/36060000/36050100/36050042/e6f0ae53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Saugeen Shores

[](https://www.expedia.ca/Owen-Sound-Hotels-The-Shores.h36050042.Hotel-Information)

8.0/10

Very good

(43)

"Great size place, great location - easy to walk to everything on the main strip!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Sydney

CA $149

CA $168 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Owen-Sound-Hotels-The-Shores.h36050042.Hotel-Information)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116660000/116653900/116653828/w1033h678x6y0-7f138b7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/117000000/116660000/116653900/116653828/52afc0f9_edited_4789.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116660000/116653900/116653828/w1033h683x6y0-fbb3db25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Towels, soap, toilet paper](https://images.trvl-media.com/lodging/117000000/116660000/116653900/116653828/w1043h679x0y4-0bd248e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Markdale

[](https://www.expedia.ca/Grey-Highlands-Hotels-Cozy-Home-Away-From-Home.h116653828.Hotel-Information)

CA $144

CA $221 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Grey-Highlands-Hotels-Cozy-Home-Away-From-Home.h116653828.Hotel-Information)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/101000000/100220000/100218200/100218123/w904h683x60y0-c2980d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100220000/100218200/100218123/w907h683x59y0-30927e7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100220000/100218200/100218123/w907h683x59y0-7024f17b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/101000000/100220000/100218200/100218123/w905h683x60y0-9ed7d42a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Williamsford

[](https://www.expedia.ca/Chatsworth-Hotels-Williamsford-Blacksmith-Shop.h100218123.Hotel-Information)

CA $130

CA $178 total

includes taxes & fees

Jan 19 - Jan 20, 2026

[](https://www.expedia.ca/Chatsworth-Hotels-Williamsford-Blacksmith-Shop.h100218123.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/111000000/110710000/110707800/110707770/1334ff90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110710000/110707800/110707770/90678a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110710000/110707800/110707770/09a8366b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110710000/110707800/110707770/feb1cf99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Port Elgin/Canada

[](https://www.expedia.ca/Saugeen-Shores-Hotels-GLOBALSTAY-New-4Bd-Basement-In-Port-Elgin-Close-To-The-Beach.h110707770.Hotel-Information)

CA $91

CA $291 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Saugeen-Shores-Hotels-GLOBALSTAY-New-4Bd-Basement-In-Port-Elgin-Close-To-The-Beach.h110707770.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93240000/93234700/93234602/e0867f9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/94000000/93240000/93234700/93234602/40886219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93240000/93234700/93234602/2fb528a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93240000/93234700/93234602/8415d0ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Port Elgin/Canada

[](https://www.expedia.ca/Saugeen-Shores-Hotels-GLOBALSTAY-New-House-7-Bd-In-Port-Elgin-Close-To-The-Beach.h93234602.Hotel-Information)

5.0/10

(2)

"The place is really nice, great for large family gatherings, great location and nice layout. The communication with the property manager was challenging. From check-in that was clunky and after checkout they waited two weeks to return my deposit saying there was damage but not communicating what was damaged. Ultimately my the deposit was return, because there was no damage. I would encourage folks to take pictures upon leaving to ensure no damage is reported that was not your responsibility."

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

Eric and April H.

CA $220

CA $616 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Saugeen-Shores-Hotels-GLOBALSTAY-New-House-7-Bd-In-Port-Elgin-Close-To-The-Beach.h93234602.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=2026-01-09&endDate=2026-01-10&regionId=6138994&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Chesley%2C+Arran-Elderslie%2C+Ontario%2C+Canada&regionId=6138994&latLong=44.298329%2C-81.080868&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=COTTAGE)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Chesley%2C+Arran-Elderslie%2C+Ontario%2C+Canada&regionId=6138994&latLong=44.298329%2C-81.080868&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Chesley%2C+Arran-Elderslie%2C+Ontario%2C+Canada&regionId=6138994&latLong=44.298329%2C-81.080868&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=VACATION_HOME)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Chesley%2C+Arran-Elderslie%2C+Ontario%2C+Canada&regionId=6138994&latLong=44.298329%2C-81.080868&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=CABIN)

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## Top Chesley Hotel Reviews

![Holiday Inn Express & Suites Port Elgin by IHG](https://images.trvl-media.com/lodging/53000000/52870000/52866500/52866408/a058bbdb_y.jpg)

### Holiday Inn Express & Suites Port Elgin by IHG

10/10 Excellent

"We had a great stay! Would highly recommended! Marc at the front desk was incredibly accommodating and kind, rooms were clean and spacious, and breakfast was delicious! The perfect little vacation! "

[](https://expedia.ca/Owen-Sound-Hotels-Holiday-Inn-Express-Suites-Port-Elgin.h52866408.Hotel-Information)

![Nights Inn Owen Sound](https://images.trvl-media.com/lodging/3000000/2200000/2191900/2191883/c6b66c34_y.jpg)

### Nights Inn Owen Sound

10/10 Excellent

"Big parking lot and good service. "

[](https://expedia.ca/Owen-Sound-Hotels-Nights-Inn-Owen-Sound.h2191883.Hotel-Information)

![Travelodge by Wyndham Owen Sound](https://images.trvl-media.com/lodging/1000000/530000/526500/526444/9b5bcadf_y.jpg)

### Travelodge by Wyndham Owen Sound

10/10 Excellent

"yes"

[](https://expedia.ca/Owen-Sound-Hotels-Travelodge-By-Wyndham-Owen-Sound.h526444.Hotel-Information)

![Best Western Inn On The Bay](https://images.trvl-media.com/lodging/1000000/10000/2500/2428/7e8e5323_y.jpg)

### Best Western Inn On The Bay

10/10 Excellent

"yes."

[](https://expedia.ca/Owen-Sound-Hotels-Best-Western-Inn-On-The-Bay.h2428.Hotel-Information)

![Comfort Inn Owen Sound](https://images.trvl-media.com/lodging/1000000/20000/13900/13843/29a41540_y.jpg)

### Comfort Inn Owen Sound

10/10 Excellent

"Great place to stay clean friendly"

[](https://expedia.ca/Owen-Sound-Hotels-Comfort-Inn-Owen-Sound.h13843.Hotel-Information)

![The Shores](https://images.trvl-media.com/lodging/37000000/36060000/36050100/36050042/b6c5e722_y.jpg)

### The Shores

10/10 Excellent

"Great size place, great location - easy to walk to everything on the main strip!"

[](https://expedia.ca/Owen-Sound-Hotels-The-Shores.h36050042.Hotel-Information)

![Travellers Inn Hanover](https://images.trvl-media.com/lodging/14000000/13580000/13578000/13577934/7d85f43c_y.jpg)

### Travellers Inn Hanover

10/10 Excellent

"Room spotless + comfortable…all good, except a cap was left behind, our fault…a souvenir from Alaska. Please put it in a safe place awaiting our next visit. Thankyou SO much. Looking forward to our next visit…The Andersons"

[](https://expedia.ca/Owen-Sound-Hotels-Travellers-Inn-Hanover.h13577934.Hotel-Information)

![Quality Inn](https://images.trvl-media.com/lodging/7000000/6280000/6272700/6272637/fcfc7374_y.jpg)

### Quality Inn

10/10 Excellent

"Very friendly front desk, always nice to have a conversation while checking in…"

[](https://expedia.ca/Owen-Sound-Hotels-Quality-Inn.h6272637.Hotel-Information)

![Best Western Plus Walkerton Hotel & Conference Centre](https://images.trvl-media.com/lodging/6000000/5060000/5058700/5058676/0adcc021_y.jpg)

### Best Western Plus Walkerton Hotel & Conference Centre

10/10 Excellent

"Great room. Fantastic breakfast. Always the best."

[](https://expedia.ca/Owen-Sound-Hotels-Best-Western-Plus-Walkerton-Hotel-Conference-Centre.h5058676.Hotel-Information)

## Find out more about Chesley

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 Chesley. 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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- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [Vacation Homes in Chesley ](https://expedia.ca/Chesley-Private-Vacation-Homes.d6138994-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Chesley ](https://expedia.ca/Chesley-Cottages.d6138994-aaCottages.Travel-Guide-Accommodation)
- [Motels in Chesley ](https://expedia.ca/Chesley-Motels.d6138994-aaMotels.Travel-Guide-Accommodation)
- [Apartments in Chesley ](https://expedia.ca/Chesley-Apartments.d6138994-aaApartments.Travel-Guide-Accommodation)
- [Cabin Rentals in Chesley ](https://expedia.ca/Chesley-Cabins.d6138994-aaCabins.Travel-Guide-Accommodation)
- [Inns in Chesley ](https://expedia.ca/Chesley-Inns.d6138994-aaInns.Travel-Guide-Accommodation)
- [B&B in Chesley ](https://expedia.ca/Chesley-Bed-And-Breakfast.d6138994-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Farmstay in Chesley ](https://expedia.ca/Chesley-Agritourism.d6138994-aaAgritourism.Travel-Guide-Accommodation)
- [Chalets in Chesley ](https://expedia.ca/Chesley-Chalets.d6138994-aaChalets.Travel-Guide-Accommodation)
- [Hostels in Chesley ](https://expedia.ca/Chesley-Hostels.d6138994-aaHostels.Travel-Guide-Accommodation)
- [Aparthotels in Chesley ](https://expedia.ca/Chesley-Apart-Hotels.d6138994-aaApartHotels.Travel-Guide-Accommodation)
- [RV Parks in Chesley ](https://expedia.ca/Chesley-RV-Parks.d6138994-aaRVParks.Travel-Guide-Accommodation)
- [Resorts in Chesley ](https://expedia.ca/Chesley-Resort-Hotels.d6138994-aaResortHotels.Travel-Guide-Accommodation)
- [Holiday Park Resorts in Chesley ](https://expedia.ca/Chesley-Holiday-Parks.d6138994-aaHolidayParks.Travel-Guide-Accommodation)
- [Guest Houses in Chesley ](https://expedia.ca/Chesley-Guest-Houses.d6138994-aaGuestHouses.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Chesley?

### What's the top vacation rental in Chesley?

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

### What are vacation rentals like in Chesley?

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Activities

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General

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- [Visit Honey Harbour](https://expedia.ca/Honey-Harbour.dx181880)
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