Title: Chesley Vacation Rentals from $149: Search Short-Term Rentals | Expedia.com

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

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6138994&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=6138994&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 three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=6138994&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=6138994&startDate=2026-06-19&endDate=2026-06-21&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

![Beach](https://images.trvl-media.com/lodging/69000000/68370000/68364200/68364186/8267440d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, Ensuite, Garden View (Unit 1) | Interior](https://images.trvl-media.com/lodging/69000000/68370000/68364200/68364186/5f079167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, Ensuite, Garden View (Unit 1) | 1 bedroom](https://images.trvl-media.com/lodging/69000000/68370000/68364200/68364186/89508075.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/69000000/68370000/68364200/68364186/6ee6ca16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Driftwood Haus

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

9.2/10

Wonderful

(84 reviews)

"Great accomodations and perfect location. "

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

Michael

$132 nightly

$149 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Owen-Sound-Hotels-Driftwood-Haus.h68364186.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 | Living area | Smart TV](https://images.trvl-media.com/lodging/37000000/36060000/36050100/36050042/201b3048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment, Multiple Beds, City View | Living area | Smart TV](https://images.trvl-media.com/lodging/37000000/36060000/36050100/36050042/deb167ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Apartment, Multiple Beds, City View | Private kitchen | Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36060000/36050100/36050042/7b613c3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Saugeen Shores

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

8.0/10

Very Good

(43 reviews)

"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

$141 nightly

$160 total

Mar 1 - Mar 2

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/125000000/124300000/124291100/124291049/0391194d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124300000/124291100/124291049/b7c29c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124300000/124291100/124291049/1cf50db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124300000/124291100/124291049/b4cf4c6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Owen Sound

[](https://www.expedia.com/Owen-Sound-Hotels-1-Bedroom-Apartment.h124291049.Hotel-Information)

$132 nightly

$149 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Owen-Sound-Hotels-1-Bedroom-Apartment.h124291049.Hotel-Information)

![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)

![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)

![Exterior](https://images.trvl-media.com/lodging/101000000/100220000/100218200/100218123/w905h683x59y0-aba8ff35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100220000/100218200/100218123/fe6c3321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Williamsford

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

$153 nightly

$173 total

Mar 2 - Mar 3

Total with taxes and fees

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

![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)

![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)

![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)

![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)

### Vacation Home in Markdale

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

4.0/10

(1 review)

"The add did not represent the reality of the house. There was no furniture. We were not allowed to use master bedroom with ensuite, the bedrooms had mattress cover and pillows with cases. A duvet with no covering. Nothing in kitchen to prepare a meal or eat off of. We had a kitchen table and 4 chairs, a single bed in the living room only. We drove 7 hrs to spend time with family over Christmas holiday. When I called the owner he said lack of furniture and amenities were reflected in price. We...

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

Bryan Kathy S.

$143 nightly

$162 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Grey-Highlands-Hotels-Cozy-Home-Away-From-Home.h116653828.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.com/Hotel-Search?startDate=2026-03-13&endDate=2026-03-14&regionId=6138994&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_6138994)

## Find vacation rentals that suit your style

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Chesley%2C+Arran-Elderslie%2C+Ontario%2C+Canada&regionId=6138994&latLong=44.298329%2C-81.080868&adults=2&startDate=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Chesley%2C+Arran-Elderslie%2C+Ontario%2C+Canada&regionId=6138994&latLong=44.298329%2C-81.080868&adults=2&startDate=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=VACATION_HOME)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Chesley%2C+Arran-Elderslie%2C+Ontario%2C+Canada&regionId=6138994&latLong=44.298329%2C-81.080868&adults=2&startDate=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Chesley%2C+Arran-Elderslie%2C+Ontario%2C+Canada&regionId=6138994&latLong=44.298329%2C-81.080868&adults=2&startDate=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=COTTAGE)

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## Top Chesley Hotel Reviews

![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

"Upgraded"

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

![Grey Rose Suites](https://images.trvl-media.com/lodging/17000000/16040000/16038200/16038200/31897cad_y.jpg)

### Grey Rose Suites

10/10 Excellent

"9"

[](https://expedia.com/Owen-Sound-Hotels-Grey-Rose-Suites.h16038200.Hotel-Information)

![Windspire Inn](https://images.trvl-media.com/lodging/11000000/10160000/10152600/10152600/125fb49d_y.jpg)

### Windspire Inn

10/10 Excellent

"Clean, cozy, and quiet. Love this little gem. Affordable with friendly staff. Highly recommend. "

[](https://expedia.com/Owen-Sound-Hotels-Windspire-Inn.h10152600.Hotel-Information)

![The Sands](https://images.trvl-media.com/lodging/107000000/106860000/106853300/106853214/fc9b5c77_y.jpg)

### The Sands

10/10 Excellent

"Room was well appointed, clean and friendly staff "

[](https://expedia.com/South-Bruce-Peninsula-Hotels-The-Sands.h106853214.Hotel-Information)

![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

"Everything was great. Clean and good continental breakfast. "

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

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

### Travellers Inn Hanover

10/10 Excellent

"Great "

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

![Super 8 by Wyndham Port Elgin](https://images.trvl-media.com/lodging/1000000/860000/855900/855865/652106c1_y.jpg)

### Super 8 by Wyndham Port Elgin

10/10 Excellent

"Nice Motel and service was great"

[](https://expedia.com/Owen-Sound-Hotels-Super-8-By-Wyndham-Port-Elgin.h855865.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

"Very clean "

[](https://expedia.com/Owen-Sound-Hotels-Nights-Inn-Owen-Sound.h2191883.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

"Incredible staff welcome. Clean comfortable rooms. Great breakfast with made to order eggs! "

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

## Find out more about Chesley

**Everything you need to know about Chesley vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chesley vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesley vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Chesley vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Chesley. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chesley in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $149 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Chesley rentals**

At Expedia, we put the best Chesley vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chesley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesley vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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## Frequently asked questions

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

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- [Vacation Rentals Turkey Point](https://expedia.com/Turkey-Point-Vacation-Rentals.d3000404464.Travel-Guide-VacationRentals)

General

- [Visit Sturgeon Falls](https://expedia.com/Sturgeon-Falls.dx6048164)
- [Visit Lagoon City](https://expedia.com/Lagoon-City.dx6346674)
- [Visit Kirkfield](https://expedia.com/Kirkfield.dx3000441404)
- [Visit Barry's Bay](https://expedia.com/Barrys-Bay.dx181865)
- [Visit Picton](https://expedia.com/Picton.dx9103)
- [Visit Lion's Head](https://expedia.com/Lions-Head.dx6336308)
- [Visit Honey Harbour](https://expedia.com/Honey-Harbour.dx181880)
- [Visit Grand Bend](https://expedia.com/Grand-Bend.dx181878)
- [Visit Algonquin Park](https://expedia.com/Algonquin-Park.dx6343000)
- [Visit Tobermory](https://expedia.com/Tobermory.dx59192)

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