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Chesley Vacation Rentals

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Our top choices for Chesley vacation rentals

1. Williamsford Blacksmith Shop

Williamsford Blacksmith Shop
Williamsford
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful accommodations with everything you would need for staying in the area, maps and guide books and the bedrooms and bathroom were just great. Thank you so much for a great stay."
Canada
David S.
The price is CA $128
CA $163 total
includes taxes & fees
Nov 15 - Nov 16
Williamsford Blacksmith Shop

2. Aspen Acres Cabin with BBQ and Private Deck

Aspen Acres Cabin with BBQ and Private Deck
Chatsworth
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful stay for 1 night in July. The apartment was super cute and very clean. It seemed to be recently built (or renovated). Check in was easy and the property was beautiful. Would happily stay here again!"
United States
Samantha T.
The price is CA $185
CA $198 total
includes taxes & fees
Nov 12 - Nov 13
Aspen Acres Cabin with BBQ and Private Deck

3. Historic 1873 Schoolhouse Retreat, West Grey

Historic 1873 Schoolhouse Retreat, West Grey
West Grey
10.0 out of 10, Exceptional, (1 review)
"We stayed 5 nights and appreciated that the property had everything we needed to make nice dinners and enjoy easy, relaxing evenings."
Canada
Sandra
The price is CA $395
CA $801 total
includes taxes & fees
Nov 23 - Nov 24
Historic 1873 Schoolhouse Retreat, West Grey

4. Tiny hill top home

Tiny hill top home
Markdale
The price is CA $150
CA $292 total
includes taxes & fees
Nov 14 - Nov 15
Tiny hill top home

5. Tiny House Rental in Markdale Perfect for a Couple's Retreat in Ontario

Tiny House Rental in Markdale Perfect for a Couple's Retreat in Ontario
Markdale
The price is CA $224
CA $262 total
includes taxes & fees
Nov 15 - Nov 16
Tiny House Rental in Markdale Perfect for a Couple's Retreat in Ontario

6. Rural Cabin Surrounded by Beautiful Nature in Ontario

Rural Cabin Surrounded by Beautiful Nature in Ontario
Markdale
The price is CA $236
CA $277 total
includes taxes & fees
Nov 12 - Nov 13
Rural Cabin Surrounded by Beautiful Nature in Ontario

7. Hiawatha, large tipi for 5 people

Hiawatha, large tipi for 5 people
Markdale
The price is CA $203
CA $248 total
includes taxes & fees
Nov 17 - Nov 18
Hiawatha, large tipi for 5 people

8. Cute Wooden Cabin with Pond Views in Ontario

Cute Wooden Cabin with Pond Views in Ontario
Markdale
The price is CA $236
CA $277 total
includes taxes & fees
Nov 12 - Nov 13
Cute Wooden Cabin with Pond Views in Ontario

9. Rustic Cabin Incredible for Hiking and Outdoor Lovers in Ontario

Rustic Cabin Incredible for Hiking and Outdoor Lovers in Ontario
Markdale
The price is CA $236
CA $277 total
includes taxes & fees
Nov 12 - Nov 13
Rustic Cabin Incredible for Hiking and Outdoor Lovers in Ontario

10. Lovely Cabin Rental with Outdoor Pool and Hot Tub near Markdale, Ontario

Lovely Cabin Rental with Outdoor Pool and Hot Tub near Markdale, Ontario
Markdale
The price is CA $822
CA $962 total
includes taxes & fees
Nov 12 - Nov 13
Lovely Cabin Rental with Outdoor Pool and Hot Tub near Markdale, Ontario

11. Quaint Off-Grid Cabin with Fire Pit Space in Ontario

Quaint Off-Grid Cabin with Fire Pit Space in Ontario
Markdale
The price is CA $261
CA $308 total
includes taxes & fees
Nov 12 - Nov 13
Quaint Off-Grid Cabin with Fire Pit Space in Ontario

12. Maple, the tiny cabin in the woods

Maple, the tiny cabin in the woods
Markdale
The price is CA $225
CA $386 total
includes taxes & fees
Nov 12 - Nov 13
Maple, the tiny cabin in the woods

13. Oak, the tiny cabin in the woods

Oak, the tiny cabin in the woods
Markdale
The price is CA $225
CA $386 total
includes taxes & fees
Nov 12 - Nov 13
Oak, the tiny cabin in the woods

14. Ash, the tiny cabin in the woods

Ash, the tiny cabin in the woods
Markdale
The price is CA $230
CA $393 total
includes taxes & fees
Nov 12 - Nov 13
Ash, the tiny cabin in the woods

15. Spruce, the tiny cabin in the woods

Spruce, the tiny cabin in the woods
Markdale
The price is CA $230
CA $393 total
includes taxes & fees
Nov 12 - Nov 13
Spruce, the tiny cabin in the woods

16. Forest View Chalet Unit with Hot Tub and Seasonal Salt Water Pool

Forest View Chalet Unit with Hot Tub and Seasonal Salt Water Pool
Markdale
The price is CA $835
CA $1,147 total
includes taxes & fees
Nov 12 - Nov 13
Forest View Chalet Unit with Hot Tub and Seasonal Salt Water Pool

17. Jeronimo, Tipi for a group of 5

Jeronimo, Tipi for a group of 5
Markdale
The price is CA $225
CA $386 total
includes taxes & fees
Nov 12 - Nov 13
Jeronimo, Tipi for a group of 5

18. Cochise, tipi for group of 5

Cochise, tipi for group of 5
Markdale
The price is CA $225
CA $386 total
includes taxes & fees
Nov 12 - Nov 13
Cochise, tipi for group of 5

19. Sitting Bull, Tipi for group of 6

Sitting Bull, Tipi for group of 6
Markdale
The price is CA $280
CA $454 total
includes taxes & fees
Nov 12 - Nov 13
Sitting Bull, Tipi for group of 6

20. Standing Bear, Tipi for group of 6

Standing Bear, Tipi for group of 6
Markdale
The price is CA $280
CA $454 total
includes taxes & fees
Nov 12 - Nov 13
Standing Bear, Tipi for group of 6
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.
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Top Chesley Hotel Reviews

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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Frequently asked questions

Can I find vacation rentals in Chesley?

Yes, we offer vacation rentals near the most popular sights in Chesley, or you can select a secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Chesley?

GLOBALSTAY Brand New House in Port Elgin: This vacation home rental outside of Chesley is located near the beach and has a fireplace, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop.

What can I see and do in Chesley?

While exploring the area, visit family-friendly sights like Story Book Park, or get outside and enjoy nature at Inglis Falls. In the larger area, you’ll find Playtime Casino Hanover and Saugeen Golf Club.

What are vacation rentals like in Chesley?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Chesley. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a family trip or a small group gathering.