Default HTG hotel image

Chesley Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Chesley holiday rentals

A cozy living room with a grey sofa, patterned cushions, and a wooden floor.

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 AU$181
includes taxes & fees
22 Oct - 23 Oct
Williamsford Blacksmith Shop
A dense forest with a birch tree and various green plants.

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 AU$208
includes taxes & fees
22 Oct - 23 Oct
Aspen Acres Cabin with BBQ and Private Deck
Interior

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 AU$853
includes taxes & fees
25 Oct - 26 Oct
Historic 1873 Schoolhouse Retreat, West Grey
A kitchen with a dining area, a view of the outdoors, and a window.

4. 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 AU$351
includes taxes & fees
22 Oct - 23 Oct
Tiny House Rental in Markdale Perfect for a Couple's Retreat in Ontario
A wooden bucket with a wooden spoon inside, placed on a wooden surface.

5. Rural Cabin Surrounded by Beautiful Nature in Ontario

Rural Cabin Surrounded by Beautiful Nature in Ontario
Markdale
The price is AU$337
includes taxes & fees
22 Oct - 23 Oct
Rural Cabin Surrounded by Beautiful Nature in Ontario
Terrace/patio

6. Ash, the tiny cabin in the woods

Ash, the tiny cabin in the woods
Markdale
The price is AU$609
includes taxes & fees
22 Oct - 23 Oct
Ash, the tiny cabin in the woods
A bunk bed with a ladder, a chair, a desk, and a dresser in a room with wooden ceiling beams and a window with blinds.

7. 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 AU$964
includes taxes & fees
25 Oct - 26 Oct
Lovely Cabin Rental with Outdoor Pool and Hot Tub near Markdale, Ontario
A forest with three white tents and a wooden hot tub.

8. Sitting Bull, Tipi for group of 6

Sitting Bull, Tipi for group of 6
Markdale
The price is AU$797
includes taxes & fees
22 Oct - 23 Oct
Sitting Bull, Tipi for group of 6
A log cabin with a wooden door, a small porch, and a potted plant.

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 AU$337
includes taxes & fees
22 Oct - 23 Oct
Rustic Cabin Incredible for Hiking and Outdoor Lovers in Ontario
A rustic cabin interior with a wooden table, a window with curtains, a fireplace, and a bed.

10. Cute Wooden Cabin with Pond Views in Ontario

Cute Wooden Cabin with Pond Views in Ontario
Markdale
The price is AU$351
includes taxes & fees
22 Oct - 23 Oct
Cute Wooden Cabin with Pond Views in Ontario
A wooden bucket with a wooden spoon inside, placed on a wooden surface.

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 AU$351
includes taxes & fees
22 Oct - 23 Oct
Quaint Off-Grid Cabin with Fire Pit Space in Ontario
A cozy cabin interior with a wooden bed, a small table with mugs, a window with plaid curtains, a lantern, and a wood-burning stove.

12. Spruce, the tiny cabin in the woods

Spruce, the tiny cabin in the woods
Markdale
The price is AU$598
includes taxes & fees
22 Oct - 23 Oct
Spruce, the tiny cabin in the woods
A compact kitchen with a dining table, chairs, a hanging light fixture, and a view through a large window.

13. Tiny hill top home

Tiny hill top home
Markdale
The price is AU$344
includes taxes & fees
22 Oct - 23 Oct
Tiny hill top home
A cozy attic bedroom with a wooden sloped ceiling, a bed with patterned bedding, a nightstand with a lantern, and a window with a view of trees.

14. Oak, the tiny cabin in the woods

Oak, the tiny cabin in the woods
Markdale
The price is AU$707
includes taxes & fees
22 Oct - 23 Oct
Oak, the tiny cabin in the woods
A wooden cabin bedroom with a bed, pillows, a blanket, and a wall-mounted lamp.

15. Maple, the tiny cabin in the woods

Maple, the tiny cabin in the woods
Markdale
The price is AU$707
includes taxes & fees
22 Oct - 23 Oct
Maple, the tiny cabin in the woods
A tent with a central fire, people sitting around, and a visible ladder.

16. Cochise, tipi for group of 5

Cochise, tipi for group of 5
Markdale
The price is AU$707
includes taxes & fees
22 Oct - 23 Oct
Cochise, tipi for group of 5
A forest with three white tents and a wooden hot tub.

17. Jeronimo, Tipi for a group of 5

Jeronimo, Tipi for a group of 5
Markdale
The price is AU$695
includes taxes & fees
22 Oct - 23 Oct
Jeronimo, Tipi for a group of 5
A forest with three white tents and a wooden hot tub.

18. Standing Bear, Tipi for group of 6

Standing Bear, Tipi for group of 6
Markdale
The price is AU$797
includes taxes & fees
22 Oct - 23 Oct
Standing Bear, Tipi for group of 6
A wooden deck with a swimming pool, a wooden house with large windows, and a small garden area.

19. 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 AU$1,941
includes taxes & fees
27 Oct - 28 Oct
Forest View Chalet Unit with Hot Tub and Seasonal Salt Water Pool
A white teepee tent in a forest with a dirt path leading to it.

20. Chief Joseph, Large Tipi with central firepit

Chief Joseph, Large Tipi with central firepit
Markdale
The price is AU$1,291
includes taxes & fees
22 Oct - 23 Oct
Chief Joseph, Large Tipi with central firepit
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesley Hotel Reviews

Best Western Inn On The Bay

Best Western Inn On The Bay

10/10 Excellent
"Room was clean and spacious.staff friendly and helpful. Breakfast was chintzy , it was a full breakfast , fresh and hot"
Henri 2-night trip
Posted 1 hour ago
Best Western Inn On The Bay

Find out more about Chesley

Everything you need to know about Chesley holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chesley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chesley holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chesley holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chesley holiday rentals we have selected for you start as low as AU$154 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chesley rentals

At Expedia, we put the best Chesley holiday 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 holiday.

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. 

Frequently asked questions

Can I find holiday rentals in Chesley?

Yes, there are holiday rentals close to the most popular sights in Chesley, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chesley has to offer?

GLOBALSTAY Brand New House in Port Elgin: This holiday 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 wider area, you’ll find Playtime Casino Hanover and Saugeen Golf Club.

What are holiday rentals like in Chesley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chesley. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip or a small group gathering.