Chesley Vacation 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
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Chesley vacation 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 AED 330
AED 423 total
includes taxes & fees
23 Nov - 24 Nov
Williamsford Blacksmith Shop
A spacious living area with a dining table, kitchen, and seating area.

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 AED 478
AED 527 total
includes taxes & fees
12 Nov - 13 Nov
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 AED 1,023
AED 2,074 total
includes taxes & fees
23 Nov - 24 Nov
Historic 1873 Schoolhouse Retreat, West Grey
A compact kitchen with a dining table, chairs, a hanging light fixture, and a view through a large window.

4. Tiny hill top home

Tiny hill top home
Markdale
The price is AED 388
AED 764 total
includes taxes & fees
25 Nov - 26 Nov
Tiny hill top home
A room with a sofa, a lamp, a window with a curtain, and a view of a forest.

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 AED 580
AED 688 total
includes taxes & fees
25 Nov - 26 Nov
Tiny House Rental in Markdale Perfect for a Couple's Retreat in Ontario
A rustic cabin with a wooden deck, a fire pit, and a door with a hanging wreath.

6. Rural Cabin Surrounded by Beautiful Nature in Ontario

Rural Cabin Surrounded by Beautiful Nature in Ontario
Markdale
The price is AED 612
AED 727 total
includes taxes & fees
25 Nov - 26 Nov
Rural Cabin Surrounded by Beautiful Nature in Ontario
A tent with a circular stone fire pit and a white canopy.

7. Hiawatha, large tipi for 5 people

Hiawatha, large tipi for 5 people
Markdale
The price is AED 524
AED 642 total
includes taxes & fees
18 Nov - 19 Nov
Hiawatha, large tipi for 5 people
A circular wooden hot tub surrounded by white tents in a forest setting.

8. Cute Wooden Cabin with Pond Views in Ontario

Cute Wooden Cabin with Pond Views in Ontario
Markdale
The price is AED 612
AED 727 total
includes taxes & fees
12 Nov - 13 Nov
Cute Wooden Cabin with Pond Views in Ontario
A rustic cabin with a wooden exterior, a wreath on the door, and a basket on the ground.

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 AED 612
AED 727 total
includes taxes & fees
12 Nov - 13 Nov
Rustic Cabin Incredible for Hiking and Outdoor Lovers in Ontario
A backyard with a swimming pool, deck furniture, and a wooden deck.

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 AED 2,129
AED 2,565 total
includes taxes & fees
25 Nov - 26 Nov
Lovely Cabin Rental with Outdoor Pool and Hot Tub near Markdale, Ontario
A rustic cabin with a wooden exterior, a wreath on the door, and a basket on the ground.

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 AED 676
AED 805 total
includes taxes & fees
12 Nov - 13 Nov
Quaint Off-Grid Cabin with Fire Pit Space in Ontario
A wooden cabin bedroom with a bed, pillows, a blanket, and a wall-mounted lamp.

12. Maple, the tiny cabin in the woods

Maple, the tiny cabin in the woods
Markdale
The price is AED 583
AED 1,001 total
includes taxes & fees
12 Nov - 13 Nov
Maple, the tiny cabin in the woods
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.

13. Oak, the tiny cabin in the woods

Oak, the tiny cabin in the woods
Markdale
The price is AED 583
AED 1,001 total
includes taxes & fees
12 Nov - 13 Nov
Oak, the tiny cabin in the woods
Terrace/patio

14. Ash, the tiny cabin in the woods

Ash, the tiny cabin in the woods
Markdale
The price is AED 595
AED 1,018 total
includes taxes & fees
12 Nov - 13 Nov
Ash, the tiny cabin in the woods
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.

15. Spruce, the tiny cabin in the woods

Spruce, the tiny cabin in the woods
Markdale
The price is AED 595
AED 1,018 total
includes taxes & fees
12 Nov - 13 Nov
Spruce, the tiny cabin in the woods
A compact room with a bunk bed, a small desk, a wardrobe, and a mirror.

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 AED 2,162
AED 2,969 total
includes taxes & fees
12 Nov - 13 Nov
Forest View Chalet Unit with Hot Tub and Seasonal Salt Water Pool
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 AED 583
AED 1,001 total
includes taxes & fees
12 Nov - 13 Nov
Jeronimo, Tipi for a group of 5
A tent with a central fire, people sitting around, and a visible ladder.

18. Cochise, tipi for group of 5

Cochise, tipi for group of 5
Markdale
The price is AED 583
AED 1,001 total
includes taxes & fees
12 Nov - 13 Nov
Cochise, tipi for group of 5
A forest with three white tents and a wooden hot tub.

19. Sitting Bull, Tipi for group of 6

Sitting Bull, Tipi for group of 6
Markdale
The price is AED 725
AED 1,176 total
includes taxes & fees
12 Nov - 13 Nov
Sitting Bull, Tipi for group of 6
A forest with three white tents and a wooden hot tub.

20. Standing Bear, Tipi for group of 6

Standing Bear, Tipi for group of 6
Markdale
The price is AED 725
AED 1,176 total
includes taxes & fees
12 Nov - 13 Nov
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.
View all properties

Find vacation rentals that suit your style

Apartment image
Apartments
Apartments
cabin image
Cabins
Cabins

Top Chesley Hotel Reviews

A hotel room with a bed, a sofa, a chair, a desk, a TV, and a ceiling fan.
Grey Rose Suites

Grey Rose Suites

Grey Rose Suites
Hanover

10/10 Excellent

9
United States
Mike
Reviewed February 21, 2026
Grey Rose Suites

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.