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Chesley Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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 HK$703
HK$969 total
includes taxes & fees
13 Oct - 14 Oct
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 HK$943
HK$1,117 total
includes taxes & fees
15 Oct - 16 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 HK$2,069
HK$4,613 total
includes taxes & fees
3 Oct - 4 Oct
Historic 1873 Schoolhouse Retreat, West Grey
A rustic wooden barrel cabin with a chimney emitting smoke, surrounded by dense forest.

4. Tiny hill top home

Tiny hill top home
Markdale
The price is HK$1,021
HK$1,889 total
includes taxes & fees
2 Nov - 3 Nov
Tiny hill top home
A room with a television mounted on the wall, a small round stool, and a chair.

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 HK$1,519
HK$1,965 total
includes taxes & fees
19 Oct - 20 Oct
Tiny House Rental in Markdale Perfect for a Couple's Retreat in Ontario
A metal-walled room with a wooden floor, a vertical metal pipe, and a wooden door.

6. Rural Cabin Surrounded by Beautiful Nature in Ontario

Rural Cabin Surrounded by Beautiful Nature in Ontario
Markdale
The price is HK$1,456
HK$1,882 total
includes taxes & fees
20 Oct - 21 Oct
Rural Cabin Surrounded by Beautiful Nature in Ontario
A sandy pathway leading to a beach with a clear view of the ocean and trees in the background.

7. Driftwood Haus

Driftwood Haus
3.0 star property
Saugeen Shores
9.2 out of 10, Wonderful, (109 reviews)
"Great location and all that we needed for our stay."
Canada
Saty
The price is HK$552
HK$1,122 total
includes taxes & fees
1 Nov - 2 Nov
Driftwood Haus
A beach scene with people relaxing on chairs and towels, a clear sky, and a calm sea.

8. The Shores

The Shores
3.0 star property
Saugeen Shores
7.8 out of 10, Good, (49 reviews)
"Great size place, great location - easy to walk to everything on the main strip!"
Canada
Sydney
The price is HK$740
HK$836 total
includes taxes & fees
5 Oct - 6 Oct
The Shores
A rustic wooden cabin interior with a wooden table, a stove, and a window.

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 HK$1,456
HK$1,882 total
includes taxes & fees
20 Oct - 21 Oct
Rustic Cabin Incredible for Hiking and Outdoor Lovers in Ontario
A wooden cabin interior with a bed, a window, and a red carpet.

10. Cute Wooden Cabin with Pond Views in Ontario

Cute Wooden Cabin with Pond Views in Ontario
Markdale
The price is HK$1,519
HK$1,965 total
includes taxes & fees
19 Oct - 20 Oct
Cute Wooden Cabin with Pond Views in Ontario
A wooden cabin room with a bed, a small table, a hanging lantern, and a window.

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 HK$1,519
HK$1,965 total
includes taxes & fees
19 Oct - 20 Oct
Quaint Off-Grid Cabin with Fire Pit Space in Ontario
A room with a bunk bed, a desk, a wardrobe, and a door.

12. 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 HK$4,130
HK$5,321 total
includes taxes & fees
20 Oct - 21 Oct
Lovely Cabin Rental with Outdoor Pool and Hot Tub near Markdale, Ontario
A hallway with a checkered rug leading to a bathroom.

13. 1 Bedroom Basement Apartment.

1 Bedroom Basement Apartment.
Owen Sound
9.0 out of 10, Wonderful, (2 reviews)
"As someone who travels annually to Owen Sound to spend time with friends I'm consistently looking for a place that's close to them and to fun places to meet, a place that's clean, and a place that's reasonably priced. This property checked all the boxes!! In fact, I'd like to keep it a secret to minimize the competition for next year's trip. The apartment is spacious and impeccably clean. It's cozy and comfortable, with all of the amenities to support a great stay - read great kitchen,...
United States
Jim F.
The price is HK$719
HK$1,143 total
includes taxes & fees
15 Oct - 16 Oct
1 Bedroom Basement Apartment.
A wooden deck with a swimming pool, a wooden house with large windows, and a small garden area.

14. 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 HK$8,275
HK$11,021 total
includes taxes & fees
1 Nov - 2 Nov
Forest View Chalet Unit with Hot Tub and Seasonal Salt Water Pool
A forest with three white tents and a wooden hot tub.

15. Jeronimo, Tipi for a group of 5

Jeronimo, Tipi for a group of 5
Markdale
The price is HK$2,646
HK$3,856 total
includes taxes & fees
8 Oct - 9 Oct
Jeronimo, Tipi for a group of 5
A rustic wooden barrel cabin with a chimney emitting smoke, surrounded by dense forest.

16. Ash, the tiny cabin in the woods

Ash, the tiny cabin in the woods
Markdale
The price is HK$2,205
HK$3,401 total
includes taxes & fees
11 Oct - 12 Oct
Ash, the tiny cabin in the woods
A rustic wooden barrel cabin with a chimney emitting smoke, surrounded by dense forest.

17. Spruce, the tiny cabin in the woods

Spruce, the tiny cabin in the woods
Markdale
The price is HK$2,207
HK$3,316 total
includes taxes & fees
3 Oct - 4 Oct
Spruce, the tiny cabin in the woods
A rustic wooden barrel cabin with a chimney emitting smoke, surrounded by dense forest.

18. Maple, the tiny cabin in the woods

Maple, the tiny cabin in the woods
Markdale
The price is HK$2,648
HK$3,958 total
includes taxes & fees
3 Oct - 4 Oct
Maple, the tiny cabin in the woods
A rustic wooden barrel cabin with a chimney emitting smoke, surrounded by dense forest.

19. Oak, the tiny cabin in the woods

Oak, the tiny cabin in the woods
Markdale
The price is HK$2,648
HK$3,958 total
includes taxes & fees
3 Oct - 4 Oct
Oak, the tiny cabin in the woods
A snow-covered outdoor pool area with a hot tub, surrounded by buildings and trees.

20. Cozy Cabin Inn w/ Private Hot Tub, Fire Pit + close to Golf, Trails, Waterfalls

Cozy Cabin Inn w/ Private Hot Tub, Fire Pit + close to Golf, Trails, Waterfalls
Owen Sound
10.0 out of 10, Exceptional, (3 reviews)
"This was a lovely place to stay. The host was responsive when I had an issue and quick to fix it. My only complaint was that the kitchen dishes could have been cleaner "
United States
Liz G.
The price is HK$1,738
HK$4,731 total
includes taxes & fees
8 Oct - 9 Oct
Cozy Cabin Inn w/ Private Hot Tub, Fire Pit + close to Golf, Trails, Waterfalls
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

Quality Inn

Quality Inn

10/10 Excellent
"Room was very clean and spacious. The king bed was very comfortable. Free breakfast was good."
John 4-night trip
Posted 3 hours ago
Quality Inn

Find out more about Chesley

Search for holiday rentals in Chesley on Expedia! You can easily find your home rentals, villas, holiday apartments in Chesley using one of the methods below:

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Look no further and take a look at our great range of rental properties in Chesley!

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.