Chesley Vacation Rentals from $97: Search Short-Term Rentals

Q: 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.

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Our top choices for Chesley vacation rentals

1. Aspen Acres Cabin with BBQ and Private Deck

Chatsworth

Samantha T.

$139 nightly

Sep 2 - Sep 3

Total with taxes and fees

2. GLOBALSTAY Brand New House in Port Elgin

Saugeen Shores

Raisa

$297 nightly

Sep 1 - Sep 2

Total with taxes and fees

3. Williamsford Blacksmith Shop

Williamsford

$112 nightly

Sep 1 - Sep 2

Total with taxes and fees

4. Unique Schoolhouse Stay, Grey County

West Grey

$419 nightly

Sep 1 - Sep 2

Total with taxes and fees

5. Rural Cabin Surrounded by Beautiful Nature in Ontario

Markdale

$236 nightly

Sep 1 - Sep 2

Total with taxes and fees

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

Markdale

$236 nightly

Sep 1 - Sep 2

Total with taxes and fees

7. Driftwood Haus

Saugeen Shores

Saty

$151 nightly

Sep 16 - Sep 17

Total with taxes and fees

8. Tiny hill top home

Markdale

$222 nightly

Sep 7 - Sep 8

Total with taxes and fees

9. The Shores

Saugeen Shores

Sydney

$86 nightly

Oct 1 - Oct 2

Total with taxes and fees

10. Cute Wooden Cabin with Pond Views in Ontario

Markdale

$236 nightly

Sep 1 - Sep 2

Total with taxes and fees

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

Markdale

$236 nightly

Sep 1 - Sep 2

Total with taxes and fees

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

Markdale

$236 nightly

Sep 1 - Sep 2

Total with taxes and fees

13. Jeronimo, Tipi for a group of 5

Markdale

$468 nightly

Sep 1 - Sep 2

Total with taxes and fees

14. Cozy Home Away from Home

Markdale

"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...

Bryan Kathy S.

$142 nightly

Sep 1 - Sep 2

Total with taxes and fees

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

Markdale

$729 nightly

Sep 2 - Sep 3

Total with taxes and fees

16. Ash, the tiny cabin in the woods

Markdale

$403 nightly

Sep 1 - Sep 2

Total with taxes and fees

17. Spruce, the tiny cabin in the woods

Markdale

$403 nightly

Sep 1 - Sep 2

Total with taxes and fees

Classic Cottage, 2 Bedrooms (Cottage 3, 4 & 5) | Private kitchen

18. North Shore Cottages

Saugeen Shores

Kelsey

$180 nightly

Sep 7 - Sep 8

Total with taxes and fees

19. Relaxing 2-Bed Country Home | Bruce Trail & Falls

Georgian Bluffs

$216 nightly

Sep 7 - Sep 8

Total with taxes and fees

20. Maple, the tiny cabin in the woods

Markdale

$468 nightly

Sep 1 - Sep 2

Total with taxes and fees

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Top Chesley Hotel Reviews

Travelodge by Wyndham Owen Sound

10/10 Excellent

"👍"

Super 8 by Wyndham Port Elgin

8/10 Good

"Stayed in 101..a wheelchair accessible room. Love the design but the bathroom frankly is dangerous. I brought my own bath mat this time which helped. Shower head fasted to hose wrong and wanted to point towards vurtiab. If you need shower seat no waynto wash back as hose too short. Could barely reach it from seat....so this time brought my own seat to sit closer. Still a problem getting a full shower. Shower floor...and bathroom floor like skating rink when wet. I made suggestions last May...no changes made. They could be liable if someone falls. Pool serious need of repairs and hot tub was closed. Breakfast same every day even weekend. Weekend should be better. Need perhaps hard boiled eggs...not just scrambled and bacon on weekends would be great. Also muffins a joke...even smaller than the smallest muffins in the store. A single bite size. Beds super comfortable. Rooms very clean. Love accessible room as card access to parking lot but if a wheelchair or walker there is a lip that makes it a little bumpy. Love great hotel location. Price too much for what you get though but guess sign of the times."

Windspire Inn

8/10 Good

"Staff greeted me as I arrived and got my key. Mani carried my bags to my room and was friendly and helpful as he explained the beach and local area. There's a restaurant available in the building which I didn't use but is very convenient. It's a short walk to the many beach areas with a bit of an incline to walk back up. This 1874 Inn is being renovated with new sinks, toilets, flooring etc. You get a great.deal for the price, convenience and friendly service."

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 $97 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

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 Lake Rosalind. In the larger area, you’ll find Inglis Falls 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.

Chesley Vacation Rentals

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Check prices for these dates

Our top choices for Chesley vacation rentals

1. Aspen Acres Cabin with BBQ and Private Deck

2. GLOBALSTAY Brand New House in Port Elgin

3. Williamsford Blacksmith Shop

4. Unique Schoolhouse Stay, Grey County

5. Rural Cabin Surrounded by Beautiful Nature in Ontario

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

7. Driftwood Haus

8. Tiny hill top home

9. The Shores

10. Cute Wooden Cabin with Pond Views in Ontario

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

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

13. Jeronimo, Tipi for a group of 5

14. Cozy Home Away from Home

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

16. Ash, the tiny cabin in the woods

17. Spruce, the tiny cabin in the woods

18. North Shore Cottages

19. Relaxing 2-Bed Country Home | Bruce Trail & Falls

20. Maple, the tiny cabin in the woods

Find vacation rentals that suit your style

Top Chesley Hotel Reviews

Travelodge by Wyndham Owen Sound

Find out more about Chesley

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

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