Two blue Adirondack chairs, a Canadian flag, and a sunset over a body of water.

Holiday Homes in Lakeshore

  • 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 Lakeshore holiday homes

A neatly made bed with a white comforter and pillows, a wooden floor, and a window with dark curtains.

1. Little Belle River home

Little Belle River home
Belle River
10.0 out of 10, Exceptional, (12 reviews)
"Everything was great"
Canada
Mike
The price is €93
includes taxes & fees
2 Nov - 3 Nov
Little Belle River home
A modern kitchen with white cabinetry, a central island, and a coffee bar sign.

2. Executive One-Bedroom Upper Unit

Executive One-Bedroom Upper Unit
Windsor
9.0 out of 10, Wonderful, (7 reviews)
"Property was as described. Very comfortable and in good condition. Excellent value."
Canada
Mary
The price is €127
includes taxes & fees
15 Nov - 16 Nov
Executive One-Bedroom Upper Unit
A modern living room with a grey sofa, wooden coffee table, and a dining area with a small table and chairs.

3. Cozy 2 Bedroom Luxury Suite

Cozy 2 Bedroom Luxury Suite
Roseland
10.0 out of 10, Exceptional, (1 review)
"We had a great stay! The place was very clean, comfortable, and in a great location with everything we needed nearby."
Canada
Lindsay M.
The price is €127
includes taxes & fees
21 Oct - 22 Oct
Cozy 2 Bedroom Luxury Suite
A staircase with wooden steps leading to a landing, a white tiled floor, and a view into a room with a white door and a window.

4. Premium Stay Near Windsor Employers & Hospital

Premium Stay Near Windsor Employers & Hospital
Ford City
9.0 out of 10, Wonderful, (11 reviews)
"Nice stay overall."
United States
Adam Y.
The price is €207
includes taxes & fees
21 Oct - 22 Oct
Premium Stay Near Windsor Employers & Hospital
A modern kitchen with white cabinets, stainless steel appliances, and a central island.

5. Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border

Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border
Devonshire
9.0 out of 10, Wonderful, (12 reviews)
"Home was very clean, good location close to major amenities, Devonshire mall, Costco. Easy access via key pad, ample parking. "
Canada
Tony
The price is €158
includes taxes & fees
21 Oct - 22 Oct
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border
A modern living room with a fireplace, a large flat-screen TV, a mirror, and a round coffee table with decorative plants.

6. Elegant home 10mins drive to Detroit/Windsor border & 5 mins to Windsor airport.

Elegant home 10mins drive to Detroit/Windsor border & 5 mins to Windsor airport.
Devonshire
10.0 out of 10, Exceptional, (2 reviews)
"We had a great stay. The host was very responsive and addressed any issues quickly. The property was very clean, and the location was very convenient. Would definitely stay again."
Canada
Junwu
Elegant home 10mins drive to Detroit/Windsor border & 5 mins to Windsor airport.
A kitchen with white cabinets, a black tiled backsplash, a window with a view of trees, and a stainless steel stove.

7. Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.

Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
South Windsor
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful stay "
United States
Mohamad C.
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
A hot tub with a wooden fence and trees in the background.

8. 14th Coffee Co. Homestead Farmhouse

14th Coffee Co. Homestead Farmhouse
Essex
9.6 out of 10, Exceptional, (8 reviews)
"Fun place to stay - loved the farm house and coffee was amazing."
Canada
Sarah J.
The price is €244
includes taxes & fees
28 Oct - 29 Oct
14th Coffee Co. Homestead Farmhouse
A modern kitchen with dark wood cabinets, stainless steel appliances, and a marble backsplash. There are two bar stools and a small island with a sink.

9. Modern Spacious 1 bedroom and a den home (Lower Unit)

Modern Spacious 1 bedroom and a den home (Lower Unit)
Roseland
8.0 out of 10, Very good, (9 reviews)
"Very clean and everything that we thought it would be from the pictures"
United States
Dannavan C.
The price is €314
includes taxes & fees
31 Oct - 1 Nov
Modern Spacious 1 bedroom and a den home (Lower Unit)
A modern kitchen with a large island, stainless steel sink, and white cabinetry.

10. Cozy Modern Walkerville Basement Apartment

Cozy Modern Walkerville Basement Apartment
Walkerville
10.0 out of 10, Exceptional, (1 review)
"It was a nice clean place to spend the weekend."
United States
Robin W.
The price is €116
includes taxes & fees
2 Nov - 3 Nov
Cozy Modern Walkerville Basement Apartment
A two-story brick house with a garage, a covered patio, and a small front yard.

11. Modern 2BR Basement Appartment. Near Point Peele. Free Parking. Kitchen

Modern 2BR Basement Appartment. Near Point Peele. Free Parking. Kitchen
Leamington
10.0 out of 10, Exceptional, (7 reviews)
"Exactly as described. Easy check in. Easy to find. Nice space between bedrooms when staying with other couples. Fully stocked kitchen."
Canada
Brenda
The price is €182
includes taxes & fees
2 Nov - 3 Nov
Modern 2BR Basement Appartment. Near Point Peele. Free Parking. Kitchen
A modern living room with a sofa, coffee table, and dining area.

12. 3 bdr upper, prime location

3 bdr upper, prime location
Remington Park
3 bdr upper, prime location
A patio area with outdoor furniture, a pool, and a view of the sea.

13. Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home

Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home
Kingsville
9.8 out of 10, Exceptional, (30 reviews)
"Nice and relaxing stay. Good communication with the hosts and beautiful views"
Canada
Chris G.
The price is €209
includes taxes & fees
21 Oct - 22 Oct
Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home
A staircase with a chandelier, a potted plant, and a mirror reflecting the room.

14. Luxury getaway with pool and hot tub - family retreat

Luxury getaway with pool and hot tub - family retreat
Roseland
7.2 out of 10, Good, (5 reviews)
"Clean and gorgeous backyard with heated pool and jacuzzi"
United States
Mohammed M.
The price is €894
includes taxes & fees
1 Nov - 2 Nov
Luxury getaway with pool and hot tub - family retreat
A residential area with a house, a dock, and a small boat.

15. The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca

The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca
Kingsville
10.0 out of 10, Exceptional, (91 reviews)
"Beautiful place and beautiful location"
United States
Peter C.
The price is €259
includes taxes & fees
23 Oct - 24 Oct
The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca
A kitchen with a central island, pendant lighting, and a view into the dining area.

16. Historic Luxury Retreat in Downtown Kingsville

Historic Luxury Retreat in Downtown Kingsville
Kingsville
10.0 out of 10, Exceptional, (2 reviews)
"Everything was perfect."
United States
Ray P.
The price is €397
includes taxes & fees
26 Oct - 27 Oct
Historic Luxury Retreat in Downtown Kingsville
A living room with a glass table, a potted plant, a painting, a TV, and a window with curtains.

17. Affordable 1BHK close to Riverside, Casino, University & USA Border.

Affordable 1BHK close to Riverside, Casino, University & USA Border.
Bridgeview
9.0 out of 10, Wonderful, (2 reviews)
"Nice place, good location, host was nice and helpful"
United States
Abby M.
The price is €102
includes taxes & fees
26 Oct - 27 Oct
Affordable 1BHK close to Riverside, Casino, University & USA Border.
A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

18. Chattage: Lake Erie Luxury Estate w/ Hot Tub And EV charger

Chattage: Lake Erie Luxury Estate w/ Hot Tub And EV charger
Romney
7.0 out of 10, Good, (2 reviews)
"Great communication with host and awesome house! Just SUPER muddy cuz it rained and outdoor furniture was blown everywhere when we arrived."
United States
Karen D.
The price is €304
includes taxes & fees
2 Nov - 3 Nov
Chattage: Lake Erie Luxury Estate w/ Hot Tub And EV charger
A grassy outdoor area with wooden Adirondack chairs, a small fire pit, and a view of the ocean.

19. CJs Lakehouse is 1km to Point Pelee. Huge yard, firepit, pets welcome!

CJs Lakehouse is 1km to Point Pelee. Huge yard, firepit, pets welcome!
Leamington
9.8 out of 10, Exceptional, (91 reviews)
"We really enjoyed our stay."
United States
Andrew W.
The price is €273
includes taxes & fees
28 Oct - 29 Oct
CJs Lakehouse is 1km to Point Pelee. Huge yard, firepit, pets welcome!
A modern kitchen with a large window, a coffee machine, and a sign that reads "Rise & Shine It's Coffee Time".

20. Wild Goose Landing- Located near local wineries and breweries

Wild Goose Landing- Located near local wineries and breweries
Kingsville
9.8 out of 10, Exceptional, (49 reviews)
"Great place"
United States
Bryan M.
The price is €251
includes taxes & fees
21 Oct - 22 Oct
Wild Goose Landing- Located near local wineries and breweries
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 Lakeshore Hotel Reviews

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

10/10 Excellent
"Great place. We loved it!"
Scott 1-night trip
Posted 1 hour ago
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Find out more about Lakeshore

Lakeshore Holiday Homes information

Number of reviews
265
Accommodation
222 Holiday Homes
Lowest Price
€93
Highest Price
€894