A lighthouse by a beach with waves, trees, and a clear sky.

Holiday Homes in Town of Essex

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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 Town of Essex holiday homes

A hot tub with a wooden fence and trees in the background.

1. 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 AU$383
includes taxes & fees
11 Oct - 12 Oct
14th Coffee Co. Homestead Farmhouse
A large estate with a pond, a windmill, and a well-maintained lawn.

2. Castle On Malden - Luxury 50 Acre Private Estate

Castle On Malden - Luxury 50 Acre Private Estate
Essex
The price is AU$2,530
includes taxes & fees
8 Oct - 9 Oct
Castle On Malden - Luxury 50 Acre Private Estate
A building with a dark front door, two potted plants, a decorative window, and a small porch area.

3. 2 bedroom Getaway/Lake St. Claire, Canada/kayak

2 bedroom Getaway/Lake St. Claire, Canada/kayak
Belle River
2 bedroom Getaway/Lake St. Claire, Canada/kayak
A neatly made bed with a white comforter and pillows, a wooden floor, and a window with dark curtains.

4. Little Belle River home

Little Belle River home
Belle River
10.0 out of 10, Exceptional, (11 reviews)
"My wife and I were very happy with our stay. We will definitely come back the next time we’re in the area."
Canada
GJ D.
The price is AU$145
includes taxes & fees
7 Oct - 8 Oct
Little Belle River home
A kitchen with a central island, pendant lighting, and a view into the dining area.

5. 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 AU$538
includes taxes & fees
4 Oct - 5 Oct
Historic Luxury Retreat in Downtown Kingsville
A two-story brick house with a garage, a covered patio, and a small front yard.

6. 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 AU$288
includes taxes & fees
31 Oct - 1 Nov
Modern 2BR Basement Appartment. Near Point Peele. Free Parking. Kitchen
A modern kitchen with a large window, a coffee machine, and a sign that reads "Rise & Shine It's Coffee Time".

7. 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, (48 reviews)
"Great place"
United States
Bryan M.
The price is AU$392
includes taxes & fees
14 Oct - 15 Oct
Wild Goose Landing- Located near local wineries and breweries
A window with a view of a brick house, a tree, and a basketball hoop.

8. Cozy, trendy, beachfront loft

Cozy, trendy, beachfront loft
Kingsville
10.0 out of 10, Exceptional, (8 reviews)
"Great location absolutely beautiful loaf..."
Canada
Rebecca
The price is AU$485
includes taxes & fees
4 Oct - 5 Oct
Cozy, trendy, beachfront loft
A residential area with a house, a dock, and a small boat.

9. 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
9.8 out of 10, Exceptional, (90 reviews)
"Beautiful place and beautiful location"
United States
Peter C.
The price is AU$410
includes taxes & fees
7 Oct - 8 Oct
The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca
A modern kitchen with white cabinetry, a central island, and a coffee bar sign.

10. Executive One-Bedroom Upper Unit

Executive One-Bedroom Upper Unit
Windsor
9.2 out of 10, Wonderful, (5 reviews)
"Property was as described. Very comfortable and in good condition. Excellent value."
Canada
Mary
The price is AU$206
includes taxes & fees
1 Nov - 2 Nov
Executive One-Bedroom Upper Unit
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.

11. 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)
"was a great property and location"
United States
Ava C.
The price is AU$472
includes taxes & fees
17 Oct - 18 Oct
Modern Spacious 1 bedroom and a den home (Lower Unit)
A patio area with outdoor furniture, a pool, and a view of the sea.

12. 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, (29 reviews)
"Nice and relaxing stay. Good communication with the hosts and beautiful views"
Canada
Chris G.
The price is AU$357
includes taxes & fees
5 Oct - 6 Oct
Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home
A modern kitchen with white cabinets, stainless steel appliances, and a central island.

13. 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 AU$248
includes taxes & fees
6 Oct - 7 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.

14. 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
The price is AU$250
includes taxes & fees
9 Oct - 10 Oct
Elegant home 10mins drive to Detroit/Windsor border & 5 mins to Windsor airport.
A gazebo with a tiled roof, surrounded by greenery and a view of the water.

15. Stylish Getaway - Walk to downtown + Parks, Fenced yard + Firepit + Smart TVs

Stylish Getaway - Walk to downtown + Parks, Fenced yard + Firepit + Smart TVs
Kingsville
10.0 out of 10, Exceptional, (25 reviews)
"Great house, so clean and it was the perfect location to walk to town!"
United States
Katie F.
The price is AU$465
includes taxes & fees
26 Oct - 27 Oct
Stylish Getaway - Walk to downtown + Parks, Fenced yard + Firepit + Smart TVs
A modern interior with a sliding glass door leading to a balcony with a view of the sea.

16. Lakefront Wellness Retreat - Sauna + Cold Plunge + Paddleboards + Lake Access

Lakefront Wellness Retreat - Sauna + Cold Plunge + Paddleboards + Lake Access
Kingsville
9.6 out of 10, Exceptional, (5 reviews)
"The property had a lovely lakefront location with lots of privacy. The decor was contemporary but cozy and everything was very clean. The host Dylan was very friendly and quick to respond to any questions and and the online guidebook was much appreciated. It was the perfect place for our family to relax together at the end of a busy summer. Would definitely consider returning."
Canada
Susan
The price is AU$673
includes taxes & fees
29 Oct - 30 Oct
Lakefront Wellness Retreat - Sauna + Cold Plunge + Paddleboards + Lake Access
A grassy outdoor area with wooden Adirondack chairs, a small fire pit, and a view of the ocean.

17. 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, (90 reviews)
"We really enjoyed our stay."
United States
Andrew W.
The price is AU$471
includes taxes & fees
18 Oct - 19 Oct
CJs Lakehouse is 1km to Point Pelee. Huge yard, firepit, pets welcome!
A kitchen with white cabinets, a black tiled backsplash, a window with a view of trees, and a stainless steel stove.

18. 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, (20 reviews)
"Beautiful stay "
United States
Mohamad C.
The price is AU$256
includes taxes & fees
2 Nov - 3 Nov
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
A modern kitchen with white cabinetry, a built-in microwave, and a coffee maker.

19. Premium Windsor Retreat |Perfect for Families, Groups & Long Stays+ Free Parking

Premium Windsor Retreat |Perfect for Families, Groups & Long Stays+ Free Parking
Ford City
9.0 out of 10, Wonderful, (10 reviews)
"Nice stay overall."
United States
Adam Y.
The price is AU$307
includes taxes & fees
9 Oct - 10 Oct
Premium Windsor Retreat |Perfect for Families, Groups & Long Stays+ Free Parking
A modern living room with a sofa, coffee table, and dining area.

20. 3 bdr upper, prime location

3 bdr upper, prime location
Remington Park
The price is AU$298
includes taxes & fees
2 Nov - 3 Nov
3 bdr upper, prime location
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 Town of Essex Hotel Reviews

DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites

10/10 Excellent
"Great staff and great rooms"
Robert 1-night trip
Posted 10 hours ago
DoubleTree by Hilton Windsor Hotel & Suites

Find out more about Town of Essex

Town of Essex Holiday Homes information

Number of reviews
278
Accommodation
221 Holiday Homes
Lowest Price
AU$145
Highest Price
AU$2,530

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