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

Holiday Homes in Town of Essex

  • 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
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
9.8 out of 10, Exceptional, (7 reviews)
"Fun place to stay - loved the farm house and coffee was amazing."
Canada
Sarah J.
The price is NZ$476
includes taxes & fees
30 Sept - 1 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 NZ$3,067
includes taxes & fees
13 Oct - 14 Oct
Castle On Malden - Luxury 50 Acre Private Estate
A neatly made bed with a white comforter and pillows, a wooden floor, and a window with dark curtains.

3. 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 NZ$176
includes taxes & fees
5 Oct - 6 Oct
Little Belle River home
A modern kitchen with a large window, a coffee machine, and a sign that reads "Rise & Shine It's Coffee Time".

4. 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 NZ$483
includes taxes & fees
13 Oct - 14 Oct
Wild Goose Landing- Located near local wineries and breweries
A residential area with a house, a dock, and a small boat.

5. 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 NZ$498
includes taxes & fees
13 Oct - 14 Oct
The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca
A gazebo with a tiled roof, surrounded by greenery and a view of the water.

6. 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 NZ$552
includes taxes & fees
30 Sept - 1 Oct
Stylish Getaway - Walk to downtown + Parks, Fenced yard + Firepit + Smart TVs
A living room with a glass table, a potted plant, a painting, a TV, and a window with curtains.

7. 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 NZ$193
includes taxes & fees
26 Oct - 27 Oct
Affordable 1BHK close to Riverside, Casino, University & USA Border.
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.

8. 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 NZ$586
includes taxes & fees
30 Sept - 1 Oct
Modern Spacious 1 bedroom and a den home (Lower Unit)
Relax in the living room and watch your favorite shows, lounging is a great way to unwind after a long day.

9. Modern 1BR Guesthouse | Near Marina & Golf

Modern 1BR Guesthouse | Near Marina & Golf
Windsor
7.6 out of 10, Good, (4 reviews)
"To get from the driveway to the side entrance into the apartment is unsafe. There is a steep step going down from the driveway and there are no stepping stones. The apartment is lovely and we enjoyed our stay."
Canada
Maria C.
The price is NZ$268
includes taxes & fees
1 Oct - 2 Oct
Modern 1BR Guesthouse | Near Marina & Golf
A staircase with a chandelier, a potted plant, and a mirror reflecting the room.

10. 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)
"We didn’t get bothered at all but parking was tight and should let guest know there are people downstairs "
Canada
Matthew K.
The price is NZ$1,720
includes taxes & fees
30 Sept - 1 Oct
Luxury getaway with pool and hot tub - family retreat
A single-story house with a front porch, a mailbox, and a number "627" on the wall.

11. 🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9

🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9
Walkerville
8.8 out of 10, Excellent, (20 reviews)
"Great communication with host, clean, convenient parking and excellent location for events at Caesars!"
United States
Valerie C.
The price is NZ$425
includes taxes & fees
30 Sept - 1 Oct
🎰🚶‍♂️ Steps to Caesars 🌊 Riverfront 🍽️ Dining 💦 Hot Tub Add-On 🛏️ Sleeps 9
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, (28 reviews)
"Nice and relaxing stay. Good communication with the hosts and beautiful views"
Canada
Chris G.
The price is NZ$439
includes taxes & fees
30 Sept - 1 Oct
Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

13. Luxury Home 10mins drive to Windsor/Detroit border, sleeps 11 guest

Luxury Home 10mins drive to Windsor/Detroit border, sleeps 11 guest
Devonshire
10.0 out of 10, Exceptional, (1 review)
"Thank you for the stay, the house was amazing. Very clean quiet and family friendly! We had a great time and tired to leave the place how we found it. Thanks sm for a great stay"
United States
Tamarah M.
Luxury Home 10mins drive to Windsor/Detroit border, sleeps 11 guest
A kitchen with a central island, pendant lighting, and a view into the dining area.

14. 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 NZ$611
includes taxes & fees
30 Sept - 1 Oct
Historic Luxury Retreat in Downtown Kingsville
A modern kitchen with a large island, stainless steel sink, and white cabinetry.

15. 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 NZ$199
includes taxes & fees
5 Oct - 6 Oct
Cozy Modern Walkerville Basement Apartment
A modern kitchen with white cabinets, stainless steel appliances, and a central island.

16. 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)
The price is NZ$304
includes taxes & fees
1 Oct - 2 Oct
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border
A modern kitchen with white cabinetry, a central island, and a coffee bar sign.

17. 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 NZ$256
includes taxes & fees
12 Oct - 13 Oct
Executive One-Bedroom Upper Unit
A modern kitchen with stainless steel appliances, a central island, and a dining area with a sofa.

18. Matchette Manor • Luxury Hideaway Flat • Lasalle

Matchette Manor • Luxury Hideaway Flat • Lasalle
Windsor
The price is NZ$624
includes taxes & fees
30 Sept - 1 Oct
Matchette Manor • Luxury Hideaway Flat • Lasalle
A kitchen with white cabinets, a black tiled backsplash, a window with a view of trees, and a stainless steel stove.

19. 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 NZ$313
includes taxes & fees
30 Sept - 1 Oct
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
A two-story brick house with a garage, a covered patio, and a small front yard.

20. 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 NZ$348
includes taxes & fees
30 Sept - 1 Oct
Modern 2BR Basement Appartment. Near Point Peele. Free Parking. Kitchen
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 Town of Essex Hotel Reviews

Stonecroft Inn

Stonecroft Inn

10/10 Excellent
"Amazing hotel, fresh and clean and great staff"
Jorge 1-night trip
Posted 4 hours ago
Stonecroft Inn

Find out more about Town of Essex

Town of Essex Holiday Homes information

Number of reviews
197
Accommodation
220 Holiday Homes
Lowest Price
NZ$176
Highest Price
NZ$3,067