Town of Essex Holiday Rentals, Ontario: Private House Rentals

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

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

Go beyond your typical stay in Town of Essex

Pet friendly

Apartment

Pool

Family friendly

Waterpark

Condo

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Town of Essex hotels

A room with two beds, a forest mural, starry ceiling, and a window with natural light.

A room with a wall-mounted TV, a framed deer painting, and a variety of vintage suitcases on shelves.

A multi-story motel with balconies, a staircase, and a parking area.

A multi-story building with a balcony, doors numbered 18 and 19, and a no parking sign.

1. The Grove Motel

Essex

David

฿3,150

฿3,559 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table, and a window with curtains.

A gym with treadmills, elliptical machines, and exercise balls.

A buffet line with various food options including sausage gravy and cheese omelet.

A conference room with a long table, chairs, and a computer setup.

2. Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

Lakeshore

Thomas

฿3,322

฿3,979 total

includes taxes & fees

1 Nov - 2 Nov

A Stonecroft Inn with a stone facade, large windows, and a covered entrance.

A modern reception area with a marble counter, wooden flooring, and seating arrangements.

A modern restaurant interior with wooden tables and chairs, a stone wall, and a flat-screen TV mounted above the seating area.

3. Stonecroft Inn

South Windsor

Jessica

฿3,095

฿3,707 total

includes taxes & fees

22 Oct - 23 Oct

A hotel room with a large bed, a desk, a TV, and a view of a city skyline.

A modern building with a prominent Caesars sign, large windows, and a clean, white facade.

A modern hotel room with a large sofa, armchairs, a small table, and a TV mounted on the wall.

4. Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

City Centre

Woyengimiebi

฿1,693

฿2,623 total

includes taxes & fees

26 Oct - 27 Oct

A modern hotel lobby with a central dining area, sofas, and a seating area with a view of the cityscape.

A hotel room with a bed, a gray sofa, a small round table, and a kitchenette in the background.

A modern hotel with a central entrance, multiple floors, and a parking area.

An indoor swimming pool with clear markings, lounge chairs, and large windows.

5. Towneplace Suites By Marriott Tecumseh Windsor

Tecumseh

Chylynne

฿3,633

฿4,105 total

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with clear water, surrounded by lounge chairs and a seating area with tables.

A modern kitchen with a stainless steel refrigerator, a microwave, a coffee maker, and a dishwasher.

A spacious lobby with a high ceiling, a chandelier, and a seating area with a sofa and armchairs.

A spacious living room with a blue carpet, two armchairs, a sofa, a coffee table, and a flat-screen TV mounted on the wall.

6. Comfort Inn & Suites Ambassador Bridge

South Cameron

Zavair

฿2,133

฿2,555 total

includes taxes & fees

15 Nov - 16 Nov

A modern hotel room with a large bed, a desk with a chair, a bathroom with a stone backsplash, and a blue accent wall.

A modern interior with a leather sofa, a glass coffee table, and a flat-screen TV mounted on the wall.

A spacious room with a stone accent wall, a wooden floor, and a glass door with frosted glass panels.

A spacious dining area with multiple tables and chairs, a kitchen area with appliances, and a stone accent wall.

7. SureStay Plus by Best Western Windsor

Remington Park

Bashar

฿2,003

฿2,400 total

includes taxes & fees

27 Oct - 28 Oct

A hotel room with a large bed, a red bathtub, a desk with a computer, and a mirror reflecting the room.

A Lexington Inn & Suites with a covered walkway, multiple windows, and a parking area.

A breakfast bar with fruit bowls, a coffee station, and a bread rack.

A stone pillar with white flowers, surrounded by pebbles and small shrubs.

8. Lexington Inn & Suites Windsor

Devonshire

Loida

฿1,786

฿2,139 total

includes taxes & fees

26 Oct - 27 Oct

A spacious lobby with a fireplace, a reception desk, and a staircase leading to an upper level.

A well-maintained garden with various flower beds and a lawn.

A breakfast bar with various food items, including cereals and bread, and a coffee maker.

An indoor water park with multiple slides, pools, and a large water feature.

9. Travelodge by Wyndham Windsor

Devonshire

Stephen

฿1,828

฿2,190 total

includes taxes & fees

1 Nov - 2 Nov

A gym with treadmills, an elliptical, and a stationary bike, featuring a motivational wall and large windows.

An indoor swimming pool with a tiled floor, a blue wall, and a white railing.

A modern bathroom with a wooden vanity, a green chair, a desk, and a large mirror.

A hotel room with a sofa, a small table, a bedside table with a phone, a lamp, and a bed.

10. Hampton Inn & Suites by Hilton Windsor

South Cameron

Mary

฿3,128

฿3,747 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large window offering a city skyline view, a flat-screen TV, a sofa, two armchairs, a small table, and a lamp.

A hotel room with a bed, a desk, a TV, a sofa, and a view of the city.

A spacious lobby with a modern design, featuring a reception desk, seating area, and large windows offering views of the outside.

11. Best Western Plus Waterfront Hotel

Downtown Windsor

Brandie

฿2,793

฿3,345 total

includes taxes & fees

27 Oct - 28 Oct

A multi-story hotel with a prominent entrance and a Holiday Inn Express sign.

A modern hotel lobby with a reception desk, seating area, and a staircase leading to an upper level.

An indoor water park with a central pool, slides, and a seahorse ride.

12. Holiday Inn Express Windsor Waterfront by IHG

Downtown Windsor

Janette

฿3,322

฿3,979 total

includes taxes & fees

2 Nov - 3 Nov

An indoor swimming pool with a city view, lounge chairs, and a tiled deck.

A hotel room with a bed, a desk, a TV, a sofa, and a view of a cityscape.

A hotel room with a large bed, a wooden wardrobe, a flat-screen TV, a desk with a chair, and a view of a cityscape through the window.

A restaurant with tables set for dining, large windows offering a city skyline view, and a river in the background.

13. DoubleTree by Hilton Windsor Hotel & Suites

Downtown Windsor

Robert

฿3,636

฿4,355 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, a desk with a telephone, a chair, and a painting on the wall.

A long, narrow hallway with doors on both sides, carpeted floor, and ceiling lights.

A pool table in a bar area with a bar stocked with bottles, a television, and a fireplace.

A hotel reception area with a reception desk, a seating area with chairs, a television mounted on the wall, and a large window with curtains.

14. Days Inn by Wyndham Leamington

Leamington

Yang

฿4,449

฿5,075 total

includes taxes & fees

4 Nov - 5 Nov

A modern bar area with a flat-screen TV, bar stools, and shelves stocked with snacks.

An indoor swimming pool with clear water, orange lounge chairs, and a modern ceiling design.

A modern hotel room with a sofa, a bed, a desk, and a large window offering a city view.

A modern lobby with a sofa, chairs, and a reception desk.

15. Hyatt Place Windsor

South Cameron

Thamer

฿3,633

฿4,351 total

includes taxes & fees

1 Nov - 2 Nov

A modern cafe with tables and chairs, a counter with food items, and a view of the outside.

A gym with treadmills, elliptical machines, and weight benches.

A hotel lobby with a snack shelf, beverage refrigerator, and a seating area.

A modern lobby with a brick wall, a flat-screen TV, a glass coffee table, and a gray sofa.

16. Comfort Inn South Windsor

South Windsor

Michael

฿2,344

฿2,808 total

includes taxes & fees

1 Nov - 2 Nov

A spacious living room with a blue sofa, a wooden coffee table, and a red chair. There is a lamp, a patterned rug, and a view of the outdoors through large windows.

A wooden staircase with a black railing leading to a second-floor landing.

A dining room with a wooden table and chairs, a chandelier, and a fireplace.

A two-story brick house with a front porch, a stone foundation, and a well-maintained lawn.

17. The Woodbridge House

Kingsville

Rachel

฿3,205

฿3,916 total

includes taxes & fees

22 Oct - 23 Oct

A fireplace with a stone mantle, two upholstered chairs, and a chandelier.

A building with a stone facade, large windows, and a covered entrance area.

A hotel room with two beds, a nightstand with a lamp, and a mirror on the wall.

A restaurant with wicker chairs, a bar area, and a television screen.

18. Talbot Trail Inn & Suites

Leamington

Natalie

฿2,390

฿2,701 total

includes taxes & fees

22 Oct - 23 Oct

A hotel named "Quality Inn & Suites" with a modern design, featuring a prominent sign and a flag.

A hotel room with two beds, a nightstand with a lamp, and a small drawer.

A wooden table with breakfast items including waffles, a bowl of cereal, a bottle of syrup, a banana, and an apple.

A hotel room with a sofa, armchairs, a TV, a desk, and a patterned carpet.

19. Quality Inn & Suites Downtown Windsor

Downtown Windsor

umurisa

฿2,503

฿2,998 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio area with seating, a grill, and a fire feature.

A hotel room with two beds, a red armchair, a sofa, a coffee table, and a TV.

A multi-story hotel with a brick facade, multiple entry points, and illuminated signage.

A hotel lobby with a cityscape mural, a round table with chairs, sofas, and a television on the wall.

20. TownePlace Suites by Marriott Windsor

Downtown Windsor

Bruce

฿3,535

฿4,361 total

includes taxes & fees

1 Nov - 2 Nov

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Town of Essex

Find the best Town of Essex areas for the activities you enjoy most.

An aerial view of a coastal forest with a clear demarcation between the land and the ocean.

A close-up of pink flowers with a blurred background of greenery and bokeh lights.

A wooden pier extending into foggy waters with railings and lanterns.

Essex

If you're spending some time in Essex, Cooper's Hawk Vineyards and Oxley Estate Winery are top sights worth seeing.

See properties

McGregor

While there might not be top attractions in McGregor, you can explore the larger area and discover places like Essex County ATV Club Trails Trailhead - West and Essex County ATV Club Trails Trailhead - East.

See properties

Levergood Beach

Though Levergood Beach may not have many top sights, you can venture to the surrounding area to see attractions like Sprucewood Shores Estate Winery and Erie Shore Vineyard.

See properties

Stay near popular Town of Essex attractions

Cooper's Hawk Vineyards

9.4/10 (3 reviews)

You can enjoy a tasting or tour at Cooper's Hawk Vineyards during your travels to Town of Essex. Savour the area's wineries and restaurants.

See properties

Sprucewood Shores Estate Winery

9.0/10 (4 reviews)

You can enjoy a tasting or tour at Sprucewood Shores Estate Winery during your travels to Town of Essex. Discover the countryside while you're in the area.

See properties

Serenity Lavender Farm

10.0/10 (2 reviews)

Enjoy an outing to Serenity Lavender Farm during your stay in Town of Essex. While in this relaxing area, you can savour the wineries and restaurants.

See properties

Oxley Estate Winery

You can enjoy a tasting or tour at Oxley Estate Winery during your travels to Town of Essex.

See properties

Colio Estate Winery

You can enjoy a tasting or tour at Colio Estate Winery during your travels to Harrow. While in this relaxing area, you can enjoy the wineries.

See properties

Amherstburg-Essex Greenway Trailhead

You can take time to visit Amherstburg-Essex Greenway Trailhead during your travels to Town of Essex.

See properties

Colchester Beach

Why not spend a lazy afternoon at Colchester Beach during your trip to Colchester?

See properties

Cedar Creek Provincial Park

You can take time to visit Cedar Creek Provincial Park during your travels to Town of Essex.

See properties

Learn more about Town of Essex

Explore the scenic waterfront trails of Essex where Lake Erie views complement the town's charming historic district. Colchester Harbour Beach offers perfect swimming spots, while nearby Point Pelee National Park welcomes visitors with remarkable bird watching opportunities.

See all hotels in Town of Essex

Top Town of Essex Hotel Reviews

Hampton Inn & Suites by Hilton Windsor

8/10 Good

"We almost always stay at a Holiday Inn express. Everything was good. Good value, close to stuff, highly recommend"

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

10/10 Excellent

"If you are a woman travelling solo, this is the only place you want to stay at. It is literally so safe and the best. The room, service and view is stunning!!!"

Best Western Plus Waterfront Hotel

10/10 Excellent

"Nice view: close proximity to lots"

Lexington Inn & Suites Windsor

8/10 Good

"Great price clean rooms and staff are very professional"

The Grove Motel

10/10 Excellent

"I like the themed room. I suggested having grab bars in the shower room for safety reasons. There was no box of tissues in the bathroom which would have been nice. Noise from upstairs room. Beds are comfortable. Good lighting. Overall excellent motel. Will stay there again."

DoubleTree by Hilton Windsor Hotel & Suites

8/10 Good

"The hotel was clean, the beds were very comfortable, and most attractions were within walking distance. My only disappointment was the parking experience. I hadn’t realized parking cost extra, and the directions led to a frustrating back-and-forth. A staff member insisted there was no parking structure with a DoubleTree sign, then described the exact structure displaying that sign. I didn’t appreciate the argumentative exchange. Clearer parking information and a more courteous response would have made an otherwise enjoyable stay much better."

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

10/10 Excellent

"I have to save the building operator really excellent person very accommodating Great communication with the customers. Front desk stuff was very good too as well maintenance or on-call cleaning person lacking a professional latitude, came in very sick really didn’t have any explanation as to why the refrigerator wasn’t working to max or the sound of the air conditioner was very loud. Perhaps she should’ve got better before she came back to work. She could’ve potentially gotten people to sick regardless if she was feeling better or not .. She sounded awful. Her wheeze was really bad andthere’s people with low immunity like myself that has cancer that could’ve been very bad for me….Outside of that, front counter service great , again the building operator second to none very nice young man very professional. The place was very clean. I would highly recommend people to stay there. I don’t use the amenities such as pools I don’t do breakfast and I don’t do the weight rooms so they got a low score because I won’t use them appreciate them, but I won’t use them."

Travelodge by Wyndham Windsor

8/10 Good

"na"

SureStay Plus by Best Western Windsor

10/10 Excellent

"Hotel was very reasonable and close proximity to University. Very clean. Breakfast was good. Overall good value for your money."

More cheap stays in Town of Essex

SureStay Plus by Best Western Windsor

2530 Ouellette Avenue Windsor ON

฿2,003

฿2,400 total

27 Oct - 28 Oct

includes taxes & fees

8/10 Very good! (1,112 reviews)

Comfort Inn & Suites Ambassador Bridge

2330 Huron Church Rd Windsor ON

฿2,133

฿2,555 total

15 Nov - 16 Nov

includes taxes & fees

Best Western Plus Waterfront Hotel

277 Riverside Drive West Windsor ON

฿2,793

฿3,345 total

27 Oct - 28 Oct

includes taxes & fees

8.4/10 Very good! (1,358 reviews)

Hampton Inn & Suites by Hilton Windsor

1840 Huron Church Road Windsor ON

฿3,128

฿3,747 total

1 Nov - 2 Nov

includes taxes & fees

9/10 Wonderful! (1,042 reviews)

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

14 Amy Croft Drive Lakeshore ON

฿3,322

฿3,979 total

1 Nov - 2 Nov

includes taxes & fees

9.6/10 Exceptional! (1,003 reviews)

Holiday Inn Express Windsor Waterfront by IHG

33 Riverside Drive East Windsor ON

฿3,322

฿3,979 total

2 Nov - 3 Nov

includes taxes & fees

8.8/10 Excellent! (1,481 reviews)

Frequently asked questions

Where is the best place to stay in Town of Essex?

Based on Expedia's traveller preferences, The Grove Motel is a top place to stay in Town of Essex. Two other options for your visit to the area are Caesars Windsor Hotel & Casino - A Caesars Rewards Destination and DoubleTree by Hilton Windsor Hotel & Suites. See all available top hotels, or vacation rentals in Town of Essex.

If I need to cancel my hotel reservation in Town of Essex, will I receive a refund?

Yes, most room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Town of Essex.

What's the best dog-friendly place to stay in Town of Essex?

The Grove Motel is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Town of Essex.

What are some accommodation options with pools in Town of Essex?

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination: Hotel steps from Caesars Casino. Offers 6 restaurants, an indoor pool and 4 bars. DoubleTree by Hilton Windsor Hotel & Suites and Holiday Inn Express Windsor Waterfront by IHG are a couple of other choices with an on-site pool. View all hotels with pools in Town of Essex.

What's it like staying in Town of Essex?

Visitors can enjoy all that Town of Essex has to offer, including the lake views, wineries and gardens. This city also attracts tourists with its relaxing setting. Top sights around the area include Ford Field and Little Caesars Arena. In Town of Essex, there are 42 hotels and other accommodation options to choose from. Find out more about Town of Essex.

What should I see while I'm in Town of Essex?

Natural beauty is on display at Lake Erie, Amherstburg-Essex Greenway Trailhead and Cedar Creek Provincial Park. You'll also find Ford Field and Little Caesars Arena in the area. Take a look at what more there is to see and do in Expedia's Town of Essex guide.

What's the seasonal weather like in Town of Essex?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Town of Essex is 1038 mm.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Town of Essex on Expedia.ca

Find hotels in Town of Essex from ฿2,139

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Town of Essex

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Town of Essex hotels

1. The Grove Motel

2. Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

3. Stonecroft Inn

4. Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

5. Towneplace Suites By Marriott Tecumseh Windsor

6. Comfort Inn & Suites Ambassador Bridge

7. SureStay Plus by Best Western Windsor

8. Lexington Inn & Suites Windsor

9. Travelodge by Wyndham Windsor

10. Hampton Inn & Suites by Hilton Windsor

11. Best Western Plus Waterfront Hotel

12. Holiday Inn Express Windsor Waterfront by IHG

13. DoubleTree by Hilton Windsor Hotel & Suites

14. Days Inn by Wyndham Leamington

15. Hyatt Place Windsor

16. Comfort Inn South Windsor

17. The Woodbridge House

18. Talbot Trail Inn & Suites

19. Quality Inn & Suites Downtown Windsor

20. TownePlace Suites by Marriott Windsor

Where to stay in Town of Essex

Essex

McGregor

Levergood Beach

Stay near popular Town of Essex attractions

Cooper's Hawk Vineyards

Sprucewood Shores Estate Winery

Serenity Lavender Farm

Oxley Estate Winery

Colio Estate Winery

Amherstburg-Essex Greenway Trailhead

Colchester Beach

Cedar Creek Provincial Park

Learn more about Town of Essex

Top Town of Essex Hotel Reviews

Hampton Inn & Suites by Hilton Windsor

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Best Western Plus Waterfront Hotel

Lexington Inn & Suites Windsor

The Grove Motel

DoubleTree by Hilton Windsor Hotel & Suites

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

Travelodge by Wyndham Windsor

SureStay Plus by Best Western Windsor

More cheap stays in Town of Essex

SureStay Plus by Best Western Windsor

Comfort Inn & Suites Ambassador Bridge

Best Western Plus Waterfront Hotel

Hampton Inn & Suites by Hilton Windsor

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

Holiday Inn Express Windsor Waterfront by IHG

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app