A white lighthouse on a concrete base by a calm body of water, surrounded by rocks and greenery.

Vacation Rentals in Essex County

Dates

November 2026

December 2026

Top cities in Essex County

A wooden bridge over a calm river surrounded by lush green marshland.

Check prices for these dates

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Our top choices for Essex County vacation rentals

A bedroom with a bed, bedside table, lamp, and a window with curtains.

1. Gem on Prospect

Kingsville

James A.

$156 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

2. Little Belle River home

Belle River

Mike

$81 nightly

Nov 16 - Nov 17

Total with taxes and fees

A wooden deck with a railing overlooking a calm sea and rocky shoreline.

3. Wake up to the beautiful sunrise on Lake Erie in this tiny lakeside cabin.

Wheatley

Toran

$96 nightly

Nov 9 - Nov 10

Total with taxes and fees

Two wooden Adirondack chairs facing a rocky shoreline with a wooden dock extending into calm waters.

4. LOFT Escape Apartment - Onsite Beach Dock Waterfront Boat Ramp

Amherstburg

Katrina H.

$156 nightly

Nov 8 - Nov 9

Total with taxes and fees

A two-story brick house with a garage, a covered patio, and a small front yard.

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

Leamington

Todd S.

$164 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern kitchen with white cabinetry, a central island, and a coffee bar sign.

6. Executive One-Bedroom Upper Unit

Windsor

Mary

$115 nightly

Nov 8 - Nov 9

Total with taxes and fees

A grassy outdoor area with wooden Adirondack chairs, a small fire pit, and a view of the ocean.

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

Leamington

Andrew W.

$265 nightly

Nov 17 - Nov 18

Total with taxes and fees

Two blue Adirondack chairs on a wooden deck by a calm lake with trees in the background.

8. Creekside Cottage – Fireplace, Fire Pit & Heated Game Room on Cedar Creek

Kingsville

Meija K.

$234 nightly

Nov 8 - Nov 9

Total with taxes and fees

A patio area with outdoor furniture, a pool, and a view of the sea.

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

Kingsville

Chris G.

$198 nightly

Nov 8 - Nov 9

Total with taxes and fees

A gazebo with two Adirondack chairs in a grassy field, surrounded by leafless trees and a view of the water.

10. Cliffside Suite #3 - Seacliff Beach Suites

Leamington

Chris P.

$146 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern kitchen with a large window, a coffee machine, and a sign that reads "Rise & Shine It's Coffee Time".

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

Kingsville

Bryan M.

$221 nightly

Nov 19 - Nov 20

Total with taxes and fees

A residential area with a house, a dock, and a small boat.

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

Kingsville

Peter C.

$244 nightly

Nov 9 - Nov 10

Total with taxes and fees

A patio with a view of the sea, featuring two red chairs and a stone pathway.

13. Anchor down on your private Beachfront Cottage

Essex

Julie D.

$289 nightly

Nov 8 - Nov 9

Total with taxes and fees

A gazebo with a tiled roof, surrounded by greenery and a view of the water.

14. Cozy Downtown Kingsville Retreat – Fireplace, Fire Pit & Games

Kingsville

Katie F.

$367 nightly

Dec 4 - Dec 5

Total with taxes and fees

A waterfront property with a deck, lounge chairs, a hot tub, and a small boat docked by the water.

15. Lakefront Wellness Retreat – Year-Round Sauna, Fire Table & Lake Erie Views

Kingsville

Susan

$428 nightly

Nov 9 - Nov 10

Total with taxes and fees

A window with a view of a brick house, a tree, and a basketball hoop.

16. Cozy, trendy, beachfront loft

Kingsville

Rebecca

$304 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

17. 14th Coffee Co. Homestead Farmhouse

Essex

Sarah J.

$187 nightly

Nov 9 - Nov 10

Total with taxes and fees

A kitchen with a central island, pendant lighting, and a view into the dining area.

18. Victorian Downtown Kingsville Home – 3 Private Ensuites, Walk Everywhere

Kingsville

Ray P.

$359 nightly

Dec 1 - Dec 2

Total with taxes and fees

A deck with outdoor seating, including chairs and a table, overlooking a body of water.

19. Lake Erie & EPIC Wineries

Essex

Peter and mary M.

$249 nightly

Nov 9 - Nov 10

Total with taxes and fees

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Find vacation rentals that suit your style

Top Essex County Hotel Reviews

A hotel room with a bed, a desk with a coffee maker, a microwave, and a small refrigerator.

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

Lakeshore

10/10 Excellent

Jennifer

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

Towneplace Suites By Marriott Tecumseh Windsor

Tecumseh

10/10 Excellent

Austin

A cozy living room with a tufted sofa, a floral rug, a Christmas tree, and a painting on the wall.

Ye Olde Walkerville Bed & Breakfast

Walkerville

10/10 Excellent

A brick building with a sign reading "ROOMS" and a large awning over the entrance.

Retro Suites Hotel

Chatham-Kent

10/10 Excellent

Anonymous traveler

A barbecue area with a brick oven, grill, and a sign that reads "GOOD FOOD GOOD WINE".

Nicklin House

Leamington

10/10 Excellent

Timothy

A staircase with a dark wooden handrail and a patterned carpet.

Sandwich Boutique Hotel

Sandwich

10/10 Excellent

Don’t let the lack of reviews throw you: some of the locals didn’t even realize the property was being rented out, so it’s just very new. Loved the character of the building and the owners are super nice! (Don’t be like us: the check in time is 3pm/check out is 10am, not 11am/11am like Expedia says!) Hurricanes and the Barrel House are great places to eat and the shortest possible walk away.

William

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

DoubleTree by Hilton Windsor Hotel & Suites

Downtown Windsor

10/10 Excellent

Donald

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

TownePlace Suites by Marriott Windsor

Downtown Windsor

10/10 Excellent

Tonia

A pool area with two hot tubs and a central water feature, surrounded by ambient lighting.

Wigle's Motel

Leamington

10/10 Excellent

My boyfriend and I stayed there hoping it would be at least decent, we left feeling more than satisfied. Pros: - Fully renovated, bedroom and bathroom. - It has a lot of cabinets to store stuff. - Working microwave and fridge - Soft and comfortable bed - Quiet, safe and clean. - Designated parking space. Cons: - Very small room (still doable) - The shower door does not close properly and it floods a little when showering because the water pressure is really strong. - Not...

Angela

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

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

City Centre

10/10 Excellent

LeRoy

A compact kitchen with granite countertops and wooden cabinets.

Adams Golden Acres Motel

Kingsville

10/10 Excellent

Anonymous traveler

Frequently Asked Questions

How many vacation rentals are available in Essex County?

Expedia has plenty of vacation rentals to choose from in and around Essex County, so you’re guaranteed to find the right one for you.

How much is a vacation rental in Essex County?

The selection of Essex County vacation rentals we have selected for you start as low as $293 per night. Entering your travel dates in the search wizard you might find even better deals!

What type of vacation rental can I get in Essex County?

Vacation rentals in Essex County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Essex County vacation rentals to suit everyone.

Why should I choose a vacation rental in Essex County?

Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Essex County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.

How do I find the best deal on a vacation rental in Essex County?

Find vacation rentals in Essex County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Essex County.

What amenities are available in a vacation rental in Essex County?

The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Essex County vacation rentals designed to suit every budget and trip type.

When is the best time to stay in a vacation rental in Essex County?

Everytime is a great time to head to Essex County! Staying in a Essex County vacation rentals you will always find lots going on to keep you entertained.

Why book a vacation rental with Expedia?

Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Essex County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Essex County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Essex County, you can save even more.

Can I cancel my vacation rental through Expedia?

Yes, you can cancel or change your Essex County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.