Town of Essex Vacation Rentals from CA $151: Short-Term Rentals for 2026

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Our top choices for Town of Essex vacation rentals

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

1. 14th Coffee Co. Homestead Farmhouse

Essex

Sarah J.

CA $296 total

includes taxes & fees

Nov 9 - Nov 10

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

2. Anchor down on your private Beachfront Cottage

Essex

Julie D.

CA $450 total

includes taxes & fees

Nov 5 - Nov 6

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

3. Lake Erie & EPIC Wineries

Essex

Peter and mary M.

CA $398 total

includes taxes & fees

Nov 8 - Nov 9

A large stone house with a pond, a windmill, and a barn.

4. Luxurious Castle Suite - Private & Peaceful Escape

Essex

"Great location and the apartment was really cute/nice. It was nice to be able to walk around the property with our dogs. I would stay again. The only issue is the photos show the hot tub, sauna, and fire pit even though people staying in the apartment are not able to use them. The listing even stated “fire pit.” It’s false advertising. So if you plan on booking just be aware that stuff is not included."

Kara

CA $986 total

includes taxes & fees

Nov 5 - Nov 6

A dining area with a view of the ocean, a ceiling fan, and a telescope on a balcony.

5. Beautiful Waterfront Lake House in the Heart of Epic Wine Country

Essex

Matthew E.

CA $426 total

includes taxes & fees

Nov 5 - Nov 6

A large estate with a pond, a windmill, and a well-maintained lawn.

6. Castle On Malden - Luxury 50 Acre Private Estate

Essex

CA $2,262 total

includes taxes & fees

Nov 5 - Nov 6

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

7. Little Belle River home

Belle River

Mike

CA $128 total

includes taxes & fees

Nov 16 - Nov 17

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

8. Gem on Prospect

Kingsville

James A.

CA $235 total

includes taxes & fees

Nov 5 - Nov 6

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

Kingsville

Peter C.

CA $386 total

includes taxes & fees

Nov 5 - Nov 6

A modern living room with a grey sofa, wooden coffee table, and a dining area with a small table and chairs.

10. Cozy 2 Bedroom Luxury Suite

Roseland

Lindsay M.

CA $163 total

includes taxes & fees

Nov 5 - Nov 6

A modern living room with a grey sofa, a round coffee table, and a dining area with a table and chairs.

11. Windsor Manor

City Centre

Jacob

CA $433 total

includes taxes & fees

Nov 29 - Nov 30

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

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

Wheatley

Toran

CA $151 total

includes taxes & fees

Nov 9 - Nov 10

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

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

Kingsville

Bryan M.

CA $374 total

includes taxes & fees

Nov 5 - Nov 6

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

14. Executive One-Bedroom Upper Unit

Windsor

Mary

CA $185 total

includes taxes & fees

Nov 8 - Nov 9

A kitchen with white cabinets, a black tiled backsplash, a window with a view of trees, and a stainless steel stove.

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

South Windsor

Mohamad C.

CA $227 total

includes taxes & fees

Nov 5 - Nov 6

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

16. Creekside Cottage - Waterfront Retreat with Kayaks, Fishing & Game Room

Kingsville

Meija K.

CA $367 total

includes taxes & fees

Nov 8 - Nov 9

A modern kitchen with white cabinets, stainless steel appliances, and a central island.

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

Devonshire

Tony

CA $220 total

includes taxes & fees

Nov 5 - Nov 6

A modern living room with a fireplace, a large flat-screen TV, a mirror, and a round coffee table with decorative plants.

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

Devonshire

Junwu

CA $220 total

includes taxes & fees

Nov 5 - Nov 6

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

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

Kingsville

Chris G.

CA $306 total

includes taxes & fees

Nov 8 - Nov 9

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

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

Amherstburg

Katrina H.

CA $243 total

includes taxes & fees

Nov 5 - Nov 6

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Top Town of Essex Hotel Reviews

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

10/10 Excellent

"It was clean. The beds were amazing to breakfast was excellent. The place where I will go every time I get away."

The Grove Motel

8/10 Good

"We arrived late in the evening and left fairly early the next morning, so we didn't have time to spend in the guest lounge or the outdoor seating areas. It was a beautiful fall day, so I hope others enjoyed these amenities. We stayed in the Butterfly room and it was lovely. The rooms are large, modern, clean and affordable. We arrived after hours but the staff had given us great directions on how to get into our room."

Colchester cottages a stones throw away from beaches, wineries, marina, parks.

8/10 Good

"Great location and we were well cared for by our hosts. Was truly steps from the beach and there were wineries with restaurants very close by. Was quiet and secure.. cabins were newly built."

Luxurious Castle Suite - Private & Peaceful Escape

8/10 Good

"Great location and the apartment was really cute/nice. It was nice to be able to walk around the property with our dogs. I would stay again. The only issue is the photos show the hot tub, sauna, and fire pit even though people staying in the apartment are not able to use them. The listing even stated “fire pit.” It’s false advertising. So if you plan on booking just be aware that stuff is not included."

Find out more about Town of Essex

Everything you need to know about Town of Essex vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Town of Essex vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Town of Essex vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Town of Essex vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Town of Essex. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Town of Essex 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.  The selection of Town of Essex vacation rentals we have selected for you start as low as CA $151 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Town of Essex rentals

At Expedia, we put the best Town of Essex vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Town of Essex rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Town of Essex vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Town of Essex. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Town of Essex?

Yes, you can find vacation rentals in Town of Essex close to Serenity Lavender Farm, or you can go with a secluded option if you're looking for a relaxing stay. Town of Essex is known for its lake views and wineries. Make sure you have time to check out the gardens while you're in the area.

What are some of the best vacation rentals that Town of Essex has to offer?

14th Coffee Co. Homestead Farmhouse : This Town of Essex vacation home rental offers a patio, a private yard, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a hot tub and a selection of books.

How many vacation rentals are there in Town of Essex?

Expedia has 17 vacation rentals for your stay in Town of Essex.

What can I see and do in Town of Essex?

Family-friendly attractions include Serenity Lavender Farm and John R. Park Homestead Conservation Area, whereas Lake Erie and Amherstburg-Essex Greenway Trailhead are a couple of great spots to enjoy the outdoors. Other popular places to visit in the area include Ford Field and Little Caesars Arena.

What are vacation rentals like in Town of Essex?

Vacation rentals are private accommodations you can stay in for a couple days or more in Town of Essex. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a small group gathering.

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Check prices for these dates

Our top choices for Town of Essex vacation rentals

1. 14th Coffee Co. Homestead Farmhouse

2. Anchor down on your private Beachfront Cottage

3. Lake Erie & EPIC Wineries

4. Luxurious Castle Suite - Private & Peaceful Escape

5. Beautiful Waterfront Lake House in the Heart of Epic Wine Country

6. Castle On Malden - Luxury 50 Acre Private Estate

7. Little Belle River home

8. Gem on Prospect

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

10. Cozy 2 Bedroom Luxury Suite

11. Windsor Manor

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

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

14. Executive One-Bedroom Upper Unit

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

16. Creekside Cottage - Waterfront Retreat with Kayaks, Fishing & Game Room

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

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

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

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

Find vacation rentals that suit your style

Top Town of Essex Hotel Reviews

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

Hampton Inn & Suites by Hilton Windsor

Hyatt Place Windsor

Travelodge by Wyndham Windsor

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

14th Coffee Co. Homestead Farmhouse

The Grove Motel

Colchester cottages a stones throw away from beaches, wineries, marina, parks.

Luxurious Castle Suite - Private & Peaceful Escape

Find out more about Town of Essex

Frequently asked questions

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