Location

Dates

Guests

Vacation rentals in Windsor, Ontario, Canada

4BR Home in Little Italy | Free Garage Parking

Dinning Room Area

4BR Home in Little Italy | Free Garage Parking

4 bedrooms·2 baths

Windsor • Ontario

$1,011.35 CAD total for 3 nights

Sep 22 – 25, 2026

Walkerville 1BR | Walk to Caesars Casino | Free Parking

Walkerville 1BR | Walk to Caesars Casino | Free Parking

Walkerville 1BR | Walk to Caesars Casino | Free Parking

Walkerville 1BR | Walk to Caesars Casino | Free Parking

Walkerville 1BR | Walk to Caesars Casino | Free Parking

Walkerville 1BR | Walk to Caesars Casino | Free Parking

1 bedroom·1 bath

Windsor • Ontario

$606.81 CAD total for 3 nights

Dec 19 – 22, 2026

Walkerville | 3 Private Apts | Sleeps 8

4 bedrooms·3 baths

Windsor • Ontario

$1,214.75 CAD total for 3 nights

Sep 22 – 25, 2026

Walkerville | 3BR | 2 Private Apartments

3 bedrooms·2 baths

Windsor • Ontario

$922.08 CAD total for 3 nights

Sep 22 – 25, 2026

Walkerville | 3BR | 2 Private Apartments

3 bedrooms·2 baths

Windsor • Ontario

$900.61 CAD total for 3 nights

Sep 22 – 25, 2026

Walkerville, Windsor | 2 Private Apartments | Sleeps 4

2 bedrooms·2 baths

Windsor • Ontario

$768.40 CAD total for 3 nights

Sep 22 – 25, 2026

Dining Room area

1BR Walkerville Suite + Private Office | Sleeps 2

1BR Walkerville Suite + Private Office | Sleeps 2

1 bedroom·1 bath

Windsor • Ontario

$453.13 CAD total for 3 nights

Sep 22 – 25, 2026

Stylish Walkerville Stay | Workspace + Prime Location

Stylish Walkerville Stay | Workspace + Prime Location

Edited amber apt 2

edited amber suit living room

Stylish Walkerville Stay | Workspace + Prime Location

Stylish Walkerville Stay | Workspace + Prime Location

1 bedroom·1 bath

Windsor • Ontario

$517.54 CAD total for 3 nights

Sep 22 – 25, 2026

Walkerville 2BR Suite | Near Casino & NextStar

Walkerville 2BR Suite | Near Casino & NextStar

Walkerville 2BR Suite | Near Casino & NextStar

Walkerville 2BR Suite | Near Casino & NextStar

Walkerville 2BR Suite | Near Casino & NextStar

Walkerville 2BR Suite | Near Casino & NextStar

2 bedrooms·1 bath

Windsor • Ontario

$571.78 CAD total for 3 nights

Sep 22 – 25, 2026

Walkerville 1BR Suite | Parking, Laundry & WiFi

Living Room & Kitchen

Walkerville 1BR Suite | Parking, Laundry & WiFi

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Walkerville 1BR Suite | Parking, Laundry & WiFi

1 bedroom·1 bath

Windsor • Ontario

$525.45 CAD total for 3 nights

Nov 30 – Dec 3, 2026

Cozy Private Queen Suite

Cozy Private Queen Suite

Cozy Private Queen Suite

Cozy Private Queen Suite

Cozy Private Queen Suite

Cozy Private Queen Suite

1 bedroom·1 bath

Windsor • Ontario

4.81(32 reviews)

$326.48 CAD total for 3 nights

Sep 22 – 25, 2026

Little River Hideout in Riverside

Little River Hideout in Riverside

Little River Hideout in Riverside

Little River Hideout in Riverside

Little River Hideout in Riverside

Little River Hideout in Riverside

4 bedrooms·2 baths

Windsor • Ontario

5(1 review)

$171 – $228/ night(excl. fees & taxes)

Little River Hideout

Little River Hideout

Little River Hideout

Little River Hideout

Little River Hideout

Little River Hideout

4 bedrooms·2 baths

Windsor • Ontario

Beautiful Area With Pool

Living Room With Fire Place

Spacious Relaxing Backyard With Pool

The Kingsville House with private salt water

5 bedrooms·4 baths

Kingsville • Ontario

4.73(45 reviews)

$2,059.95 CAD total for 3 nights

Sep 27 – 30, 2026

65 on the Main in Kingsville

65 on the Main in Kingsville

Open Concept Modern Living Space

Modern Dining for 6

65 on the Main in Kingsville

65 on the Main in Kingsville

3 bedrooms·1½ baths

Kingsville • Ontario

5(15 reviews)

$108 – $208/ night(excl. fees & taxes)

The best time is gathering with friends and loved ones around the fire

Porch With A Swing

Imagine yourself settling up this space for your wellness retreat or a girls getaway. The possibilities of what you can do with our event space are endless.

A sample of what can be done with the event space.

The Log House

4 bedrooms·3½ baths

Kingsville • Ontario

4.84(31 reviews)

$1,400.87 CAD total for 3 nights

Sep 22 – 25, 2026

Northshore Beach Estate with Salt Water pool & Hot Tub

Northshore Beach Estate with Salt Water pool & Hot Tub

Northshore Beach Estate with Salt Water pool & Hot Tub

Wake up in a spacious, serene king suite to uninterrupted lake views.

Northshore Beach Estate with Salt Water pool & Hot Tub

4 bedrooms·2½ baths

Kingsville • Ontario

4.95(20 reviews)

$3,543.30 CAD total for 3 nights

Sep 22 – 25, 2026

WilMac Lakefront in Wine Country

WilMac Lakefront in Wine Country

WilMac Lakefront in Wine Country

2 bedrooms·1 bath

Kingsville • Ontario

$1,086.78 CAD total for 3 nights

Sep 22 – 25, 2026

Hideaway on Cedar Island

Hideaway on Cedar Island

Hideaway on Cedar Island

3 bedrooms·2½ baths

Kingsville • Ontario

$2,241.26 CAD total for 3 nights

Sep 24 – 27, 2026

Outdoor conversation area.

Relaxing setting and great view!

A propane fire table is available for those chilly nights and ambiance!

It does not get any better!

Imagine lakefront dining on your own private deck overlooking Lake Erie with your friends and family.

Making memories!

It does not get better than enjoying a great meal with an amazing lake view!

2 parking spaces out front.

Dining area overlooking the lake - seats 6

Bella Vista - Cedar Island Kingsville, Lakefront!

2 bedrooms·1 bath

Kingsville • Ontario

5(86 reviews)

$940.16 CAD total for 3 nights

Sep 29 – Oct 2, 2026

Water's Edge Oasis with Salt Water Pool

Kitchen with High end Appliances

Water's Edge Oasis with Salt Water Pool

4 bedrooms·2 baths

Kingsville • Ontario

4.97(30 reviews)

$3,103.92 CAD total for 3 nights

Sep 22 – 25, 2026

The Orchard House With Salt Water Pool

The Orchard House With Salt Water Pool

The Orchard House With Salt Water Pool

4 bedrooms·2½ baths

Kingsville • Ontario

4.76(34 reviews)

$1,840.26 CAD total for 3 nights

Sep 22 – 25, 2026

Barn For The Animals

The Stone House Farm Stay

3 bedrooms·2 baths

Kingsville • Ontario

5(5 reviews)

$1,218.59 CAD total for 3 nights

Sep 25 – 28, 2026

Queen Room 2 with 2 Queen Beds

Kitchen/Laundry

A CoZy PlAcE ToO! A Place for Everyone

2 bedrooms·1 bath

Ontario

4.8(5 reviews)

$711.67 CAD total for 3 nights

Sep 22 – 25, 2026