Title: Windsor Vacation Rentals from $98: Search Short-Term Rentals | Expedia.com

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![](https://images.trvl-media.com/place/6127335/f39cebcc-370a-4f14-97d4-0a7edba3b478.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6127335/f39cebcc-370a-4f14-97d4-0a7edba3b478.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6127335&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=6127335&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6127335&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=6127335&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Windsor vacation rentals

![Interior](https://images.trvl-media.com/lodging/126000000/125620000/125617000/125616912/93cbdd37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/126000000/125620000/125617000/125616912/69c91b73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/126000000/125620000/125617000/125616912/14f53290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125620000/125617000/125616912/77f6b32c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern cozy home on the riverfront close to casino,downtown, Uof W and detroit

[](https://www.expedia.com/Windsor-Hotels-Modern-Cozy-Home-On-The-Riverfront-Close-To-Casino.h125616912.Hotel-Information)

Bridgeview

$118 nightly

$133 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Modern-Cozy-Home-On-The-Riverfront-Close-To-Casino.h125616912.Hotel-Information)

![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111650000/111642100/111642066/07cd90c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, toaster](https://images.trvl-media.com/lodging/112000000/111650000/111642100/111642066/ed4636a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111650000/111642100/111642066/c4ce3f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, toaster](https://images.trvl-media.com/lodging/112000000/111650000/111642100/111642066/8055b6e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bright Walkerville Flat | 2BR, Parking, Near DT

[](https://www.expedia.com/Windsor-Hotels-Bright-Modern-Executive-Suite-In-Walkerville.h111642066.Hotel-Information)

Walkerville

$177 nightly

$200 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Bright-Modern-Executive-Suite-In-Walkerville.h111642066.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/121000000/120310000/120304600/120304570/cb80cd1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120310000/120304600/120304570/abbcb8cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120310000/120304600/120304570/b46c0e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/121000000/120310000/120304600/120304570/a9a82b69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Windsor Perfect Stay

[](https://www.expedia.com/Windsor-Hotels-Windsor-Perfect-Stay.h120304570.Hotel-Information)

Remington Park

$104 nightly

$122 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Windsor-Perfect-Stay.h120304570.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96670000/96663400/96663341/8bda3fee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/97000000/96670000/96663400/96663341/5b690c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/97000000/96670000/96663400/96663341/e043a2b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/97000000/96670000/96663400/96663341/3952e16e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Spacious 1 bedroom and a den home (Lower Unit)

[](https://www.expedia.com/Windsor-Hotels-Modern-Spacious-1-Bedroom-And-A-Den-Home.h96663341.Hotel-Information)

Roseland

8.4/10

Very Good

(6 reviews)

"was a great property and location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ava C.

$311 nightly

$352 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Modern-Spacious-1-Bedroom-And-A-Den-Home.h96663341.Hotel-Information)

![1 bedroom, internet](https://images.trvl-media.com/lodging/121000000/120350000/120348700/120348601/fff83cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120350000/120348700/120348601/380741db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, internet](https://images.trvl-media.com/lodging/121000000/120350000/120348700/120348601/92cc6d7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/121000000/120350000/120348700/120348601/c5ab218c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy place

[](https://www.expedia.com/Windsor-Hotels-Cozy-Place.h120348601.Hotel-Information)

Walkerville

$155 nightly

$175 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Cozy-Place.h120348601.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/106000000/105120000/105115100/105115044/4c907c87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/106000000/105120000/105115100/105115044/1734fb5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/106000000/105120000/105115100/105115044/15905fb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105120000/105115100/105115044/8c106d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Clean and spacious 3BR DT Windsor Laundry and parking

[](https://www.expedia.com/Windsor-Hotels-Clean-And-Spacious-3BR-DT-Windsor-Laundry-And-Parking.h105115044.Hotel-Information)

City Centre

$212 nightly

$245 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Clean-And-Spacious-3BR-DT-Windsor-Laundry-And-Parking.h105115044.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/108000000/107090000/107084200/107084181/190810c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107090000/107084200/107084181/c1706117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107090000/107084200/107084181/12e19aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107090000/107084200/107084181/68eb8a68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Penthouse suite in heart of little Italy 

[](https://www.expedia.com/Windsor-Hotels-Penthouse-Suite-In-Heart-Of-Little-Italy.h107084181.Hotel-Information)

Walkerville

8.6/10

Excellent

(14 reviews)

"Lovely little place. Especially enjoyed the deck out back. Tough getting in and out on that tiny, steep stair in the back, and parking was kind of a monster. Made it, but unfortunately that was the biggest memory of the stay for my kids - the stairs."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Israel J.

$286 nightly

$324 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Penthouse-Suite-In-Heart-Of-Little-Italy.h107084181.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89850000/89849000/89848986/4f09fb7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89850000/89849000/89848986/99cac860.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89850000/89849000/89848986/5d2a0f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89850000/89849000/89848986/2b8913f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 2 Bdrm, Lounge w/fpl, Kitchenette, TV, Wi-Fi

[](https://www.expedia.com/Windsor-Hotels-Cozy-2-Bdrm.h89848986.Hotel-Information)

East Riverside

9.4/10

Exceptional

(3 reviews)

"I was in town to visit family so this location was great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

nancy K.

$179 nightly

$202 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Cozy-2-Bdrm.h89848986.Hotel-Information)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/106000000/105120000/105115100/105115055/652147a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105120000/105115100/105115055/9c335dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/106000000/105120000/105115100/105115055/c0766d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105120000/105115100/105115055/23035658.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cheerful Family Home 3 mins drive to UWindsor

[](https://www.expedia.com/Windsor-Hotels-Cheerful-Family-Home-3-Mins-Drive-To-UWindsor.h105115055.Hotel-Information)

Bridgeview

$230 nightly

$265 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Cheerful-Family-Home-3-Mins-Drive-To-UWindsor.h105115055.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/116000000/115470000/115468900/115468886/789a1668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/116000000/115470000/115468900/115468886/89e1ab46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/116000000/115470000/115468900/115468886/04a09226.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/116000000/115470000/115468900/115468886/c30ec8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Windsor Luxury Stay Oasis

[](https://www.expedia.com/Windsor-Hotels-Main-Unit-Luxury-South-WindsorOasis.h115468886.Hotel-Information)

Roseland

10/10

Exceptional

(2 reviews)

"Wonderful home and pool!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ann D.

$379 nightly

$429 total

Mar 19 - Mar 20

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Main-Unit-Luxury-South-WindsorOasis.h115468886.Hotel-Information)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124570000/124564600/124564575/57f174c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124570000/124564600/124564575/c2449100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124570000/124564600/124564575/ce3d3098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/125000000/124570000/124564600/124564575/2608c03f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elegant 2-Bedroom Stay with Massage Chair & Chic Interiors

[](https://www.expedia.com/Windsor-Hotels-Elegant-2-Bedroom-Stay-With-Massage-Chair-Chic-Interiors.h124564575.Hotel-Information)

Downtown Windsor

$199 nightly

$211 total

Mar 20 - Mar 21

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Elegant-2-Bedroom-Stay-With-Massage-Chair-Chic-Interiors.h124564575.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113580000/113571900/113571829/9330dac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113580000/113571900/113571829/50836e1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113580000/113571900/113571829/c72fd839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113580000/113571900/113571829/90b101d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Windsor-Hotels-Cozy-Home.h113571829.Hotel-Information)

Devonshire

8.8/10

Excellent

(9 reviews)

"Place was very nice. A newer build do everything is newer. Nice open area living room and kitchen. Two good sized bedrooms. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

lisa c.

$148 nightly

$175 total

Mar 19 - Mar 20

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Cozy-Home.h113571829.Hotel-Information)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/124000000/123620000/123611200/123611143/54b7abc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123620000/123611200/123611143/9e4b6210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123620000/123611200/123611143/3b5341ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/124000000/123620000/123611200/123611143/9565c178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3BR • Pet Friendly + Fireplace • Near Caesars

[](https://www.expedia.com/Windsor-Hotels-Bright-3BR-Upper-Level-Stay-Pet-Friendly.h123611143.Hotel-Information)

East Windsor

$171 nightly

$193 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Bright-3BR-Upper-Level-Stay-Pet-Friendly.h123611143.Hotel-Information)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/106000000/105560000/105554400/105554387/abc4accd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, foosball, video library](https://images.trvl-media.com/lodging/106000000/105560000/105554400/105554387/c9715736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105560000/105554400/105554387/7a36f842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/106000000/105560000/105554400/105554387/4f4b26b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 6 Minutes to the Casino! Private Clean Suite Getaway | Work & Relax in Style

[](https://www.expedia.com/Windsor-Hotels-6-Minutes-To-The-Casino-Private-Clean-Suite-Getaway-Work-Relax-In-Style.h105554387.Hotel-Information)

East Windsor

9.0/10

Wonderful

(2 reviews)

"Very beautiful home! We were originally unaware that the accommodations were on the host’s property however since they were separate from the main house it barely made a difference. Overall a very relaxing and clean stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deianira B.

$104 nightly

$123 total

Mar 19 - Mar 20

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-6-Minutes-To-The-Casino-Private-Clean-Suite-Getaway-Work-Relax-In-Style.h105554387.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/93000000/92480000/92475400/92475387/7d1547b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92480000/92475400/92475387/2b8f6194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92480000/92475400/92475387/a7e95192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92480000/92475400/92475387/4bea9636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy comfort lower level unit

[](https://www.expedia.com/Windsor-Hotels-Cozy-Comfort-Lower-Level-Unit.h92475387.Hotel-Information)

Roseland

9.8/10

Exceptional

(9 reviews)

"We enjoyed our stay very much."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Amanda

$104 nightly

$117 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Cozy-Comfort-Lower-Level-Unit.h92475387.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/126000000/125380000/125371000/125370971/2fbeedd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/126000000/125380000/125371000/125370971/b793597f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125380000/125371000/125370971/1ebcaeec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/126000000/125380000/125371000/125370971/205d3380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Two Bedroom Suite Perfect For Longer Stays Sleeps 4

[](https://www.expedia.com/Windsor-Hotels-Spacious-Two-Bedroom-Suite-Perfect-For-Longer-Stays-Sleeps-4.h125370971.Hotel-Information)

Walkerville

$111 nightly

$125 total

Mar 20 - Mar 21

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Spacious-Two-Bedroom-Suite-Perfect-For-Longer-Stays-Sleeps-4.h125370971.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/125000000/124570000/124564600/124564574/88815637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124570000/124564600/124564574/6e89bd88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/125000000/124570000/124564600/124564574/b223b305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124570000/124564600/124564574/b9ad580b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relaxing spa retreat in downtown Windsor

[](https://www.expedia.com/Windsor-Hotels-Relaxing-Spa-Retreat-In-Downtown-Windsor.h124564574.Hotel-Information)

Downtown Windsor

$191 nightly

$203 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Relaxing-Spa-Retreat-In-Downtown-Windsor.h124564574.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109400000/109392500/109392462/w1136h682x0y0-da1b9627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109400000/109392500/109392462/b5eed071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109400000/109392500/109392462/b6f31f7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109400000/109392500/109392462/7519aaf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Windsor-Hotels-A-Private-Getaway-Showcasing-The-Peace-And-Beauty-Of-This-Beautiful-Border-City.h109392462.Hotel-Information)

South Windsor

10/10

Exceptional

(15 reviews)

"This lister could write a book on how to RB&B. Top notch - mattress could be updated with a mattress topper, it would be my only reason not to stay again on one of my routine trips to Windsor. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Tony

$162 nightly

$183 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-A-Private-Getaway-Showcasing-The-Peace-And-Beauty-Of-This-Beautiful-Border-City.h109392462.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/127000000/126970000/126961200/126961183/baf7fb07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126970000/126961200/126961183/ff02c85c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/127000000/126970000/126961200/126961183/w3095h2687x0y0-e4363c03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/127000000/126970000/126961200/126961183/d8c51d68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Elegance Meets Modern Comfort|Stylish 2BR 2Bth, Walkable Heritage Area

[](https://www.expedia.com/Windsor-Hotels-Historic-Elegance-Meets-Modern-ComfortStylish-2BR-2Bth.h126961183.Hotel-Information)

Walkerville

$161 nightly

$182 total

Mar 21 - Mar 22

Total with taxes and fees

[](https://www.expedia.com/Windsor-Hotels-Historic-Elegance-Meets-Modern-ComfortStylish-2BR-2Bth.h126961183.Hotel-Information)

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](https://expedia.com/Hotel-Search?startDate=2026-03-28&endDate=2026-03-29&regionId=6127335&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

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## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Ontario%2C+Canada&regionId=6127335&latLong=42.314938%2C-83.036362&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Ontario%2C+Canada&regionId=6127335&latLong=42.314938%2C-83.036362&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Ontario%2C+Canada&regionId=6127335&latLong=42.314938%2C-83.036362&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=COTTAGE)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Ontario%2C+Canada&regionId=6127335&latLong=42.314938%2C-83.036362&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=CONDO)

Residences

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Ontario%2C+Canada&regionId=6127335&latLong=42.314938%2C-83.036362&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=RESIDENCE)

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## Top Windsor Hotel Reviews

![Four Points by Sheraton Windsor Downtown](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/1ef1363b_y.jpg)

### Four Points by Sheraton Windsor Downtown

10/10 Excellent

"NA"

[](https://expedia.com/Windsor-Hotels-Four-Points-By-Sheraton-Windsor-Downtown.h27074.Hotel-Information)

![Hyatt Place Windsor](https://images.trvl-media.com/lodging/107000000/106110000/106101900/106101897/794cbe31_y.jpg)

### Hyatt Place Windsor

10/10 Excellent

"We had a lovely stay. Amenities were good, kids enjoyed the pool. The hotel room was clean and the beds were comfortable. Breakfast was ok, however I do feel other hotels have more verity of options. I would definite book this hotel again. "

[](https://expedia.com/Windsor-Hotels-Hyatt-Place-Windsor.h106101897.Hotel-Information)

![SureStay Plus by Best Western Windsor](https://images.trvl-media.com/lodging/3000000/2780000/2777000/2776931/87b9c437_y.jpg)

### SureStay Plus by Best Western Windsor

8/10 Good

"Nice place. Very clean, bed was comfortable, and breakfast was ok. Place is pretty basic but close to fun in Windsor. Overall excellent for the price."

[](https://expedia.com/Windsor-Hotels-SureStay-Plus-By-Best-Western-Windsor.h2776931.Hotel-Information)

![Caesars Windsor - A Caesars Rewards Destination](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232457/dadaa461_y.jpg)

### Caesars Windsor - A Caesars Rewards Destination

10/10 Excellent

"Great hotel with beautiful rooms "

[](https://expedia.com/Windsor-Hotels-Caesars-Windsor.h2232457.Hotel-Information)

![Super 8 by Wyndham Windsor/Dougall](https://images.trvl-media.com/lodging/10000000/9600000/9593400/9593302/fd38c2b5_y.jpg)

### Super 8 by Wyndham Windsor/Dougall

8/10 Good

"Breakfast started at 6 AM sharp, really appreciate it"

[](https://expedia.com/Windsor-Hotels-Super-8-By-Wyndham-WindsorDougall.h9593302.Hotel-Information)

![Comfort Inn & Suites Ambassador Bridge](https://images.trvl-media.com/lodging/1000000/10000/3700/3660/529f4232_y.jpg)

### Comfort Inn & Suites Ambassador Bridge

6/10 Okay

"Its very old hotel."

[](https://expedia.com/Windsor-Hotels-Comfort-Inn-Suites-Ambassador-Bridge.h3660.Hotel-Information)

![Best Western Plus Waterfront Hotel](https://images.trvl-media.com/lodging/1000000/20000/11000/10954/9552c1c3_y.jpg)

### Best Western Plus Waterfront Hotel

8/10 Good

"No microwaves but great stay"

[](https://expedia.com/Windsor-Hotels-Best-Western-Plus-Waterfront-Hotel.h10954.Hotel-Information)

![Hampton Inn & Suites by Hilton Windsor](https://images.trvl-media.com/lodging/1000000/970000/967500/967490/318adad7_y.jpg)

### Hampton Inn & Suites by Hilton Windsor

10/10 Excellent

"We’ve stayed at this hotel multiple times and always have a great experience. The staff are friendly and helpful, the rooms are comfortable, and we really enjoy the free breakfast. The pool is also a nice bonus. Overall, a consistently great place to stay. 😊"

[](https://expedia.com/Windsor-Hotels-Hampton-Inn-Suites-By-Hilton-Windsor.h967490.Hotel-Information)

![Holiday Inn Express Windsor Waterfront by IHG](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/eea1d82f_y.jpg)

### Holiday Inn Express Windsor Waterfront by IHG

10/10 Excellent

"Well kept "

[](https://expedia.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Waterfront.h21423.Hotel-Information)

## Find out more about Windsor

**Everything you need to know about Windsor 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 Windsor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Windsor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Windsor vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windsor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $98 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Windsor rentals**

At Expedia, we put the best Windsor 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 Windsor 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 Windsor 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 Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in Windsor

### Trending destinations on Expedia.com

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- [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals)
- [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals)
- [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals)
- [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals)
- [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)
- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Apartments in Windsor ](https://expedia.com/Windsor-Apartments.d6127335-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Windsor ](https://expedia.com/Windsor-Cottages.d6127335-aaCottages.Travel-Guide-Accommodation)
- [Motels in Windsor ](https://expedia.com/Windsor-Motels.d6127335-aaMotels.Travel-Guide-Accommodation)
- [Condo Rentals in Windsor ](https://expedia.com/Windsor-Condos.d6127335-aaCondos.Travel-Guide-Accommodation)
- [B&B in Windsor ](https://expedia.com/Windsor-Bed-And-Breakfast.d6127335-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Windsor ](https://expedia.com/Windsor-Guest-Houses.d6127335-aaGuestHouses.Travel-Guide-Accommodation)
- [Cabin Rentals in Windsor ](https://expedia.com/Windsor-Cabins.d6127335-aaCabins.Travel-Guide-Accommodation)
- [Residences in Windsor ](https://expedia.com/Windsor-Residences.d6127335-aaResidences.Travel-Guide-Accommodation)
- [Farmstay in Windsor ](https://expedia.com/Windsor-Agritourism.d6127335-aaAgritourism.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Windsor?

### What are some of the best vacation rentals in Windsor?

### How many vacation rentals will I find in Windsor?

### What’s there to see and do in Windsor?

### What’s a vacation rental in Windsor like?

### Expedia's Latest Trends

Hotels

- [Hotels in Niagara-on-the-Lake](https://expedia.com/Niagara-On-The-Lake-Hotels.d8957.Travel-Guide-Hotels)
- [Hotels in Thunder Bay](https://expedia.com/Thunder-Bay-Hotels.d4054.Travel-Guide-Hotels)
- [Hotels with a View in Niagara Falls](https://expedia.com/Niagara-Falls-Hotels-Hotels-With-View.0-0-d6023515-tHotelswithView.Travel-Guide-Filter-Hotels)
- [Hotels in Kingston](https://expedia.com/Kingston-Hotels.d6057821.Travel-Guide-Hotels)
- [Hotels in The Blue Mountains](https://expedia.com/The-Blue-Mountains-Hotels.d6129678.Travel-Guide-Hotels)
- [Cheap Hotels in Niagara Falls](https://expedia.com/Niagara-Falls-Hotels-Cheap-Hotels.0-0-d6023515-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels in Niagara Falls](https://expedia.com/Niagara-Falls-Hotels.d6023515.Travel-Guide-Hotels)
- [Hotels in Sudbury](https://expedia.com/Sudbury-Hotels.d6127346.Travel-Guide-Hotels)
- [Family Hotels in Niagara Falls](https://expedia.com/Niagara-Falls-Hotels-Family-Hotel.0-0-d6023515-tFamilyHotel.Travel-Guide-Filter-Hotels)
- [Hotels in Sault Ste. Marie](https://expedia.com/Sault-Ste-Marie-Hotels.d3885.Travel-Guide-Hotels)
- [Pet-friendly Hotels in Niagara Falls](https://expedia.com/Niagara-Falls-Hotels-Pet-Friendly-Hotel.0-0-d6023515-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [All-inclusive Resorts in Niagara Falls](https://expedia.com/Niagara-Falls-Hotels-All-Inclusive-Hotel.0-0-d6023515-tAllinclusiveHotel.Travel-Guide-Filter-Hotels)
- [Hotels in St. Catharines](https://expedia.com/St-Catharines-Hotels.d10560.Travel-Guide-Hotels)

Flights

- [Cheap Flights to Niagara Falls](https://expedia.com/Cheap-Flights-To-Niagara-Falls.d6023515.Travel-Guide-Flights)
- [Cheap Flights to Thunder Bay](https://expedia.com/Cheap-Flights-To-Thunder-Bay.d4054.Travel-Guide-Flights)

Cars

- [Car rentals in Niagara Falls](https://expedia.com/Car-Rentals-In-Niagara-Falls.d6023515.Car-Rental-Guide)

Activities

- [Things to do in Kingston](https://expedia.com/Things-To-Do-In-Kingston.d6057821.Travel-Guide-Activities)
- [Things to do in Niagara-on-the-Lake](https://expedia.com/Things-To-Do-In-Niagara-On-The-Lake.d8957.Travel-Guide-Activities)
- [Things to do in St. Catharines](https://expedia.com/Things-To-Do-In-St-Catharines.d10560.Travel-Guide-Activities)
- [Things to do in Niagara Falls](https://expedia.com/Things-To-Do-In-Niagara-Falls.d6023515.Travel-Guide-Activities)
- [Things to do in Sarnia](https://expedia.com/Things-To-Do-In-Sarnia.d4149.Travel-Guide-Activities)

Packages

- [Niagara Falls Vacation](https://expedia.com/Niagara-Falls.d6023515.Destination-Travel-Guides)
- [Niagara Falls All Inclusive Vacation Packages](https://expedia.com/lp/theme-vacations/all-inclusive-vacations/6023515/Niagara-Falls)

Vacation Rentals

- [Niagara Falls Vacation Rentals](https://expedia.com/Niagara-Falls-Vacation-Rentals.d6023515.Travel-Guide-VacationRentals)

General

- [Visit Wasaga Beach](https://expedia.com/Wasaga-Beach.dx181914)
- [Visit Niagara-on-the-Lake](https://expedia.com/Niagara-On-The-Lake.dx8957)
- [Visit Kingston](https://expedia.com/Kingston.dx6057821)
- [Visit The Blue Mountains](https://expedia.com/The-Blue-Mountains.dx6129678)
- [Visit Collingwood](https://expedia.com/Collingwood.dx11938)
- [Visit Niagara Falls](https://expedia.com/Niagara-Falls.dx6023515)

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