Holiday Homes in Windsor

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Check prices for these dates

Next weekend
23 Jan - 25 Jan
In two weeks
30 Jan - 1 Feb
In one month
13 Feb - 15 Feb
In two months
13 Mar - 15 Mar

Our top choices for Windsor holiday homes

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

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

Cozy 2 Bdrm, Lounge w/fpl, Kitchenette, TV, Wi-Fi
East Riverside
9.4 out of 10, Exceptional, (3 reviews)
"I was in town to visit family so this location was great"
United States
nancy K.
The price is €169
includes taxes & fees
20 Jan - 21 Jan
Cozy 2 Bdrm, Lounge w/fpl, Kitchenette, TV, Wi-Fi
Fridge, microwave, oven, stovetop
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.

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

Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
South Windsor
10.0 out of 10, Exceptional, (14 reviews)
"Great stay! "
Canada
Jade S.
The price is €159
includes taxes & fees
6 Feb - 7 Feb
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
Smart TV
Cozy comfort lower level unit

Cozy comfort lower level unit

Cozy comfort lower level unit
Roseland
9.8 out of 10, Exceptional, (9 reviews)
"We enjoyed our stay very much."
Canada
Amanda
The price is €104
includes taxes & fees
17 Jan - 18 Jan
Cozy comfort lower level unit
Fridge, microwave, oven, stovetop
Modern Spacious 1 bedroom and a den home (Lower Unit)

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

Modern Spacious 1 bedroom and a den home (Lower Unit)
Roseland
8.4 out of 10, Very good, (6 reviews)
"was a great property and location"
United States
Ava C.
The price is €211
includes taxes & fees
15 Jan - 16 Jan
Modern Spacious 1 bedroom and a den home (Lower Unit)
Smart TV, fireplace
Perfect 3 bedroom house in prime location of South Windsor. max 6 guests

Perfect 3 bedroom house in prime location of South Windsor. max 6 guests

Perfect 3 bedroom house in prime location of South Windsor. max 6 guests
Devonshire
8.0 out of 10, Very good, (1 review)
The price is €229
includes taxes & fees
1 Feb - 2 Feb
Perfect 3 bedroom house in prime location of South Windsor. max 6 guests
Exterior detail
Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests

Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests

Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests
Walkerville
9.0 out of 10, Wonderful, (16 reviews)
"Had a great time, gorgeous home, highly recommend "
United States
Jaden S.
The price is €186
includes taxes & fees
3 Feb - 4 Feb
Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests
Smart TV, fireplace, books
Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !

Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !

Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !
Walkerville
10.0 out of 10, Exceptional, (5 reviews)
"Such a cool place with loads of room but also very charming by design "
Canada
melinda
The price is €286
includes taxes & fees
15 Jan - 16 Jan
Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !
Interior
Luxury getaway with pool and hot tub - family retreat

Luxury getaway with pool and hot tub - family retreat

Luxury getaway with pool and hot tub - family retreat
Roseland
8.6 out of 10, Excellent, (4 reviews)
"We didn’t get bothered at all but parking was tight and should let guest know there are people downstairs "
Canada
Matthew K.
The price is €434
includes taxes & fees
15 Jan - 16 Jan
Luxury getaway with pool and hot tub - family retreat
Interior
Main Unit luxury South WindsorOasis

Main Unit luxury South WindsorOasis

Main Unit luxury South WindsorOasis
Roseland
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful home and pool!"
United States
Ann D.
The price is €352
includes taxes & fees
15 Jan - 16 Jan
Main Unit luxury South WindsorOasis
TV, fireplace
7BR house 19 ppl DT Windsor Free Parking

7BR house 19 ppl DT Windsor Free Parking

7BR house 19 ppl DT Windsor Free Parking
City Centre
4.0 out of 10, (1 review)
"The main floor refrigerator didn’t work and the roof leaked when it rained all over the master bed through the ceiling fan."
United States
Mark D.
The price is €500
includes taxes & fees
8 Feb - 9 Feb
7BR house 19 ppl DT Windsor Free Parking
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Little Belle River home

Little Belle River home

Little Belle River home
2.0 star property
Belle River
10.0 out of 10, Exceptional, (1 review)
"Nice, cozy spot. Very clean, all required amenities and a very responsive host "
United States
Matthew S.
The price is €92
includes taxes & fees
18 Jan - 19 Jan
Little Belle River home
Terrace/patio
The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca

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

The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca
Kingsville
9.8 out of 10, Exceptional, (65 reviews)
"Great stay!"
Canada
Mary H.
The price is €256
includes taxes & fees
15 Jan - 16 Jan
The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca
Outdoor dining
Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home in Kingsville

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

Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home in Kingsville
Kingsville
10.0 out of 10, Exceptional, (18 reviews)
"Very relaxing location, well equipped kitchen, comfortable cottage, close to amenities and to fantastic outdoor locations like Point Pelee National Park."
United States
Michael S.
The price is €183
includes taxes & fees
16 Jan - 17 Jan
Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home in Kingsville
Smart TV, fireplace, stereo, offices
Modern Luxurious Getaway - minutes to riverfront, wineries, golf clubs

Modern Luxurious Getaway - minutes to riverfront, wineries, golf clubs

Modern Luxurious Getaway - minutes to riverfront, wineries, golf clubs
Amherstburg
10.0 out of 10, Exceptional, (2 reviews)
"Awesome house, in a nice location!"
United States
Raymond E.
The price is €258
includes taxes & fees
18 Jan - 19 Jan
Modern Luxurious Getaway - minutes to riverfront, wineries, golf clubs
Fridge, microwave, oven, stovetop
Wild Goose Landing- Located near local wineries and breweries

Wild Goose Landing- Located near local wineries and breweries

Wild Goose Landing- Located near local wineries and breweries
Kingsville
9.6 out of 10, Exceptional, (38 reviews)
"Great place! "
Canada
Matt R.
The price is €209
includes taxes & fees
18 Jan - 19 Jan
Wild Goose Landing- Located near local wineries and breweries
Interior
Cozy, trendy, beachfront loft

Cozy, trendy, beachfront loft

Cozy, trendy, beachfront loft
Kingsville
10.0 out of 10, Exceptional, (3 reviews)
"amazing property top to bottom, "
Canada
Dave C.
The price is €328
includes taxes & fees
15 Jan - 16 Jan
Cozy, trendy, beachfront loft
Interior
Cozy Forest Retreat w/ Sauna & Private Event Space

Cozy Forest Retreat w/ Sauna & Private Event Space

Cozy Forest Retreat w/ Sauna & Private Event Space
Kingsville
10.0 out of 10, Exceptional, (17 reviews)
"Absolutely lovely property; all the modern amenities while still feeling like a retreat off the beaten path. Such a relaxing and lovely stay - everything was just as expected. With many personal and welcoming touches. We will certainly book this property again and don't hesitate in recommending it!"
Canada
Faith L.
The price is €365
includes taxes & fees
3 Feb - 4 Feb
Cozy Forest Retreat w/ Sauna & Private Event Space
TV
Modern 1BR Guesthouse | Near Marina & Golf

Modern 1BR Guesthouse | Near Marina & Golf

Modern 1BR Guesthouse | Near Marina & Golf
Windsor
8.0 out of 10, Very good, (1 review)
"To get from the driveway to the side entrance into the apartment is unsafe. There is a steep step going down from the driveway and there are no stepping stones. The apartment is lovely and we enjoyed our stay."
Canada
Maria C.
Modern 1BR Guesthouse | Near Marina & Golf
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.
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Top Windsor Hotel Reviews

Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge

10/10 Excellent
"Yes"
Chigozie 1-night trip
Posted 4 days ago
Comfort Inn & Suites Ambassador Bridge

Find out more about Windsor

Windsor Holiday Homes information

Number of reviews
196
Accommodation
165 Holiday Homes
Lowest Price
€92
Highest Price
€500