Windsor Holiday Rentals

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Holiday Rentals in Windsor

Our top choices for Windsor holiday rentals

Residence & Conference Centre - Windsor

2.0 star property
8.2 out of 10, Very good, (399)
"A great convenient spot to stay in the Windsor area "
Residence & Conference Centre - Windsor

Cozy comfort lower level unit

9.8 out of 10, Exceptional, (8)
"We enjoyed our stay and found the location and amenities perfect for 4 adults."
The price is AU$180
includes taxes & fees
23 Sept - 24 Sept
Cozy comfort lower level unit

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

8.8 out of 10, Excellent, (9)
"Spent a great couple of days in this cozy house!"
The price is AU$341
includes taxes & fees
15 Sept - 16 Sept
Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests

Windsor Manor

4.0 star property
The price is AU$451
includes taxes & fees
1 Oct - 2 Oct
Windsor Manor

GLOBALSTAY. Unique New Townhomes for 16 Guests. HOT TUB, BBQ

4.5 star property
7.4 out of 10, Good, (11)
"Excellent Accommodations highly recommended."
GLOBALSTAY. Unique New Townhomes for 16 Guests. HOT TUB, BBQ

Luxury getaway with pool and hot tub - family retreat

8.0 out of 10, Very good, (3)
"Clean and gorgeous backyard with heated pool and jacuzzi"
The price is AU$1,453
includes taxes & fees
23 Sept - 24 Sept
Luxury getaway with pool and hot tub - family retreat

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

8.6 out of 10, Excellent, (4)
"Propery was very clean but had minimal furniture, eg: no bedside table.There was no coffee maker, a major nuisance.The area was quiet at night.The host was good and responsive."
The price is AU$256
includes taxes & fees
23 Sept - 24 Sept
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border

The Hipster House

9.6 out of 10, Exceptional, (19)
"It’s nice to stay in a place so well kept. Thank you both!"
The Hipster House

Luxurious and Fashionable Home | Sleeps 8

9.8 out of 10, Exceptional, (15)
"The property and location are perfect."
Luxurious and Fashionable Home | Sleeps 8

Charming 3-bedroom house with WiFi and AC in delightful Windsor

9.0 out of 10, Wonderful, (4)
"The house was beautiful and clean the beds were comfortable we enjoyed our stay"
Charming 3-bedroom house with WiFi and AC in delightful Windsor

Min to DT/USA - Luxurious House - 4bed-2bath

9.8 out of 10, Exceptional, (7)
"Great property for family visit. Very clean and comfortable "
The price is AU$467
includes taxes & fees
16 Sept - 17 Sept
Min to DT/USA - Luxurious House - 4bed-2bath

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

8.0 out of 10, Very good, (5)
"was a great property and location"
The price is AU$538
includes taxes & fees
23 Sept - 24 Sept
Modern Spacious 1 bedroom and a den home (Lower Unit)

Little River Hideout in Riverside

8.0 out of 10, Very good, (1)
"Lovely quaint and cozy property with comfortable beds, and safe neighborhood , and a wonderful, responsive host. "
Little River Hideout in Riverside

Beautifully renovated home in historic Walkerville.

10.0 out of 10, Exceptional, (23)
"Perfect location. Property well-described with shops and great restuarants within walking distance. Property immaculate and with great hosts."
Beautifully renovated home in historic Walkerville.

The Victorian on Victoria

9.0 out of 10, Wonderful, (14)
"We thoroughly enjoyed our stay at the Victorian. We liked the cleanliness, amenities, cool back yard and close location to many restaurants. Our hosts were very available for any questions or concerns that we may have had. Strongly recommend!"
The Victorian on Victoria

Story and a Half

Story and a Half

Bright and Cozy Nest in the City 1BR near River, Swim Park, Casino & Tunnel

9.8 out of 10, Exceptional, (7)
"Nice, clean place close to the riverside."
Bright and Cozy Nest in the City 1BR near River, Swim Park, Casino & Tunnel

Fully Furnished 2 bedroom basement in Windsor

4.8 out of 10, (3)
"The home owner was incredibly nice and accommodating. They even picked us up from the train station nearby, and answered any msg quickly. I really appreciated that. Great neighborhood. The actual apartment wasn't quite what was advertised, the place wasn't as classy as the vrbo pictures. Also i thought vrbo was all about having a place to yourself? I was woken up a few times by footsteps upstairs where the owner lives. No laundry detergent, no bbq, 1 1/2 rolls of tp provided. Not worth the cost...
The price is AU$232
includes taxes & fees
23 Sept - 24 Sept
Fully Furnished 2 bedroom basement in Windsor

New 16 Ppl Townhouses in Winsdor

4.0 star property
New 16 Ppl Townhouses in Winsdor

Paradise Home - Your Home Away From Home

9.2 out of 10, Wonderful, (26)
"Really enjoyed my stay, had everything i needed.the owners were very friendly and accomadating. "
Paradise Home - Your Home Away From Home
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

Find out more about Windsor

Find out more about Windsor

Everything you need to know about Windsor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor holiday rental for you. At Expedia, you can take your pick from private holiday 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 Windsor holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Windsor holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windsor holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windsor holiday rentals we have selected for you start as low as AU$180 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Windsor?

Yes, there are holiday rentals in Windsor close to Adventure Bay Family Water Park, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Windsor speak positively about the scenic riverfront and lively bars in this destination. While you're in the area, you can also enjoy the top-notch restaurants and live music.

What are some of the best holiday rentals that Windsor has to offer?

The Hipster House : This highly rated holiday home rental in Windsor has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Some other homes for rent in Windsor include Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests and Charming 3-bedroom house with WiFi and AC in delightful Windsor.

How many holiday rentals will I find in Windsor?

With 90 Expedia holiday rentals, you're guaranteed to find just the right place for your Windsor stay.

What’s there to see and do in Windsor?

Family-friendly attractions include Adventure Bay Family Water Park and Dieppe Gardens, whereas Windsor Riverfront and Coventry Gardens are a couple of great spots to enjoy the outdoors. You’ll find favourite places to visit such as MGM Grand Detroit Casino and Comerica Park in the wider area.

What’s a holiday rental in Windsor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windsor. Holiday 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, a holiday rental can offer a sense of security away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for family trips.