Windsor Vacation Rentals

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Windsor Vacation Homes

Private beach on Lake Erie, beach games & toys.
Terrace/patio

Private beach on Lake Erie, beach games & toys.

9.4 out of 10, Exceptional, (48)
"Excellent experience and beautiful location, great hosts! The beach was absolutely divine! Thanks for a great stay! "
Private beach on Lake Erie, beach games & toys.
LAKE Escape Retreat - Onsite Beach Dock Waterfront Boat Ramp
Property grounds

LAKE Escape Retreat - Onsite Beach Dock Waterfront Boat Ramp

9.6 out of 10, Exceptional, (24)
"The place was wonderful and overall, it was a positive experience."
The price is CA $290
CA $566 total
includes taxes & fees
Sep 5 - Sep 6
LAKE Escape Retreat - Onsite Beach Dock Waterfront Boat Ramp
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (12)
"Great stay! "
The price is CA $139
CA $251 total
includes taxes & fees
Aug 24 - Aug 25
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
Paradise Home - Your Home Away From Home
Fridge, microwave, oven, stovetop

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
Charming 3-bedroom house with WiFi and AC in delightful Windsor
Fridge, microwave, oven, stovetop

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

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

9.8 out of 10, Exceptional, (57)
"We enjoyed our stay at the Cedar house. It was clean and comfortable. I would recommend it to anyone. "
The price is CA $185
CA $407 total
includes taxes & fees
Sep 1 - Sep 2
The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca
The Grand River retreat
Smart TV, fireplace

The Grand River retreat

10.0 out of 10, Exceptional, (1)
"We had such an amazing time! We loved that we were able to enjoy kayaking on the river, the privacy of a pool, and great views! The hosts provided suggestions for food and entertainment. They responded quickly to our questions and were very kind. They went above and beyond to make our stay memorable. My parents are already planning our next vacation!"
The Grand River retreat
Cozy comfort lower level unit
Fridge, microwave, oven, stovetop

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 CA $75
CA $162 total
includes taxes & fees
Sep 1 - Sep 2
Cozy comfort lower level unit
Sunsets & Sips Stylish Cottage Near Wineries
Smart TV, fireplace, DVD player, books

Sunsets & Sips Stylish Cottage Near Wineries

9.0 out of 10, Wonderful, (2)
"Nice place in the water and close to everything. "
Sunsets & Sips Stylish Cottage Near Wineries
The Hipster House
Private kitchen

The Hipster House

9.8 out of 10, Exceptional, (16)
"It’s nice to stay in a place so well kept. Thank you both!"
The Hipster House
Peaceful Lakefront Cottage~Clean & Comfortable, BBQ, FirePit, nr wineries beach
Property grounds

Peaceful Lakefront Cottage~Clean & Comfortable, BBQ, FirePit, nr wineries beach

9.8 out of 10, Exceptional, (67)
"Great spot on the water. Comfy beds!"
Peaceful Lakefront Cottage~Clean & Comfortable, BBQ, FirePit, nr wineries beach
3 bdr cottage w/pool & hot tub-close to marina & golf course
Fridge, microwave, oven, stovetop

3 bdr cottage w/pool & hot tub-close to marina & golf course

9.6 out of 10, Exceptional, (27)
"Wonderful stay - beautiful location and amenities."
3 bdr cottage w/pool & hot tub-close to marina & golf course
The Victorian on Victoria
Terrace/patio

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
65 on the Main in the heart of Kingsville
Fridge, microwave, oven, stovetop

65 on the Main in the heart of Kingsville

10.0 out of 10, Exceptional, (4)
"Very clean and super convenient location.Everything in its place."
65 on the Main in the heart of Kingsville
Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home in Kingsville
Dining

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

9.8 out of 10, Exceptional, (9)
"Great Lake property getaway in a beautiful area. Lots of restaurants and breweries within 10 minutes."
The price is CA $195
CA $391 total
includes taxes & fees
Sep 7 - Sep 8
Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home in Kingsville
Fully Furnished 2 bedroom house in Windsor
Fridge, microwave, oven, stovetop

Fully Furnished 2 bedroom house in Windsor

6.0 out of 10, (2)
"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 CA $107
CA $209 total
includes taxes & fees
Aug 23 - Aug 24
Fully Furnished 2 bedroom house in Windsor
Perfect 3 bedroom house in prime location of South Windsor. max 6 guests
Outdoor dining

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

8.0 out of 10, Very good, (1)
The price is CA $143
CA $340 total
includes taxes & fees
Aug 28 - Aug 29
Perfect 3 bedroom house in prime location of South Windsor. max 6 guests
The Stone Cottage
Fridge, microwave, oven, stovetop

The Stone Cottage

10.0 out of 10, Exceptional, (2)
"Loved the cottage. It was clean and had everything we needed. Very nicely decorated. We will definitely come back again the next time we’re in this area! "
The Stone Cottage
THE ESSEX HOUSE
Fridge, microwave, oven, stovetop

THE ESSEX HOUSE

10.0 out of 10, Exceptional, (17)
"Everything was awesome! Dean was so communicative with our group and the house was absolutely perfect! Beds were so comfy and lots of room for the kids and parents of our group to have their own space. If you need a lovely place in Essex that is super clean, beautiful and well equipped this is the place to stay. Nothing was needed or forgotten about from dishwasher tabs, coffee to board games. Thanks so much for the great stay! "
THE ESSEX HOUSE
CASA LASALLE SLEEPS 8 GUESTS COMFORTABLY BABY AMENITIES AVAILABLE PET FRIENDLY
Living area

CASA LASALLE SLEEPS 8 GUESTS COMFORTABLY BABY AMENITIES AVAILABLE PET FRIENDLY

10.0 out of 10, Exceptional, (3)
"Host was quick to respond. The house was beautiful, clean and very spaceish. I would 100% recommend! Thank you for letting us stay :)"
The price is CA $300
CA $504 total
includes taxes & fees
Aug 22 - Aug 23
CASA LASALLE SLEEPS 8 GUESTS COMFORTABLY BABY AMENITIES AVAILABLE PET FRIENDLY
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

Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

10/10 Excellent
"La proximité les service a la clientelle excellent "
Gerard 2-night trip
Posted 16 hours ago
Holiday Inn Express Windsor Waterfront by IHG