
Holiday rentals in Windsor
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Windsor
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor holiday rentals
Other great holiday rentals in Windsor
Superhost

Flat in Downtown Windsor
4.77 out of 5 average rating, 95 reviewsluxury 2-Bedroom Apartment In Downtown Windsor
NkemRating, 5 stars2 weeks ago
Unfortunately we couldn't find the dishwasher, but everything else was great.
Guest favourite

Home in Walkerville
4.84 out of 5 average rating, 37 reviewsTrendy Home Spacious Backyard Historic Walkerville
EvaRating, 5 starstoday
Staying at Clayton’s airbnb is absolutely a 5-stars experience. It’s in a very safe neighbourhood with a lot of manicured lawns that owners take good care of their properties. Clayton’s place has exceeded our expectations. It’s pristine clean. Layout and interior design is professionally done. His hospitality and thoughtfulness is top-notch. Knowing that my son has eczema and the body wash provided at his airbnb has fragrance.. he went above and beyond and provided a set of La Roche Posay body wash and sunscreen for my son. The gift also comes with a very heart-warming handwritten note from him. The personal touch really takes it to the next level. He researched on gluten-free restaurants for us; all very within walkable distance from his place. His place is really a gem. We will be back whenever we will be in Windsor. Thanks again for making our stay in Windsor perfect.
Top guest favourite

Home in Windsor
5 out of 5 average rating, 91 reviewsLuxurious 3BR, King Bed, Ensuite. Perfect Stay!
NicoleRating, 5 starstoday
Absolutely wonderful stay! We had originally booked another Airbnb and had a terrible experience and needed to find a place to stay in a pinch. Olivia responded so quickly to our inquiry to spend the weekend. The Airbnb was in such a quaint neighborhood. It was clean and spacious and perfect for my boyfriend and I! Will definitely book again when we are in Windsor. Would give 6 stars if I could!!
Top guest favourite

Home in South Windsor
4.97 out of 5 average rating, 65 reviewsLuxury 2BR home with high ceilings and BBQ w/patio
HardikRating, 5 stars1 week ago
Ebrahim's home was the perfect size for brief, cozy, and dog-friendly stay for me and my wife. We enjoyed the cleanliness of the home, the friendliness and prompt replies from our host, and the convenient location. We will certainly choose this stay whenever in town in Windsor, highly recommend!
Guest favourite

Flat in Windsor
4.88 out of 5 average rating, 42 reviewsRare find by the Riverside
BrandyRating, 5 stars1 week ago
We loved our stay!! Clean and comfortable! Walking distance to the water! VERY FRIENDLY host!
Guest favourite

Guest suite in Windsor
4.87 out of 5 average rating, 47 reviewsPrivate/Quiet Perfect for professionals!
DevonRating, 5 stars1 week ago
Umer was easy to communicate with and friendly. The place was nice and cozy and was very suitable for my needs.
Guest favourite

Flat in Windsor
4.96 out of 5 average rating, 24 reviewsLuxury Condo Windsor/LaSalle Ontario
SandraRating, 5 stars1 month ago
I stayed at Toufic’s 2 bedroom condo for 10 days last month! Photos are accurate and it felt so lovely to come “home” to condo after activities or having space to cook/entertain with guests! Fantastic location that was quiet (both location and building), with clear, welcoming, quick communication by Aya/Toufic. They are lovely hosts that made sure to check in to meet all my needs! I come to Windsor often so will be reserving this condo each time! Highly recommend!! Great to have fully stocked kitchen to cook, ensuite laundry, sufficient chairs/furniture to entertain and have guests and to have a scent/pet/smoke free accomodation to meet my personal needs!! ♥️ Sandra from Nanaimo BC Canada
Top guest favourite

Townhouse in Walkerville
5 out of 5 average rating, 53 reviewsCozy Downtown Walkerville Home
IreneRating, 5 stars2 weeks ago
Stayed here on a Saturday night when coming for an event at Ford Field (Detriot, US) After some communication with the owner, he was able to accomodate our request for an early check in. Thank you! The place was charming, clean and easily accomodated our group of 6. Great location, close to the the Detroit bridge and tunnel & some cute restaurants nearby. Seamless checkin and out. Lovely stay, would defintely recommend.
Quick stats about holiday rentals in Windsor
Total rentals
1.6K properties
Total number of reviews
77K reviews
Family-friendly rentals
620 properties are a good fit for families
Pet-friendly rentals
400 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
890 properties have a dedicated workspace
Destinations to explore
- Detroit Holiday rentals
- Cleveland Holiday rentals
- Ann Arbor Holiday rentals
- Grand Bend Holiday rentals
- Toledo Holiday rentals
- Sandusky Holiday rentals
- Lansing Holiday rentals
- Sarnia Holiday rentals
- Chicago Holiday rentals
- Mississauga Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Rentals with a hot tub Windsor
- Rentals with a washing machine and dryer Windsor
- Rentals with a patio Windsor
- Pet-friendly rentals Windsor
- Apartment rentals Windsor
- Rentals with beach access Windsor
- Rentals with outdoor seating Windsor
- Waterfront rentals Windsor
- Family-friendly rentals Windsor
- Rentals with pools Windsor
- Rentals with a firepit Windsor
- Smoking-friendly rentals Windsor
- Rentals with a fireplace Windsor
- Private suite rentals Windsor
- Rentals with an EV charger Windsor
- Loft rentals Windsor
- House rentals Windsor
- Cottage rentals Windsor
- Rentals with lake access Windsor
- Flat rentals Windsor
- Rentals with breakfast Windsor
- Fitness-friendly rentals Windsor
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Ford Field
- Little Caesars Arena
- Point Pelee National Park
- Comerica Park
- Michigan Stadium
- Wesburn Golf & Country Club
- Oakland Hills Country Club
- Detroit Golf Club
- Detroit Zoo
- University of Michigan Museum of Art
- Warren Community Center
- Roseland Golf & Curling Club
- Maumee Bay State Park
- Grosse Ile Golf & Country Club
- Motown Museum
- Orchard Lake Country Club
- Franklin Hills Country Club
- Ambassador Golf Club
- Essex Golf & Country Club
- Rolling Hills Water Park
- Bloomfield Hills Country Club
- Seven Lakes State Park
- Coachwood Golf & Country Club
- Country Club of Detroit