House holiday rentals in Windsor

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Popular amenities for house rentals in Windsor

House rentals with a pool

Superhost
Home in Detroit
4.81 out of 5 average rating, 47 reviews

Cute & Cozy 3bdrm, 1 bath. 12 mins to Downtown.

TreasureRating, 5 stars1 month ago
LaKeyla home was nothing less than beautiful and clean. She personally was pleasant and made check in and check out easy. The home was set up beautifully and she made herself available to us. Will be back again to visit soon.
Superhost
Home in Windsor
4.62 out of 5 average rating, 26 reviews

Memories to Remember/free parking/upper unit

TrevorRating, 5 stars2 months ago
Stayed there while fishing the Detroit River. The fishing wasn't great, but the place was very close to the launch and you can park a truck with a 19ft boat on the trailer in the driveway. Great for this type of trip
Guest favourite
Home in Amherstburg
4.9 out of 5 average rating, 77 reviews

Cottage Escape by the Water

WuRating, 5 stars3 weeks ago
what a quiet peaceful place. My kids really enjoyed the swimming pool at backyard. And Casa give me a late check out for very low price.
Guest favourite
Home in Kingsville
4.9 out of 5 average rating, 29 reviews

Modern lake-town cottage

ErinRating, 5 stars2 months ago
Great spot very convenient and walkable to town, nice open space, and I liked that it had workout equipment too in the basement. Check in and check out was extremely easy.
Superhost
Home in Ruscom Station
4.85 out of 5 average rating, 13 reviews

Lakeshore Weekend Getaway

TavisRating, 5 stars3 weeks ago
The weather didn’t cooperate for our golf plans but was nice to have Nik’s place to spend time in the pool and hot tub as well as enjoy the pool table. Thanks for a great stay.
Guest favourite
Home in Riverside
5 out of 5 average rating, 5 reviews

Spacious Family Getaway w/ Pool -Sleeps 12 - 2 TVs

JamieRating, 5 stars3 months ago
Tiffany and Charlies place was fantastic. Great place for families to stay.lots of bedrooms beautiful backyard . They are a great host
Superhost
Home in Kingsville
4.85 out of 5 average rating, 26 reviews

Private Poolside Escape near Point Pelee

Chrystal MargaretRating, 5 stars2 days ago
You will not find a more beautiful, cozy place in Leamington/Essex County with a pool. The entire backyard is a ‘get-a-way’ in itself! The location is wonderful- outside of the ‘busy towns’ but so close you can get to restaurants, shops etc.. very quickly. For those who are looking to go to point pelee, the home comes with a pass which is just a lovely bonus. Beds were comfortable, bedding was clean and cozy. Kitchen well equipped and LOTS of room for your food if you plan on cooking. Great place for kiddos as well - fenced in yard, bunk beds, games… The hosts were EXTRA accommodating with our different needs and very prompt if we had a question or needed anything. This is the place for you and your family for a vacation or staycation. Recommending to everyone and would definitely come back!
Top guest favourite
Home in Belle River
4.97 out of 5 average rating, 78 reviews

Belanger Air BnB

EvettRating, 5 stars2 weeks ago
We stayed 2 nights at Dave's place and enjoyed the swimming pool and the outside fire pit was great because the weather was chilly and it helped to spend time outdoors in the backyard. Kitchen was well-equipped for basic needs. Will come back.

Weekly house rentals

Superhost
Home in Walkerville
4.79 out of 5 average rating, 39 reviews

Paradise Home - Home Away From Home

SashaRating, 5 stars1 week ago
The place was awesome! Just what I was looking for. A great place to stay for my first time in Windsor. Sophia and Fred were great. Responded right away whenever I had a question. Would totally stay again.
Superhost
Home in Spring Garden
4.89 out of 5 average rating, 9 reviews

Spacious 3BR Home

LeilaRating, 5 stars1 week ago
Excellent and well maintained. Had everything we needed for weekend stay.
Guest favourite
Home in Walkerville
4.84 out of 5 average rating, 37 reviews

Trendy Home Spacious Backyard Historic Walkerville

EvaRating, 5 stars1 week ago
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.
Guest favourite
Home in Windsor
4.94 out of 5 average rating, 99 reviews

3BR Home Near Downtown w/ 5 Beds & Finished Basmnt

WandaRating, 5 stars1 week ago
We enjoyed our stay at this property. It had everything we needed for our two night stay. House is spacious with lots of bedrooms and the big backyard was perfect for our dog.
Top guest favourite
Home in Riverside
5 out of 5 average rating, 27 reviews

Happy Trails Inn

TysonRating, 5 stars2 weeks ago
This is a great place to stay it is very clean and comfortable.
Top guest favourite
Home in Windsor
4.96 out of 5 average rating, 23 reviews

Charming South Windsor Sanctuary

SalwanRating, 5 stars3 weeks ago
The house was absolutely beautiful! We stayed for 5 nights for my sister's wedding, and Nora was incredibly welcoming and understanding. She graciously allowed us to host a small gathering for the occasion, which made the experience even more special. We had a wonderful time and made unforgettable memories in this lovely home.
Top guest favourite
Home in Belle River
4.98 out of 5 average rating, 51 reviews

Lake Louise With hot tub

StephanieRating, 5 stars2 days ago
Super clean and the view is amazing ! Would definitely stay again!!
Guest favourite
Home in Walkerville
4.95 out of 5 average rating, 78 reviews

Modern Walkerville Gem | HotTub & Cozy Backyard

BitanyaRating, 5 stars3 weeks ago
Carlo’s place was super clean, peaceful, and overall a really nice stay. The house smelled amazing as soon as we walked in, and everything was just as described. The jacuzzi was such a great touch perfect for relaxing. Instructions were clear and easy to follow, which made checking in and out smooth. Would definitely stay again!

Private house rentals

Guest favourite
Home in Windsor
4.96 out of 5 average rating, 26 reviews

Stay on Larkin

VenkatRating, 5 stars1 week ago
We really enjoyed our stay. The place was as described. The location was right next to a park which added to our overall experience. The place had everything that we needed and more. Thank you for making our trip a memorable one.
Superhost
Home in Windsor
4.84 out of 5 average rating, 79 reviews

5 Min to DT/USA - Modern House - 4bed-2bath

VinceRating, 5 stars4 weeks ago
Convenient location. House is what you would expect from Windsor. Looks small from the outside but has most of what you need. Close to waterpark and casino. Supermarkets and restaurants are within a 10 minute drive. Friendly host.
Top guest favourite
Home in Kingsville
5 out of 5 average rating, 13 reviews

Large luxury home, beach access, backyard, quiet

AndrewRating, 5 stars1 week ago
This was by far my favourite air bnb house I have ever stayed in. The house was beautiful with comfortable furniture and beds and a chefs dream kitchen. The were so many things that our host Christina did to go above and beyond and make our stay so incredible. The extra toiletries in case any one forgot! The snacks! And fresh pasta! The house was perfect and so close to the lake and so many fantastic restaurants. It was everything we wanted and more! The tv was huge and the couch soooo comfy. The bed rooms were all so clean and comfortable but the master wow that was a treat with the spa shower private toilets and the balcony. It was so beautiful and incredible I can’t say enough about how much we enjoyed our stay. We will be back! And we can’t wait!
Guest favourite
Home in Spring Garden
5 out of 5 average rating, 58 reviews

Turkey Creek Hideaway

MeaghanRating, 5 stars2 weeks ago
This airbnb is top notch. So comfortable. So close to everything and yet tucked away, private and practically a nature reserve. My pup and I enjoyed mornings lounging by the river, walks on all the nearby trails, the fire pit. There are all kinds of birds including blue herons in the area…we had the most surreal encounter with a fawn on one of our walks. Truly magical place. Home is very comfortable. Hosts are next door and very helpful/responsive and also respectful of privacy. Highly recommend.
Superhost
Home in Walkerville
4.88 out of 5 average rating, 40 reviews

Stylish Apt Near Downtown- Ideal for Long Stays!

FredRating, 5 stars1 month ago
Great location, good value, clean. Nice residential neighborhood. Check-in was easy and host was responsive. Solid internet. Lots of nice places to eat and get coffee in Little Italy to the south and a little north on Wyandotte. Very walkable which was important to me because I didn’t have a car. Would stay there again.
Top guest favourite
Home in Amherstburg
5 out of 5 average rating, 29 reviews

The Stone Cottage

Pua AliiRating, 5 stars3 weeks ago
This home was everything I had seen in the description. I was very pleased with the home’s location and amenities. My guest and I loved the walkable area. We visited parks, bakery, bookstore. We attended a coffee roasting experience offered in Air BNB which was amazing at 14th Coffee company, Dutch Boy Chocolate, Colchester Harbor and two wineries. I highly recommend this accommodation for anyone. I definitely will return from Kansas. A beautiful experience of Amherstburg. Thank you, Lindsay.
Guest favourite
Home in LaSalle
4.93 out of 5 average rating, 15 reviews

Charming 4BR/3BA Brand New Home

PeterRating, 5 stars1 month ago
Jane was friendly and very responsive during our stay, and promptly resolved any minor issues we had. It was a nice and comfortable stay. Thank you Jane and team!
Superhost
Home in Forest Glade
4.82 out of 5 average rating, 11 reviews

Greetings to all.Specially Battery Plant workers.

ChrisRating, 5 stars1 month ago
Will be staying again.

Quick stats about house rentals in Windsor

  • Total rentals

    720 properties

  • Total number of reviews

    20K reviews

  • Family-friendly rentals

    350 properties are a good fit for families

  • Pet-friendly rentals

    150 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    420 properties have a dedicated workspace

Destinations to explore

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