House vacation rentals in Windsor

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Popular amenities for Windsor house rentals

House rentals with a pool

Superhost
Home in Detroit
4.8 out of 5 average rating, 45 reviews

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

FadelRating, 5 stars5 months ago
Nice place to stay close to everything that we wanted the host very nice
Guest favorite
Home in Amherstburg
4.89 out of 5 average rating, 75 reviews

Cottage Escape by the Water

JenniferRating, 5 stars2 weeks ago
We had a relaxing stay! We enjoyed sitting out back in the sunshine!
Top guest favorite
Home in Tilbury
5 out of 5 average rating, 24 reviews

Magical, Oasis Heated inground pool, hottub &fun

DinaRating, 5 stars8 months ago
Lisa was such a welcoming and amazing host. My friends and i loved our stay. Its furnished amazingly and has every ammenity you could need! Very relaxing and fun weekend. A beautiful home!
Superhost
Home in Riverside
5 out of 5 average rating, 4 reviews

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

Da SungRating, 5 stars6 months ago
The place was absolutely gorgeous! also the neighborhood was quiet that it was a nice change of pace for us to rest after working at a noisy environment. Felt like home 🏡
Superhost
Home in Ruscom Station
4.78 out of 5 average rating, 9 reviews

Lakeshore Weekend Getaway

PrasannaRating, 5 stars1 week ago
I visited Nik's place with my friends and their families and we had a great time there. The property was very well maintained and there were lots of activities to do indoor and outdoor! The swimming pool was unfortunately not usable during my visit! Hopefully that gets fixed the next time!!
Superhost
Home in Kingsville
4.87 out of 5 average rating, 23 reviews

Private Poolside Escape near Point Pelee

LisaRating, 5 stars7 months ago
Had a fantastic stay at Sue's place. House was located in a very quiet, peaceful and private location. Pool was an added bonus and was warm and large. Beds were very comfortable and the kitchen was well laid out and well equipped. Close proximity to Pelee Winery, grocery store and many other stores. We hated to leave and will definitely be back!
Top guest favorite
Home in LaSalle
4.92 out of 5 average rating, 105 reviews

The Ambassador Estate Inn

ScottRating, 5 stars5 months ago
John is a friendly, delightful, and helpful host! His house is spacious, fun, and perfect for family gatherings! Highly recommend!
Top guest favorite
Home in Belle River
4.97 out of 5 average rating, 76 reviews

Belanger Air BnB

AshleyRating, 5 stars7 months ago
Very grateful for Dave’s flexibility! We had a great and comfortable stay.

House rentals with a hot tub

Top guest favorite
Home in Essex
4.98 out of 5 average rating, 44 reviews

Hideaway in Harrow with 2 person Air-jet Tub

KarleyRating, 5 stars6 months ago
Felt like a home away from home! Host was extremely helpful in providing detailed instructions to make getting there and getting in super quick and easy!
Superhost
Home in The Core
4.88 out of 5 average rating, 67 reviews

Chillin' at Chilver/King Beds/Hot Tub

JeffRating, 5 stars4 months ago
Great location & a very comfortable family stay.
Guest favorite
Home in Wheatley
4.95 out of 5 average rating, 114 reviews

Erie's Edge lakefront, Point Pelee, Hillman Marsh

DanielaRating, 5 stars1 day ago
My partner and I stayed for a long weekend, and we thoroughly enjoyed our stay. It’s a big house, and while it’s on the “older” side, it was incredibly homey and cozy. There were blankets everywhere, plenty of spaces to relax and read a book! They thought of everything—from robes, slippers, hot tub towels to chargers in every corner! We didn’t cook much, but the kitchen was fully stocked. The backyard is cute, and the hot tub was lovely. Not the fanciest, but it got the job done. There’s absolutely nothing better than hearing the waves from the lake and seeing the sunsets/sunrises and stars at night. Super close to Point Pelee, which was a lovely day outing. The hosts were extremely accommodating and friendly—great communication! Would highly recommend if you’re looking for a peaceful stay!
Guest favorite
Home in Detroit
5 out of 5 average rating, 32 reviews

Centrally located home - Perfect for large groups

RebelRating, 5 stars1 week ago
so great! the place was perfect for our needs and the host was so kind and accomodating.
Top guest favorite
Home in Ferndale
4.97 out of 5 average rating, 118 reviews

Hot tub + Fire pit + Luxury cozy home + Game Room

AustinRating, 5 stars3 days ago
We had a great stay. The house was clean and comfortable, the neighborhood was quiet but close to the places we wanted to see, and the host was very responsive and welcoming. I would book again!
Guest favorite
Home in Detroit
4.96 out of 5 average rating, 144 reviews

Adults-Only Cozy Getaway with Hot Tub (No Parties)

SherriRating, 5 stars1 week ago
This house was great! It had everything outlined in the description and the pictures were accurate. It was private, clean and spacious; enough room for all 8 of us. The amenities were great! From the hot tub, to the pool table and all of the other games that were available! We didn't require any additional information or items, everything was provided. Also, Sarita was a wonderful host! She was proactive in providing information regarding our stay and she was readily available if we had any questions. We highly recommend Sarita's "Adult Getaway"!
Top guest favorite
Home in Kingsville
5 out of 5 average rating, 56 reviews

Chateau Blanc on The Creek

KimberlyRating, 5 stars1 month ago
My elderly mother and myself had an amazing time at Chateau Blanc. It is perfect for guests with mobility challenges. The place had everything you could possibly want in terms of supplies and comfort. It was immaculate, cozy and oh so comfortable. Although, the weather was not the best when we visited, the outdoor area was phenomenal. Right on the creek, with a lovely view from inside as well as the large covered deck and patio area with lots of comfortable seating. The location was wonderful also, close to Kingsville shopping, restaurants and wineries. Do not hesitate to book. You will not regret it!
Guest favorite
Home in Riverside
4.97 out of 5 average rating, 97 reviews

Perfect hideaway with a hot tub and a fireplace

CollinRating, 5 stars1 week ago
They were super responsive and kind, they went out of their way to make the weekend special by just doing the extra things even if they were small. Like how they set 2 robes up just for us, as well this little name board saying welcome providing snacks and drinks. It was a lovely weekend and we’re likely to stay again!

Weekly house rentals

Superhost
Home in Detroit
4.88 out of 5 average rating, 51 reviews

Ohana House

kimRating, 5 stars1 month ago
thank you so much. it was a great place just for us
Superhost
Home in The Core
4.85 out of 5 average rating, 133 reviews

3 Bed Bright Modern Home in Heart of Walkerville

MichaelRating, 5 stars2 weeks ago
very nice, host responds in good time, very well kept place
Superhost
Home in Ferndale
4.86 out of 5 average rating, 137 reviews

Welcome home! Short walk to downtown Ferndale

Merida Rating, 5 stars2 months ago
I stayed here for Valentine’s Day with my boyfriend just to relax and spend time together and this was the perfect place! The home was extremely comfortable and clean and had everything you could possibly need like a true home away from home. We came from Livonia, MI and were unfamiliar with Ferndale, and were so pleased with how extremely safe the community was and how walkable it was even after a snowstorm. Craig was also such a great host, he made everything so easy and always responded in a timely manner. LOVE this place!!! Would absolutely stay again!!
Guest favorite
Home in Trenton
4.87 out of 5 average rating, 136 reviews

Walleye Weekender

NolanRating, 5 stars2 weeks ago
Scott was very helpful and kept the communication lines open the whole process. The place was matched the description to a T. We will definitely look to stay here on our next Walleye trip!
Guest favorite
Home in Hazel Park
4.9 out of 5 average rating, 154 reviews

Modern 3 bed/2.5 bath farm house!

TiaraRating, 5 stars3 weeks ago
Best experience with a great host! The house was clean and very welcoming. Will definitely be booking with her every time we come to Michigan
Guest favorite
Home in Windsor
4.89 out of 5 average rating, 122 reviews

Full house - 5 bed, 2 bath

TracyRating, 5 stars3 weeks ago
House is located in a quiet neighborhood, lots of space, adequate parking and had all the amenities we needed! Host is very responsive and helpful. We had a great stay and will book again for future stays!
Guest favorite
Home in Detroit
4.88 out of 5 average rating, 25 reviews

*Monthly Discount* : Sleeps 12plus: 3BD/3Bathroom

Creek ContractingRating, 5 stars1 month ago
Kemmie has always been a great host for us. We have used the properties many times in the past always with a great experience. We would highly recommend Kemmie as a host with great properties.
Guest favorite
Home in Taylor
4.89 out of 5 average rating, 184 reviews

House of a Different Color

AlexRating, 5 stars1 week ago
Cathy was easy to communicate with and her place was as advertised. Would stay 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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  5. Windsor
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