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Pet-friendly vacation rentals in Windsor

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Windsor pet-friendly home rentals

Pet-friendly home rentals with a hot tub

Top guest favorite
A charming exterior view of a two-story house, framed by lush greenery and colorful flower beds. The front porch features wooden railings and steps, providing access to the entrance. A Canadian flag is displayed prominently in the well-maintained yard, enhancing the landscape.
Home in Harrow
4.98 out of 5 average rating, 46 reviews

Hideaway in Harrow with 2 person Air-jet Tub

MonicaRating, 5 stars1 week ago
I absolutely loved Sheila and Ron's home. It was cozy, welcoming, and spotless. It was stocked with everything you would need. I felt right at home. The large fully fenced in yard was a perfect place to sit and relax with my dog and enjoy the peace and quiet. I'm already thinking of my visit next year. It's exactly the quiet place I need to get away from the crazy life of city living in Toronto. The town itself was charming. I found so many beautiful places to visit that were less than a 15 minute drive. Thank you so much Sheila and Ron, you have a wonderful place and I look forward to my next visit.
Guest favorite
An aerial view captures the charming cottage situated along a rocky shore, surrounded by vibrant autumn foliage. The cottage features a red roof and a spacious outdoor area, with the serene water of Lake Erie creating a picturesque backdrop.
Cottage in Leamington
4.9 out of 5 average rating, 115 reviews

Waterfront - Hot Tub - 3Bed Cottage - Pet Friendly

AlanRating, 5 stars4 weeks ago
We had a great stay. Really enjoyed the views on either side of property. Great spot for birding just down at the end of the road. The hot tub was a great way to unwind and recharge after a day in the park!
Top guest favorite
The entrance of the estate features a welcoming red door framed by large windows. A stone pathway leads through manicured lawns and well-maintained shrubs, with trees providing shade and a natural backdrop.
Vacation home in Saint Joachim
5 out of 5 average rating, 52 reviews

Luxurious lakeside home with hot tub & games room

SarahRating, 5 stars1 month ago
Such a beautiful property! We visited with a group and the space was perfect for everyone gathering and eating together. Such a peaceful property and well kept. A gem to stay at!!
Superhost
The exterior of the historical house is visible, showcasing a well-manicured private backyard with a green lawn and a gazebo. A red vehicle is parked on a driveway, with seating areas and lush greenery surrounding the space, creating an inviting outdoor environment.
Home in Downtown Windsor
4.86 out of 5 average rating, 14 reviews

The Victorian on Victoria

ShariRating, 5 stars1 month ago
This 1895 Queen Anne Revival style house has been thoroughly renovated yet still showcases the original curved glass windows, drawing room fireplace, and wonderful architectual wood details throughout the building. We also loved the huge chandelier, which was hanging over the round dining table. The main staircase's floorboard creaks add to the charm of this old grand dame. We were there in early Spring so the flowering trees and tulips were an added bonus. The host was attentive and promptly resolved the issues we had during our 3 night stay. We look forward to staying here again.
Superhost
A spacious living area is captured, highlighted by large windows that overlook the lake. A comfortable sectional sofa is positioned near a light-colored area rug. Natural light enhances the room's warmth, complementing elements like a cozy workspace and relaxing bean bag chairs.
Cottage in Leamington
4.88 out of 5 average rating, 26 reviews

The Rose Cottage: on the Lake - Stay with Us!

JenniferRating, 5 stars1 month ago
We celebrated our father's 81st birthday this past weekend. The Rose Cottage was the PERFECT place. There was plenty space to spread out and everything was so clean! The view from the house and the hot tub were phenomenal! Lake Erie was so beautiful. We had an issue with the wifi and they were very responsive and took care of the problem. The wineries in the area were a great thing to do during the day! We highly recommend staying here and hope to return ourselves!
Guest favorite
A shaded outdoor area features a hot tub under a canopy, surrounded by wooden bar stools. Light beige curtains frame the space, creating a comfortable atmosphere. A wooden table and steps lead to the hot tub, with ample room for relaxation.
Cottage in Essex
4.96 out of 5 average rating, 118 reviews

Chardonnay Bay- June Special! stay 2 get 1 free!

JeffRating, 5 stars1 month ago
Sarah & Joes place , Chardonnay Bay was perfect for a little getaway. They were very friendly , and always responded promptly. The instructions made finding it and checking in a breeze. The home was spotless and very well equipped. The bed was comfy with all the linens and towels and comforts of home. A very short walk to the quiet cute beach , and a great local restaurant/ bar - the wreck. Would stay again and would recommend to anyone. Thanks for everything!
Top guest favorite
A cozy living area features a modern fireplace framed by natural stone. Large windows invite natural light and provide views of the outdoor hot tub on the deck. Comfortable seating arrangements include a white sofa and a light-colored armchair, complemented by a wooden dining table set for two.
Guest suite in Kingsville
4.99 out of 5 average rating, 97 reviews

Lakefront Beautiful Private Vacation Suite

CameronRating, 5 stars2 weeks ago
Absolutely wonderful people. Very friendly and were extremely responsive. The property was absolutely stunning.
Superhost
Home in Leamington
4.72 out of 5 average rating, 25 reviews

Game Room and Hottub on Lake Erie

JodyRating, 5 stars3 weeks ago
Such a beautiful place for a getaway. Everything was just perfect and Deb was very friendly and helpful. I loved how close it was to Point Pelee. I would definitely stay again.

Pet-friendly house rentals

Superhost
A modern living area features a spacious sofa accompanied by two armchairs, all arranged around a glass coffee table. A textured area rug covers the hardwood floor. Soft lighting is provided by a standing lamp, and a piece of wall art adds a touch of decor.
Home in Forest Glade
5 out of 5 average rating, 5 reviews

H - Beautiful home near battery plant.

JeremyRating, 5 stars3 months ago
Great place, close to the battery plant
Superhost
A modern kitchen is equipped with stainless steel appliances, including a refrigerator and microwave. White cabinetry contrasts with neutral countertops. A small dining area features two circular stools, while large windows provide natural light, complemented by grey curtains.
Home in Windsor
4.84 out of 5 average rating, 79 reviews

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

VinceRating, 5 stars3 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.
Superhost
An outdoor signboard is displayed, shaped like a lake alongside a ship's wheel and anchor emblem. The name 'R-Lake Retreat' is prominently featured in bold letters, providing a clear indication of the property.
Home in Belle River
4.84 out of 5 average rating, 19 reviews

R Lake Retreat

JimRating, 5 stars8 months ago
We had a wonderful and relaxing weekend at Alice’s lovely cottage. It is very clean and well appointed with everything we needed to make all our meals. The lake views from the back yard are pretty and tranquil. We had a fire our first evening there and enjoyed a nice lightening show over the lake later in the night. We would not hesitate to recommend Alice’s cottage. We would definitely stay here again.
Top guest favorite
The living room features a bright blue sofa with yellow accent pillows, complemented by a modern area rug. A multi-functional table sits in front of a stylish armchair. A flat-screen TV is mounted on the wall opposite large windows, adorned with golden drapes, allowing natural light.
Home in Dearborn
4.99 out of 5 average rating, 101 reviews

3BD Cozy Chic Home Near *Airport*Beaumont*Downtown

GreggRating, 5 stars6 days ago
We loved the home and the peaceful neighborhood. Make sure to walk over to Dellah Coffee & Brunch House for unique breakfast items and coffee. Great location and access to freeways and attractions in the area.
Guest favorite
The upstairs bedroom features two double beds, each dressed in white linens with soft, fur throws draped on top. Light fills the space through large sliding glass doors leading to a balcony, with nature-themed wall art accentuating the neutral decor.
Home in LaSalle
4.86 out of 5 average rating, 154 reviews

Quiet LaSalle Newly Renovated Entire Country Home

AaronRating, 5 stars1 week ago
John is a very courteous and caring host! If you are looking for a quiet peaceful getaway then this is the place!
Superhost
A welcoming living area features a comfortable gray sofa adorned with colorful cushions. Soft lighting illuminates the space, where a spacious area rug lies on polished wooden flooring. A large, flat-screen TV is mounted on the wall beside a decorative fireplace.
Home in Ferndale
4.78 out of 5 average rating, 414 reviews

3 Bed Cozy Home - Downtown Ferndale, MI

TeresaRating, 5 stars2 weeks ago
Franck was highly recommended by a neighbor of ours. We had to find somewhere to stay long term (over 2 months). He is a genuinely nice person who showed concern before, during and after our stay! The house is very warm and inviting. It's decorated with a lot of beautiful artwork! The wood stairs are stunning! It's just the right size for 2 humans and 2 large dogs. (Plus you could fit another 4 humans!) We didn't utilize all the available space because we didn't need to. Even the yard was just the right size! The back porch was nice to sit in and enjoy our morning coffee. Especially when it rained! It's very centrally located to enjoy all the cool things happening in downtown Ferndale. Even though we weren't actually on vacation, we would highly recommend staying there! It actually helped us de-stress! Thanks for letting us enjoy your home away from home Franck!
Guest favorite
A grassy shoreline park features a picnic table under a tree, overlooking the lake. The clear blue water is visible in the background, with distant trees and recreational boats creating a peaceful environment.
Home in Frenchtown Charter Township
4.82 out of 5 average rating, 105 reviews

JEN's DEN / Lake Erie Resort/Fishermens Delight!

MichaelRating, 5 stars1 month ago
Great spot for couple days of fishing. Local bar was the spot to walk to for dinner
Top guest favorite
A comfortable living area features a stylish orange sofa and gray armchair, centered around a round area rug with a modern pattern. Natural light enters through two windows, highlighting a wooden coffee table decorated with a small plant and decorative items. A floor lamp stands nearby.
Home in Ferndale
4.99 out of 5 average rating, 212 reviews

Little Yellow House in Ferndale! Quiet, Cozy 3BR

NicoleRating, 5 stars1 week ago
Liz and Zach are great host. The place is spotless with plenty of room. The basement is very cozy with a very comfortable bed. Definitely the hang out spot in the house. The location is great. Right across the street from one of my favorite shops Retro Rescuers and very close to downtown. The backyard is adorable with a great seating area and enough space for your little pup to run around in. LGBTQ friendly. Check in directions were very simple and easy to follow. Would recommend to others and we would stay here again.

Pet-friendly home rentals with a pool

Guest favorite
A private pool is surrounded by a wooden deck, featuring steps leading into the water. The lush greenery adds to the tranquil environment, with two red chairs positioned nearby for relaxation. The house and outdoor seating area are visible in the background.
Home in Amherstburg
4.9 out of 5 average rating, 77 reviews

Cottage Escape by the Water

WuRating, 5 stars2 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 favorite
An outdoor area features a rectangular swimming pool surrounded by a spacious deck. Comfortable seating arrangements consist of dark wicker furniture with soft cushions. A wooden table sits center stage, complemented by a grill nearby. Lush green grass highlights the backyard setting.
Townhouse in Amherstburg
4.93 out of 5 average rating, 59 reviews

Family Oasis w/ Heated Pool, BBQ and Smoker

AdiRating, 5 stars2 weeks ago
I had friends come out of town and we were all in agreement that this one of the best Airbnb's we have stayed at. The host provided us with every amenity possible but whats really impressive is that this house had absolutely every little amenity. So many convenient tools and gadgets in the house and they were all quality products. The beds were so comfy. The kitchen had everything possible!! We would come back here without a doubt. Really cute and beautiful house. Thank you for the stay!!
Superhost
A serene pool area features a clear blue swimming pool framed by lounge chairs. Nearby, children are seen engaging in outdoor activities including fishing and playing on a colorful playground structure. A peaceful water fountain adds to the inviting environment, highlighting recreational options for families.
Cottage in Lakeshore
4.84 out of 5 average rating, 82 reviews

Rochester Place Golf Club& Resort #715 (#16) WIFI

YolandaRating, 5 stars9 months ago
by far the most beautiful Cottage, backyard onto the golf course. beautiful grass and trees, lots of shade, great place for kids to play, no water to worry about. home was beautifully furnished and pristine clean. lots of bedding and towels to choose. easy walk to the pool. we had such a great vacation.
Guest favorite
A serene outdoor space features a swimming pool surrounded by concrete and lush green landscaping. Chaise lounges are positioned nearby, while a small garden with vibrant flowers adds color to the area. A black wooden fence encloses the yard, creating a private atmosphere.
Home in Windsor
5 out of 5 average rating, 5 reviews

Luxurious South Windsor Oasis with private pool

AndreasRating, 5 stars1 month ago
We had a family of 7 adults and 3 little children. While the house does have echoes it was the right size, bedrooms good and plentiful. The outside porch was great and though too cool for swimming the pool looked nice(have to guard the little ones). Wonder house for our family reunion.
Superhost
A hot tub is located on a wooden deck under a string of warm lights. The water is illuminated in blue, creating a calming ambiance. A ceiling fan is positioned above the tub, and the surrounding area is enclosed with latticework for privacy.
Home in Ruscom Station
4.85 out of 5 average rating, 13 reviews

Lakeshore Weekend Getaway

TavisRating, 5 stars2 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.
Superhost
A spacious living room features a large sectional couch and a coffee table, with a television displaying a beach scene. Bright natural light enters through the window, which is complemented by light curtains. The polished wooden floor adds warmth to the space.
Home in Riverside
5 out of 5 average rating, 4 reviews

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

Da SungRating, 5 stars7 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
A vibrant pool area is framed by a wooden deck with lounge chairs in bright colors. The crystal-clear pool reflects the sky, surrounded by potted plants. A shaded seating area is visible, inviting relaxation. The backdrop features a charming wooden structure and neighboring homes.
Home in Remington Park
4.88 out of 5 average rating, 57 reviews

Staycation Windsor

TrevorRating, 5 stars1 month ago
Staycation Windsor is a phenomenal property. My group came here for a bachelor party and we barely wanted to leave the house. There’s so much to do you’re guaranteed to find something for everyone. A heated pool, hot tub, pool table, shuffleboard, darts, golf, you name it. Beautiful indoor and outdoor kitchens. If you’re looking for somewhere to stay in Windsor, this is the place.
Guest favorite
A spacious studio apartment features a comfortable bed with crisp white linens and a cozy gray blanket. Soft lighting from bedside lamps illuminates the room, which includes a wooden dresser and armchair. An entryway is visible in the background, along with a kitchenette area.
Apartment in Detroit
4.88 out of 5 average rating, 56 reviews

Midtown Gem – Walkable & Bright Hotel Style Unit

DanielleRating, 5 stars1 week ago
Great stay& a wonderful host! Definitely will come back to stay the next time we have something going on in Detroit.

Quick stats about vacation rentals that are pet-friendly in Windsor

  • Total rentals

    400 properties

  • Nightly prices starting at

    ﺩ.ﺇ37 before taxes and fees

  • Total number of reviews

    17K reviews

  • Family-friendly rentals

    170 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    260 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Essex County
  5. Windsor
  6. Pet-friendly rentals