
Pet-friendly holiday rentals in Windsor
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Windsor
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor pet-friendly home rentals
Pet-friendly house rentals

Hideaway in Harrow with 2 person Air-jet Tub
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.

Stay on Larkin
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.

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

R Lake Retreat
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.

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

David's Dwelling: Spa-like bathrooms, Full Wetbar!
David is an exceptional host. The place was clean and had everything we needed. He really made us feel as if we were renting from a family member. He opened up his home and allowed us to use whatever we needed. The backyard was great for our dog. David responded to any questions we had within 5 minutes even offering us a late checkout if we needed one. I would highly recommend staying at David’s place.

Little Yellow House in Ferndale! Quiet, Cozy 3BR
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.

Another Little House on Laprairie
Bill & Rick were very accommodating and great communicators. They were responsive and available. They provide a pet friendly space that is very clean with everything you need. They even left us a welcome gift with pet treats and cookies. We recommend and will be back.
Pet-friendly home rentals with a pool

Cottage Escape by the Water
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.

Family Oasis w/ Heated Pool, BBQ and Smoker
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!!

Private Nature Resort w/ Event Space, Pool & Sauna
It was so great! 5th anniversary girls weekend trip for 10 gals in our 40s. I didn’t take an official poll, but we have travelled to Georgian Bay, Lake Huron and now here and this was a fave of more than a few! Beautifully appointed - we mentioned more than once that we wish this place had an Amazon storefront (give us the links!) Lots of places to sit and easy to move furniture around as necessary. Not a tonne of counter space in kitchen but with some improvisation it was easy enough to make do. Sleeping arrangements were the only bummer as we booked for 10, not realizing that included 2 on an air mattress. Just read closer than we did and you’ll be fine. It was a great stay! And the privacy was great as we like a little karaoke 🎤 in the evening hours. 🎶

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

Luxurious South Windsor Oasis with private pool
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.

Lakeshore Weekend Getaway
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.

Spacious Family Getaway w/ Pool -Sleeps 12 - 2 TVs
Tiffany and Charlies place was fantastic. Great place for families to stay.lots of bedrooms beautiful backyard . They are a great host

Staycation Windsor
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.
Private, pet-friendly home rentals

Reveries on the Lake- Kingsville cottage
What a wonderful place to stay! The views were incredible, it was super clean and the hosts were absolutely wonderful to talk to! They were very responsive and helpful with all of our questions. Definitely planning on coming back for a quick getaway in the future! My friends had a blast, especially when hiding Salty and coming up with a fun hint in riddle form! 10/10 would recommend!

Cozy 3 bdrm Guest Suite walk to Lakeside
I was out of town for work and this house fit our location and needs will book again if in the area.

A Lakeside View
A GEM BY THE LAKE - With its lakeside location in a quiet neighbourhood, Rosanne’s property is super welcoming with a well equipped, large kitchen-cum-dining space, facing north, which is open to the south (back) great room, with its comfy sofas and chairs, games equipment and desk with brochures of local area points of interest, maps, etc. Through floor to ceiling windows of the great room, you’ll be treated to magnificent views of the lake inviting you onto the outdoor verandah to enjoy the sights and sounds (sunrises, sunsets) that’ll wow you! The second floor main suite is idyllic - a huge south-facing room with loveseat, ensuite bathroom, humongous closet and a balcony with comfy seating. Two more bedrooms (north facing) are on 2nd floor, with a 4th downstairs (west-facing). Another bathroom (east side) is also downstairs. Every space is extremely clean, well decorated but not cluttered. One of THE best homes we’ve experienced. Thank you Rosanne for hosting us and our pups.

Private 2 bedroom apartment in Prime Location
Very safe feeling in downtown Windsor. Parking included and separate entrance. I’ve stayed here a few times now and will continue to try and book it when I’m in town.

Waterfront Cottage near Beach - kayaks & game room
Wonderful stay in this space! Everything was exactly as described, and the water views from the bedrooms were lovely. Bright, open, and inviting space. Well stocked kitchen and linens. Loved the kayaks, and the fire pit - so nice that dry firewood was included. We don’t make use of the game room, as the weather was perfect for relaxing outside, but it looks like a lot of fun! Very clear instructions, and friendly and responsive hosts. Would definitely stay here again!

The Bachelor Suite at Stanley/Kitchenette&Backyard
very comfortable room, very quiet and private, would love to stay here again!

Charming urban retreat
The place was really spacious and kept clean. We had a good stay. The check in was really smooth and Rehman was communicative. We had an issue with the washroom sink where the water was not draining, as a result we were unable to use it.

The Boat House with a water view
Beautiful home with a gorgeous view of the river! Very clean and comfortable space.
Quick stats about holiday rentals that are pet-friendly in Windsor
Total rentals
400 properties
Nightly prices starting at
$17 NZD 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
- 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
- Smoking-friendly rentals Windsor
- Rentals with beach access Windsor
- Private suite rentals Windsor
- Rentals with a fire pit Windsor
- Rentals with a hot tub Windsor
- Condo rentals Windsor
- Waterfront rentals Windsor
- Rentals with pools Windsor
- Kid-friendly rentals Windsor
- Loft rentals Windsor
- House rentals Windsor
- Rentals with a patio Windsor
- Rentals with an EV charger Windsor
- Cottage rentals Windsor
- Apartment rentals Windsor
- Rentals with lake access Windsor
- Rentals with breakfast Windsor
- Fitness-friendly rentals Windsor
- Rentals with a fireplace Windsor
- Rentals with outdoor seating Windsor
- Rentals with a washing machine and dryer Windsor
- Pet-friendly rentals Essex County
- Pet-friendly rentals Ontario
- Pet-friendly rentals Canada
- 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
- Detroit Golf Club
- Wesburn Golf & Country Club
- Warren Community Center
- Oakland Hills Country Club
- University of Michigan Museum of Art
- Detroit Zoo
- Grosse Ile Golf & Country Club
- Roseland Golf & Curling Club
- Maumee Bay State Park
- Rolling Hills Water Park
- Motown Museum
- Seven Lakes State Park
- Ambassador Golf Club
- Essex Golf & Country Club
- Coachwood Golf & Country Club
- Franklin Hills Country Club
- Country Club of Detroit
- Bloomfield Hills Country Club
- Mt. Brighton Ski Resort