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Pet-friendly holiday 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 house rentals

Top guest favourite
Home in Essex
4.95 out of 5 average rating, 155 reviews

*KID & FAMILY FRIENDLY* Shores of Erie Guest House

LauraRating, 5 stars3 weeks ago
Taylor’s place was great for a girls get-away. Her house is in a great location, very clean and the kitchen is well stocked. Taylor was responsive with questions and we loved the walkable location. We would definitely rent here again.
Guest favourite
Home in Ferndale
4.87 out of 5 average rating, 135 reviews

Ferndale Escape with Finished Basement & Fooseball

CodyRating, 5 stars1 week ago
Nice place in a good neighborhood with an easy drive to the arenas downtown, would definitely stay again.
Top guest favourite
Home in Dearborn
4.99 out of 5 average rating, 102 reviews

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

GreggRating, 5 stars2 weeks 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 favourite
Home in LaSalle
4.86 out of 5 average rating, 154 reviews

Quiet LaSalle Newly Renovated Entire Country Home

AaronRating, 5 stars2 weeks ago
John is a very courteous and caring host! If you are looking for a quiet peaceful getaway then this is the place!
Guest favourite
Home in Ecorse
4.93 out of 5 average rating, 195 reviews

David's Dwelling: Spa-like bathrooms, Full Wetbar!

NicoleRating, 5 stars4 days ago
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.
Top guest favourite
Home in Ferndale
4.99 out of 5 average rating, 214 reviews

Little Yellow House in Ferndale! Quiet, Cozy 3BR

MelissaRating, 5 starstoday
So glad I booked the Little Yellow House with Liz & Zach for my recent work trip! it was in the cutest neighborhood, very quiet (lots of cute dogs around too!). Great location on the street making it easy to find. The house was so adorable too, great sized rooms and friendly layout for my sweet, old puppy to navigate with his limited eyesight. Felt cozy, well kept, and provides great amenities. This will definitely be a recommendation to friends and added to my favorites list!
Top guest favourite
Home in Ferndale
5 out of 5 average rating, 180 reviews

Another Little House on Laprairie

NicoleRating, 5 stars1 week ago
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.
Superhost
Home in Hazel Park
4.81 out of 5 average rating, 141 reviews

The Pearl - spacious, modern and comfortable home

LashanaRating, 5 stars2 months ago
The Pearl was exactly as described in the description. The home was very nice and clean. Estee was quick at responding. We enjoyed it!

Pet-friendly home rentals with a pool

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
Townhouse in Amherstburg
4.93 out of 5 average rating, 59 reviews

Family Oasis w/ Heated Pool, BBQ and Smoker

AdiRating, 5 stars3 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!!
Top guest favourite
Barn in Kingsville
4.99 out of 5 average rating, 88 reviews

Private Nature Resort w/ Event Space, Pool & Sauna

MissiRating, 5 stars1 week ago
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. 🎶
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 The Core
4.88 out of 5 average rating, 58 reviews

Staycation Windsor

AmeerRating, 5 stars2 weeks ago
Exactly as advertised, house had everything we could have wanted. Highly recommended!
Guest favourite
Flat in Detroit
4.88 out of 5 average rating, 59 reviews

Midtown Gem – Walkable & Bright Hotel Style Unit

HaroldRating, 5 stars4 days ago
The space is light filled with evocative views…ethereal and restful!
Guest favourite
Home in Ferndale
4.92 out of 5 average rating, 63 reviews

Eclectic 3 BD/3 BA Home Ferndale *Pool* Spacious

MandyRating, 5 stars4 days ago
Home was IMMACULATE and Ferndale was a gem! Such a cute small town with so much to do! Pool was perfect and nice to have it heated. This is the safest and friendliest city neighborhood I have ever stayed in! So quiet and chill. Def hit rust belt market while there! Host was so sweet and responsive and home is well outfitted with super comfy beds and several TVs and hanging out areas.

Private, pet-friendly home rentals

Top guest favourite
Cottage in Kingsville
5 out of 5 average rating, 52 reviews

Reveries on the Lake- Kingsville cottage

FairuzRating, 5 stars4 days ago
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!
Guest favourite
Cottage in Amherstburg
4.97 out of 5 average rating, 35 reviews

A Lakeside View

AnneRating, 5 stars8 months ago
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.
Superhost
Home in Windsor
4.7 out of 5 average rating, 27 reviews

Luxury water front 3BR house

JingRating, 5 stars1 month ago
Very clean, beautiful and quiet house located Front Rd. Very convenient to downtown. The backyard deck is very beautiful in front of water. We really enjoyed staying for two nights. The host is very kind and responsive. She sent us messages everyday to ask whether we need any help and satisfy staying over there. We definitely come back again if we come to Windsor in the future.
Superhost
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.
Superhost
Home in Windsor
4.84 out of 5 average rating, 79 reviews

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

VinceRating, 5 stars1 month 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
Flat in The Core
4.78 out of 5 average rating, 50 reviews

Private 2 bedroom apartment in Prime Location

ChristinaRating, 5 stars1 month ago
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.
Top guest favourite
Cottage in Kingsville
5 out of 5 average rating, 27 reviews

Waterfront Cottage near Beach - kayaks & game room

RebeccaRating, 5 stars6 days ago
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!
Guest favourite
Home in Leamington
4.95 out of 5 average rating, 61 reviews

Lakefront sunrise home near Point Pelee.

DianeRating, 5 stars2 weeks ago
Dave’s cottage was a relaxing & comfortable experience! I felt at home immediately. The cottage was so tidy and the beds were extremely comfortable. Dave was quick with communication and we followed his suggestions on things to do and where to eat! All excellent experiences! I would not hesitate to recommend Dave’s cottage! Excellent!!

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

  • Total rentals

    400 properties

  • Nightly prices starting at

    $13 SGD 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

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  4. Essex County
  5. Windsor
  6. Pet-friendly rentals