
Pet-friendly holiday rentals in Windsor
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Top-rated pet-friendly home rentals in Windsor
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

OLDE WALKERVILLE, Windsor, Ontario
Do you need a nice quite, non-shared clean place to stay ? This cute one bedroom, living room /sleeper sofa, kitchen, full bath (washer/dryer 6 nights + ) Located on the second floor, above our family home, is ready for you to enjoy your stay. In Olde Walkerville, walking distance to restaurants, pubs, boutiques and, the river with walking and bike paths along with summer activities. Short drive to the Casino, Chrysler Theatre / St. Clair Arts, U.S.A Boarder, down town Train Station.

A Spacious Escape: Pool Table, Patio & Big Kitchen
Discover the perfect blend of comfort and entertainment in this spacious, modern home! Enjoy a massive 1600 sq.ft open-concept living area, with a sleek pool table, plush seating, and a fully stocked kitchen ideal for gatherings. Step out to a large private patio with a BBQ—great for dining or lounging. Unwind in the large 4-piece bathroom and retreat to cozy bedrooms after a day of adventure. Located minutes from Caesars, the Aquatic Centre, University of Windsor, and Detroit skyline views!

David's Dwelling: Spa-like bathrooms, Full Wetbar!
Stylish ranch. Sits on a quiet one way street just a few minutes from Detroit. High speed wi-fi and 55 inch smart TV. Spa-like bathrooms, deep soaking tub, mood lights, 2 person shower and Bluetooth speakers and towel warmer. His and Hers bathrobes. Full wetbar and stocked bar fridge. Stainless steel washer and dryer with all the supplies. 2 bedrooms, brand new Queen mattresses and linens. Towels and other linens also available. Pack and Play, large dog kennel on site. Iron firepit and chairs.

Stylish South Walkerville Home w Hot-Tub & Firepit
Welcome to this Stylish Home Away From Home! 1 King Bed & Ensuite on the 2nd Floor. 2 Bedrooms (2 Queens+1 Top Twin Bunk) & Full Bath on the Main Floor + 1 Queen Bed in the Basement. Bring Together 1 or 2 Families of up to 9 people for your next visit to Windsor ON. Located in the Very Desirable Neighbourhood of South Walkerville. Enjoy an evening Soak in the Hot-Tub & a Relaxing Experience by the Gas Fire-Pit in the Backyard. Please note the basement has a kitchenette not currently functional.

Blue Breeze Cottage Ontario
Tranquil Farmhouse Retreat with a Pet-Friendly Twist Welcome to your picturesque escape in the heart of Amherstburg, Ontario! Nestled on a peaceful street and mins away from Downtwon river front area. Whether you're a nature enthusiast looking to discover the beauty of Canada's southernmost tip, Point Pelee National Park, a wine connoisseur, or simply seeking a tranquil getaway to indulge in golf and visit museums, our Amherstburg retreat offers the perfect blend of relaxation and adventure

Luxury 2BR home with high ceilings and BBQ w/patio
Labelle Lodge invites you to this bright home with 2 spacious bedrooms and a living area with high ceilings and tons of natural light. Nestled amongst majestic trees, the serene getaway is just 7 minutes away from the US border. Conveniently located near EC Row, you’re minutes away from the Riverside and the entertainment district. Enjoy high speed internet and two smart TVs with all your streaming apps. Indulge in the outdoor dining area and experience the tranquility of South Windsor.

2 bedroom Getaway/lake St.Clair/boatslip
Escape to tranquility at our fully-equipped and cozy home, nestled in a scenic location. Dive into adventure with complimentary kayaks and paddle boards, allowing you to explore the breathtaking natural landscape and even reach Lake St. Claire by kayak. Our kitchen is stocked with all the essentials for culinary delights. The marina and beach are just a 5-minute drive away, while the hockey arena is only 6 minutes away. Perfect for fishing enthusiasts, we even offer daily boat slip rentals.

Historic carriage house with gated parking & patio
Kick back and relax in this calm, stylish space. You'll have a private space in a detached historic carriage house, sharing a yard with the host. We have a large yard with a patio near the carriage house, covered porch, grill, bbq pit, bocce court, and outdoor living room (summer). We have a dog that has yard access. Private, secured parking is available for 1 car. Families are welcome, as are pets. We recommend families 3+ contact us before booking to ensure the space will work for you.

Charming Old Walkerville 2-Bedroom Luxury Suite
Located in the heart of Old Walkerville. Steps from restaurants, bars, shops, parks and the waterfront. A bright and comfortable main level suite that's part of a large duplex home. Perfect for relaxing visitors or working professionals. There are two spacious bedrooms with queen beds, closet and drawer storage. The grand room and kitchen are fully equipped just like home. The deck and yard space are available for fresh air fun and entertainment. There are 2 parking spots on site.

Chillin' at Chilver w King Beds
Visit us for a relaxing escape in this spacious & cozy home. Unwind in front of the fireplace. With 2 king beds and 2 queen beds, there’s plenty of space for everyone to sleep comfortably. This property features 2 full bathrooms, a fully stocked kitchen for all your cooking needs, and a finished basement with a quiet office nook and a large family room. Whether you're gathering with loved ones or looking for a getaway, you'll have a great time Chillin' at Chilver!

Navy Yard Flats (Flat A) - Historic Amherstburg
Brand new, ready to receive guests in May of 2018. We've created a modern space to welcome guests. 2 BR apartments alongside the Detroit River and Navy Yard Park across the street. Think of it as your home away from home! You'll find a quiet place decorated with photos that celebrate Amherstburg's rich history! Located in downtown Amherstburg, with a restaurant below. You're a short walk to many local attractions in town and a 20 min drive to Windsor or Detroit!

2 bdrm Flat! Driveway, W/D, Near I75 Detroit River
This cozy lower flat is located just outside of Detroit! Only 15 min to Downtown; 10 min to I-75 or I-94. You will have the whole lower flat to yourself! The upper flat is not in use, so no noise from upstairs! Onsite washer & dryer! 5 minutes to the Detroit River and boat ramps! The house was built in 1920, so we've decided to celebrate it's centennial by decorating in a style reminiscent of the 1920s. *Please read House Rules and description before booking.*
Popular amenities for Windsor pet-friendly home rentals
Pet-friendly house rentals

Stay on Larkin

4B 3.5B New Listing! Dream Home

Huge Historic Home w Huge Yard

Bright & Luxurious Home with Office Space

Rennovated Midtown Historic Flat with 2 Full Baths

Art filled townhouse in Detroit

Relaxed Living in the Heart of Tecumseh

New Core City Home + Garage
Pet-friendly home rentals with a pool

FamilyFriendly|Near Hospitals|Pets ok|Gym| W/D

Cottage Escape by the Water

Downtown Winter Escape w/City Views

Warm&Bright Upper Unit | Pool+Coffee+Big Driveway

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

Staycation Windsor

Midtown Gem – Walkable & Bright Hotel Style Unit

Hummingbird Haven Cottage - Rochester Place Resort
Private, pet-friendly home rentals

2 Beds Comfortable Stay

Cozy 3 bdrm Guest Suite walk to Lakeside

1-BR Guest Suite, Private, Spacious (Entire place)

3 Bedroom- 3 Bath Penthouse

LuxuryRiverViewApt

The Balcony Retreat • Cozy+ Beautiful Balcony View

Lux 2‑Bed Townhome Family/Business Stay w/ Parking

A Diamond in the Rough
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £65 | £63 | £68 | £70 | £75 | £74 | £73 | £74 | £68 | £68 | £65 | £66 |
| Avg. temp | -3°C | -2°C | 3°C | 9°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 5°C | 0°C |
Quick stats about holiday rentals that are pet-friendly in Windsor

Total holiday rentals
Explore 420 holiday rentals in Windsor

Nightly prices starting at
Windsor holiday rentals start at £7 per night before taxes and fees

Verified guest reviews
Over 20,260 verified reviews to help you choose

Family-friendly holiday rentals
200 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wifi availability
400 of Windsor holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Windsor rentals

4.7 Average rating
Windsor stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Windsor’s top spots include Little Caesars Arena, Comerica Park and Ford Field
Destinations to explore
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- Pet-friendly rentals Essex County
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- Ford Field
- Little Caesars Arena
- Michigan Stadium
- Point Pelee National Park
- Comerica Park
- Detroit Zoo
- University of Michigan Museum of Art
- Mt. Brighton Ski Resort
- Alpine Valley Ski Resort
- Motown Museum
- Maumee Bay State Park
- Oakland Hills Country Club
- Eastern Market
- Forest Lake Country Club
- University of Windsor
- University of Michigan Historical Marker
- Huntington Place
- Masonic Temple
- The Heidelberg Project
- Kensington Metropark
- Henry Ford Museum of American Innovation
- Hollywood Casino at Greektown
- Lake St. Clair Metropark
- University of Michigan Nichols Arboretum




