
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.

Walkerville Charm Home
This stunning 4 bedroom, 6 bed home is dressed to impress! We have spared no detail to ensure your comfort, including: *4 Casper queen beds; * 2 Casper full beds; * a Weber gas BBQ; * lightning fast WIFI connection; * a 50-inch smart Samsung TV in the living room; * a 55-inch smart Samsung TV on the upper floor; * a large formal dining room; * an open concept dining/living/sitting space which can comfortably seat 10 people; * a kids' korner for playtime; * and+++ *Note: Hot tub not available

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.

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.

Quirky artist studio with a beautiful view
**Please read details about the space** My space is located 2 blocks from Comerica Park, Ford feild, and the new Little Caesars arena. One block east of the new Qline that can take you from downtown to new center. Enjoy the beautiful view of the city skyline outside every window. Its a very short walk to downtown, shopping, restaurants, transportation, and events. Prime location! NO WIFI IN UNIT Elevator access not guaranteed Keys will be left in a lockbox for your convenience

Quiet LaSalle Newly Renovated Entire Country Home
Completely renovated home! Sleeps 4 (can be rented with B&B next door for a party of 12). All new furniture. Decor is cottagy with a contemporary/elegant flair! Located in LaSalle near Amherstburg on a country lot. 20 minute drive to the casino. Walk in the field or have a glass of wine on the deck overlooking the field. Close to Ambassador Bridge, Wineries. Large parking lot available for large vehicles/trucks/trailers. Upstairs bedroom has 2 double beds, main floor couch.

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.*

Midtown Gem – Walkable & Bright Hotel Style Unit
Stylish hotel-style apartment in the heart of vibrant Midtown Detroit! Walkable to Wayne State University and top hospitals like Henry Ford and DMC, this thoughtful space offers ultimate convenience. Enjoy stunning views of the Detroit skyline, take advantage of the attached bar and restaurant (Common Pub), and visit the pool without ever leaving the building. An absolutely perfect spot to explore or work in Midtown - whatever your visit entails!

4 Bedroom Waterfront Oasis Getaway with Hot Tub
Headline: ♨️ The Ultimate Chill: Hot Tub, Lake Views & Cozy Vibes Embrace the beauty of winter at our waterfront home. Don't let the cold stop you—this is the best time of year to visit! Watch the dramatic winter waves or brave the crisp air for a dip in our bubbling hot tub. We’ve curated the perfect space for you to disconnect and recharge. Bring a good book, a bottle of local wine, and enjoy the absolute silence of winter by the water.
Popular amenities for Windsor pet-friendly home rentals
Pet-friendly house rentals

Stunning 3 bedroom single family home.

Stay on Larkin

Bright & Luxurious Home with Office Space

Rennovated Midtown Historic Flat with 2 Full Baths

Art filled townhouse in Detroit

Take Time in Trenton

Relaxed Living in the Heart of Tecumseh

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

Rochester Place Resort 603

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

Hummingbird Haven Cottage - Rochester Place Resort

3 bedroom house on riverside dr in Tecumseh
Private, pet-friendly home rentals

Cozy 3 bdrm Guest Suite walk to Lakeside

20min to DT • free onsite Pkg • 6min to I-75 • W/D

3 Bedroom- 3 Bath Penthouse

LuxuryRiverViewApt

The Balcony Retreat • Cozy+ Beautiful Balcony View

The Hipster House

A Diamond in the Rough

Cozy Home Near Dearborn
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $124 AUD | $121 AUD | $129 AUD | $134 AUD | $144 AUD | $142 AUD | $139 AUD | $142 AUD | $131 AUD | $138 AUD | $138 AUD | $131 AUD |
| 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 $14 AUD 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 and kid-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wi-Fi availability
400 of Windsor holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Ford Field
- Little Caesars Arena
- Michigan Stadium
- Point Pelee National Park
- Comerica Park
- Detroit Zoo
- The Ark
- University of Michigan Museum of Art
- Mt. Brighton Ski Resort
- Motown Museum
- Alpine Valley Ski Resort
- Maumee Bay State Park
- Oakland Hills Country Club
- Eastern Market
- Forest Lake Country Club
- University of Michigan Historical Marker
- The Heidelberg Project
- University of Windsor
- Masonic Temple
- Huntington Place
- Kensington Metropark
- Pine Knob Music Theatre
- Henry Ford Museum of American Innovation
- Lake St. Clair Metropark




