
Pet-friendly vacation 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.

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.

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

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.

Cozy & Spacious Family Home w/Fireplace & Sunroom!
*HEATED POOL IS OPEN APRIL 1 - OCT 31* Welcome to Windsor’s largest and coziest stay! This gorgeous home blends modern design with comfort, featuring an inviting sunroom with soaring ceilings and natural light, perfect for morning coffee or quiet evenings. The chic decor creates a stylish, yet homey feel :) Unwind in a private backyard oasis with a 15x30, 8’ deep, in-ground oval pool with a brand NEW heater and BBQ lounge! Our backyard designed for a unique and relaxing family experience!

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.

Cozy Forest Retreat • Sauna • Hiking • Event Space
Escape to Kings Woods Lodge for a cozy winter getaway! Enjoy hiking in the woods, bird watching, crackling fires, heated blankets, rejuvenating sauna sessions, and nights filled with board games and shuffleboard. Surrounded by peaceful forest views, it’s the perfect spot to relax and reconnect. Hosting an event? Kings Woods Hall, our boutique on-site venue, is just steps away and can host up to 80 guests. Great for Christmas parties, bridal or baby showers or intimate weddings.

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!

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.

4B 3.5B New Listing! Dream Home

Huge Historic Home w Huge Yard

Bright & Luxurious Home with Office Space

Art filled townhouse in Detroit

Take Time in Trenton

Cozy, Modern 2BR w/ Remote Workspace, Patio & Gym

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

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

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

Stay on Larkin

“Greenscend” Kingsville | Leamington | Getaway

3 Bedroom- 3 Bath Penthouse

Eastcourt Escape Presidential Suite w Soaker Tub

Hello Gorgeous

Relaxed Living in the Heart of Tecumseh

Urban Cottage Adorable Shabby Chic Getaway for 2

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 | ﺩ.ﺇ320 | ﺩ.ﺇ312 | ﺩ.ﺇ334 | ﺩ.ﺇ345 | ﺩ.ﺇ371 | ﺩ.ﺇ367 | ﺩ.ﺇ360 | ﺩ.ﺇ367 | ﺩ.ﺇ338 | ﺩ.ﺇ356 | ﺩ.ﺇ356 | ﺩ.ﺇ338 |
| 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 vacation rentals that are pet-friendly in Windsor

Total vacation rentals
Explore 380 vacation rentals in Windsor

Nightly prices starting at
Windsor vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

Verified guest reviews
Over 19,730 verified reviews to help you choose

Family-friendly vacation rentals
170 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wi-Fi availability
360 of Windsor vacation rentals include wi-fi 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
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- Ford Field
- Little Caesars Arena
- Comerica Park
- Michigan Stadium
- Point Pelee National Park
- Detroit Zoo
- University of Michigan Museum of Art
- Detroit Golf Club
- Motown Museum
- Warren Community Center
- Indianwood Golf & Country Club
- Mt. Brighton Ski Resort
- Seymour Lake Township Park
- Grosse Ile Golf & Country Club
- Seven Lakes State Park
- Ambassador Golf Club
- Maumee Bay State Park
- Oakland Hills Country Club
- Rolling Hills Water Park
- Wesburn Golf & Country Club
- Bloomfield Hills Country Club
- Eastern Market
- Seven Lakes Championship Golf & Estates
- South Bass Island State Park




