
Pet-friendly holiday rentals in Windsor
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Top-rated pet-friendly home rentals in Windsor
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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.

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

Lake Erie retreat-unwind & explore local wineries
Escape to a serene retreat at The Lakeside House, where relaxation and charm meet the magic of the season. Soak in the year-round hot tub while gazing out at the tranquil, icy expanse of Lake Erie or cozy up by the fireplace with a glass of local wine. The house has a contemporary design streaming into the lake views, from the living room and the gourmet kitchen to the loft office and bedrooms. PLEASE READ our house rules before you book! They include information in regard with pet allowance!

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.

The Kiss nTell - Year round - Hot tub - Lake Views
If you “glamp” when you camp, then you’ll appreciate the finer amenities of this boutique style cottage on Lake Erie. Arguably the best views in this tiny cottage community, The Kiss n Tell graces a bluff overlooking the lake - stunning views from every room. Wake to the sound of waves crashing the shore, sunbathe in loungers, dine while the sun glistens on the water, star gaze from the hot tub or sit by a lakeside fire (firewood provided). Endless options w/out leaving this beautiful space.

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.

4 Bedroom Waterfront Oasis Getaway with Hot Tub
Located by the river, a 5 minute drive from the shopping center. This 4-bedroom home is equipped with fully furnished living and dining areas, as well as a backyard spot perfect for fishing, boating, canoeing, and winter ice skating. The yard, among the river, features a fire pit, a tree swing, and multiple sitting areas. You will enjoy traveling downstream by boat into the Detroit River bay, or taking a short drive to nearby attractions, shopping areas, and local restaurants.

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!

Relax at Bridgewood Farms I Hot Tub & Wine Country
-Breathe in the presence of nature- You will quickly fall in love with the quiet pace, beautiful nature, and fabulous food and wine on County Road 50. This luxurious cottage hideaway is surrounded by wildlife and farmland. Private access to idyllic grounds that span over 225 acres of farmland, creeks, and with frontage onto majestic Lake Erie. Bathe in our farm and forests' healing power. Town of Essex License #STR-2022-28

LOFT Escape Apartment Onsite Beach Dock Waterfront
Full Water view (front and back), boat dock and beach access This 82’ waterfront property provides an infinite view of Lake Erie, Ohio & Michigan. Jump off the dock into the lake, direct access to the lake from our private boat ramp. Full Water view on both front & back yard. The newly renovated 350 square feet 2nd floor loft APARTMENT with modern cottage theme. Perfect place for couple (up to 3 person capacity).

3BR Home Near Downtown w/ 5 Beds & Finished Basmnt
Stay close to downtown Windsor in our 3-bedroom home, with an extra bedroom/living space in the finished basement. We've got 5 beds (2 queens, 3 twins, and a sofa bed in the basement), plus a TV in every bedroom. It's pet-friendly with a big backyard. Ideal for families – we've got a high chair and playpen. Kids can have their own space in the basement with a big TV. Enjoy a convenient and comfortable stay!
Popular amenities for Windsor pet-friendly home rentals
Pet-friendly house rentals

Affordable 1BHK close to Casino, Riverside & USA.

Stay on Larkin

Peaceful Pretty Art and Cinema Reclining Couches

Take Time in Trenton

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

Relaxed Living in the Heart of Tecumseh

New Core City Home + Garage

Main floor unit/Fountain Bleau/mins from Chrysler
Pet-friendly home rentals with a pool

Family Oasis w/ Heated Pool, BBQ and Smoker

Modern Hotel-Inspired Midtown Stay

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

Sunny Days Estate ✦ Large Saltwater Pool ✦ Hot Tub
Private, pet-friendly home rentals

Reveries on the Lake- Kingsville cottage

The Mint Home - Boho Chic Symplicity

Victorian Studio Near Downtown

Cozy Home in The Core

Hello Gorgeous

LUX House [2 Bedrooms + 2 Bathroom

Urban Cottage Adorable Shabby Chic Getaway for 2

Spacious 2-Bed Near River & Downtown Windsor
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $114 SGD | $111 SGD | $119 SGD | $123 SGD | $132 SGD | $130 SGD | $128 SGD | $137 SGD | $129 SGD | $127 SGD | $127 SGD | $120 SGD | 
| 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 380 holiday rentals in Windsor

Nightly prices starting at
Windsor holiday rentals start at $13 SGD per night before taxes and fees

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

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

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wifi availability
360 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
 - Point Pelee National Park
 - Comerica Park
 - Michigan Stadium
 - Detroit Zoo
 - University of Michigan Museum of Art
 - Detroit Golf Club
 - Motown Museum
 - Indianwood Golf & Country Club
 - Warren Community Center
 - Seven Lakes State Park
 - Rolling Hills Water Park
 - Seymour Lake Township Park
 - Bloomfield Hills Country Club
 - Seven Lakes Championship Golf & Estates
 - Oakland Hills Country Club
 - Maumee Bay State Park
 - Mt. Brighton Ski Resort
 - South Bass Island State Park
 - Wesburn Golf & Country Club
 - Ambassador Golf Club
 - Grosse Ile Golf & Country Club
 - Country Club of Detroit