Pet-friendly holiday rentals in Windsor

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!

Lumber Baron's Penthouse | 3BR | 2 Kings | Parking

Top-floor penthouse in Brush Park inside Detroit’s iconic Lumber Baron’s Mansion. 2,500 sq ft with skyline views, 3 bedrooms (2 kings + 1 queen), 2.5 baths, and an en-suite workspace—sleeps 6. Free on-site parking included. Part of the Lake City Flats (LCF) collection: smart-lock check-in, hotel-quality linens, and fast local support. Minutes to Downtown, Midtown, DIA, stadiums, Fox Theatre, and Bar Pigalle across the street. Curated art, soaring windows, streaming TVs and a stocked kitchen too.

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. Claire, Canada/kayak

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.

Breathtaking Waterfront Home

*PERFECT SUMMER LAKE LIFE* *SHALLOW SANDED WATERFRONT* *BOAT & JETSKI RENTAL 3 min away* Relax with the whole family in a Peaceful Oasis! Amazing 3 bed 3 bath home features water views from all rooms! Wake up to the most scenic views overlooking Lake. St Clair & enjoy watching the wildlife & nature. Fully finished & equipped, ready for a quick get away or longer stays. Perfect for couples or families. Located close to various amenities and restaurants. Free parking for many cars.

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.

Brand new modern farmhouse!

This brand new modern farmhouse is absolutely one of a kind. Built from the ground up, this eclectic design will bring out the best in you. Pristinely cared for by the owner who lives on site, your stay will be a wonderful one. We’re located two blocks away from the Kercheval shopping district in beautiful Grosse Pointe Park. Enjoy the restaurants, parks, and other entertainment venues in walking distance. Enjoy your stay at Mihaus! (License # PBL25-0241)

OldeWalkerville Loft Gem on the River

This loft is available for longer stays/ monthly rental. Private sunny deck entrance. Parking on site. Bell’s fastest fibe internet. Perfect home/ artist, office space Beautifully restored 1902 Grande Queen Ann loft with all new amenities. Windows and skylights look over the Detroit River. Enjoy 800 sqft balloon framed open studio style space with private laundry. River walk trail outside your door. In the heart of popular Olde Walk