Holiday houses in Walkerville, Windsor

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Top-rated holiday rentals in Walkerville, Windsor

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Guest favourite

Rental unit in The Core

4.94 out of 5 average rating, 227 reviews

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.

Superhost

Home in The Core

4.88 out of 5 average rating, 127 reviews

Hot Tub, TV & Sound bar with fire pit to enjoy.

Adults enjoy a shared hot tub outdoor TV, sound bar & fire pit, while the kids enjoy PAC-MAN, popcorn maker & assortment of game boards. Refreshed 2 bedroom with custom kitchen. Upstairs bedrooms offer individual climate control, queen beds. Island kitchen with attached living room. 2 Smart TV’s & unlimited fiber Internet. Ice maker, washer dryer. UNIT B parking in front of right garage off Shepherd, street parking free. BBQ. This is a multi unit home. Hot Tub & backyard are shared with Unit C.

Guest favourite

Home in The Core

4.88 out of 5 average rating, 145 reviews

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.

Guest favourite

Home in The Core

4.95 out of 5 average rating, 100 reviews

Historic Walkerville Lux Home

Welcome to a unique piece of history in the heart of trendy Walkerville's Distillery District! A rare gem, this beautifully renovated, historic home captures the essence of the past while offering modern updates. Built in 1893 by Hiram Walker & Sons, this historic dwelling holds a rich legacy as rental housing for distillery workers. Be embraced by the timeless charm of yesteryears, as this is more than just a place to stay; it's an opportunity to become part of the living history of Walkerville

Superhost

Home in The Core

4.85 out of 5 average rating, 227 reviews

Year Round Hot Tub, Walkerville Charm Home

This stunning 4 bedroom, 6 bed home is dressed to impress! We have spared no detail to ensure your comfort, including: * a private 6 person hot tub; *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 14 people; * a kids' korner for playtime; * and+++

Guest favourite

Guest suite in Windsor

4.91 out of 5 average rating, 117 reviews

Covid Clean 2 bdrm Entire Lower Level Sport Themed

This private spacious 2 bedroom lower level sport themed/sport pool backyard getaway is nestled in the heart of South Windsor, ON Canada. This space is unique, clean and well maintained and is sure to exceed your expectations! This quiet and safe neighborhood is conveniently centered near everything -International bridge, major roads highways & expressway, shopping, restaurants & casino. Ideal for workers, couples, business traveller’s. Come enjoy the space but absolutely NO CRAZY PARTIES

Guest favourite

Home in The Core

4.94 out of 5 average rating, 129 reviews

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.

Guest favourite

Guest suite in Riverside

4.98 out of 5 average rating, 195 reviews

Glenn & Deb’s Place

1100 sq. ft guest suite attached to main residence but completely separate space on quiet residential street. Upper level with two bedrooms, washer/dryer and 1 bathroom with custom shower. Lower level has full kitchen, living room with gas fireplace, 42'' television and high speed internet. Independent heating and cooling. Owners are on site for quick response to all your needs. Close to WFCU, Caesars Windsor and all major arteries. We regret we are unable to accommodate pets.

Superhost

Villa in Windsor

4.89 out of 5 average rating, 159 reviews

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.

Guest favourite

Townhouse in The Core

4.9 out of 5 average rating, 73 reviews

The Chilver Place

Enjoy a stylish experience from this central location in the Distillery District. This hip and historic townhouse is within a quick walking distance to the cultural hub of Olde Walkerville and Willistead Manor with it's park. You'll find coffee at a unique cafe, a concert at Olde Walkerville Theatre, a tour of J.P. Wiser's Whiskey Distillery or a candle making class, as well as, many shops, restaurants and pubs. This local neighbourhood is full of life day and night.

Guest favourite

Home in The Core

4.88 out of 5 average rating, 16 reviews

Trendy Home in Historic Walkerville Spacious Yard.

Nestled in the Distillery District, this modern, renovated home offers serene surroundings and rich legacy. Completely remodeled with exposed brick throughout, this elegant home features 2 modern bathrooms, 2 bedrooms, and a spacious kitchen with quartz counters and stainless steel appliances. Enjoy the spacious yard with BBQ, organic garden + cozy fire pit. Steps from shops, boutiques, eateries, and Windsor train station. Book now for an unforgettable stay!

Guest favourite

Home in The Core

4.92 out of 5 average rating, 144 reviews

Downtown 2 Bed 1 Bath Unit w/ Free Parking

Welcome to our updated 2 bed 1 bath upper unit in downtown Windsor! With a fully equipped kitchen including stainless steel appliances & quartz countertops and a 65in TV with Netflix in the living room, this apartment has everything you need for a comfortable stay. Located near transit, shopping, and restaurants. This location is on a quiet block just minutes walk to the heart of downtown. Book now for a cozy and convenient home-away-from-home experience!