Vacation rentals in Walkerville, Windsor

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Top-rated vacation rentals in Walkerville, Windsor

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Guest favorite

Apartment in The Core

4.94 out of 5 average rating, 185 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.

Aug 19 – 26

€ 83 per night

Guest favorite

Home in West Side

4.89 out of 5 average rating, 181 reviews

Stunning Top Tier Modern Home Is Ready To Host You

Enjoy the luxurious feel of a modern home while you sit back and relax in Windsor’s hidden gem! Beautifully decorated and featuring a MASSIVE 1500 sq.ft living room with chic furniture, a pool table, state-of-the-art kitchen, and a high-ceiling 4 piece bathroom. Lots of nearby attractions! Spend a night out enjoying the views of the Detroit skyline after Game Night at Caesars! Head over to the University of Windsor to meet friends! Come home and nestle in the warmth of your clean & comfy bed!

Nov 16 – 23

€ 160 per night

Guest favorite

Home in The Core

4.98 out of 5 average rating, 49 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

Dec 6 – 13

€ 214 per night

Guest favorite

Home in The Core

4.87 out of 5 average rating, 192 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+++

Nov 2 – 9

€ 186 per night

Guest favorite

Home in The Core

4.96 out of 5 average rating, 28 reviews

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

This newly renovated bright, modern and chic upper floor unit in this Walkerville duplex is perfect for a solo or family staycation in the beautiful city, visitors or for business travelers looking for the comforts of home. This 2 bedroom/1 bathroom home is fully equipped for short & long-term stays. Nestled in a quiet, dog-friendly and safe neighborhood this place promises to be your home away from home. Our neighborhood is renowned for its safety, ensuring peace of mind throughout your stay.

Apr 29 – May 6

€ 132 per night

Guest favorite

Apartment in The Core

4.94 out of 5 average rating, 62 reviews

Walkerville Loft (Main floor unit)

Welcome to our charming loft nestled in the heart of a Walkerville in Windsor. This thoughtfully designed space combines modern comfort with historical charm. Perfect for couples or solo travelers, our cozy loft features fire place, high ceilings, and large windows. Enjoy the convenience of being centrally located, with iconic landmarks, local shops, and vibrant cafes just steps away. Immerse yourself in the city's rich history during the day and unwind in this stylish retreat at night.

May 22 – 29

€ 90 per night

Guest favorite

Guest suite in Windsor

4.97 out of 5 average rating, 159 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.

Jul 16 – 23

€ 96 per night

Guest favorite

Townhouse in The Core

4.93 out of 5 average rating, 46 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.

Aug 16 – 23

€ 125 per night

Guest favorite

Apartment in Windsor

4.95 out of 5 average rating, 55 reviews

The Boho Oasis: Studio Apartment

Welcome to The Boho Oasis!🪴 Our studio apartment is fully stocked with luxurious furniture, a fully-equipped kitchen, and features farmhouse, industrial, and bohemian themes. Enjoy high-speed wifi, and space for one car on the driveway with private back entrance. Located in a quiet neighborhood with easy access to local restaurants, grocery stores, parks, and the Detroit River just 10-minute walk away. Ideal for anyone seeking a trendy and comfortable stay!

Oct 3 – 10

€ 92 per night

Guest favorite

Guest suite in The Core

4.85 out of 5 average rating, 53 reviews

Private Suite with Fireplace and Breakfast Nook

Private suite in the heart of Windsor. 4 minute drive and 15 minute walk to Caesars Windsor Casino and the tunnel border crossing to USA. A few blocks from Windsor's beautiful waterfront and 2 blocks from "Little Italy" where there are many delicious Italian restaurants. Whether you are here for business or pleasure you will enjoy this cozy suite located in Windsor's famous Walkerville area home of Hiram Walker Distillery the maker of Canadian Club Whiskey.

Nov 13 – 20

€ 83 per night

Superhost

Apartment in The Core

4.82 out of 5 average rating, 22 reviews

Charming & Cozy 2BR Unit in the heart of Windsor

Welcome to your home away from home in Windsor! Our charming 2-bedroom, 1-bathroom unit is the perfect retreat for your next getaway. Our property offers a blend of comfort, convenience, and character that will make your stay truly memorable. This Airbnb features two bedrooms with queen beds, one bathroom, a fully equipped kitchen and a spacious living room—perfect for relaxing visitors or working professionals.

Apr 29 – May 6

€ 98 per night

Guest favorite

Home in The Core

4.92 out of 5 average rating, 84 reviews

"The Oasis" a Walkerville dream / 2 Bed - 1 Bath

Kick back and relax in this calm, stylish space. This uniquely renovated century home is located in the heart of Old Walkerville and is just a few steps from all the beauty this area has to offer. DISTANCES TO: Casino - 2 minutes Downtown - 2 minutes Hospital - 5 minutes Detroit - 10 minutes Ford Field - 12 minutes Little Ceasers Arena - 12 minutes

Oct 29 – Nov 5

€ 123 per night