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Apartment holiday rentals in Windsor

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Windsor

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of the two-story property features light blue siding and a decorative gabled roof. A covered porch with a white railing and steps leads to the entrance. A wooden gate is visible to the side, providing access to the backyard.
Flat in Walkerville
4.95 out of 5 average rating, 293 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
The studio unit features a clean, comfortable queen bed with light-colored bedding. A cozy seating area includes a dark chaise lounge and a wooden table with a chair. The kitchenette displays a sink, stove, and microwave, while large windows provide natural light, framed by sheer and decorative curtains.
Flat in Downtown Windsor
4.69 out of 5 average rating, 223 reviews

AKSUM- Location! Lovely Studio, Ensuite Shower, AC

We are in Windsor, Canada Enjoy a stylish experience at our centrally located unit of modern elegance and minimalism. Close to many of Windsor's key destinations Aksum is an independent unit with ensuite bathroom (shower) Walk to appointments at City Hall (2min), to the casino or Walkerville or scenic riverfront (5min), Downtown St. Clair and to restaurants You'll be at the Detroit tunnel in 1 min. Bus stop is just outside for easy access to train station and Univ of Windsor No visitors allowed.

Superhost
A spacious living area features a comfortable gray sectional sofa adorned with decorative cushions. A wooden coffee table is centered on a soft area rug, while a wall-mounted television and a small dining table for two are visible. Natural light enters through large windows.
Flat in Windsor
4.88 out of 5 average rating, 187 reviews

Private Luxury 1BR Retreat in Prime Location

Luxurious 1BR Retreat Prime Location, Perfect for Your Getaway! Escape to this stunning one-bedroom haven in LaSalle, where comfort and convenience meet! Whether you're here for a romantic getaway, a solo retreat, or a business trip, this modern sanctuary has everything you need for a perfect stay. Whether you're here for business or leisure, this luxurious one-bedroom retreat is the perfect home base for your LaSalle getaway. Book now and experience all the comfort and convenience you deserve!

Guest favourite
Flat in Midtown
4.87 out of 5 average rating, 723 reviews

Victorian 1890's Midtown Home

Hello! Our home is an 1890 Victorian mansion that I purchased and lovingly renovated with a small team of local craftspeople. This space is a 1 bed, 1 bath with much of its original character preserved! Located in the heart of bustling Midtown just one block from 20+ bars and restaurants, DMC, Shinola and way more! The space is designed with leisure stays in mind but also capable of accommodating business travelers comfortably. Just opened in 2023, Coffee + Cocktails downstairs! Open: 8AM-11PM!

Guest favourite
A well-lit bedroom features a spacious bed with a teal throw blanket and decorative pillows. A soft floor cushion is present, along with a functional bedside table and a television. Natural light is filtered through dual-striped window blinds, enhancing the cozy atmosphere.
Flat in Walkerville
4.84 out of 5 average rating, 57 reviews

Adorable 2 bedroom Apt in the heart of Windsor

This charming 2-bdr apartment in the heart of Windsor is just a 3-min walk to Erie Street's authentic Italian dining and less than 15 mins to Windsor Regional Hospital (Ouellette). Enjoy easy access to the Detroit-Windsor Tunnel within a 15-min drive. Recently renovated, it features a standing desk, cozy living room, 2 spacious bedrooms, functional kitchen, free washer/dryer, high-speed internet, and ample on-street parking. Perfect for your Windsor stay! Ideal for business or leisure trips.

Guest favourite
The open layout showcases a spacious sleeping area featuring a large bed with white bedding. A dining area with dark chairs and a modern kitchen are visible in the background. Natural light enters through sliding glass doors, illuminating the stylish decor throughout.
Flat in Walkerville
4.92 out of 5 average rating, 12 reviews

Whisky room- EM Boutique Suites

Welcome to "EM Boutique" in the heart of little Italy- a stunning, new built 720 sqft condo unit that combines modern luxury w/ a unique whiskey poker theme. This unit offers an unparalleled living experience for those who appreciate the finer things in life. The spacious living area features its own outdoor balcony area to enjoy a morning coffee or an evening drink. With lots of natural light and a full kitchen this layout is perfect for working, entertaining and relaxing after a long day.

Guest favourite
A living area is presented with a dark, plush sofa and a low coffee table situated on a textured area rug. A round mirror decorates the wall, reflecting light. A doorway leads to a bedroom space, while a small dining area with bar stools is visible to the side.
Flat in Walkerville
4.93 out of 5 average rating, 107 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.

Guest favourite
Flat in Windsor
4.71 out of 5 average rating, 156 reviews

Affordable Urban Bachelor

Our goal is to provide high quality accomodation at an affordable price. Welcome to our cozy bachelor unit where up to four guests can sleep comfortably. This stylish and budget-friendly retreat is perfect for solo travelers, couples, or small groups looking for accomodation in Windsor. Nestled in a prime location, you'll have easy access to everything that Windsor has to offer. Whether you're here for business or leisure, our bachelor provides a convenient and affordable home base.

Top guest favourite
A modern dining area is highlighted by a wooden table accompanied by four blue upholstered chairs. A minimalist aesthetic is enhanced by a potted plant and wall art featuring colorful portraits. Natural light enters through a window covered by a blind.
Flat in Walkerville
4.97 out of 5 average rating, 147 reviews

"The Modern Loft" in Walkerville / 2Bed - 1 Bath

Enjoy a luxury modern experience in the heart of Old Walkerville. This modern 2 bedroom loft is newly renovated with luxury finishes while keeping century old details. Restaurants, pubs, cafes, retail all within a minute walk from this superb location. Stay here and get a taste of what Old Walkerville 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

Top guest favourite
A comfortable living area features a leather sofa and patterned armchairs, with a glass coffee table at the center. A ceiling fan hangs above, and the space is illuminated by recessed lighting. An open kitchen with modern appliances is visible in the background.
Flat in Amherstburg
5 out of 5 average rating, 113 reviews

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!

Top guest favourite
A comfortable living area features a navy blue sofa positioned near a glass coffee table. A television is displayed on an elegant metal stand. Bright natural light filters through sheer curtains, illuminating the soft gray carpeting.
Flat in Walkerville
4.95 out of 5 average rating, 38 reviews

Come and relax at the BlueByU!

Beautifully decorated, blue-themed upper one-bedroom Executive Apartment. Ideal for business travel or romantic getaways. Conveniently located in the heart of Walkersville, the bright unit has a queen-sized bed, a beautiful kitchen and bathroom, a spacious dining area, a stunning living room, and a small office. We are located only 15 minutes from downtown Detroit via the tunnel, 15 minutes from Windsor’s airport, and 5 minutes from the Via train station.

Superhost
A bright living area features an orange couch accented with patterned pillows, complemented by a circular black coffee table. A wall clock is mounted above, while a smart TV displaying 'NETFLIX' is positioned on a gold shelf. Light-colored walls enhance the space's openness.
Flat in Windsor
4.7 out of 5 average rating, 73 reviews

Modern & Private 1-Bedroom Apartment

Enjoy a comfortable & private stay in this bright 1bdrm apartment on the 2nd floor, boasting amenities such as a smart TV, complimentary snacks, fast WiFi & a well equipped kitchen. Onsite parking is available. Enjoy a queen size bed with extra pillows & blankets. The washroom also has complimentary toiletries. A 2min walk from Jackson Park, 10min drive from VIA Stn & only a 10min drive to downtown (bars, restaurants, & USA)

Popular amenities for Windsor apartment rentals

When is the best time to visit Windsor?

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Quick stats about flat rentals in Windsor

  • Total holiday rentals

    Explore 510 holiday rentals in Windsor

  • Verified guest reviews

    Over 33,820 verified reviews to help you choose

  • Family-friendly holiday rentals

    160 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 140 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

  • Wifi availability

    490 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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