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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
4.96 out of 5 average rating, 315 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
A bright living area features a dark sectional couch adorned with patterned cushions. A glass coffee table sits in front, while a flat-screen TV is mounted on the wall opposite. Large windows offer views of the surroundings and allow natural light to illuminate the space.
Flat in Windsor
4.72 out of 5 average rating, 218 reviews

BORNU-2nd Flr Spacious, Location, Clean, 1BDr, A/C

We are in Windsor, Canada Welcome to a central, spacious full 1 Bdr apartment with 4 rooms. We have recently renovated the bathroom and made it more spacious. We have moved the bedroom away from street noise. Air conditioned, clean, central, private and comfortable unit with basic amenities for short or extended stays. Walking distance to Windsor destinations. 1min to tunnel, casino, many eateries, 5 min walk to riverfront, near university. Price paid includes 13% HST on stays less than 28 days

Guest favourite
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 LaSalle
4.86 out of 5 average rating, 229 reviews

The Ambassador’s Stay • Bright 1BR Family Retreat

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
An inviting dining area features a long wooden table centered among charming accents. A variety of seating options, including stools and a wooden chair, complement exposed brick walls adorned with decorative wall art. Natural light softly illuminates the space, enhancing the rustic decor.
Flat in Corktown
4.9 out of 5 average rating, 516 reviews

Design-centric Corktown Apartment

A beautiful second-story apartment on Michigan Avenue with incredible views of the newly renovated train station, which is absolutely stunning all lit up out the big front windows. Situated on the same block as Alba, Sugar House, Ima, and Slows and across the street from Grandma Bob’s, this two-bedroom neighborhood flat provides an immersive, welcoming travel experience in the heart Corktown, Detroit's oldest neighborhood. Walk everywhere—15 minutes along Michigan Avenue will get you Downtown.

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, 13 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.

Top guest favourite
The living room features a comfortable sofa adorned with soft pillows, complemented by a contemporary coffee table. A cozy throw blanket rests on the seating. Natural light enters through a window, illuminating the artwork of a city skyline above the couch. An accent chair and lamps add to the inviting space.
Flat in Downtown Detroit
4.96 out of 5 average rating, 710 reviews

Walk to sports and concert venues! Single Price

Step out of your door and into the energy of downtown..This professionally maintained space offers the perfect home base for fans and theatre goers alike. Catch Tigers games, or watch your favorite band at one of many concert venues. After the final Whistle or the standing ovation, explore the culinary scene, featuring everything from world class restaurants to cozy hidden gem bars! Finally, retreat to a space designed for comfort. Professionally cleaned. Now with single price

Guest favourite
The exterior of Little Caesars Arena is visible, featuring a well-lit roof and prominent signage. Bright beams of light radiate from the structure, illuminating the surrounding area. The skyline of the city is seen in the background, showcasing tall buildings against a twilight sky.
Flat in Detroit
4.94 out of 5 average rating, 119 reviews

Downtown Detroit Getaway

With CITY VIEWS enjoy easy access to all VENUES and GAMES this Historically Vintage building is more than 90 years old. My apartment is located on the 6 floor with a gated elevator which sometimes does not work so if you can not walk to the sixth floor, this might not be for you. with only a block walk to little Caesars Areana and free parking. This is a diamond in the rough. Once in my Apt it’s cozy with all the comforts of home. I encourage week stays . Enjoy the Views!!

Top guest favourite
A living area features exposed brick accents, with a cozy fireplace as a centerpiece. A light-colored sofa faces a low coffee table, enhanced by a colorful rug. A television is mounted on a unit displaying books and decorative items, while a rattan chair adds seating.
Flat in Detroit
4.95 out of 5 average rating, 555 reviews

Little Paris of the Midwest - Walk to LCA, Ford

Nestled in historic Brush Park, known as Little Paris in the 19th century, this beautiful walk-up will immerse you in the city’s past while keeping you just steps from its future. Centrally located between Downtown, Midtown and Eastern Market, you'll be in the heart of the city with amazing bars, restaurants, cafes and venues just outside your door. The design-focused space is curated with goods made by local artisans and combines centuries old character with modern amenities.

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, 160 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, 122 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!

Guest favourite
An open-concept living area features a modern kitchen with new appliances, including a dishwasher and stove. A dining table with four chairs is positioned next to the kitchen. Light floods the space from large windows, creating a bright atmosphere.
Flat in LaSalle
5 out of 5 average rating, 10 reviews

Modern Condo Windsor/LaSalle

Welcome to this brand new, beautifully designed condo offering bright, open-concept living in one of LaSalle’s most desirable locations. Features 2 bedrooms, 2 full bathrooms, a modern kitchen with all brand-new appliances. Offers in-suite laundry or added convenience. Located in the heart of LaSalle — minutes from 401 and close to St. Clair College, and the University of Windsor. Perfect for those seeking comfort, style, and convenience all in one place!

Superhost
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
4.91 out of 5 average rating, 122 reviews

Walkerville Loft - Exclusive Main floor unit

Welcome to our charming main floor private loft in the heart of a Walkerville, Windsor. This space combines modern comfort with some abstract 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 cafes just steps away. Enjoy the city's historic areas during the day and unwind in the unique loft at night.

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 540 holiday rentals in Windsor

  • Nightly prices starting at

    Windsor holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 36,420 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 180 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    330 properties have a dedicated workspace

  • Wifi availability

    520 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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