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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, 314 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.

Top guest favourite
A cozy living area features a black futon and a stylish armchair, both accompanied by table lamps on wooden side tables. A patterned rug lies on the hardwood floor, while light filters through a large window adorned with patterned curtains.
Flat in Hamtramck
4.93 out of 5 average rating, 199 reviews

Stylish 2 Bedroom w/ Dreamy Balcony

Our stylish and bright two bedroom flat with dreamy balcony is the perfect place to explore the hip underdog city of Detroit! The apartment is bright, stylish with all the modern amenities. Check out the rich culture, architecture and grittiness that is solely Detroit. BonVoyage :) We also have two other options: Charming Classic Apt in Arts & Culture Neighborhood https://www.airbnb.com/rooms/25067993?s=51 or Beautiful Apartment In Unique Hamtramck https://www.airbnb.com/rooms/6335682?s=51

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
4.85 out of 5 average rating, 227 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
Flat in Midtown
4.87 out of 5 average rating, 790 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!

Superhost
Flat in Windsor
4.82 out of 5 average rating, 172 reviews

Zulu-1BR Apartment, Next Tunnel & City Center, A/C

We are in Windsor, CANADA. Zulu is a comfortable one bedroom apartment with basic amenities for short or long stay. Air conditioned, clean, newly renovated and in a very central location. Walk for appointments at City Hall (2min), to the casino, Walkerville, scenic riverfront (5min), St. Clair and to restaurants You'll be at the tunnel to Detroit in 1 min. Bus stop is just outside for easy access to train station, and to Univ of Windsor. Price paid on stays less than 28 days includes 13% HST

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, 515 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
Flat in Walkerville
5 out of 5 average rating, 8 reviews

Old Hollywood-EM Boutique Suites

Welcome to our Hollywood studio, where the glitz and glamour of Old Hollywood come alive! Perfectly situated in the heart of little Italy, this stylish retreat offers a unique blend of vintage elegance and modern comfort. Step back in time to an era of classic films and iconic stars, all inspired by the golden age of Hollywood. Unit includes: A luxurious king-size bed, large living room & dining space, full kitchen with S/S appliances & island, large bathroom with laundry and private balcony.

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, 707 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, Piston playoffs, or secure your stay for the upcoming run of Hamilton. 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

Superhost
A comfortable living space is highlighted by a blue tufted sofa and two mid-century chairs. A circular wooden table occupies the center, while a wooden shelf displays various books and decorative items. Natural light filters through three large windows with woven shades.
Flat in Detroit
4.78 out of 5 average rating, 922 reviews

Cozy & Charming Apartment in West Village

Delight in the charm and burgeoning ambiance of West Village Detroit. This snug apartment is mere steps from gems like Sister Pie, Craft Work, and Red Hook Coffee. Retaining its historic allure with intact wood floors and antique charm, the space exudes subtle sophistication, curated with care. The original murphy bed gracefully unfolds in the living room, while a custom-made kitchen bar top offers additional accommodations for guests, ensuring a uniquely adaptable and inviting atmosphere.

Top guest favourite
A bright living area features a dark couch centered on a patterned rug, with a round coffee table in front. A dining table for two sits by the window, with natural light streaming in from multiple windows overlooking the city.
Flat in Downtown Detroit
4.92 out of 5 average rating, 234 reviews

Perfect 1BR In Prime Location of Stadiums

Prime location with a view of Comerica Park and Ford Field. You will be in the heart of Detroit walking distance to all major attractions, sporting events, theatre's, and the Detroit Riverfront. Many great restaurants in the area! The building was once an old historic hotel that has been transformed into cozy apartments. Original architecture can still be seen throughout the building. Comerica Park - 4 minute walk Ford Field - 4 minute walk Detroit Opera House - 2 minute walk

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

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

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