
Apartment holiday rentals in Windsor
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Top-rated apartment rentals in Windsor
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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.

1890's Stone and Brick Garden Loft
Hello! Our home is an 1890 Victorian mansion that we purchased in 2016 and lovingly renovated over three years using a team of local craftspeople and myself. This space is a quirky 1 bedroom, 1 bath garden level loft with much of its original character preserved. Located in the heart of Midtown just one block from 15+ 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. Parking included

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!

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.

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.

Stay downtown and walk everywhere! 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. Coming up: Bruno Mars at Ford Field. 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

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!!

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.

"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

DWTN Grand Luxe Penthouse near Comerica, LCA, Fox
Welcome to The Grand Luxe Penthouse located in the heart of downtown Detroit. The perfect getaway for solo travelers, couples, friends, or family. This fully stocked 5-star property with on-site parking available provides you a comfortable and luxurious stay in the city. Stay within walking distance of the city’s favorite attractions and venues such as The Fox Theater, Comerica Park, Ford Field, Little Caesars Arena, The Fillmore, Detroit Opera House and so much more.

Bright Midtown Corner Apt Parking Attached
Soak up the natural light in this welcoming one-bedroom second floor apartment, ideally located in the heart of Midtown with free parking included. Just a few blocks from the Q-Line and minutes from downtown, you’ll have easy access to local shops, restaurants, and museums. Enjoy the energy of the neighborhood while having a comfortable, convenient place to call home during your time in Detroit.

New Midtown listing, includes parking!
Tucked into the heart of the city, this spacious apartment provides a comfortable landing after a night out, or a day wandering through the nearby museums and cultural offerings of Detroit. Should you choose not to dine out at one of the award winning restaurants, or dive bars located within walking distance, this unit has a fully equipped kitchen. The off street parking is gated.
Popular amenities for Windsor apartment rentals
Weekly apartment rentals

3 Bedroom- 3 Bath Penthouse

Chic Getaway | 1BR Suite w/ Parking & AC

The Urban Nest - Windsor

The Serene Walkerville Stay

The Balcony Retreat • Cozy+ Beautiful Balcony View

loft Apt On Wyndotte | 2bed 1bath | Nr tunnel

Homey Waterfront Townhouse, Skyline Views

Charming Olde Walkerville Retreat
Private apartment rentals

The Downtown Gem

Camp Sigmon Detroit

Spacious Studio Next To Arenas. Parking Included.

East grand Boulevard historical District

NYC style industrial loft ~ walkable neighborhood

Luxury Lakeside Loft

The Spacious Nest, Exec. XL Studio Apt. W/Parking

And Dotte here
Family-friendly apartment rentals

Navy Yard Flats (Flat A) - Historic Amherstburg

Granite Counters, Modern 1BR Walk to Casino

Near UWin | 2 Queen Beds | Sleeps 4 | Quiet 2BR

Luxury Condo Windsor/LaSalle Ontario

Modern stylish apartment

Elegant Private Suite | Spacious Walkout Retreat

Welcome to this stylish and apartment .

ROOF TOP 2-Bedroom PentHouse ! ! !
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £62 | £65 | £69 | £69 | £76 | £71 | £71 | £74 | £69 | £70 | £67 | £65 |
| Avg. temp | -3°C | -2°C | 3°C | 9°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 5°C | 0°C |
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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- Ford Field
- Little Caesars Arena
- Point Pelee National Park
- Michigan Stadium
- Comerica Park
- Detroit Zoo
- University of Michigan Historical Marker
- Mt. Brighton Ski Resort
- University of Michigan Museum of Art
- Motown Museum
- Maumee Bay State Park
- University of Windsor
- Alpine Valley Ski Resort
- Oakland Hills Country Club
- Fox Theatre
- Hollywood Casino at Greektown
- Forest Lake Country Club
- Renaissance Center
- Kensington Metropark
- Huntington Place
- Great Lakes Crossing Outlets
- The Heidelberg Project
- Pine Knob Music Theatre
- Detroit Historical Museum





