
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.

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.

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.

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.

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 Pied-à-terre | Walk to LCA, Comerica
Nestled in historic Brush Park, known as Little Paris in the 19th century, this posh pied-à-terre 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 Apt Parking Attached
Bask in sunlight in this inviting one-bedroom apartment at the heart of Midtown, complete with included parking! Nestled on the second floor corner of a historic building, the space boasts an updated kitchen and bathroom. Enjoy the convenience of being blocks away from the Q-Line, shops, restaurants, museums, and less than 5 minutes from downtown. Begin your exploration of Detroit from this cozy space in the vibrant Midtown neighborhood.

Best location in Detroit! Historical & Updated
Located within a secure and recently renovated building walking distance to all the stadiums, theaters, dozens of restaurants and the Detroit Riverfront. It is a spacious one bedroom with a queen size bed. Parking available on the street, or nearby lots. SPECIAL DISCOUNTS FOR CAST MEMBERS OF TOURING SHOWS- Inquire directly for more info We are 2 blocks from the Opera House and Fox Theater, and 2 miles from the Fisher Theater.
Popular amenities for Windsor apartment rentals
Weekly apartment rentals

The Downtown Gem

3 Bedroom- 3 Bath Penthouse

Come and relax at the BlueByU!

NYC style industrial loft ~ walkable neighborhood

The Serene Walkerville Stay

The Balcony Retreat • Cozy+ Beautiful Balcony View

Cozy Waterfront Stay with Detroit Skyline Views

Charming Olde Walkerville Retreat
Private apartment rentals

Camp Sigmon Detroit

Walkerville Urban Oasis, Exec. King 2BR W/Parking

Pied-á-terre King Suite in Windmill Pointe - GPP

Midtown Magic, *private balcony, gated parking

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

Luxury Condo Windsor/LaSalle Ontario

And Dotte here

Bright and Spacious Midtown Getaway with King Bed
Family-friendly apartment rentals

Navy Yard Flats (Flat A) - Historic Amherstburg

Luxury Lakeside Loft

Modern & Private 1-Bedroom Apartment

Modern stylish apartment

Elegant Private Suite | Spacious Walkout Retreat

Modern Stay w Granite Island & Detroit River Views

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 | £63 | £66 | £70 | £70 | £77 | £72 | £71 | £74 | £70 | £71 | £68 | £66 |
| 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
- Greater Toronto and Hamilton Area Holiday rentals
- Chicago Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Northeast Ohio Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Detroit Holiday rentals
- Rentals with breakfast Windsor
- Smoking-friendly rentals Windsor
- Rentals with a hot tub Windsor
- Rentals with a patio Windsor
- Private suite rentals Windsor
- Rentals with a washing machine and dryer Windsor
- Waterfront rentals Windsor
- Apartment rentals Windsor
- Rentals with a fireplace Windsor
- Rentals with lake access Windsor
- Rentals with beach access Windsor
- Rentals with an EV charger Windsor
- Pet-friendly rentals Windsor
- Townhouse rentals Windsor
- House rentals Windsor
- Fitness-friendly rentals Windsor
- Rentals with a firepit Windsor
- Hotel rooms Windsor
- Loft rentals Windsor
- Rentals with pools Windsor
- Rentals with outdoor seating Windsor
- Family-friendly rentals Windsor
- Flat rentals Essex County
- Flat rentals Ontario
- Flat rentals Canada
- Ford Field
- Little Caesars Arena
- Point Pelee National Park
- Michigan Stadium
- Comerica Park
- Detroit Zoo
- Mt. Brighton Ski Resort
- University of Michigan Historical Marker
- University of Michigan Museum of Art
- Motown Museum
- University of Windsor
- Maumee Bay State Park
- Alpine Valley Ski Resort
- Hollywood Casino at Greektown
- Kensington Metropark
- Fox Theatre
- The Heidelberg Project
- Huntington Place
- Renaissance Center
- The Ark
- Lake St. Clair Metropark
- University of Michigan Nichols Arboretum
- Detroit Historical Museum
- Pine Knob Music Theatre





