
Condo vacation rentals in Windsor
Find and book unique condos on Airbnb
Top-rated condo rentals in Windsor
Guests agree: these condos are highly rated for location, cleanliness, and more.

Lumber Baron's Brush Park Mansion | 2 Kings | Pkng
Two-story residence in Brush Park inside Detroit’s iconic Lumber Baron’s Mansion. 2,000+ sq ft with skyline views, 2 king bedrooms, 2.5 baths, sleeps 6, plus free parking. Part of the Lake City Flats (LCF) collection—thoughtful design, hotel-quality linens, smart-lock check-in, and fast local support. Minutes to Downtown, Midtown, DIA, Comerica Park, Little Caesars Arena, Fox Theatre Eastern Market, and top dining like Bar Pigalle across the street. Ideal for families, friends & work trips—easy.

Very comfortable Downtown condo!
Located in the vibrant city of Detroit, MI (Downtown) this contemporary second-floor condo offers a comfortable and stylish space, perfect for your stay. The property features one well appointed bedroom with a queen sized bed and a closet, ensuring a cozy and restful stay. The condo has a single bathroom with a tub/shower combo, presenting a relaxing space to meet your daily needs. Very close to main attractions like Ford Field, Little Ceasars Arena, Commercial Park, Motown Museum, RiverWalk,etc

Luxury loft in the heart of Downtown Wyandotte
Enjoy the best of Wyandotte with this luxury, loft residence featuring expansive views of the water and Downtown. Unlike other options in Downtown, this apartment is private and quiet. Hand-crafted furniture is placed throughout. On site parking is free, but you won't need a car because all of Downtown is just out the front door. An elevator provides barrier free access. A balcony provides fresh air atop the city. No expense has been spared. There is no better way to experience Wyandotte.

Brand New Riverside Retreat | Stylish 2BR +Parking
Brand New luxury unit located next to Riverside Drive. Not your typical BNB, all high-end sheets and furniture. - High-end Furniture throughout unit. - 2 Queen sized beds w/high thread count sheets. - Keurig Coffee & Tea Bar. - Samsung Frame TV - Fully Stocked Kitchen & Bath We take pride in keeping our homes spotless. Everything is cleaned/sanitized to perfection before your arrive. Weekly cleaning available during your stay! Please note: Unit is on the 3rd floor & requires use of stairs.

Perfect "5-STAR” Condo in the Heart of Motor City
(366) PERFECT 5★ reviews say it all!! Airbnb recently named this boutique condo in Brush Park to its exclusive "Guest Favorite" list. Centrally located between Downtown, Midtown, and Eastern Market - a lively atmosphere awaits as many of Detroit's award-winning restaurants, bars, cafes and stadiums are just steps from our front door. We are part of a stunning residential community, with other homeowners both above and below us. Respect for those owners in the building is an absolute must.

Enchanting Stay above a Craft Cocktail Bar
A magical getaway above a craft cocktail bar where spells meet spirits. This spacious two-floor retreat sleeps up to 5 guests, perfect for small groups or a girls’ weekend. Enjoy a private bar, two cozy living rooms, and a rooftop deck with skyline views. Nestled in vibrant Hamtramck, just a quick Uber to downtown Detroit. Sip cocktails downstairs, then bring the enchantment back to your space—the night is yours to create, explore, and indulge! *Decor updates by 10/1/25. Photos coming soon!*

Classy Loft above Chic Cocktail Bar
Stylish 1 bedroom Condo in the Milwaukee Junction neighborhood of Detroit! ~Just 5 minutes from Downtown Detroit and 5 minutes from Henry Ford Hospital. ~Condo is in one of the safest neighborhoods of Detroit. ~Close to I-75 ~A variety of great restaurants, bars, coffee shops, and shopping are within a 2-10 minute walk. Fully outfitted kitchen Two full bathrooms Free Wi-Fi Desk + office chair On street parking Washer/Dryer Central Air Private Balcony Full size bed in pull-out sofa

Glamorous Corktown Brownstone | Private Rooftop
Experience Detroit in a stylish Corktown brownstone with a private rooftop, modern glam interiors, and walkable access to Corktown bars, restaurants, and downtown attractions. Ideal for weekend getaways, concerts, games, or a luxe city escape. This 1-bedroom, 4-story brownstone features sweeping rooftop views of Michigan Central Station, Downtown Detroit, and Windsor, Canada, plus complimentary parking and easy freeway access—perfect for work or play in the heart of Corktown.

Modern Boutique Condo - "Au coeur de Detroit"
Walk Time(min): 4 - Little Caesars Arena 9 - Comerica Park 10 - Masonic Temple 12 - Fox Theatre 13 - Fillmore 13 - Majestic 14 - Ford Field 19 - Opera House 24 - Science Center 24 - Campus Martius 26 - DIA Respect and mindfulness of the owners who live in the building is an absolute must. Beautiful condo in Brush Park just outside of Downtown Detroit. 1 block off Woodward. You will have access to a beautiful space with almost everything you need for any length of stay.

Modern Riverside Escape | Stylish & Cozy Stay
Welcome to our Modern Escape by the River in Walkerville! This stylish retreat is perfect for Business Travelers, Couples, or Solo Guests. Located just minutes from Riverside, Downtown, and Top Attractions, it offers both comfort and convenience. Our home offers: ✨ Bright & Cozy Space 🍽 Fully Equipped Kitchen 🛏 Ultra-Comfy Bed 📶 High-Speed WiFi & Workspace Whether you're here for work or leisure, this is your perfect home base. 📅 Book Your Stay Today!

Gorgeous Condo at The Historic JD Baer Mansion
Welcome to the JD Baer Mansion a historic restoration 50 years in the making! Step back in time to the Gilded age of American History and experience a beautiful restoration of an 1888 historic gem. Located at the heart of Historic Woodbridge in Detroit, the JD Baer Mansion sat vacant and collapsing for over 50 years before embarking on its long restoration Journey (Look up JD Baer Mansion for more details) . Experience the home titans of industry once built.

★Grosse Pointe Luxury★ ★Downtown Detroit Close★
•10-15 mins (7 miles to downtown Detroit) • Great neighborhood specialty market kiddy corner from entrance! • 55" TV w Netflix + Roku • Onsite dedicated parking • Onsite washer + dryer • Central air and furnace • Business Desk • Fully equipped + stocked kitchen • Extremely safe neighborhood • Digital Keys • High Speed Internet • High End Décor • Close to Hill, Village, and Park Grosse Pointe downtowns • 9ft Ceilings • New Everything! • High End Mattresses
Popular amenities for Windsor condo rentals
Weekly condo rentals

Lumber Baron's Brush Park Mansion | 2 Kings | Pkng

The Lucien: Historic Condo in Heart of Brush Park

Modern Boutique Condo - "Au coeur de Detroit"

Modern Riverside Escape | Stylish & Cozy Stay

Beautiful Historic Unit at the Lorax Themed House

A Detroit Gem! Walk to DT & Stadiums Luxury Estate

Gorgeous Condo at The Historic JD Baer Mansion

★Grosse Pointe Luxury★ ★Downtown Detroit Close★
Pet-friendly condo rentals

Elegant newly remodeled 3 bedrooms, close Midtown

Lovely,Comfy & Cozy 2bdr, steps from Grosse Pointe

The Urban Oasis Suite

“The Blue Hotel” - Retreat in the heart of Detroit

2BR/2Bath Hip Condo in Cool Woodbridge-5*SuperHost

NorthEnd Townhouse 3br 2.5bath 2br +Office 2.5bath

Fisher Condo 3br 1.5ba 3br 1.5 ba Wi-fi Laundry TV

Adorable newly remodeled 3 bedrooms, close Midtown
Private condo rentals

3-Story Penthouse w/ Roofdeck

The Walkerville Suite Windsor

Duplex Near Quiet Downtown

Brush Park's Best Walkable Stay

Three bedroom house in a very quiet area.

Perfect Condo 10 minutes from downtown!

Lovely one bedroom condo with International Views

Jefferies Jewel
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $136 CAD | $122 CAD | $121 CAD | $115 CAD | $144 CAD | $137 CAD | $132 CAD | $129 CAD | $122 CAD | $125 CAD | $122 CAD | $126 CAD |
| 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 condo rentals in Windsor

Total vacation rentals
Explore 50 vacation rentals in Windsor

Nightly prices starting at
Windsor vacation rentals start at $27 CAD per night before taxes and fees

Verified guest reviews
Over 8,180 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Windsor vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Windsor rentals

4.8 Average rating
Windsor stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Windsor’s top spots, include Little Caesars Arena, Ford Field, and Comerica Park
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- Ford Field
- Little Caesars Arena
- Point Pelee National Park
- Michigan Stadium
- Comerica Park
- Detroit Zoo
- University of Michigan Museum of Art
- Mt. Brighton Ski Resort
- Motown Museum
- Alpine Valley Ski Resort
- Maumee Bay State Park
- Oakland Hills Country Club
- Forest Lake Country Club
- University of Windsor
- University of Michigan Historical Marker
- Fox Theatre
- Kensington Metropark
- Huntington Place
- Great Lakes Crossing Outlets
- Hollywood Casino at Greektown
- The Heidelberg Project
- Pine Knob Music Theatre
- Masonic Temple
- Renaissance Center



