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Condo vacation rentals in Windsor

Find and book unique condos on Airbnb

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 R329 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 8,420 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Windsor vacation rentals include wi-fi 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, Comerica Park, and Ford Field

Top-rated condo rentals in Windsor

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Guest favorite
The historic mansion features a striking brick facade with elegant architectural details, including a prominent cupola. Tall windows reflect the colors of the evening sky, while a well-maintained yard surrounds the entrance. Fencing adds an inviting boundary to the property.
Condo in Detroit
4.94 out of 5 average rating, 108 reviews

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.

Guest favorite
A spacious living area is highlighted by large windows offering panoramic views of the surrounding cityscape. A leather sectional sofa and a modern coffee table are centrally positioned, creating a comfortable space for relaxation and conversation. Natural light illuminates the room throughout the day.
Condo in Wyandotte
4.94 out of 5 average rating, 94 reviews

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.

Top guest favorite
An open-concept living area is revealed, featuring a comfortable sofa with pillows and swiveling chairs. The kitchen is equipped with modern appliances and a spacious island. Natural light shines through large windows, highlighting the hardwood floors and contemporary decor.
Condo in Midtown
5 out of 5 average rating, 372 reviews

Perfect "5-STAR” Condo in the Heart of Brush Park

(372) PERFECT 5★ reviews say it all! Airbnb recently named this boutique Brush Park condo 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 literally 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.

Guest favorite
A bright and spacious living area is showcased, featuring modern furnishings and large windows. An elegant kitchen island with a marble countertop adds sophistication, while a stylish ceiling fan complements the ample overhead lighting.
Condo in Windsor
4.98 out of 5 average rating, 53 reviews

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 2nd floor & requires use of stairs.

Top guest favorite
The open living area showcases exposed brick walls and a stylish ceiling fan. A dark wood dining table surrounded by four chairs sits on a large area rug. Large windows provide natural light, while a contemporary kitchen counter is visible in the background.
Condo in Detroit
4.98 out of 5 average rating, 50 reviews

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

Guest favorite
A spacious living area is arranged with a large, neutral-colored sectional sofa. A flat-screen television is mounted on the wall across from the seating. Natural light flows in through large windows, accompanied by two modern lamps placed on side tables.
Condo in Detroit
4.91 out of 5 average rating, 11 reviews

Downtown Detroit Prime Location

Forget your worries in this spacious and serene space. Come unwind in the center of downtown Detroit with local access to the Detroit People Mover with offers stops at all three downtown sports stadiums without having to pay to park. This is wonderful gated Penthouse where you will enjoy the beautiful view of the Detroit river and the Country of Canada across the river. Two BedRoom , Two Bath with washer and dryer and full kitchen supplies Come enjoy Detroit #LetMeShowYouLife

Superhost
A cozy living space features a beige sofa and a circular glass coffee table. Open to a modern kitchen with dark cabinets, a sleek countertop, and three bar stools. Light-colored wood flooring adds warmth to the room, while soft curtains frame the window.
Condo in Walkerville
4.74 out of 5 average rating, 27 reviews

Prime Location | Near River/Uni/Casino & Downtown

🏡 Welcome to Your Chic Stay Near Downtown & River! Experience comfort and style in this modern retreat, just minutes from downtown Windsor, the riverfront, and key attractions like Caesars Casino 🎰, cafés ☕, and the University of Windsor 🎓. ✨ What You'll Love: ✔ Cozy space 🛋️ with a fully equipped kitchen 🍽️ ✔ Ultra-comfy bed 🛏️ & high-speed WiFi 📶 ✔ Steps from parks 🌳, shops 🛍️, and nightlife 🎶 ✔ Easy access to the U.S. border 🇺🇸 & transit 🚌 📅 Book your stay today!

Guest favorite
Condo in Corktown
4.97 out of 5 average rating, 64 reviews

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.

Top guest favorite
A spacious living room features a modern design with large glass doors allowing natural light to fill the space. A comfortable black sofa is positioned alongside a stylish red accent chair. A wooden coffee table sits in the center, complemented by decorative artwork on the walls.
Condo in Midtown
4.96 out of 5 average rating, 344 reviews

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.

Guest favorite
The exterior showcases a beautifully restored brick mansion, featuring a turret with a conical roof. A wraparound porch with colorful trim and stone steps leads to a landscaped yard. Striking architectural details are accented by vibrant colors, capturing the historic charm of the building.
Condo in Detroit
4.89 out of 5 average rating, 344 reviews

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.

Guest favorite
Condo in Detroit
5 out of 5 average rating, 42 reviews

The Loft on Franklin in Detroit

Welcome to your escape to The City in The Loft on Franklin. Nestled in the historic Dongan Building, this stylish loft places you right in the heart of Rivertown - one of Detroit's most vibrant and walkable neighborhoods. Just blocks from the scenic Detroit River and the bustling city center, you're perfectly positioned to explore top attractions like: The Riverwalk, Aretha Franklin Amphitheatre, Belle Isle, Chene Park, Dequindre Cut, and Eastern Market.

Guest favorite
The historic Beaubien Estates showcases a striking Victorian-style facade with intricate brickwork and teal accents. The house features a prominent rounded tower and large windows, framed by a decorative wrought iron fence and landscaped gardens that enhance its elegant presence.
Condo in Detroit
4.89 out of 5 average rating, 114 reviews

A Detroit Gem! Walk to DT & Stadiums Luxury Estate

Welcome to Detroit! 🏡 This 19th-century gem in the quiet Brush Park neighborhood is just a short walk from stadiums, nightlife, dining, and more. Explore stunning local Detroit art and decor throughout the home 🎨✨ You’re only: .4mi to Ford Field 🏈 .4mi to Comerica Park ⚾ .6mi to Fox Theatre 🎭 .9mi to Detroit Opera House 🎶 1mi to Downtown Detroit 🌆 17mi to Detroit Intl' Airport ✈️ Follow us on IG! @peakhost 📸

Popular amenities for Windsor condo rentals

When is the best time to visit Windsor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR1,366 ZARR1,432 ZARR1,415 ZARR1,383 ZARR1,728 ZARR1,646 ZARR1,580 ZARR1,547 ZARR1,465 ZARR1,498 ZARR1,465 ZARR1,514 ZAR
Avg. temp-3°C-2°C3°C9°C16°C21°C23°C22°C18°C12°C5°C0°C

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Essex County
  5. Windsor
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