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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 R 325 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
Condo in Detroit
4.96 out of 5 average rating, 23 reviews

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

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, 95 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.

Guest favorite
The historic mansion is highlighted by warm lighting emanating from its large windows, showcasing intricate architectural details. The exterior features a red brick facade with ornate trim, complemented by a unique turret. A manicured lawn and tree stand in the foreground against a colorful dusk sky.
Condo in Detroit
4.98 out of 5 average rating, 123 reviews

Lumber Baron's Penthouse | 3BR | 2 Kings | Parking

Top-floor penthouse in Brush Park inside Detroit’s iconic Lumber Baron’s Mansion. 2,500 sq ft with skyline views, 3 bedrooms (2 kings + 1 queen), 2.5 baths, and an en-suite workspace—sleeps 6. Free on-site parking included. Part of the Lake City Flats (LCF) collection: smart-lock check-in, hotel-quality linens, and fast local support. Minutes to Downtown, Midtown, DIA, stadiums, Fox Theatre, and Bar Pigalle across the street. Curated art, soaring windows, streaming TVs and a stocked kitchen too.

Top guest favorite
A vintage black and white photograph of a classic car is prominently displayed in a stylish frame above a contemporary wooden console table. The table holds decorative items, including a gear-shaped sculpture and a rectangular tray. A sleek thermostat and subtle wall details complement the overall aesthetic.
Condo in Midtown
5 out of 5 average rating, 373 reviews

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

(373) 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 modern living area features a spacious gray sectional sofa and two stylish armchairs. A round coffee table sits on a textured area rug, while a wall-mounted electric fireplace adds warmth. Large windows provide views, and contemporary artwork complements the sleek design.
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, 52 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

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, 65 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.

Top guest favorite
Condo in Detroit
5 out of 5 average rating, 43 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
A three-story brick building is featured, showcasing a vibrant yellow and blue exterior. A welcoming front porch with steps leads to a bright entryway. A statue is positioned in the front yard, surrounded by lush green grass, and neighboring homes are visible on either side.
Condo in Detroit
4.82 out of 5 average rating, 249 reviews

Beautiful Historic Unit at the Lorax Themed House

The Lorax House is a story onto it's own. What began as a journey to save a historic building turned into a message of hope in a dark time of Detroit. The space is a beautifully appointed, completely remodeled apartment unit within the building. It is surrounded by a charming Historic walkable residential neighborhood only 4 blocks from the heart of Midtown and 6 blocks from the Q line stop that easily takes you downtown.

Top guest favorite
Condo in Detroit
4.96 out of 5 average rating, 49 reviews

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

Nicknamed The Blue Hotel by a little kid who stayed here. It's a relaxing place to reset after exploring all that the city has to offer. It's an easy 15 minute walk to many shops, restaurants (Supino's, Oak&Reel, Baobab Fare, etc.), bars (Kiesling, Dragon Fly, Time Will Tell, etc.), parks and the streetcar (Q Line). Public Transportation is readily accessible if you don't feel like driving or paying to park downtown.

Popular amenities for Windsor condo rentals

When is the best time to visit Windsor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 1,349 ZARR 1,414 ZARR 1,398 ZARR 1,365 ZARR 1,707 ZARR 1,625 ZARR 1,560 ZARR 1,528 ZARR 1,447 ZARR 1,479 ZARR 1,447 ZARR 1,495 ZAR
Avg. temp-3°C-2°C3°C9°C16°C21°C23°C22°C18°C12°C5°C0°C

Destinations to explore

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