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Apartment vacation 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.

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Top guest favorite
The exterior of the two-story property features light blue siding and a decorative gabled roof. A covered porch with a white railing and steps leads to the entrance. A wooden gate is visible to the side, providing access to the backyard.
Apartment in Walkerville
4.95 out of 5 average rating, 311 reviews

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.

Guest favorite
The living area features a dark geometric-patterned floor, complemented by exposed brick walls and wooden beams. A dartboard is mounted on a wall near a cozy seating arrangement, while a TV is placed above a fireplace. Decorative accents include warm-colored throw pillows.
Apartment in Midtown
4.88 out of 5 average rating, 1,088 reviews

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

Guest favorite
A spacious living area features a comfortable gray sectional sofa adorned with decorative cushions. A wooden coffee table is centered on a soft area rug, while a wall-mounted television and a small dining table for two are visible. Natural light enters through large windows.
Apartment in Windsor
4.86 out of 5 average rating, 221 reviews

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!

Guest favorite
An inviting dining area features a long wooden table centered among charming accents. A variety of seating options, including stools and a wooden chair, complement exposed brick walls adorned with decorative wall art. Natural light softly illuminates the space, enhancing the rustic decor.
Apartment in Corktown
4.89 out of 5 average rating, 511 reviews

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.

Guest favorite
An inviting kitchen and dining area are visible, featuring a round wooden table surrounded by four chairs. A red and beige area rug adds warmth to the hardwood floor. The kitchen showcases white cabinetry, a black stove, and a window that allows natural light to fill the space.
Apartment in Brush Park
4.86 out of 5 average rating, 644 reviews

Quaint & Quirky NY Style Apt

This is a 1-bedroom apartment in the historic Brush Park neighborhood! Minutes away from all the exciting things that Detroit has to offer-Little Caesar's Arena, Comerica Park, Ford Field. Plus, the Q/M1 Rail is just a block away, making it super easy to get around town. Try Bar Pigalle and many others in walking distance. Please no extra guests or pets. Jackies's Place is your home base while you explore Detroit! **Parking*** first-come, first-served, is available in back of the building.

Superhost
A living area is presented with a dark, plush sofa and a low coffee table situated on a textured area rug. A round mirror decorates the wall, reflecting light. A doorway leads to a bedroom space, while a small dining area with bar stools is visible to the side.
Apartment in Walkerville
4.91 out of 5 average rating, 116 reviews

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.

Top guest favorite
The living room features a comfortable sofa adorned with soft pillows, complemented by a contemporary coffee table. A cozy throw blanket rests on the seating. Natural light enters through a window, illuminating the artwork of a city skyline above the couch. An accent chair and lamps add to the inviting space.
Apartment in Downtown Detroit
4.96 out of 5 average rating, 702 reviews

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.

Guest favorite
A welcoming living space features a round table surrounded by modern chairs. The bright room is complemented by a stylish vase with dried flowers on the table. Windows with patterned curtains provide natural light, enhancing the warm ambiance, while a radiator adds vintage charm.
Apartment in Hamtramck
4.91 out of 5 average rating, 216 reviews

Charming 2 Bedroom in Art & Culture Neighborhood

Our charming classic 2 bedroom apartment is the perfect place to explore the hip underdog city of Detroit! The apartment is bright, vintage with all the modern amenities. Check out the rich culture, architecture and grittiness that is solely Detroit. BonVoyage :) If this apartment isn't available check out Bright Vintage Upper Flat w/ Outdoor Balcony https://www.airbnb.com/rooms/24405602?s=51 or Beautiful Apartment In Unique Hamtramck https://www.airbnb.com/rooms/6335682?s=5

Guest favorite
An open living space features a modern kitchen with dark cabinetry and stainless steel appliances. A comfortable sofa is positioned facing a television, with a coffee table in the center. A patterned area rug and indoor plants add warmth to the bright, airy atmosphere.
Apartment in Brush Park
4.93 out of 5 average rating, 624 reviews

Little Paris | Walk to LCA, Ford Field, Comerica

Nestled in historic Brush Park, known as Little Paris in the 19th century, this charming flat 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.

Top guest favorite
A modern dining area is highlighted by a wooden table accompanied by four blue upholstered chairs. A minimalist aesthetic is enhanced by a potted plant and wall art featuring colorful portraits. Natural light enters through a window covered by a blind.
Apartment in Walkerville
4.97 out of 5 average rating, 157 reviews

"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

Guest favorite
A cozy living area features a green sofa adorned with colorful cushions, complemented by a patterned rug. A sleek media console holds a television displaying the property logo. Bar stools are positioned at a nearby kitchen counter, with a decorative plant adding a touch of greenery.
Apartment in Downtown Detroit
4.94 out of 5 average rating, 306 reviews

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.

Superhost
The living area contains a modern couch and two stylish black chairs positioned around a wooden table. Natural light fills the space through large windows, while decorative plants and artwork add subtle accents to the sunlit room, featuring original wood floors and a calming color palette.
Apartment in Midtown
4.83 out of 5 average rating, 913 reviews

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.

Popular amenities for Windsor apartment rentals

When is the best time to visit Windsor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$18,409 GYDG$17,572 GYDG$18,618 GYDG$19,664 GYDG$21,756 GYDG$20,292 GYDG$20,083 GYDG$20,920 GYDG$19,664 GYDG$19,874 GYDG$19,037 GYDG$18,618 GYD
Avg. temp-3°C-2°C3°C9°C16°C21°C23°C22°C18°C12°C5°C0°C

Quick stats about apartment rentals in Windsor

  • Total vacation rentals

    Explore 540 vacation rentals in Windsor

  • Nightly prices starting at

    Windsor vacation rentals start at G$4,184 GYD per night before taxes and fees

  • Verified guest reviews

    Over 36,420 verified reviews to help you choose

  • Family-friendly vacation rentals

    190 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 180 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    330 properties have a dedicated workspace

  • Wi-Fi availability

    520 of Windsor vacation rentals include wi-fi 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

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