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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, 306 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.

Top guest favorite
A cozy living area features a black futon and a stylish armchair, both accompanied by table lamps on wooden side tables. A patterned rug lies on the hardwood floor, while light filters through a large window adorned with patterned curtains.
Apartment in Hamtramck
4.93 out of 5 average rating, 192 reviews

Stylish 2 Bedroom w/ Dreamy Balcony

Our stylish and bright two bedroom flat with dreamy balcony is the perfect place to explore the hip underdog city of Detroit! The apartment is bright, stylish with all the modern amenities. Check out the rich culture, architecture and grittiness that is solely Detroit. BonVoyage :) We also have two other options: Charming Classic Apt in Arts & Culture Neighborhood https://www.airbnb.com/rooms/25067993?s=51 or Beautiful Apartment In Unique Hamtramck https://www.airbnb.com/rooms/6335682?s=51

Top 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, 1,073 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 LaSalle
4.87 out of 5 average rating, 209 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!

Top 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
4.87 out of 5 average rating, 633 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.

Top guest favorite
An inviting living space features a gas fireplace surrounded by a rustic wooden accent wall. Modern furnishings include a comfortable sofa, an armchair, and a red ottoman. A dining area and updated kitchen are visible, with natural light illuminating the wood floor.
Apartment in Windsor
4.95 out of 5 average rating, 113 reviews

Victoria Ave - 1 BR apartment w fireplace

Available for monthly rental. Not 420 friendly. No smoking of any kind in apartment or on property. Private, light filled, warm apt in a character home on prestigious Victoria Ave. Furnished in Mid-century modern and Hollywood Regency decor. Includes a queen bed, gas fire place, modern kitchen with wifi and shared laundry room. Easy free street parking. Quick drive to Detroit Tunnel. Perfect for one or two people. A short walk to Hospital - Ouelette Campus - ideal for a daytime rest.

Guest favorite
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
4.93 out of 5 average rating, 111 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
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, 154 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, 296 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.

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, 691 reviews

Stay downtown and walk everywhere!

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 Red Wings or Pistons this February, or secure your stay for upcoming runs of Lion King and 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 space designed for comfort

Guest favorite
A spacious living area features light wood flooring and ample natural light from large windows. Two comfortable chairs are positioned beside a modern coffee table. A gray sofa with colorful accent pillows sits in front of the TV, complemented by a decorative plant on the table.
Apartment in Downtown Detroit
4.91 out of 5 average rating, 149 reviews

Downtown Large 1 BDRM, Walk Everywhere!

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 and a pullout couch. 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.

Guest favorite
A bright living room features large windows allowing natural light. A gray sofa is placed opposite a glass coffee table on a patterned rug. A chair and a small side table are positioned nearby. The adjoining room hints at a cozy bedroom through an open doorway.
Apartment in Midtown
4.81 out of 5 average rating, 587 reviews

Bright Midtown Corner Apt Parking Attached

Soak up the natural light in this welcoming one-bedroom second floor apartment, ideally located in the heart of Midtown with free parking included. Just a few blocks from the Q-Line and minutes from downtown, you’ll have easy access to local shops, restaurants, and museums. Enjoy the energy of the neighborhood while having a comfortable, convenient place to call home during your time in Detroit.

Popular amenities for Windsor apartment rentals

When is the best time to visit Windsor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$18,315 GYDG$17,483 GYDG$18,523 GYDG$19,564 GYDG$21,645 GYDG$20,188 GYDG$19,980 GYDG$20,813 GYDG$19,564 GYDG$19,772 GYDG$18,940 GYDG$18,523 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 550 vacation rentals in Windsor

  • Nightly prices starting at

    Windsor vacation rentals start at G$4,163 GYD per night before taxes and fees

  • Verified guest reviews

    Over 34,770 verified reviews to help you choose

  • Family-friendly vacation rentals

    190 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 160 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    320 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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