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Apartment holiday rentals in Windsor

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Top-rated apartment rentals in Windsor

Guests agree: These apartments are highly rated for location, cleanliness and more.

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Top Guest favourite
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, 307 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 favourite
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, 1,080 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 favourite
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, 214 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 favourite
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, 638 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 favourite
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
4.94 out of 5 average rating, 115 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.

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
4.93 out of 5 average rating, 112 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 favourite
The exterior of Little Caesars Arena is visible, featuring a well-lit roof and prominent signage. Bright beams of light radiate from the structure, illuminating the surrounding area. The skyline of the city is seen in the background, showcasing tall buildings against a twilight sky.
Apartment in Brush Park
4.95 out of 5 average rating, 102 reviews

Downtown Detroit Getaway

With CITY VIEWS enjoy easy access to all VENUES and GAMES this Historically Vintage building is more than 90 years old. My apartment is located on the 6 floor with a gated elevator which sometimes does not work so if you can not walk to the sixth floor, this might not be for you. with only a block walk to little Caesars Areana and free parking. This is a diamond in the rough. Once in my Apt it’s cozy with all the comforts of home. I encourage week stays . Enjoy the Views!!

Guest favourite
A living area features exposed brick accents, with a cozy fireplace as a centerpiece. A light-colored sofa faces a low coffee table, enhanced by a colorful rug. A television is mounted on a unit displaying books and decorative items, while a rattan chair adds seating.
Apartment in Brush Park
4.96 out of 5 average rating, 539 reviews

Little Paris of the Midwest - Walk to LCA, Ford

Nestled in historic Brush Park, known as Little Paris in the 19th century, this beautiful walk-up 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 favourite
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, 155 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 favourite
Apartment in Downtown Windsor
4.93 out of 5 average rating, 15 reviews

Relaxing spa retreat in downtown Windsor

Your oasis in the city. Discover Windsor's only SPA apartment, tucked on a quiet street. Step inside and melt into relaxation with a private infrared sauna, soothing rain shower, full body- zero gravity massage chair and red light therapy. Calming decor, air purifiers and endless IPTV channels create a haven of comfort. Unwind on the spacious 800 sqft shared rooftop deck, then wander to the farmers market, riverfront, casino and top restaurants just steps away.

Top Guest favourite
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, 696 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 month , 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 favourite
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, 905 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?

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Avg. price$129 AUD$123 AUD$130 AUD$137 AUD$152 AUD$142 AUD$140 AUD$146 AUD$137 AUD$139 AUD$133 AUD$130 AUD
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Quick stats about apartment rentals in Windsor

  • Total holiday rentals

    Explore 550 holiday rentals in Windsor

  • Nightly prices starting at

    Windsor holiday rentals start at $29 AUD per night before taxes and fees

  • Verified guest reviews

    Over 34,770 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 160 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    320 properties have a dedicated workspace

  • Wi-Fi availability

    520 of Windsor holiday 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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