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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, 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 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, 1,074 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, 210 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
A multicolored city bench is positioned against a brick wall, surrounded by lush green ivy. A bike rack is visible in the foreground, with a post box nearby. The area features a brick-paved pathway leading to a street visible through a gated entrance.
Apartment in Midtown
4.81 out of 5 average rating, 420 reviews

Intimate Midtown Detroit Garden Cove Studio

Our place is great for couples, sports & entertainment enthusiasts, foodies, cultural mavens, and city adventurers. We're in the new Midtown Detroit close to Wayne State University, Detroit Medical Center, Detroit Institute of Arts, a variety of bars and restaurants like the HopCat Brew Pub, and the Jolly Pumpkin Restaurant, and Detroit's new entertainment District at Little Caesars Arena. We're a short walk from Detroit's famous Woodward Ave and the brand new Q-Line light rail street cars.

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
4.95 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 favourite
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.

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, 534 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, 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 favourite
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 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, 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

Top Guest favourite
A light-filled living area features large windows adorned with sheer curtains, allowing natural views. A plush sofa is positioned on a patterned rug, accompanied by decorative pillows. A small table holds a potted plant, while artful wall hangings add character to the space.
Apartment in North Corktown
4.94 out of 5 average rating, 146 reviews

Phunky Pheasant - Phoenix Suite

This spacious, light, fun suite is 3 blocks from Ford’s new MI Central Station and Corktown, and a mile from Downtown, Midtown, arenas, and casinos (an easy ride on our complimentary bikes). Relax in comfort and style in a newly renovated Victorian home surrounded by fields and wildlife. We’ve had a wonderfully fun time hosting, surprised and delighted by you, our enthusiastic guests. You all are better spoken than us... we’ll let you do the talking:

Guest favourite
A spacious living area is illuminated by natural light from two large windows. A comfortable sofa is paired with a coffee table and a side chair, creating a cozy seating arrangement. Simple decor, including a wall art piece, complements the neutral tones.
Apartment in Downtown Detroit
4.85 out of 5 average rating, 151 reviews

Best location in Detroit! Historical & Updated

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. 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.

Popular amenities for Windsor apartment rentals

When is the best time to visit Windsor?

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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 $28 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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