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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.
Flat 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.
Flat in Midtown
4.88 out of 5 average rating, 1,076 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.
Flat in LaSalle
4.87 out of 5 average rating, 211 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 cozy living area features a gray sectional sofa and a large ottoman, positioned on a woven rug. Natural light fills the space through glass doors that lead to a private balcony, framed by light gray curtains. A tall potted plant adds a touch of greenery.
Flat in Midtown
4.89 out of 5 average rating, 161 reviews

Midtown Magic, *private balcony, gated parking

This spacious, airy, two-bedroom, two full bath apartment is perfect for families or friends. This ideal location is within walking distance of WSU, the Q line, many popular restaurants and bars, and near LCA, Ford Field and Comerica Park. Free parking, a well-equipped kitchen and a private balcony add to the appeal. Please note A/C is window units only, this is a third floor walk up unit, and if you book for a fifth person, they will be sleeping on a blowup mattress in the living room.

Guest favourite
The exterior of the Gothic-Victorian mansion is showcased, featuring red brick walls, a steeply pitched roof, and decorative gables. A spacious balcony with railings is visible on the upper level, surrounded by lush greenery. The structure reflects a blend of classic architecture and modern updates.
Flat in Midtown
4.93 out of 5 average rating, 770 reviews

Alexandrine Studio Midtown: Walk to the DIA

Fresh Gothic-Victorian nearby the Museum of African American History, Wayne State, Third Man Records, Shinola. Sfumato Fragrances is in the garden level, perfume shop by day and low-key scented cocktail bar at night. Stadt Garten, a German wein & bier garden, is below. Selden Standard across the street. 10 min ride to Downtown on QLINE streetcar. MoGo bike rental 1 block away. Gigabit speed Internet. Sonos in wall speakers. Deeply cleaned by local Latina owned + operated crew between guests.

Superhost
A comfortable living space is highlighted by a blue tufted sofa and two mid-century chairs. A circular wooden table occupies the center, while a wooden shelf displays various books and decorative items. Natural light filters through three large windows with woven shades.
Flat in West Village
4.77 out of 5 average rating, 912 reviews

Cozy & Charming Apartment in West Village

Delight in the charm and burgeoning ambiance of West Village Detroit. This snug apartment is mere steps from gems like Sister Pie, Craft Work, and Red Hook Coffee. Retaining its historic allure with intact wood floors and antique charm, the space exudes subtle sophistication, curated with care. The original murphy bed gracefully unfolds in the living room, while a custom-made kitchen bar top offers additional accommodations for guests, ensuring a uniquely adaptable and inviting atmosphere.

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.
Flat in Windsor
4.95 out of 5 average rating, 114 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.
Flat 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 favourite
A bright living area features a dark couch centered on a patterned rug, with a round coffee table in front. A dining table for two sits by the window, with natural light streaming in from multiple windows overlooking the city.
Flat in Downtown Detroit
4.91 out of 5 average rating, 223 reviews

Perfect 1BR In Prime Location of Stadiums

Prime location with a view of Comerica Park and Ford Field. You will be in the heart of Detroit walking distance to all major attractions, sporting events, theatre's, and the Detroit Riverfront. Many great restaurants in the area! The building was once an old historic hotel that has been transformed into cozy apartments. Original architecture can still be seen throughout the building. Comerica Park - 4 minute walk Ford Field - 4 minute walk Detroit Opera House - 2 minute walk

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.
Flat 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.
Flat 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.
Flat in Downtown Detroit
4.96 out of 5 average rating, 693 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.

Popular amenities for Windsor apartment rentals

When is the best time to visit Windsor?

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Quick stats about flat rentals in Windsor

  • Total holiday rentals

    Explore 550 holiday rentals in Windsor

  • Nightly prices starting at

    Windsor holiday rentals start at £15 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    520 of Windsor holiday rentals include wifi 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, Ford Field and Comerica Park

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