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Apartment holiday 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 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, 303 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.

Superhost
The studio unit features a clean, comfortable queen bed with light-colored bedding. A cozy seating area includes a dark chaise lounge and a wooden table with a chair. The kitchenette displays a sink, stove, and microwave, while large windows provide natural light, framed by sheer and decorative curtains.
Flat in Downtown Windsor
4.69 out of 5 average rating, 234 reviews

AKSUM- Location! Lovely Studio, Ensuite Shower, AC

We are in Windsor, Canada Enjoy a stylish experience at our centrally located unit of modern elegance and minimalism. Close to many of Windsor's key destinations Aksum is an independent unit with ensuite bathroom (shower) Walk to appointments at City Hall (2min), to the casino or Walkerville or scenic riverfront (5min), Downtown St. Clair and to restaurants You'll be at the Detroit tunnel in 1 min. Bus stop is just outside for easy access to train station and Univ of Windsor No visitors allowed.

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, 1,066 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

Top guest favourite
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.
Flat in Hamtramck
4.93 out of 5 average rating, 190 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

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 Windsor
4.87 out of 5 average rating, 207 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 favourite
The apartment features a bright sleeping area with a spacious bed adorned in a colorful, circular patterned quilt. Two bedside lamps provide warm lighting, and a desk area is set up by a window, adding functionality to the vibrant space.
Flat in Milwaukee Junction
5 out of 5 average rating, 210 reviews

Mid-Century Modern+Secure Parking+Laundry+Walkable

Enjoy staying in a diverse neighborhood, where the textures of art, music, industry, foodie culture, and history all converge. The former attic of this historic home has been transformed into an apartment with a mid-century modern vibe and Detroit soul music memorabilia. The building is one block from the Q-Line (light rail) and two blocks from many great restaurants. Secure parking in the gated lot. Contactless self-check-in (no keys). We are available via phone should you need anything.

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.

Guest favourite
An aerial view showcases the vibrant Detroit skyline at dusk, with illuminated buildings including the Little Caesars Arena. A bridge spans in the distance, and various styled blocks of housing are visible, highlighting the neighborhood's unique architecture.
Flat in Brush Park
4.85 out of 5 average rating, 350 reviews

Quirky artist studio with a beautiful view

**Please read details about the space** My space is located 2 blocks from Comerica Park, Ford feild, and the new Little Caesars arena. One block east of the new Qline that can take you from downtown to new center. Enjoy the beautiful view of the city skyline outside every window. Its a very short walk to downtown, shopping, restaurants, transportation, and events. Prime location! NOW WITH WIFI!! Elevator access not guaranteed Keys will be left in a lockbox for your convenience

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

Top guest favourite
A bright studio space features a queen bed with a colorful accent wall and a blue sofa bed. A wooden dining table is set with plates and rose decorations. Light fixtures create a warm ambiance, while mirrors and artwork enhance the decor.
Flat in Henry Ford
4.97 out of 5 average rating, 166 reviews

Work/Play Base: Park Free, 10mins DTWN, Fast WiFi

Hey there, welcome to your cozy Midtown Detroit studio—your perfect home base for work or play. Unwind in style with plush furnishings, a comfy queen bed, and a full-size sofa bed for extra R&R. You’re super close to Henry Ford Hospital, Comerica Park, Ford Field, and the iconic Motown Museum. Need a break? Explore the Detroit Institute of Arts or Eastern Market, or grab a bite at Selden Standard. Work hard, explore harder—your Motor City stay starts here! 🚗✨

Top guest favourite
A comfortable living area features a navy blue sofa positioned near a glass coffee table. A television is displayed on an elegant metal stand. Bright natural light filters through sheer curtains, illuminating the soft gray carpeting.
Flat in Walkerville
4.95 out of 5 average rating, 40 reviews

Come and relax at the BlueByU!

Beautifully decorated, blue-themed upper one-bedroom Executive Apartment. Ideal for business travel or romantic getaways. Conveniently located in the heart of Walkersville, the bright unit has a queen-sized bed, a beautiful kitchen and bathroom, a spacious dining area, a stunning living room, and a small office. We are located only 15 minutes from downtown Detroit via the tunnel, 15 minutes from Windsor’s airport, and 5 minutes from the Via train station.

Top guest favourite
A brightly colored living room features a large, flat-screen television and a round coffee table topped with magazines. Two couches in contrasting shades of blue and green are complemented by vibrant artwork on the walls. Sunlight is visible through the doorway, creating a welcoming atmosphere.
Flat in Grosse Pointe Park
4.97 out of 5 average rating, 480 reviews

Detroit/Grosse Pointe Oasis

Cool vibe, relaxing in great neighborhood. Walking distance to bars and restaurants in the Park and only 10-15 minutes to Midtown and Downtown Detroit. Minutes to Belle Isle, Eastern Market, and waterfront. I am in the restaurant biz, so I can steer you in any direction to all Detroit has to offer. I know Detroit like the back of my hand and can point out all the cool spots to hit.

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, Comerica Park and Ford Field

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