
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.

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.

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

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!

Old Hollywood-EM Boutique Suites
Welcome to our Hollywood studio, where the glitz and glamour of Old Hollywood come alive! Perfectly situated in the heart of little Italy, this stylish retreat offers a unique blend of vintage elegance and modern comfort. Step back in time to an era of classic films and iconic stars, all inspired by the golden age of Hollywood. Unit includes: A luxurious king-size bed, large living room & dining space, full kitchen with S/S appliances & island, large bathroom with laundry and private balcony.

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.

Stay downtown and walk everywhere! Single price
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 Tigers games, Piston playoffs, or secure your stay for the upcoming run of Hamilton. Coming up: Bruno Mars at Ford Field. 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 a space designed for comfort.

Charming 2 Bedroom in Art & Culture Neighborhood
Our charming classic 2 bedroom apartment is the perfect place to explore the hip underdog city of Detroit! The apartment is bright, vintage with all the modern amenities. Check out the rich culture, architecture and grittiness that is solely Detroit. BonVoyage :) If this apartment isn't available check out Bright Vintage Upper Flat w/ Outdoor Balcony https://www.airbnb.com/rooms/24405602?s=51 or Beautiful Apartment In Unique Hamtramck https://www.airbnb.com/rooms/6335682?s=5

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!!

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.

"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

Navy Yard Flats (Flat A) - Historic Amherstburg
Brand new, ready to receive guests in May of 2018. We've created a modern space to welcome guests. 2 BR apartments alongside the Detroit River and Navy Yard Park across the street. Think of it as your home away from home! You'll find a quiet place decorated with photos that celebrate Amherstburg's rich history! Located in downtown Amherstburg, with a restaurant below. You're a short walk to many local attractions in town and a 20 min drive to Windsor or Detroit!

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.
Popular amenities for Windsor apartment rentals
Weekly apartment rentals

3 Bedroom- 3 Bath Penthouse

Modern Walkerville Unit - Steps from Riverfront!

Luxury Lakeside Loft

Near UWin | 2 Queen Beds | Sleeps 4 | Quiet 2BR

The Serene Walkerville Stay

And Dotte here

Apartment in Emeryville, ON

Brand new modern farmhouse!
Private apartment rentals

The Downtown Gem

LuxuryRiverViewApt

Pied-á-terre King Suite in Windmill Pointe - GPP

Cozy & Stylish II

NYC style industrial loft ~ walkable neighborhood

Renovated Gem: Park Free, Fast WiFi, 10m to DT

Midtown Magic, *private balcony, gated parking

The Balcony Retreat • Cozy+ Beautiful Balcony View
Family-friendly apartment rentals

Modern Luxury on Dante – Fully Updated condo

Downtown Winter Escape w/City Views

Charming 1940s 2 Bedroom Near Downtown Ferndale

2BR Walkerville Stay | Steps to Dining & Transit

Granite Counters, Modern 1BR Walk to Casino

Luxury Condo Windsor/LaSalle Ontario

Modern stylish apartment

Elegant Private Suite | Spacious Walkout Retreat
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $149 NZD | $142 NZD | $151 NZD | $159 NZD | $176 NZD | $164 NZD | $163 NZD | $169 NZD | $159 NZD | $161 NZD | $154 NZD | $151 NZD |
| Avg. temp | -3°C | -2°C | 3°C | 9°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 5°C | 0°C |
Quick stats about apartment rentals in Windsor

Total holiday rentals
Explore 540 holiday rentals in Windsor

Nightly prices starting at
Windsor holiday rentals start at $34 NZD per night before taxes and fees

Verified guest reviews
Over 36,420 verified reviews to help you choose

Family-friendly holiday rentals
190 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 180 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
330 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
Destinations to explore
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- Ford Field
- Little Caesars Arena
- Point Pelee National Park
- Michigan Stadium
- Comerica Park
- Detroit Zoo
- University of Michigan Historical Marker
- University of Michigan Museum of Art
- Mt. Brighton Ski Resort
- Motown Museum
- Alpine Valley Ski Resort
- Maumee Bay State Park
- University of Windsor
- Oakland Hills Country Club
- Forest Lake Country Club
- Fox Theatre
- Hollywood Casino at Greektown
- Kensington Metropark
- Huntington Place
- Great Lakes Crossing Outlets
- Pine Knob Music Theatre
- The Heidelberg Project
- Lake St. Clair Metropark
- Masonic Temple




