
Hotels in Windsor
Find and book unique hotels on Airbnb
Quick stats about hotels in Windsor

Total holiday rentals
Explore 30 holiday rentals in Windsor

Nightly prices starting at
Windsor holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 930 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Windsor holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Windsor rentals

Nearby attractions
Windsor’s top spots include Little Caesars Arena, Comerica Park and Ford Field
Top-rated hotels in Windsor
Guests agree: these hotels are highly rated for location, cleanliness and more.

Trumbull and Porter Hotel
Discover the reimagined and newly renovated Trumbull & Porter Boutique Hotel, where Detroit’s history and modern style intersect. Nestled in the heart of Corktown, Detroit’s oldest and trendiest neighborhood, this boutique hotel finished its renovations in 2024 and offers 144 newly refurbished rooms featuring custom furnishings crafted by over 52 local artisans. Coffee shop, bar, cozy outdoor courtyard, free wifi, gym and pet friendly. $150 Incidental hold at check in, released at check out

The1RoomHotel -Be Our Only Guest
A private 3000 sq ft (indoor/outdoor) penthouse experience. What characterizes our project is a bespoke habitat - paying homage to the historic architecture while elevating the elements into a cozy retreat. We were able to preserve the original footprint of the space; every door, ceiling medallion, molding, and the early 1900’s tongue and groove hardwood floor. We transformed the interior archetype into a rich color pallet with vintage inspired furnishings to make you feel right at home.

Hotel Houze - Studio King Apartment, City view
Enjoy a beautifully designed studio apartment featuring a luxurious king-sized bed and a spacious living/sitting area perfect for relaxing, working, or unwinding after a day in the city. Large windows showcase stunning city views, adding a vibrant backdrop to your stay. The convenient kitchenette includes a microwave and coffee/tea maker, giving you everything you need to prepare light meals or enjoy a quick snack. Stay connected with complimentary high-speed Wi-Fi throughout the space.

Kasa Cadillac Square | Accessible Studio Queen
Enjoy the best of Detroit right outside your door at Kasa Cadillac Square, where elements of the past blend with modern touches. Our spacious rooms offer stunning city views, fully equipped kitchens, and in-unit laundry. Just steps away, experience the city's unique variety of restaurants, bars, attractions, and entertainment venues. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

Kasa Cadillac Square | Queen Studio + Deluxe View
Enjoy the best of Detroit right outside your door at Kasa Cadillac Square, where elements of the past blend with modern touches. Our spacious rooms offer stunning city views, fully equipped kitchens, and in-unit laundry. Just steps away, experience the city's unique variety of restaurants, bars, attractions, and entertainment venues. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

Kasa Cadillac Square | King Studio, Detroit
Enjoy the best of Detroit right outside your door at Kasa Cadillac Square, where elements of the past blend with modern touches. Our spacious rooms offer stunning city views, fully equipped kitchens, and in-unit laundry. Just steps away, experience the city's unique variety of restaurants, bars, attractions, and entertainment venues. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

Kasa Cadillac Square | 1 Bedroom with Deluxe View
Enjoy the best of Detroit right outside your door at Kasa Cadillac Square, where elements of the past blend with modern touches. Our spacious rooms offer stunning city views, fully equipped kitchens, and in-unit laundry. Just steps away, experience the city's unique variety of restaurants, bars, attractions, and entertainment venues. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

Kasa Cadillac Square | Queen Studio, Detroit
Enjoy the best of Detroit right outside your door at Kasa Cadillac Square, where elements of the past blend with modern touches. Our spacious rooms offer stunning city views, fully equipped kitchens, and in-unit laundry. Just steps away, experience the city's unique variety of restaurants, bars, attractions, and entertainment venues. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

Kasa Cadillac Square | Explore Downtown Detroit
Enjoy the best of Detroit right outside your door at Kasa Cadillac Square, where elements of the past blend with modern touches. Our spacious rooms offer stunning city views, fully equipped kitchens, and in-unit laundry. Just steps away, experience the city's unique variety of restaurants, bars, attractions, and entertainment venues. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

Close to WFCU Centre + Free Breakfast & Pool
Award-winning comfort and convenience await just off the 401 at Exit 21 — close to everything Windsor, Essex, and Leamington have to offer. Enjoy easy access to downtown Windsor, local attractions, and cross-border trips to Detroit. Start your day with free hot breakfast, relax in the indoor pool, and enjoy free parking and Wi-Fi. Explore Lake St. Clair, visit Caesars Windsor Casino, and discover the best of the region from your modern, welcoming room.

Valentine’s Day Special
You’ll love the hotel/casino with many features to accommodate during your stay. Not only do u get the best of both worlds hotel/casino, there’s also An amazing relaxing spa Immerse. Here u can enjoy great massages and also check out the pool and hot tub area. The hotel also has several different restaurant choices to pick from depending upon your appetite.

Candy Bar lounge is tucked behind the curtain
The Chamber Suite is a duplex suite on the penthouse floor with extensive views of the city and Canada. We love your pets as our own. We ask that you never leave your pet alone in the room. Housekeeping will be performed only when your pet is out with you. Pets are welcome for a $45 fee per stay, $15 of which will be donated to Michigan Humane Society
Popular amenities for Windsor hotels
Family-friendly hotels

Kasa Cadillac Square | Accessible Studio Queen

Kasa Cadillac Square | Queen Studio + Deluxe View

Hotel Houze - Studio King Apartment, City view

Kasa Cadillac Square | King Studio, Detroit

Hotel Houze - 1 Bedroom Queen Apartment

Historic Elegance in Sandwich Town - East Wing

Kasa Cadillac Square | 1 Bedroom with Deluxe View

Candy Bar lounge is tucked behind the curtain
Other hotel holiday rentals

Kasa Cadillac Square | Accessible Studio Queen

Kasa Cadillac Square | Queen Studio + Deluxe View

Hotel Houze - Studio King Apartment, City view

Kasa Cadillac Square | King Studio, Detroit

Hotel Houze - 1 Bedroom Queen Apartment

Trumbull and Porter Hotel

Historic Elegance in Sandwich Town - East Wing

Kasa Cadillac Square | 1 Bedroom with Deluxe View
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $229 SGD | $230 SGD | $229 SGD | $219 SGD | $425 SGD | $410 SGD | $379 SGD | $420 SGD | $387 SGD | $274 SGD | $299 SGD | $241 SGD |
| 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 |
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- Ford Field
- Little Caesars Arena
- Point Pelee National Park
- Michigan Stadium
- Comerica Park
- Detroit Zoo
- Mt. Brighton Ski Resort
- University of Michigan Historical Marker
- University of Michigan Museum of Art
- Motown Museum
- University of Windsor
- Maumee Bay State Park
- Alpine Valley Ski Resort
- Hollywood Casino at Greektown
- Kensington Metropark
- Fox Theatre
- The Heidelberg Project
- Huntington Place
- Renaissance Center
- The Ark
- Pine Knob Music Theatre
- Lake St. Clair Metropark
- University of Michigan Nichols Arboretum
- Great Lakes Crossing Outlets



