Holiday houses in Windsor

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Windsor

Guests agree: these stays are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Superhost

Apartment in Downtown Windsor

4.68 out of 5 average rating, 215 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

Guest suite in Windsor

4.85 out of 5 average rating, 82 reviews

Private/Quiet Perfect for professionals!

Discover comfort in this private guest suite w/ self-check-in and a separate entrance, located in the tranquil Southwood Lakes neighborhood. Close to golf courses and Devonshire Mall, it’s perfect for relaxation or exploring nearby amenities. Enjoy a swivel mount TV with Netflix and Amazon Prime from the cozy sofa or bed. Step into the spacious backyard with a stunning gazebo and elegant seating, ideal for unwinding. Luxury bathroom w/ supplies. Coffee bar! Book your peaceful escape today!

Guest favourite

Apartment in Downtown Windsor

5 out of 5 average rating, 8 reviews

Private Patio, 2 bdrms, 24/7 Gym, Farmer's Market

Welcome to the beautiful & luxurious Boutique apartment building - The Bitcoin Building - located in the heart of the city. Enjoy a rejuvenating sleep on our BeautyRest hotel style mattresses, TV w/ Amazon fire stick w/ 1000s of channels/Movies. Elegant furniture, a cool LED fireplace & fully stocked kitchen will leave you wanting to stay longer. Includes access to 24/7 Fitness Gym. Perfectly situated on Downtown Windsor's nicest street you are a short walk away from everything the core offers.

Guest favourite

Home in Riverside

4.97 out of 5 average rating, 120 reviews

Perfect hideaway with a hot tub and a fireplace

Find your sanctuary at Little River Retreat. Bordering parks, with luxe vibes, a crackling fireplace, and a dreamy hot tub. Enjoy a walk or bike ride through beautiful parks and beaches, including the 10 km+ Ganatchio Trail and Sandpoint Beach (both 5 minutes away). In under 45 min, find yourself in wine country, or for nature lovers, Point Pelee National Park. WFCU Centre 3 min away. Caesars Windsor, tunnel & bridge to USA 10-15 min away. Detroit airport approx 45 min, new battery plant 9 min

Guest favourite

Home in Walkerville

4.94 out of 5 average rating, 177 reviews

Charming Old Walkerville 2-Bedroom Luxury Suite

Located in the heart of Old Walkerville. Steps from restaurants, bars, shops, parks and the waterfront. A bright and comfortable main level suite that's part of a large duplex home. Perfect for relaxing visitors or working professionals. There are two spacious bedrooms with queen beds, closet and drawer storage. The grand room and kitchen are fully equipped just like home. The deck and yard space are available for fresh air fun and entertainment. There are 2 parking spots on site.

Guest favourite

Condo in Walkerville

4.93 out of 5 average rating, 14 reviews

Prime Location | Near River/Uni/Casino & Downtown

🏡 Welcome to Your Chic Stay Near Downtown & River! Experience comfort and style in this modern retreat, just minutes from downtown Windsor, the riverfront, and key attractions like Caesars Casino 🎰, cafés ☕, and the University of Windsor 🎓. ✨ What You'll Love: ✔ Cozy space 🛋️ with a fully equipped kitchen 🍽️ ✔ Ultra-comfy bed 🛏️ & high-speed WiFi 📶 ✔ Steps from parks 🌳, shops 🛍️, and nightlife 🎶 ✔ Easy access to the U.S. border 🇺🇸 & transit 🚌 📅 Book your stay today!

Top Guest favourite

Apartment in Walkerville

4.96 out of 5 average rating, 141 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

Home in Walkerville

4.96 out of 5 average rating, 89 reviews

Modern Walkerville Gem | HotTub & Cozy Backyard

This beautifully renovated townhome combines luxury and comfort. Cook in the spacious kitchen with new stainless steel appliances and granite countertops, dine at the custom live-edge wood table, and enjoy your favorite shows on a 65" Roku TV with Sonos soundbar. Relax in the deep bathtub or retreat to the backyard oasis featuring a large deck, hot tub, natural gas BBQ, patio furniture, and beautiful lighting. Rest easy on two plush queen beds in this stunning retreat.

Top Guest favourite

Home in Riverside

5 out of 5 average rating, 36 reviews

Happy Trails Inn

Welcome to Happy Trails Inn! This brand-new, family-friendly 2-bedroom basement suite with 9-foot ceilings is the perfect home base. Centrally located, you're steps from the WFCU Centre, Walmart, dining, shopping, and more. Only 15 minutes to the US border! Enjoy free on-site parking and easy access to public transit. Whether you’re here for work or leisure, we’re excited to make your stay comfortable and memorable. We look forward to hosting you at Happy Trails Inn!

Superhost

Home in Windsor

5 out of 5 average rating, 4 reviews

Adorable 2 Bedrooms Unit Near Riverside

A beautiful basement with separate entrance and a parking for two cars, two bedrooms (two queen beds), living room, kitchen, bathroom, and separate access from the backyard with a Remote Control Smart Deadbolt. The unit is located within 450 m walking distance to the riverside and 10 min drive to Detroit-Windsor tunnel, 15 min drive to Windsor university, within walking distance of nearby McDonalds, Shoppers Drugmart, Park, 4km from City Centre, and Caesars Casino.

Top Guest favourite

Apartment in Windsor

4.96 out of 5 average rating, 73 reviews

The Boho Oasis: Studio Apartment

Welcome to The Boho Oasis!🪴 Our studio apartment is fully stocked with luxurious furniture, a fully-equipped kitchen, and features farmhouse, industrial, and bohemian themes. Enjoy high-speed wifi, and space for one car on the driveway with private back entrance. Located in a quiet neighborhood with easy access to local restaurants, grocery stores, parks, and the Detroit River just 10-minute walk away. Ideal for anyone seeking a trendy and comfortable stay!

Superhost

Home in Downtown Windsor

4.9 out of 5 average rating, 204 reviews

Downtown 2 Bed 1 Bath Unit w/ Free Parking

Welcome to our updated 2 bed 1 bath upper unit in downtown Windsor! With a fully equipped kitchen including stainless steel appliances & quartz countertops and a 65in TV with Netflix in the living room, this apartment has everything you need for a comfortable stay. Located near transit, shopping, and restaurants. This location is on a quiet block just minutes walk to the heart of downtown. Book now for a cozy and convenient home-away-from-home experience!