Holiday rentals in Windsor

4.89 out of 5 average rating, 160 reviews

Flat in Windsor

Private Luxury 1BR Retreat in Prime Location

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!

4.82 out of 5 average rating, 11 reviews

The Urban Nest - Windsor

This modern and stylish 1-bedroom, 1-bath apartment in Windsor combines contemporary design with prime location. Featuring sleek finishes, open-concept living spaces, and abundant natural light, it offers a comfortable and elegant living experience. Mins from the scenic Riverside area and the vibrant Walkerville district, residents enjoy easy access to trendy shops, gourmet restaurants, and lively cultural spots, making it perfect for those seeking a chic urban lifestyle in a dynamic community.

4.88 out of 5 average rating, 60 reviews

Guest suite in Windsor

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!

4.97 out of 5 average rating, 111 reviews

Home in Riverside

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

Superhost

4.79 out of 5 average rating, 61 reviews

Gusii- Main Floor, Central Spot, Full 1BR APT, AC

We are in Windsor, CANADA Enjoy a full Main floor apartment with bedroom, kitchen, living room and bathroom. The Gusii unit is very centrally located. Has AC. We are 5 min walk to downtown windsor, to casino and to riverfront. Near many restaurants along Wyandotte, Erie or Ouellette streets, offering global dishes. Only 1min to the Detroit tunnel. Gusii is a clean, private, comfortable and with amenities for short or extended stays. The price paid on stays less than 28 days includes 13% HST

4.94 out of 5 average rating, 96 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.

4.99 out of 5 average rating, 98 reviews

Home in Windsor

Luxurious 3BR, King Bed, Ensuite. Perfect Stay!

Welcome to our 2 year old, modern and bright 3-bedroom, 3-bathroom townhome in East Windsor! Our home features a spacious layout with a clean and contemporary design, making it the perfect spot for your next getaway. The king-sized bed in the master bedroom comes with an ensuite bathroom for added privacy and convenience. Great location, close to WFCU Centre. Perfect for family vacations, weekend getaways, or business trips. Experience the best of East Windsor from our cozy home!

4.98 out of 5 average rating, 217 reviews

Guest suite in Riverside

Glenn & Deb’s Place

1100 sq. ft guest suite attached to main residence but completely separate space on quiet residential street. Upper level with two bedrooms, washer/dryer and 1 bathroom with custom shower. Lower level has full kitchen, living room with gas fireplace, 42'' television and high speed internet. Independent heating and cooling. Owners are on site for quick response to all your needs. Close to WFCU, Caesars Windsor and all major arteries. We regret we are unable to accommodate pets.

4.96 out of 5 average rating, 133 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

4.93 out of 5 average rating, 29 reviews

Home in Windsor

Comfy dream • 2 beds • Netflix • work desk

Welcome to this 2-story semi-detached house, a comfy getaway to unwind for visitors or working professionals. ✔ 2 memory foam queen beds + sofa ✔ Work station with ergonomic chair ✔ High speed Wi-Fi internet ✔ 50” smart TV + Netflix ✔ Laundry machines ✔ Dishwasher ✔ Free parking for up to 2 cars in one line (narrow driveway) ✔ 3 min drive to Ottawa street with shopping and restaurants ✔ 9 min drive to downtown Windsor ✔ Steps away from bus stops Make yourself at home!

4.95 out of 5 average rating, 19 reviews

Home in South Windsor

Spacious & Cozy Basement in South Windsor

“Cozy Home in South Windsor: Ideal for Families” Located in the quiet neighborhood of South Windsor, this cozy basement apartment offers a family-friendly environment. With a queen bed, a child’s bed, and pull-out sofas, it’s perfect for families. It’s close to Walmart, shopping centers, and fast-food restaurants. Key destinations like the airport, downtown, and the Ambassador Bridge are just a 7-minute drive away. A great choice for a peaceful yet central stay!