Vacation rentals in Windsor

4.95 out of 5 average rating, 273 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.

4.89 out of 5 average rating, 160 reviews

Apartment 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, 110 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.

4.95 out of 5 average rating, 166 reviews

Home in The Core

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.

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.

4.92 out of 5 average rating, 385 reviews

Guest suite in Windsor

Lakeshore Hidden Oasis (heated pool / jacuzzi)

Located in Lakeshore, minutes from Windsor / Detroit, a perfect oasis for the couple looking for a quiet escape. The suite's private jacuzzi tub makes it the ideal place in any season! The suite is fully equipped, including a complete kitchenette, Smart TV, etc. A private BBQ is at your door. During your stay you will have access, day and night, to our heated salt water pool. It is open from mid March to early November at 32°C (90°F). The hot tub is open year round.

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!