Vacation rentals with breakfast in Windsor

Craftsman Retreat in Grosse Pointe Park-7 Beds

Classic Craftsman style meets modern updates at this one-of-a-kind 6-bedroom, 3-bath rental! Perfectly curated for reunions and friend groups, this home features multiple living spaces, 2 kitchens, and a bonus sleeping area that makes 7! Venture out to downtown Detroit, where you can browse the Riverwalk and enjoy some iconic Motown music. Don't miss the Henry Ford Museum of American Innovation, then head back to spend quality time with loved ones and watch a family favorite on the Smart TV.

Stylish Art Deco | Midtown Detroit

Central location + charming + luxe comfort = THEE place to stay! Near an excess of walkable cafes, restaurants, small shops, & transit that run to & from downtown in just 10 mins. The decor & amenities in the unit embrace the essence of home - feel free to wash &/or set up office during your stay. The art deco design is an ode to and celebration of African American culture - inspired by the "Greenbook" tradition: welcoming all who look for a well deserved vacaiton & place to enjoy Detroit!

Beautiful 2 bdrm Entire Level Sport Themed Suite

This private spacious 2 bedroom lower level sport themed/sport pool backyard getaway is nestled in the heart of South Windsor, ON Canada. This space is unique, clean and well maintained and is sure to exceed your expectations! This quiet and safe neighborhood is conveniently centered near everything -International bridge, major roads highways & expressway, shopping, restaurants & casino. Ideal for workers, couples, business traveller’s. Come enjoy the space but absolutely NO CRAZY PARTIES

Alexandria's Cultural Cradle

Alexandria's is located in the cultural cradle of one of Detroit's first suburban neighborhoods. Alexandria's neighborhood has a rich cultural history. Dabls Mbad African Bead Museum, the Motown Museum and the New Center Area are accessible within 5 minutes of Alexandria. Major Detroit freeways, 1-96, 1-94 and 1-10 are near the front door which makes getting around the city super easy. Alexandria's is 10 minutes from Downtown Detroit and all the city excitement. Neighborhood renewal!

Picturesque Park View w/ Queen bed, SmartTV & Desk

This room has a brand new Full size bed that was recently purchased. New sheets and towels are always provided. A very welcoming place in Detroit, one block from the City of Grosse Pointe for dining and shopping. This bedroom is upstairs. This room comes with USB plugs and a desk as well as a new Smart TV. A simple room. Somewhere to take a nap or a bong rip in a clean environment. This room is perfect for a solo business traveler. My apologies, the pictures are old I need to update.

Serene Green 2BR Haven in Little Italy

Welcome to this luxurious 2-bedroom home featuring European designer furniture — family-friendly and work-from-home ready. Enjoy 5-star hotel beds, a renovated kitchen with stainless steel appliances, free laundry, Wifi, standing desks, a plush velvet sofa with a 50" TV, and convenient on-street free parking. Centrally located in Windsor, just a 5–10 min walk to Italian dining and shops, with easy access to Windsor downtown, Detroit border, Highway 401, and Windsor Regional Hospital.

Affordable Large 2 bedroom Apt, No Cleaning fee

Stay just steps from Grosse Pointe’s shops and restaurants and only 10 minutes from downtown .This cozy upper flat comfortably accommodates up to five guests. Enjoy complimentary snacks and drinks. For your convenience, the unit also includes an in-home washer and dryer. Since this is a duplex, we kindly ask that you be mindful of noise levels to ensure a pleasant experience for all. Please read house rules and house manuel for parking and house rules to ensure a flawless stay.

2 Level Loft *Mins Away From Downtown Detroit*

Enjoy all the amenities this spacious oasis has to offer. Host friends over for dinner and explore the best of Detroit nightlife with neighbors at Brass Rail 7 minutes away. If you're more into nature, enjoy a stroll on the River Walk or a day of fun at Belle Isle Park. You'll be close to amazing restaurants and attractions like Campus Martius or Greektown Casino. Catch a game - Tigers Baseball , Lions Football , Pistons Basketball , Red Wings Hockey are minutes away.

Huge Historic Home w Huge Yard

Huge historic home (built it 1898) with high-end interior and 2 separate large private yards. This house is a block away from the Q-line/Woodward Ave. Large Bedrooms, each with their own large private bathroom. There are two separate yards with privacy fencing and thousands of plants and open space. Attached garage. Security system. Great views. Extremely safe. Coffee shops and restaurants in walking distance. Amazing location. Amazing home. Amazing experience.

Completely updated home by Super Host!

Delightfully modern home has all the amenities you could want and will make you feel right at home. Our completely renovated 2 bedroom 1 bathroom house is fully furnished. You'll love the clean and crisp feel of the house which features brand new furniture, beds, and appliances including a washer and dryer. Our management team ensures a deep clean and sterilization takes place each and every time we rent out our home.

Modern 3-Bed, 2-Bath in South Windsor

Modern 3-bedroom, 2-bath home located in peaceful South Windsor. Enjoy a bright open layout, stylish décor, and a private backyard retreat. Minutes from St. Clair College, the University of Windsor, Devonshire Mall, and top restaurants. Easy access to E.C. Row Expressway, Highway 401, and the U.S. border. Perfect for families, students, and professionals seeking comfort, convenience, and a welcoming stay in Windsor.

The Walkerville Suite Windsor

Discover your 4 bedroom 2 bath getaway with top line finishes, stunning decor, comfy Queen mattresses in every room. 1 Minute to a park, 3 mins to downtown, 5 Minute to Detroit border. 5 Mins to the highway. Less than 10 minute to the 401. A full hall and event space below available to rent as well for private parties. Internet, laundry, fresh towels and toiletries all included.