Holiday rentals with lake access in Windsor

4.88 out of 5 average rating, 258 reviews

Home in Windsor

A Spacious Escape: Pool Table, Patio & Big Kitchen

Discover the perfect blend of comfort and entertainment in this spacious, modern home! Enjoy a massive 1600 sq.ft open-concept living area, with a sleek pool table, plush seating, and a fully stocked kitchen ideal for gatherings. Step out to a large private patio with a BBQ—great for dining or lounging. Unwind in the large 4-piece bathroom and retreat to cozy bedrooms after a day of adventure. Located minutes from Caesars, the Aquatic Centre, University of Windsor, and Detroit skyline views!

4.96 out of 5 average rating, 76 reviews

The exterior of a modern cottage is displayed, featuring a patio area with seating for four under a shaded umbrella, a lounge area with cushioned seating, and easy access to the surrounding greenery. Large windows reflect the natural light, while a serene pond is visible in the background.

Cottage in Lakeshore

Cottage @ Rochester Place Golf Club and Resort

Modern cottage located on a pond with view of the 17th green in Rochester Place Golf Club and Resort. Guests have called our location serene as it is one of the most private cottages in the resort. Open concept with 2 bedrooms; sleeps 6 including a sofa bed. Dock your boat on the resort's canal where you then have access to beautiful Lake St. Clair. Golf on the 18 hole championship course. Enjoy a BBQ on our beautiful patio or take advantage of the many family amenities the resort has to offer.

4.9 out of 5 average rating, 31 reviews

Home in Windsor

A stunning view, right on the Riverside.

This unique place has a history behind it. It was built sometime in 18 century When you step in u get a mixed feeling of modernity & history together. Not to mention the breathtaking view of Detroit river. It’s located near everything you might like to visit in Windsor. 2 mins from U Windsor, bridge to USA, downtown, Caesar casino and its right on the riverside. Also, all the good restaurants are near by. Come enjoy the view of the sun set & experience the history behind this beautiful place.

Cabin in Grosse Pointe Park

A wooden deck is set alongside a peaceful canal, featuring two rocking chairs positioned on a patterned area rug. Lush greenery lines the waterway, and a gentle sky fills the backdrop, creating a serene outdoor seating area.

4.99 out of 5 average rating, 149 reviews

Detroit Canal Retreat

Secluded hideaway in the “Venice of Detroit”! Perched right on the historic Detroit canal system, this urban tiny house is a cozy retreat for couples or solo adventurers. Whether you’re here to kayak, cast a line, or just kick back with a book and a breeze, you’ll find plenty to love. Located in one of Detroit’s most unique—and real—neighborhoods. This is a revitalization zone with character: some blight, sure, but also a strong sense of community, and a refreshingly diverse, welcoming vibe.

A serene backyard features a circular arrangement of four light-colored Adirondack chairs surrounding a fire pit. Lush green grass extends toward a calm river, with kayaks and paddle boards visible in the distance, framed by trees and bushes, creating a tranquil outdoor space.

4.9 out of 5 average rating, 193 reviews

2 bedroom Getaway/Lake St. Claire, Canada/kayak

Escape to tranquility at our fully-equipped and cozy home, nestled in a scenic location. Dive into adventure with complimentary kayaks and paddle boards, allowing you to explore the breathtaking natural landscape and even reach Lake St. Claire by kayak. Our kitchen is stocked with all the essentials for culinary delights. The marina and beach are just a 5-minute drive away, while the hockey arena is only 6 minutes away. Perfect for fishing enthusiasts, we even offer daily boat slip rentals.

4.94 out of 5 average rating, 176 reviews

A clear view of a seasonally available swimming pool bordered by a sun-soaked patio. Outdoor seating is arranged under a wooden covered area. The vibrant greenery and lake beyond provide a relaxing backdrop, enhancing the inviting ambiance of the outdoor space.

Cottage in Lakeshore

Waterfront Cottage | Private Pool |Lakeshore

Waterfront Modern Executive Cottage with lots of natural light and stunning views. This cottage is a breath of fresh air and provides all of the comforts and conveniences that you need in a luxurious relaxing getaway . The cottage boasts a unique layout that sleeps 4 with a bright fully stocked kitchen and dinette, master bedroom, an eclectic second bedroom, barn doors, Smart TV and plenty of closet space, gas fireplace, swimming pool and giant waterfront backyard with lake access to swim.

4.99 out of 5 average rating, 84 reviews

A modest home features a welcoming covered front porch with two white chairs. A clear pathway, lined with stone, leads up to the porch. Lush greenery surrounds the home, creating a tranquil setting with mature trees on either side.

Bungalow in Windsor

Quaint Sandpoint Beach Getaway

Attention out of town workers, this furnished 2 bedroom remodelled home is close to all major intersections. While a hidden gem located in Windsor. Many local restaurants and attractions near by. Whether looking for a short or long stay or visiting family. Steps off the trails for walking or biking. Ice fishing in the winter or a relaxing day on Beach in summer. Tennis court and parks! Weekly and Monthly bookings rates available private message if interested Look forward to meeting you!

A spacious outdoor deck is visible, featuring a fire pit surrounded by seating. Lounge chairs and a dining table with chairs occupy the area, while a barbecue grill is positioned nearby, all set against a scenic view of the lake.

4.83 out of 5 average rating, 112 reviews

Breathtaking Waterfront Home

*PERFECT SUMMER LAKE LIFE* *SHALLOW SANDED WATERFRONT* *BOAT & JETSKI RENTAL 3 min away* Relax with the whole family in a Peaceful Oasis! Amazing 3 bed 3 bath home features water views from all rooms! Wake up to the most scenic views overlooking Lake. St Clair & enjoy watching the wildlife & nature. Fully finished & equipped, ready for a quick get away or longer stays. Perfect for couples or families. Located close to various amenities and restaurants. Free parking for many cars.

A charming house is presented with a gray exterior and white trim. Flanking the entrance are two planters holding vibrant flowers. A gravel pathway leads to the front door, with a well-maintained lawn extending around the home.

4.98 out of 5 average rating, 47 reviews

Ruscom River Retreat Co.

Waterfront property on the Ruscom River, this beautiful home is only a short boat ride to Lake St. Clair and all of the adventures it offers! World class fishing, secluded beaches, and unforgettable sunsets await you. A championship golf course is steps away and we are a short drive to the North Shore which is home to award winning wineries. If simply unwinding is your style, enjoy your coffee in the sunroom and prepare your smores by the outdoor fire pit. -Dan and Crona

Four black Adirondack chairs are arranged on a wooden deck overlooking a tranquil lake. A small table is positioned between the chairs, and a large umbrella provides shade. The calm water stretches into the distance under a clear blue sky.

4.98 out of 5 average rating, 101 reviews

Lakeshore Park lakeside getaway.

Enjoy a relaxing and fun filled getaway in this 2 bedroom ranch on Lake St. Clair. Enjoy swimming and fishing off the deck, evening bonfires and more. We have all the amenities you need to enjoy your time away from a stocked kitchen to darts and board games. We are located approximately 5 minutes from the quaint town of Belle River. The house is beautifully appointed and has a spacious sunroom overlooking the lake. If you like to golf, it's 5 minutes away!

5 out of 5 average rating, 14 reviews

Home in Windsor

Windsor Gem - Pets, Office, Parking.

The property is a charming, updated 1-bedroom single-family house in Sandwich Town (Windsor-West), pet-friendly, with a private office (great for remote work), cozy/tranquil vibe, off-street parking, full kitchen, laundry, patio, and keyless entry. It suits couples, solo travelers, or business/remote workers seeking a peaceful stay. Max 2 guests. Sandwich Town is a historic, quiet neighborhood—close to local shops/dining/transit, but not ultra-central.