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Staycation Windsor

A unique STAYCATION offering like no other. Pack up the kids and grandparents and invite your friends and spend time, not money, on a fun and relaxation stress free staycation . Make memories at this unique and family-friendly place. If you get tired of shuffle board, ping pong, pool, darts, corn hole, swimming in the pool, or Ms Pac Man; get the game boards out, play cards or work on your jig saw puzzle. All while listening to Music Videos on 7 Tv/s. Finish the day off in the 7 person hot tub.

Lakeshore Hidden Oasis (heated pool / jacuzzi)

Situé à Lakeshore, près de Windsor et Detroit, l'oasis parfaite pour un couple à la recherche d'une escapade tranquille. Un bain jacuzzi privé en fait l'endroit idéal en toute saison! La suite est entièrement équipée dont une cuisinette complète, Smart TV, etc. Il y a 1 BBQ privé à votre porte. Lors de votre séjour vous aurez accès, jour et nuit, à notre piscine d'eau salée. Ouverte de la mi mars au début novembre, elle est chauffée à 32°C (90°F). Le jacuzzi est accessible toute l'année.

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

Waterfront Luxurious Cottage in Lakeshore, Ontario

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.

Woodland Retreat with Pool, Sauna & Event Space

Set on a peaceful woodland property just minutes from Kingsville wine country, Kings Woods Lodge and Hall offers a relaxed, immersive escape designed for both getaways and gatherings. Enjoy light-filled interiors, outdoor living spaces, a seasonal heated pool (open late April–October), and barrel sauna — all in a setting that feels calm and quietly special. An on-site event space is available as an optional add-on for those looking to host a meaningful celebration while staying together.

The Ambassador Estate Inn

A warm “welcome back” to all our previous guests and “greetings” to our new friends! A luxurious executive 7 bedroom estate property located on Windsor’s finest golf course and minutes from the Ambassador Bridge to Detroit Michigan. A beautifully appointed home nestled among rare Carolinian Forest. All the amenities of a 5 star resort with the privacy and serenity of a country estate. If you are looking for quality and relaxing luxury, then look no further than the Ambassador Estate.

Luxury at its finest (Windsor) Swimming Pool

Enjoy a stylish experience at this centrally located home. 5 bedrooms. 6 beds. 1 is a pull out couch. 3 full bathrooms. - Minutes from the battery plant - Massive driveway can fit a trailer - Fully renovated - Heated outdoor sports pool - Sun room - Massive backyard - 5 Spacious bedrooms - 3 smart TV's - Jenn-Air appliances - Can't beat the neighbourhood - Garage for parking and a driveway that can fit 6 cars - PRIVACY! Very private backyard and is located on a cul-de-sac

♥️ of 👑 🌳 Entire 2BR House!

Professionally designed and updated entire 2 bedroom house! Unbeatable location on a quiet street. Relax in the garden, then a 2 minute walk to all the best restaurants and night life! Entire property! Included with your stay: ✅️New Xtra Deep Hot tub! ✅️entire 2 bedroom house ✅️Free wifi ✅️Self check in ✅️sleeper sofa in livingroom ✅️choose 2 twins on 1 king bed in 2nd bedroom ✅️Free off street parking ✅️Stainless steel kitchen, with oven and gas cooktop ✅️Dining table for 8

Architectural Gem | Direct-Entry Pool

Welcome to Windsor’s hidden gem. This modern 2-bedroom retreat features a sunken living room, soaring patio doors, and a heated pool steps away. The pool is open year-round at 70°F; warmer settings available for an additional cost. The main floor offers an open layout with a sleek kitchen and tree-top terrace. Upstairs, unwind in a spa-inspired bedroom with a soaker tub, rainfall shower, and rooftop retreat. Two private terraces and unforgettable design, complete the experience.

The Grand River Retreat. Pool/ hot tub avail Sep

Luxury Riverfront Retreat 5BR/4BA with Pool, Hot Tub Basketball Court, Gym, & More! Welcome to your dream getaway! Step outside and enjoy the best of waterfront living! Your private dock allows you to park your boat, access to lake St.Claire. The Lshaped heated sports pool (open 25th-Sept 5th), kayak or paddleboard through the river, 6 persons hot tub (Sept 1- May 15th. Marina is 4 minutes drive, offers a beach, park, and bike trail. Close to city restaurants and grocery store

Gorgeous Poolhouse! Spacious Family Home w/Sunroom

*HEATED POOL IS READY!* Welcome to Windsor’s largest and coziest stay! This gorgeous home blends modern design with comfort, featuring an inviting sunroom with soaring ceilings and natural light, perfect for morning coffee or quiet evenings. The chic decor creates a stylish, yet homey feel :) Unwind in a private backyard oasis with a 15x30, 8’ deep, in-ground oval pool with a brand NEW heater and BBQ lounge! Our backyard designed for a unique and relaxing family experience!

Windsor Luxury Stay Oasis

Welcome to your Southwood Lakes retreat ✨ A true luxury oasis with a private heated pool, where you can relax and unwind with loved ones. Centrally located, our home offers easy access to Windsor Airport, the Ambassador Bridge (12 minutes), and nearby conveniences like Costco, Starbucks, Devonshire Mall, and Caesars Casino. Enjoy full privacy: private entrance, backyard, and pool. Basement is owner-occupied, no shared spaces • Smoke-Free Home — Outdoor Smoking Only