




Experience your dream vacation at Courtside Estates, a stunning 5,300 square foot home in historic downtown Windsor featuring its own private pickleball court! This lavish vacation paradise sits at the end of a quiet cul-de-sac and welcomes up to 16 guests across seven beautifully appointed bedrooms and five full bathrooms.
This spacious retreat boasts seven bedrooms with seven beds, ensuring comfortable accommodations for your entire group. The main floor features a primary suite with king bed, double vanity, and freestanding tub, plus three additional bedrooms with king and queen beds, including one with an en-suite bathroom. The basement level offers three more bedrooms with various configurations including queen and twin bed combinations, perfect for families or mixed groups.
Key features and amenities include:
Located in Windsor's historic downtown district, you're perfectly positioned for both relaxation and adventure. Main Community Park sits just a 10-minute walk away, offering playgrounds, basketball, volleyball, and additional pickleball courts. Windsor Lake is a quick 5-minute drive where you can enjoy hot air balloon rides, swimming, paddleboarding, or lakeside lounging. The downtown location puts numerous restaurants, breweries, parks, and shopping within easy walking or biking distance. Golf enthusiasts will appreciate Windsor's four golf courses spread across the city.
Practical details: Check-in is at 4:00 PM and check-out at 10:00 AM via smart lock system. Guests must be 25+ to book, and a rental agreement must be signed within 72 hours. Pet fee is $200 per dog for up to two dogs. Ring doorbell cameras monitor the front door for security.
Whether you're planning a family reunion, friends' getaway, or special celebration, Courtside Estates delivers an unbelievable vacation experience with luxury accommodations, endless entertainment, and the unique thrill of your own private pickleball court.
This description is for informational purposes. Please verify all details, including amenities, policies, fees, and availability, on the booking platform before booking.
You’ll be staying in someone’s home, so please treat it with care and respect.