Oceanfront Paradise: Explore Our Luxury Waterfront Rentals

Are you looking for luxurious waterfront rentals? Chesapeake Stays is here! Nestled on the serene bayfront, our rentals redefine the vacation experience, offering a blend of comfort, elegance, and natural beauty. Whether you're seeking a relaxing retreat or a fun-filled family getaway, our properties provide the perfect backdrop for creating unforgettable memories.

Exquisite Waterfront Mansion w/Pool

Visualize waking up to the sound of gentle waves and the sight of expansive water views. Our flagship property, the Exquisite Waterfront Mansion, is situated on 15 acres of bayfront property. The luxurious rental boasts an in-ground pool and hot tub, two fully-equipped kitchens, and abundant living space. Perfect for large families or groups, it offers everything you need for a truly relaxing stay.

Vacation Rentals for Traveling Professionals

We specialize in providing vacation rentals to traveling professionals through our master lease program with residential landlords. Whether you're in town for business or leisure, our properties offer the comfort and convenience of home combined with the luxury of a resort.

Luxury and Entertainment

At Chesapeake Stays, we believe in providing more than just a place to stay—we offer an experience. Our waterfront vacation rentals are designed for luxury and entertainment, ensuring that every moment of your stay is enjoyable. From high-end amenities to spacious accommodations, we cater to your every need.

Partnership with Residential Landlords

Our collaboration ensures that our clients and landlord partners receive the highest level of service and satisfaction. Together, we create a seamless experience for everyone involved.

Safety Systems and Cleaning Quality Standards

Our properties are equipped with state-of-the-art safety systems and adhere to rigorous cleaning quality standards. We ensure that each rental is thoroughly cleaned and sanitized before your arrival so you can relax and enjoy your vacation worry-free.


The Chesapeake Stays Experience

When you choose Chesapeake Stays, you're choosing more than just a waterfront vacation rental—you're choosing an escape to paradise. Our properties are meticulously curated to provide a sanctuary away from the hustle and bustle of everyday life. Whether you're lounging by the pool, exploring the nearby attractions, or simply enjoying the stunning views, every moment at our oceanfront rentals is designed to exceed your expectations.

Book Your Stay

Browse our selection of luxury waterfront rentals and find the perfect retreat for your next vacation. Whether you prefer a spacious mansion with panoramic views or a cozy cottage by the water, we have something to suit every taste and budget.

Contact Us

Escape to the beauty of the bayfront with Chesapeake Stays. Our luxury waterfront rentals offer the perfect blend of comfort, elegance, and natural charm, making them the ideal choice for your next vacation.

Have questions, or are you ready to book? Contact Chesapeake Stays today to speak with one of our friendly representatives. We're here to help you plan your dream getaway and ensure that your stay with us is nothing short of extraordinary.