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Welcome To Chesapeake Paradise
Our large house, romantic suites, & separate Cottage are well-equipped for romantic picnics and leisurely family meals—or enjoy charming local waterfront dining.
This is your chance for some time away by the water. Come and savor this peaceful micro-resort on the convenient Maryland western shore (no bridge traffic!). Well-equipped with a pier, kayaks, swings, fire pits, moon & stars, ospreys, shady lawns, & sun-drenched loungers.
A peaceful 2-acre waterfront micro-resort, Chesapeake Paradise combines serenity, sophistication, and natural beauty—just 20 minutes south of Annapolis and within easy reach of D.C. and Baltimore. Nestled between Deale and Churchton, Maryland, this stunning point of land offers a quiet escape that’s still close to everything. Whether you’re craving adventure, relaxation, or just the simplicity of a sunset over the bay, Chesapeake Paradise places you at the heart of it all.
At Chesapeake Paradise, we believe peace, connection, and beauty aren’t luxuries—they’re necessities. That’s why we’ve created a one-of-a-kind waterfront haven where nature, comfort, and soul-soothing views come together to help you unwind and reconnect—whether with yourself, your partner, your family, or your purpose.
What started as my personal sanctuary on the Western Shore of the Chesapeake Bay has become a beloved 5-star destination for guests from all walks of life. From quiet solo getaways to joyful family gatherings, transformative retreats, and even weddings, this two-acre micro-resort offers more than a place to stay—it’s a place to come back to yourself.
With decades of experience as a coach, retreat leader, and Airbnb Superhost (including a Travel + Leisure award for one of our suites!), I’ve poured my heart into making Chesapeake Paradise a space that truly serves. And if you're looking to go deeper, I also host waterfront retreats and offer optional coaching for those seeking clarity, healing, and a fresh path forward.
Sunrises, fire pits, laughter, stillness. You’ll find it all here.
With love & gratitude,
Shawn
Founders & Creators
The sunrise views were really quite amazing! The grounds and creek are very nice, but since we visited in winter we just appreciated the huge windows and the bright, cozy, well-stocked, comfortable room. We also loved the huge bathroom and shower that got nice and hot. Shawn was very communicative and everything about our stay was smooth and easy.
Fun Romantic Sky-Lit Flat + Dazzling Views Solarium at Chesapeake Paradise
This was a perfect spot for a short getaway from DC. Shawn was very responsive and helpful throughout our stay. We would definitely love to come back!
Stunning Views, Pier, Casual Luxury Spacious + Cozy Chesapeake Paradise House-6+br4ba
We thoroughly enjoyed our stay the house. the view is every bit as spectacular as described and Shawn is the ultimate hostess. we can recommend this if you are looking in a scenic location within an easy 45 minutes drive to DC.
Beautiful home with a lovely view. The house is very cozy and comfortable, great for entertaining and close to all of the amenities. The scenery is spectacular and relaxing. I could not ask for a more attentive host. Shawn was very friendly and went above and beyond to make our stay very enjoyable. We will definitely be returning.
Our group had such a lovely time at Shawn's home! The space itself was spacious and absolutely beautiful, even in the dead of winter. There were plenty of spaces to gather or take time alone, which was really important for our group. The kitchen was well stocked, and we had an easy time cooking our meals. The bedrooms were all nice and comfortable, and reflected the listing. Shawn was perfectly communicative and made it easy to contact her when necessary. We can't wait to return!
We loved this location! The home was cozy and had very welcoming and homey candlelight when we arrived. Such a beautiful location! We didn’t mind the drive to DC each day because this place was so relaxing and charming to return to each evening. Shawn was immediately responsive to any request we had. We will love to return in the summer months!
This is the perfect place for an indoor vacation with a gorgeous view. The home has everything one could need and the photos do not do the panoramic window view justice. We went during the winter and saw plentiful bird species and hope to return in the summer to enjoy the water activities. Shawn was an amazing host! Highly recommended!
Eight of us (four couples) in our church small group spent a long fall weekend at Shawn's home on the Chesapeake Bay and loved every minute! Shawn was extremely responsive and friendly, and made some great recommendations for local sightseeing that caused us to change our plans. We strongly recommend a stay at this beautiful, well-furnished house in a picture-postcard setting!
Lovely spot. Just what we needed for the weekend.
I hesitate to say what I really think because I want to keep this place to myself.. LOVED it.. the location is absolutely stunning. Can't say enough about the location, the house and the host. Amazing.
Amazing place to stay. Easy, beautiful, spacious, and fun.
Sunrise Suite Exquisite Bay View Peaceful Luxury in a Romantic/Spiritual Space
Shawn was a fantastic host! very knowledgeable about the area and extremely accommodating. The cottage was quirky but beautiful, and the perfect location right on the water. couldn't have asked for a better family vacation spot!
Was just the quiet, relaxing break we needed. Host was very helpful and friendly and we felt right at home. House was well stocked and comfortable. Excellent outdoor space on the water for that early cup of coffee , some kayaking, or s’mores around the fire pit.
Last minute trip for relaxation. Perfect spot and we got to bring our dogs. Loved kayaking and just sitting by the water. Thank you for sharing your beautiful property
Chesapeake Paradise truly lives up to its name... a little slice of heaven! The property is beautiful and the loft was super cute and comfy; the perfect place for our Girls Weekend. Shawn could not have been more helpful with directions and suggestions of local restaurants and things to do. Our favorite thing was to relax on the dock or in the yard and enjoy the tranquility.
Here you will find paradise! Fantastic location, plenty of space and a wonderful hostess! Thank you Sawn for the wonderful time!
Sunrise Suite Exquisite Bay View Peaceful Luxury in a Romantic/Spiritual Space
I enjoyed my stay at the Flat Plus. It was every bit as beautiful as the photos, comfortable, and relatively quiet.
Our time there was absolutely amazing! The place was so lovely, and the view was like a promise of pure relaxation. Every room had these sweet little touches that made our stay feel incredibly special. It was more than just a place to unwind; it was a haven of tranquility. Shawn, with her warm-heartedness and dedication, turned our stay into something we'll cherish forever. It's the kind of place where you can let go and soak in the beauty around you. Huge thanks for giving us this unforgettable experience!
Words can not describe Shawn's home, but here goes.. Peaceful, charming, breathtaking, panoramic, and most definitely striking. The atmosphere, inside and out was so tranquil. From the moment we pulled onto the gravel driveway, Shawn's adorable home drew us in. As if all of that wasn't enough, when she opened the bedroom door to our suite. OMG!! While the pictures of the suite are accurate. Nothing can compare to how you feel once you walk into the bedroom for the first time. Our suite offered a picturesque view, even while in bed. Shawn was the perfect Host, such a sweet heart. We can't wait to visit again.
The place is magical, the pics don't make justice to the amazing views. Shawn is very detail oriented and such a great host, she'll provide you with info of whats around and what not.
