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Chesapeake Paradise LITE 4-5 Br 3 Ba Delightful Country-like Waterfront Space

Chesapeake Paradise LITE 4-5 Br 3 Ba Delightful Country-like Waterfront Space

Deale, MD

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Listing description
This is a fabulous 4-5 bedroom 3-ba House, affectionately called Porchlandia, with spectacular views on a lush, waterfront point! Shady waterfront lawns & sunny pier, breezy open spaces, sparkling views & wildlife, hidden but close to services. Couples & groups love our wonderful, nature-filled spot, a fun, relaxing, serene retreat on the WEST shore of the Chesapeake (close proximity to D.C., Annapolis, Baltimore)! Crabbing, kayaks, fire pit on two-acre country-like spot.  

Porchlandia is a slightly smaller, less expensive version of the whole house listing. This means the owner (or another individual/couple) could be in “The Flat Plus,” which is a completely separate upstairs apartment with its own entrance.   

IMPORTANT NOTE: This is an incredible rental for fairly quiet parties.  While you have the whole house except for the separate two-room locked-off apartment upstairs, it is still all under the same roof, so renting it means you accept that you may (or may not) hear others in the house. You also agree to be sensitive about noise levels, esp. when in kitchen and bedrooms. (Living room/Morning Room are more separate.)  

Below is a more detailed description of the rooms and layout to help you see how we can accommodate your group.

Raised Ground floor:

- Bedroom 1: "Soft Swedish Carolina Light” (aka The Green Room), with a double bed, is the closest bedroom to the water, has two waterfront windows and a glass door leading out to the water. Bathroom is two steps outside your door.

- Bedroom 2: “Sweet Memories of Changzhou" (aka Jamie's Room), has a side window water view and a double bed, with the same shared bath two steps outside your door,  making this & Soft Swedish Carolina Light a good option for people who want two bedrooms close together. 

- Bedroom 3: "Dot's Room" (aka The Mudroom) is smaller and has a twin bed with a pull-out twin mattress underneath.  Designed as a mudroom, it has its own separate French door entrance and also houses a washer and dryer in its closet. It can share the same bath at the end of the hall or, alternately, the Mermaid Bath at the top of the steps. 

- Study/Optional "Bedroom 4," "The Morning Room," (a glass study off the foyer that can be converted to a bedroom), is a calm, beautiful space with a bar-height glass table and glass coffee table for relaxing in the morning sun or any time, three walls of windows for an intimate view of both creek and bay, a queen-sized sleeper sofa, and a view of the double-sided fireplace in the foyer. It also has a sliding glass door onto the screened porch that could be left open for those who like a natural sleeping space with cricket or bird songs. In the near future (supply chain issues) it will have French doors with cross-reed glass that can be closed off for greater privacy. 

- An L-shaped Italian leather couch in the Great Room provides a comfortable extra sleeping space. We provide bedding (please let us know in advance if you'd like to use it).  

- A small, but full, marble tile bathroom accommodates the downstairs.

- A fully-equipped "CREEK VIEW" kitchen has leathered granite countertops, bar-height stools, and all the many of the spices, etc., you'll need. 

- The Great Room has 9' ceilings and a 16-foot sliding glass door that opens onto the screened porch, making it into a LANAI and almost doubling the size of the living room. This same porch opens onto the Morning Room as well, so a very large, fluid space can be created for gatherings. 

- The gas fireplace in the Great Room is double-sided so it can be viewed also from the Morning Room or from the entry foyer, and has remote control for five levels of flame and heat. The 50" state-of-the-art TV above it is directly wired into the internet (no dependence on WiFi) and there are also speakers for bluetooth-controlled music. 

- The dining room part of the Great Room has a large Bay view dining table for formal dining, as well as swivel chairs for casual snacks on the water. The sliding doors and windows on both sides can give the feeling of being outside while still indoor and close to the kitchen. The sliding doors also go directly onto the deck making BBQing and outdoor dining easy.

--Sliding glass door opens from the living room onto a state-of-the-art screened porch created out of white pillars with expansive, transparent screens. The porch, which has a full couch, gas firepit, rocking and dining chairs/table leads out to the deck while also opening, via glass slider, to the Morning Room.

The upstairs configuration:

- Bedroom 5: "The Sunrise Suite" Master Bedroom has a queen-sized bed, windows galore, a wet-bar kitchen, built in remote-controlled electric wall fireplace and TV, Bluetooth speakers, sitting area, and dining area, as well as outdoor lounging/dining on its balcony. It is adorned with a huge master bath with a "retro" natural teak vanity, large rain shower (w jets, bench, and grab bars) and a roomy 68” ivory soaking tub and toilet with spectacular corner-window views of the Bay (best "toilet view" ever!).

- The smaller "Mermaid Bathroom" in the hallway has a “step down” shower and is a common bath that creates a second option to accommodate downstairs guests. 

While the downstairs will be very clean, some of the owner's private possessions will be present since this is also her private residence for certain times of the year. So far, folks have loved this space and were happy to agree to this special situation.  :-)

We provide helpful amenities for all seasons like throw blankets for movie nights, extra towels, big floaty things for playing off the pier in summer, and other small touches that can make all the difference in creating your happy, memorable experience.

You'll enjoy gorgeous views from the screened porch, decks, and upscale sliding glass windows and doors galore....take in the moon and stars, both sunrise and sunset views, and sparkling water, especially dazzling in fall and winter.   

Enjoy the gas bbq, firepit, tree swings, double hammock, English "tree gardens,"  outdoor recliner chairs, outdoor dining table, and the pier for stargazing, crabbing, swimming, sunning yourself, floating, kayaking, canoeing, bird watching, or just hanging out.    


Five is the base number of guests -- $35 extra per night for each additional occupant up to eight without pre-approval. With owner approval, you may have up to 12 when you add the serene “Solarium/Bedroom” ($70/night more—an option when owner is living in The Flat).  

Also, by request, guests can book a special discounted session with Shawn of "The Work," (of Byron Katie), an amazing and very simple form of self-inquiry for relieving stress and solving problems. 
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Amenities and features

  • Internet
  • Wireless
  • Air conditioning
  • Kitchen
  • Hot tub
  • Fireplace
  • Washing Machine
  • Dryer
  • Hair Dryer
  • Heating

Check availability

Reviews

(13 Reviews )

5.00 Ratings

Noelle C.

April 2025 5.00

The soaking tub with water views in the wonderful primary suite was a treat.** Hot tub also lovely, even under the rain. So many cozy places to sit and relax. Fabulous bird watching!! Lots of water related activities. Great place for a family or group retreat. Shawn is super helpful.

Courtney S.

March 2025 5.00

This air b&b is in a beautiful setting with plenty to do (kayaking, hot tub, fire pits, bird watching, etc). It's also very centrally located so we could easily get to more populated areas in no time. The most stunning part of the house is the master suite in my opinion which is on the upper level (the upper level is shared with another apartment, but you don't really hear the air b&b tenants of this suite and it's completely separate with a separate entrance). Stunning views from both the master bedroom and the bath tub in the master suite! The downstairs is also quite lovely with two regular bedrooms, one small bedroom, and a sun room that has a pull out couch (we didn't use it). It's a lovely house to entertain in. It has personal photographs to the owner downstairs that speak to the family's history. The owner is communicative. The overall experience was quite lovely. We'd be happy to return.

Shirin H.

March 2025 5.00

Shawn was an amazing host! The property is beautiful and inspiring. Will plan to visit again!

Hudson I.

January 2025 5.00

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.

Vitor S.

January 2025 5.00

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!

Kenna O.

January 2025 5.00

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!

Ami P.

December 2024 5.00

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!

Hein P.

December 2024 5.00

Shawn’s place was fantastic for our staycation and my entire family absolutely loved it. She was very responsive to any questions we had and checked in to ensure everything was to our liking throughout the stay. We will definitely be back and will also recommend Shawn’s place to family and friends!


Why stay with us?

Prime Location

Chesapeake Paradise is a hidden gem with more open space and tranquility than other crowded neighborhoods. We're conveniently located less than 45 minutes from Washington DC, Baltimore, and Alexandria.

Easy Access & Free Parking

Our western shore location allows you to avoid the Chesapeake Bay Bridge traffic, and we offer free parking on-site for all our guests.

Explore the Local Area

Only a short drive to Deale, MD for groceries, dining, fishing, and water activities. Nearby sailing destinations and the historic Annapolis are also just a scenic drive away.

Year-Round Activities

Whether it’s kayaking, fishing, or swimming in summer, or cozying up by the fire with indoor games and movies in winter, there’s always something to enjoy at Chesapeake Paradise.

Family-Friendly & Versatile Accommodations

The Chesapeake Paradise House is next door to the Cottage, offering additional space for larger groups. We also have a charming Camper and Carriage House for a unique “glamping” experience.

Award-Winning Retreat

Named by Travel + Leisure as the “most wished for” BnB in Maryland, Chesapeake Paradise offers an unforgettable retreat experience with both daytime excitement and peaceful nights under the stars.