Chesapeake Bay Retreat W/Breathtaking Views

Top rated by guests
Interior
Private kitchen
Private kitchen
Private kitchen
Private kitchen
review stars
10Outstanding
(2 Ratings)
"Beautiful home situated right on the water with everything we could need. Would not hesitate to return! "
josh b.
Don't miss out! Price and availability may change
10 / 10
Outstanding(2 Ratings)

House in Maryland

7 guests · 4 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area

About this house rental

Escape to serenity on the shores of Chesapeake Bay! This luxurious, multimillion-dollar waterfront retreat offers sweeping water views, upscale furnishings, and timeless historic charm. Minutes from vibrant Rock Hall and Chestertown. Relax on the deck with morning coffee, stroll or bike the scenic waterfront paths, enjoy sun dips at Ferry Park beach, catch live performances at The Mainstay, or explore birdwatching trails at Eastern Neck Wildlife Refuge.

I am here for you during your stay. Our level of interaction is up to you. I’m only a phone call/message away. You will be able to self check-in upon arrival.

✔ Exclusive use of the entire home offering complete privacy

✔ Spacious backyard with a fire pit for gatherings under the stars

✔ parking on the premises

✔ Effortless check-in process with a private entrance

Beachfront but no access to the beach unsafe for swimming. Nearby beach to swim in located on Beach Road / ferry park

**NO basement access***

FIRST FLOOR:

Master bedroom with King bed. Master bathroom attached.

Queen bedroom.

Living room has a trundle.

2nd floor: Loft area has twin beds. No door: just a stairwell the way it shows in photos.


✔ Spacious open-plan home with large windows flooding rooms with light
✔ Stylish Luxury furnishings providing a cozy and contemporary feel

✔️Fully-equipped kitchen
✔️ A private backyard oasis with a access to beach (please do not swim) deck & fire pit

✔ Pet-friendly ; Must provide upon booking
✔ Indoor fireplace to snuggle up during cooler evenings

✔ Explore the historic charm of nearby Chestertown and its unique local shops
✔ Visit scenic Rock Hall for a slice of nautical history
✔ Beach activities abound, from lounging on the sand to water sports
✔ Proximity to hiking and nature trails offering outdoor adventure

Please remember that you’re staying in a house not a hotel. Please treat the space with respect. This is a quiet secluded neighborhood, so please be mindful of our neighbors. No noise after 10PM!

If any problems arise, we will do our best to take action ASAP, but there is no one living on site 24/7.

The entire house is yours, please respect the locked closets. No access to basement.


The cleaning fee goes directly to our amazing cleaner.

The house is on a private driveway please go 13 MPH

Amenities at Chesapeake Bay Retreat W/Breathtaking Views

Non-smoking
Pets allowed
Family friendly

Map of Maryland


Ratings and reviews

10 / 10
Outstanding(2 Ratings)
10 / 10Outstanding·Oct 2025
Beautiful home situated right on the water with everything we could need. Would not hesitate to return!

$$$$
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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Chesapeake Bay Retreat W/Breathtaking Views. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Chesapeake Bay Retreat W/Breathtaking Views pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Chesapeake Bay Retreat W/Breathtaking Views?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.