Oceanside stay.Within a 5-minute walk of the vacation home, you'll find Chesapeake Bay and Northern Chesapeake Bay. The Mainstay and Rock Hall Harbor are also within 6 miles (10 km).
You'll have the entire home to yourself and will only share it with other guests in your party.
Chesapeake Bay Retreat W/Breathtaking Views
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
If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Area rugs in public areas
Hardwood flooring in public areas
No elevator (single-level property)
Single level property
Smoking not allowed
Services and conveniences
Iron/ironing board
Location highlights
In a rural location
In a village
Near the ocean
On the waterfront
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
Deadbolt lock
General
At least 80% lighting from LEDs
Double-glazed windows
Garden
Recycling
Unit size: 2,866 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 21
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Check-out instructions
The host requires you complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights, lock the doors, and return the keys
Failure to complete these may result in a negative review from the host.
Rules
✅ Allowed
• Registered guests only on the property
• Pets allowed (with pre-approval and fee, if applicable)
• Fishing from our dock is welcome
• No swimming from our dock – fishing only
• No parties or events
Pets
Pets are welcome
Maximum 2 (weight limit: 50 lbs per pet)
Service animals are exempt from fees
Children and extra beds
Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.
Property is also known as
8a000c0e-26f3-4658-b4cb-26850163ddf4
Frequently asked questions
How close is Chesapeake Bay Retreat W/Breathtaking Views to the airport?
This vacation home is 94.9 mi (145-min drive) away from the Baltimore, MD (MTN-Martin State) airport, the closest popular airport to the property.
Does Chesapeake Bay Retreat W/Breathtaking Views have an airport shuttle?
Airport shuttle services are not available at this vacation home.
Does Chesapeake Bay Retreat W/Breathtaking Views offer free breakfast?
This vacation home does not offer free breakfast.
Is there a casino at Chesapeake Bay Retreat W/Breathtaking Views?
No, there is no casino at this vacation home.
What time is check-in at Chesapeake Bay Retreat W/Breathtaking Views?
Check-in begins at 4:00 PM.
Is there free parking at Chesapeake Bay Retreat W/Breathtaking Views?
Free parking is not available at this vacation home.
Does Chesapeake Bay Retreat W/Breathtaking Views have a pool?
This vacation home does not have a pool.
Does Chesapeake Bay Retreat W/Breathtaking Views have a spa?
There are no spa services available at this vacation home.
How close is Chesapeake Bay Retreat W/Breathtaking Views to downtown Rock Hall?
This vacation home is 3.3 mi away from Rock Hall.
Reviews
Chesapeake Bay Retreat W/Breathtaking Views Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
10/10
Cleanliness
Rating 10 - Excellent. 1 out of 1 reviews
10 - Excellent
1
Rating 8 - Good. 0 out of 1 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 1 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 1 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 1 reviews
2 - Terrible
0
Reviews
10/10 Excellent
josh b.
Oct 18, 2025
Liked: Cleanliness
Beautiful home situated right on the water with everything we could need. Would not hesitate to return!