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Chesapeake Bay Retreat W/Breathtaking Views

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Photo gallery for Chesapeake Bay Retreat W/Breathtaking Views

Interior
Smart TV, fireplace, offices
Interior
Games room
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms2 bathrooms266 sq m

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Explore the area

View in a map
Rock Hall, MD
  • Place, The Mainstay
    ‪12 min drive‬
  • Place, Rock Hall Harbor
    ‪13 min drive‬
  • Place, Waterman’s Museum
    ‪13 min drive‬
  • Airport, Baltimore, MD (MTN-Martin State)
    ‪151 min drive‬

Room options

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About this property

Entire place

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
During your stay at this vacation home, you're just a quick walk from Chesapeake Bay. You'll find features like laundry facilities. The vacation home includes amenities such as free WiFi and a kitchen.
  • Air-conditioned home with kitchen, washing machine, and 2 bathrooms
  • Free WiFi (speed: 100+ Mbps (good for 1–2 people or up to 6 devices))
  • Amenities include laundry facilities
  • Steps from Chesapeake Bay and Northern Chesapeake Bay
As a guest of this vacation home, you'll find barbecue grills, a garden, and laundry facilities. The front desk is open around the clock.

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchen island
  • Microwave
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Fireplace

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Up to 23 kg per pet

Suitability/Accessibility

  • 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 lift (single-level property)
  • Single level property
  • Smoke-free property

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
Information provided by the property may be translated using automated translation tools

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
🕒 Check-in & Check-out • Check-in: 4:00 PM • Check-out: 10:00 AM
• 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

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

8a000c0e-26f3-4658-b4cb-26850163ddf4

Chesapeake Bay Retreat W/Breathtaking Views Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

William J.

Liked: Cleanliness
This was such a wonderful break from City life! Place was amazing! Community was amazing people in the small town were so nice! We’ll definitely be back! The place is amazing!
Stayed 2 nights in Apr 2026

10/10 Excellent

josh b.

Liked: Cleanliness
Beautiful home situated right on the water with everything we could need. Would not hesitate to return!
Stayed 3 nights in Oct 2025