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Chesapeake Bay Retreat W/Breathtaking Views

Photo gallery for Chesapeake Bay Retreat W/Breathtaking Views

A kitchen with a large island, bar stools, and a view of the ocean.
Exterior
A spacious room with a pool table, a piano, and large windows offering a view of the sea.
A modern kitchen with a large island, bar stools, and a view of the ocean.
A spacious living area with a large sofa, a coffee table, and a fireplace. There are multiple windows providing natural light and a view of the outdoors.

Reviews

10 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
Sleeps 7•3 bedrooms•5 beds

Popular amenities

  • Hot tub on site
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View in a map
Rock Hall, MD

Rooms & beds

3 bedrooms (sleeps 7)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

Living room 1

1 Single Bed

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Kitchen
Office
Garden
Dining area

About this property

Chesapeake Bay Retreat W/Breathtaking Views

enjoy this luxurious, multimillion-dollar retreat offers breathtaking views, high-end furnishings, and historic charm. Nestled between vibrant Chestertown and Rock Hall, perfect for sipping coffee on the deck, exploring, and unwinding in style.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: less than 23 kg per pet (limit 2 pets total)
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to 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 rubbish
Turn off the lights, lock the doors and return the keys
Failure to complete these may result in a negative review from the host.
✅ 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

Important information

You need to know

Property # 4607016vb
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Rock Hall

Located in Rock Hall, this holiday home is in a rural area and on the waterfront. The Mainstay and Waterman’s Museum are cultural highlights, and some of the area's activities can be experienced at Rock Hall Harbor and Bill's Yacht Basin. Travelling with kids? Consider Larrabee Arts Center and Garfield Center for the Arts at the Prince Theater.
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Map
Rock Hall, MD

Getting around

  • Baltimore, MD (MTN-Martin State) - 145 min drive

Restaurants

  • ‪Admiral’s Club Beachside Bar - ‬15 min drive
  • ‪Ford's Seafood - ‬12 min drive
  • ‪Chester River Seafood - ‬18 min drive
  • ‪American Legion - Post 228 - ‬12 min drive
  • ‪Osprey Point Restaurant - ‬14 min drive

Frequently asked questions

Is Chesapeake Bay Retreat W/Breathtaking Views pet-friendly?

Yes, this property allows pets (limit 2 total) with a maximum weight of up to 23 kg per pet.

How much does it cost to stay at Chesapeake Bay Retreat W/Breathtaking Views?

As of 26 Aug, 2026, prices found for a 1-night stay for 2 adults at Chesapeake Bay Retreat W/Breathtaking Views on 6 Sept, 2026 start from S$1,852, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Chesapeake Bay Retreat W/Breathtaking Views?

On-site parking is available at the property.

What time is check-in at Chesapeake Bay Retreat W/Breathtaking Views?

Check-in begins at 4:00 PM.

What time is check-out at Chesapeake Bay Retreat W/Breathtaking Views?

Checkout is at 10:00 AM.

Where is Chesapeake Bay Retreat W/Breathtaking Views located?

This family-friendly Rock Hall holiday home is located on the waterfront, just steps away from Chesapeake Bay and Northern Chesapeake Bay. The Mainstay and Waterman’s Museum are also within 6 miles (10 km).

About the host

Hosted by JOEANNA NAPOLES

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