Upscale Cottage Rental for a Weekend Getaway in Maryland's Upper Chesapeake Bay

A white pergola structure with a garden in the background.

A dining area with a wooden table, chairs, a painting on the wall, and a kitchen area with cabinets and a microwave.

A room with a green armchair, a beige sofa, a round table with a bowl of fruit, wine glasses, and a bottle.

A kitchen with wooden cabinets, a white countertop, a coffee maker, and a fruit bowl.

A room with a fireplace, a bed with a 'KISS ME' pillow, and a purple armchair.

Highlights

Sailing available on-site
A rare find — serve and spike without leaving the property.
Discover nearby landmarks
Walk to Chesapeake Bay

Popular amenities

Swimming pool
Breakfast included
Barbecue
Refrigerator
Garden
Fireplace

Explore the area

Rock Hall, MD

Place, Rock Hall Harbor
‪3 min drive‬
Place, Washington College
‪23 min drive‬
Place, Betterton Beach
‪38 min drive‬
Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
‪131 min drive‬

Rooms & beds

1 bedroom (sleeps 4)

Bedroom

1 King Bed

Living Room

1 Double Sofa Bed

1 bathroom

Bathroom

Bathtub or shower · Bathtub · Toilet

Spaces

Kitchen

Number of living rooms

Garden

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Kitchen
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About the area

Rock Hall

Located in Rock Hall, this cottage is in the city centre. Chestertown Farmers Market and Queenstown Premium Outlets are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Chesapeake Bay and Eastern Neck National Wildlife Refuge. The Mainstay and Larrabee Arts Center are also worth visiting. Swimming offers a great chance to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails nearby.

View more Cottages in Rock Hall

Rock Hall, MD

What's nearby

Rock Hall Harbor - 3 min drive - 4.2 km
Eastern Neck National Wildlife Refuge - 7 min drive - 8.2 km
Washington College - 23 min drive - 27.9 km
Chestertown Historic District - 24 min drive - 29.7 km
Betterton Beach - 38 min drive - 44.7 km

Getting around

Baltimore, MD (MTN-Martin State) - 129 min drive

Restaurants

‪Harbor Shack - ‬6 min drive
‪Ford's Seafood - ‬4 min drive
‪Waterman's Crab House - ‬4 min drive
‪Chester River Seafood - ‬9 min drive
‪Admiral’s Club Beachside Bar - ‬4 min drive

Frequently asked questions

Does Upscale Cottage Rental for a Weekend Getaway in Maryland's Upper Chesapeake Bay have a pool?

Yes, this property has a pool.

How much does it cost to stay at Upscale Cottage Rental for a Weekend Getaway in Maryland's Upper Chesapeake Bay?

As of 28 Oct 2026, prices found for a 1-night stay for 2 adults at Upscale Cottage Rental for a Weekend Getaway in Maryland's Upper Chesapeake Bay on 4 Nov 2026 start from AU$1,217, 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.

Is Upscale Cottage Rental for a Weekend Getaway in Maryland's Upper Chesapeake Bay pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Upscale Cottage Rental for a Weekend Getaway in Maryland's Upper Chesapeake Bay?

Check-in begins at 2:00 PM.

Where is Upscale Cottage Rental for a Weekend Getaway in Maryland's Upper Chesapeake Bay located?

Located in the heart of Rock Hall, this cottage is within a 5-minute walk of Chesapeake Bay and Northern Chesapeake Bay. The Mainstay and Rock Hall Harbor are also within 3 miles (5 km).

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