
Fishing Creek, MD · Chesapeake Bay
6 bedrooms · 4.5 baths · 1,600 sqft Flex Barn · Step-Free · Pet-Friendly
From $1,161
2 nights, all in · $145 each, split 8 ways
The same nightly rate as our Evolve listing — without the booking platform's service fee added at checkout.
About 110–125 miles from major metros
6
Bedrooms
14
Beds
4.5
Bathrooms
24
Sleeps up to
3,842
House Sq Ft
1.2
Acres
Every inch of this property is designed for groups who want space, comfort, and a view that changes everything.
Watch cargo ships, dolphins & sailboats from every front window and the upper level.
16-ft ceilings, step-free ramps, drive-in capable. Yoga studio, team boardroom, kids' HQ — included.
Large oven, island seating for 4, full breakfast room — built for group cooking & water view feasts.
Lighted pergola seats 20. Convertible picnic table, hammock, rear deck with grill-smoker.
Both decks have ramps, double-wide French door entry at the front and rear. Main-level master suite is ground-floor with soaking tub, alongside two more bedrooms. The other three bedrooms are upstairs, up a standard staircase — no chair lift. Not ADA-certified.
Bring your boat trailer, RV, or extra vehicles. The Flex Barn can be driven into to unload.
Reliable internet throughout — work remotely with sweeping bay views from your desk.
Up to 2 dogs, $150 per stay. No cats. 1.2 acres to roam.
6 bedrooms in the main house plus 5 queen sofa beds in the family room, upstairs living area, and one bedroom — every guest has a real bed, not a cot.
Reunions, hunters, birders, retreats, and groups who need step-free access.
Every room, every view — exactly as it looks.






Real moments. Pick your vibe and see exactly how the day unfolds.
First light on the water: 4-min drive to Hoopersville Boat Ramp (next to Rippons Brothers Seafood), or step out to the water edges along the road
Big breakfast in the full kitchen
Chesapeake crab feast on the rear deck
Wine on the front deck as the sun sets
Fire pit stories under the pergola lights
The Bayside Escape sits on 1.2 bay-view acres in Fishing Creek — remote enough to unwind, close enough to explore the best of the Chesapeake.












Crabbing nearby
Catch crabs in the property's front ditch, or step out to the water edges along the road — blue crabs are in season April through mid-December
Kayak the Bay
Launch from Hoopersville Boat Ramp (next to Rippons Brothers Seafood, 2 mi) and explore miles of peaceful tidal creeks
Eagle spotting at Blackwater
One of the highest concentrations of bald eagles on the East Coast
Sunset from the front deck
Chesapeake Bay sunsets are legendary — grab a drink and watch
Craft beer & spirits trail
Cambridge craft distilleries and Eastern Shore breweries — about 40 min
Bay fishing charter
Rockfish, flounder & bluefish — ask us about local charter captains on the Bay
A short, honest guide to bringing a group to Hoopers Island — where to do the grocery run, what's 4 miles away versus 29, how the beds actually break down for a group of 20, and what people wish they'd packed. Plus we email you when new dates open up.
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Everything you need to know before you book.
More questions? Ask the — if it can't help, it'll connect you with the owner directly.
Book direct and earn 8% in Bayside Rewards credit on every stay.
Pay by card and it is saved, not charged, until the owner approves your booking personally — within 24 hours. 30% deposit on approval and the balance 3 days before check-in, for stays 14+ days out; closer in, paid in full on approval.