Some places make you feel like you finally got the vacation exactly right.

Fishing Creek, MD · Chesapeake Bay

Room for all 24 — on 1.2 bay-view acres of Hoopers Island

★★★★★5.0 from 8 reviews on Airbnb and Vrbo

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

What's Waiting for You

Every inch of this property is designed for groups who want space, comfort, and a view that changes everything.

Panoramic Chesapeake Bay Views

Watch cargo ships, dolphins & sailboats from every front window and the upper level.

1,600 sqft Flex Barn

16-ft ceilings, step-free ramps, drive-in capable. Yoga studio, team boardroom, kids' HQ — included.

Full Kitchen

Large oven, island seating for 4, full breakfast room — built for group cooking & water view feasts.

Pergola · Fire Pit · Hammock

Lighted pergola seats 20. Convertible picnic table, hammock, rear deck with grill-smoker.

Step-Free Main Level

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.

10-Car Parking + Storage

Bring your boat trailer, RV, or extra vehicles. The Flex Barn can be driven into to unload.

High-Speed WiFi

Reliable internet throughout — work remotely with sweeping bay views from your desk.

Pet-Friendly

Up to 2 dogs, $150 per stay. No cats. 1.2 acres to roam.

How the house sleeps 24

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.

Why Book Direct

  • The same nightly rate as our Evolve listing. Book direct: there's no platform service fee.
  • 8% back in Bayside Rewards
  • You deal with the owner directly
  • Full refund 14 or more days before check-in

See your exact total for your specific dates

See It for Yourself

Every room, every view — exactly as it looks.

Coffee in hand, Bay stretching to forever — this is what a real morning feels like
Coffee in hand, Bay stretching to forever — this is what a real morning feels like
Three generations, one room — and enough seating for everyone to actually relax
Three generations, one room — and enough seating for everyone to actually relax
1.2 acres of private water view property — all yours for the weekend
1.2 acres of private water view property — all yours for the weekend
The pergola fills up fast — good thing it seats 20
The pergola fills up fast — good thing it seats 20
A freestanding soaking tub with a locked door — this is the definition of well-deserved
A freestanding soaking tub with a locked door — this is the definition of well-deserved
The Flex Barn transforms for whatever your group needs — yoga at sunrise, boardroom by afternoon
The Flex Barn transforms for whatever your group needs — yoga at sunrise, boardroom by afternoon

What a Perfect Day Looks Like

Real moments. Pick your vibe and see exactly how the day unfolds.

5:30am

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

8am

Big breakfast in the full kitchen

12pm

Chesapeake crab feast on the rear deck

7pm

Wine on the front deck as the sun sets

9pm

Fire pit stories under the pergola lights

Explore the Area

Everything at Your Doorstep

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.

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Leaflet © OpenStreetMap contributors
Beach & Shore Fishing·2 milesHoopersville Boat Ramp·2 milesGeneral Store·5 milesOld Salty's Restaurant·3.6 milesTaylors Island WMA·22.2 milesBlackwater Refuge·19 milesCambridge Downtown·29 milesAnnapolis·60 milesWashington DC·125 miles

Things to Do Nearby

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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

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Kayak the Bay

Launch from Hoopersville Boat Ramp (next to Rippons Brothers Seafood, 2 mi) and explore miles of peaceful tidal creeks

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Eagle spotting at Blackwater

One of the highest concentrations of bald eagles on the East Coast

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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

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Bay fishing charter

Rockfish, flounder & bluefish — ask us about local charter captains on the Bay

Planning a trip out here? Start with this.

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.

No spam, and you can unsubscribe from any email in one click.

Common Questions

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.

Ready to Book?

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.

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