Vacation rentals in Trappe

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Top-rated vacation rentals in Trappe

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Home in Trappe

Cozy & Spacious, The Calway Inn

Take it easy at this unique and tranquil getaway. Situated right in the heart of this Talbot town, the Calway Inn is a flawless combination of cozy and spacious. A downtown skyline right across the street, fresh-brewed coffee and Italian dinner within a stone’s throw is what you’ll find here in the historic Trappe, Maryland. Enjoy crackling fire and running fountain water. Sleep for 6, a relaxing office space for remote work & reading, full coffee station, and 8,000sqft privacy fenced in yard

$126 per night

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Private room in Cambridge

Olde Town Charm Master Suite

Fully renovated 4 Bedroom, 3 Bathroom home in Historic West End near the water. Open floor plan with spacious family room and all new luxury vinyl plank floors. Kitchen features plenty of storage, bench window seating, granite countertops, beautiful Island, stainless steel appliances, and pantry. Second floor has the master suite with full bathroom as the Airbnb. Nice size back yard. Within walking distance to the water, downtown restaurants, shops, Cambridge Yacht Club, and Farmers market.

$55 per night

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Guest suite in Cambridge

Sailwinds Waterview Loft at Cambridge Creek

Waterview second story loft apartment in downtown Cambridge, MD with private entrance and secure bike storage! Located just 4 blocks from Route 50 and only 2 blocks from the Choptank River! This amazing space is within walking distance to seafood restaurants, shops, public boat ramp, beach, and parks! Close to all local attractions including the Choptank River Lighthouse, Sailwinds Park, Harriett Tubman UnderGround Railroad, Blackwater Refuge, Eagleman/Iron Man, and so many more!

$132 per night