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Search results; Over 1,000 homes in Trappe

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Guest favourite
Resort in Trappe
The Santa Maria
1 bedroom, 1 bed, 1 private bathroom
26–31 Oct
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5.0 out of 5 average rating, 38 reviews
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Resort in Trappe
Sequoia Suite
2 bedrooms, 3 beds, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 33 reviews
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Home in Cambridge
Walk to Eagleman & Ironman Historic Cambridge Stay
6 bedrooms, 6 beds, 4.5 bathrooms
2–7 Jan
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Home in Cambridge
Waterfront Cambridge Retreat/View Choptank River
3 bedrooms, 3 beds, 3.5 bathrooms
1–6 Oct
New place to stay
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Home in Cambridge
Waterview Haven
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Oct
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Superhost
Home in Royal Oak
Waterfront, Hot Tub, Elevator. Waterfowl Special!
4 bedrooms, 6 beds, 4 bathrooms
1–6 Oct
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Top guest favourite
Home in Chestertown
The Garden Estate: Historic Town Center Home
5 bedrooms, 6 beds, 4 bathrooms
18–23 Oct
5.0 out of 5 average rating, 254 reviews
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Top guest favourite
Home in Centreville
Optional Heated Pool + Hot tub + Fire Pit+ Fenced
6 bedrooms, 6 beds, 3.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 39 reviews
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Top guest favourite
Home in Chester
Waterfront home w/ HotTub, Dock, FirePit, GameRoom
4 bedrooms, 4 king beds, 3.5 bathrooms
17–22 Oct
5.0 out of 5 average rating, 7 reviews
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Home in Colonial Beach
Beach House Retreat on the Docks.
3 bedrooms, 3 beds, 3.5 bathrooms
1–6 Oct
New place to stay
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Home in Preston
The Hatting Homestead
3 bedrooms, 7 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Lusby
Sandy Beachfront A-Frame w/ Hottub & Private Dock
4 bedrooms, 7 beds, 2 bathrooms
20–25 Oct
5.0 out of 5 average rating, 24 reviews
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Top guest favourite
Townhouse in Selbyville
‘Dockside Retreat’ -pool, minutes to OC/beaches
3 bedrooms, 5 beds, 3 bathrooms
11–16 Oct
5.0 out of 5 average rating, 67 reviews
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Guest favourite
Home in Hebron
The Whole Fam-damily
4 bedrooms, 6 beds, 2.5 bathrooms
14–19 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Centreville
Water Oasis on the Maryland Eastern Shore
5 bedrooms, 10 beds, 6.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 30 reviews
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Top guest favourite
Home in Milford
Stunning Home-DE Turf 2 min & Gateway to beaches
3 bedrooms, 5 beds, 2 bathrooms
11–16 Oct
4.98 out of 5 average rating, 53 reviews
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Superhost
Home in Easton
Quailsar Farm | an ESVR property
5 bedrooms, 5 beds, 3.5 bathrooms
1–6 Oct
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Top guest favourite
Cottage in Easton
Cottage on Solitude Creek, Hot Tub, Pool & Firepit
2 bedrooms, 3 beds, 2 bathrooms
13–18 Oct
5.0 out of 5 average rating, 125 reviews
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Cottage in Cambridge
Cottage at Hudson Creek - Cozy Year-Round Retreat
3 bedrooms, 4 beds, 2 bathrooms
1–6 Apr