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Search results; Over 1,000 homes in Trappe

Room in Trappe
The Skipjack
1 bedroom, 2 beds, 1 private bathroom
23–28 Aug
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5.0 out of 5 average rating, 27 reviews
Home in Preston
The Hatting Homestead
3 bedrooms, 7 beds, 2 bathrooms
16–21 Aug
New place to stay
Guest favourite
Rooms in Trappe
Sequoia Suite
2 bedrooms, 3 beds, 1 bathroom
9–14 Sept
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Flat in Cambridge
Happy Campers Waterfront Suite
1 bedroom, 1 queen bed, 1 bathroom
28 Sept – 3 Oct
4.97 out of 5 average rating, 72 reviews
Top guest favourite
Home in Taylors Island
Holliday House
3 bedrooms, 6 beds, 1.5 bathrooms
18–23 Aug
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Hebron
The Whole Fam-damily
4 bedrooms, 6 beds, 2.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Home in Stevensville
Comfortable Waterfront Home on Chesapeake Bay
5 bedrooms, 6 beds, 2 bathrooms
24–29 Aug
4.35 out of 5 average rating, 20 reviews
Top guest favourite
Home in Cambridge
Comfort by the Creek
4 bedrooms, 5 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Cottage in Piney Point
Beach Access | Waterfront Views | Kayaks & Bikes
2 bedrooms, 4 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Home in Harpers Ferry
Gaming Gazebo, Hot Tub, Sauna, Cold Plunge & Golf
3 bedrooms, 4 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Home in Lusby
Private Beach, Dock, Hottub @ Solomons Bay A-Frame
4 bedrooms, 7 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Cambridge
The Spinnaker At Swan Cove Manor
5 bedrooms, 8 beds, 3.5 bathrooms
24–29 Aug
4.94 out of 5 average rating, 17 reviews
Home in Heathsville
A Slice of Paradise on the Chesapeake Bay!
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
New place to stay
Top guest favourite
Townhouse in Selbyville
‘Dockside Retreat’ -pool, minutes to OC/beaches
3 bedrooms, 5 beds, 3 bathrooms
4–9 Oct
5.0 out of 5 average rating, 61 reviews
Superhost
Home in Royal Oak
Waterfront Family Retreat - mins from St. Michaels
6 bedrooms, 9 beds, 4.5 bathrooms
20–25 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in St. Michaels
Grace Cottage, Saint Michaels Walk to everything!
2 bedrooms, 2 king beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Stevensville
Heron Roost
2 bedrooms, 2 beds, 1 bathroom
24–29 Oct
5.0 out of 5 average rating, 93 reviews
Superhost
Home in Dorchester County
Rippling Waters on Fishing Creek
3 bedrooms, 4 beds, 1.5 bathrooms
24–29 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest suite in Annapolis
The Harness Creek Retreat
2 bedrooms, 2 beds, 1 bathroom
25–30 Aug
5.0 out of 5 average rating, 5 reviews