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Search results; Over 1,000 homes in Preston

Guest favourite
Home in Preston
River House on the Choptank
4 bedrooms, 6 beds, 2 private bathrooms
11–16 Oct
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4.93 out of 5 average rating, 127 reviews
Home in Preston
The Hatting Homestead
3 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Home in Cambridge
Entire Townhouse in Cambridge, Maryland
2 bedrooms, 3 beds, 2.5 bathrooms
12–17 Sept
New place to stay
Superhost
Home in Stevensville
Private & Peaceful Water Views, Big Deck, Games
3 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 5 reviews
Guest house in Federalsburg
Entire 1-Bedroom Guesthouse in Federalsburg, MD
1 bedroom, 1 queen bed, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Church Creek
Blackwater Sika & Wildlife Retreat
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 14 reviews
Flat in Ocean City
Oceanside condo - steps from the beach
2 bedrooms, 3 beds, 1.5 bathrooms
13–18 Sept
New place to stay
Guest favourite
Home in Hebron
The Whole Fam-damily
4 bedrooms, 6 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 6 reviews
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, 49 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, 95 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, 17 reviews
Top guest favourite
Home in Bozman
The Cottage at Broad Creek
1 bedroom, 1 bed, 1.5 bathrooms
24–29 Sept
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Home in Chester
Waterfront home w/ HotTub, Dock, FirePit, GameRoom
4 bedrooms, 4 king beds, 3.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Rehoboth Beach
Ocean View from Balcony and Steps to Private Beach
5 bedrooms, 6 beds, 4.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Stevensville
Bay Bliss House
3 bedrooms, 3 beds, 2.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Home in Chincoteague
Seaside Serenity
4 bedrooms, 5 beds, 2.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Centreville
Water Oasis on the Maryland Eastern Shore
5 bedrooms, 10 beds, 6.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 30 reviews
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, 66 reviews
Top guest favourite
Home in Lower Township
Cozy bay retreat with stunning sunsets
3 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 27 reviews