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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
Guest favourite
Resort in Trappe
Sequoia Suite
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Cottage in Piney Point
Beach Access | Waterfront Views | Kayaks & Bikes
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Flat in Cambridge
Happy Campers Waterfront Suite
1 bedroom, 1 queen bed, 1 bathroom
5–10 Oct
4.97 out of 5 average rating, 73 reviews
Guest favourite
Room in Milton
The Greenhouse (Queen Room)
1 queen bed, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Cottage in Lewes
Unique Creative Private Cottage Gated Acreage
1 bedroom, 2 queen beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 87 reviews
Guest favourite
Room in Vienna
Tranquil Country Log Cabin (Twin Bedroom)
1 single bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Guest suite in Salisbury
Havana Hideaway
1 bedroom, 3 beds, 1 bathroom
16–21 Sept
4.99 out of 5 average rating, 113 reviews
Top guest favourite
Guest suite in Chestertown
House On The Hill - Historic Private Second Floor
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.99 out of 5 average rating, 145 reviews
Superhost
Home in Royal Oak
Waterfront, Hot Tub, Elevator. Waterfowl Special!
4 bedrooms, 6 beds, 4 bathrooms
20–25 Sept
Guest favourite
Room in Cambridge
"River's Edge": Quiet. Beauty. Peace...Welcome!
1 queen bed, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Guest house in Cambridge
Camelot Cottage
1 bedroom, 1 king bed, 1 bathroom
19–24 Nov
4.99 out of 5 average rating, 92 reviews
Top guest favourite
Room in Upper Marlboro
Cozy Downstairs Suite w/ En-Suite Full Bath!
1 bed, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Place to stay in Deale
Harmony Hills Hideaway
4 bedrooms, 7 beds, 2.5 bathrooms
17–22 Sept
5.0 out of 5 average rating, 37 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, 96 reviews
Top guest favourite
Home in Lusby
Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit
4 bedrooms, 4 beds, 3.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Room in Salisbury
Your Stay At The Homestead.
1 bed, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Apartment in Ocean City
Newly renovated condo on the beach
1 bedroom, 4 beds, 1.5 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 74 reviews