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Search results; Over 1,000 homes in Preston

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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, 128 reviews
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Home in Preston
The Hatting Homestead
3 bedrooms, 7 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 3 reviews
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Home in Cambridge
Waterview Haven
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Sept
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Top guest favourite
Home in Church Creek
Blackwater Sika & Wildlife Retreat
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 15 reviews
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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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Top guest favourite
Home in Stevensville
Private & Peaceful Water Views, Big Deck, Games
3 bedrooms, 5 beds, 3 bathrooms
4–9 Oct
5.0 out of 5 average rating, 6 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, 52 reviews
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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
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Top guest favourite
Home in Stevensville
Bay Bliss House
3 bedrooms, 3 beds, 2.5 bathrooms
23–28 Sept
5.0 out of 5 average rating, 42 reviews
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Farm stay in Lothian
The Old Tucker Farm
4 bedrooms, 5 beds, 3 bathrooms
20–25 Oct
New place to stay
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Guest favourite
Home in Hebron
The Whole Fam-damily
4 bedrooms, 6 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Rooms in Milford
Backwater Bungalow- Close to DE Turf & Beaches
2 bedrooms, 2 queen beds, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 40 reviews
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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
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Top guest favourite
Home in Chestertown
The Garden Estate: Historic Town Center Home
5 bedrooms, 6 beds, 4 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 253 reviews
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Home in Piney Point
Beachfront Home - 10
2 bedrooms, 6 beds, 1 bathroom
5–10 Oct
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Top guest favourite
Home in Lusby
WATERFRONT—Cove Point Beach House
3 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 131 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
25–30 Sept
5.0 out of 5 average rating, 30 reviews
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Top guest favourite
Guest suite in Chestertown
House On The Hill - Historic Private Second Floor
2 bedrooms, 3 beds, 1 bathroom
11–16 Oct
4.99 out of 5 average rating, 146 reviews
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Superhost
Home in Chesapeake City
Chesapeake Ship Watch Retreat
3 bedrooms, 3 queen beds, 2.5 bathrooms
5–10 Oct
New place to stay