filters

Search results; Over 1,000 homes in Preston

Photo 1 of 29
Guest favourite
Home in Preston
River House on the Choptank
4 bedrooms, 6 beds, 2 private bathrooms
11–16 Oct
,
4.93 out of 5 average rating, 127 reviews
Photo 1 of 17
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
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 6
Rooms in Fruitland
2 Bedrooms Charming Stay, Fully Equipped, Parking.
2 bedrooms, 3 beds, 1.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Top guest favourite
Home in Chestertown
The Garden Estate: Historic Town Center Home
5 bedrooms, 6 beds, 4 bathrooms
20–25 Sept
5.0 out of 5 average rating, 253 reviews
Photo 1 of 29
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
Photo 1 of 29
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, 50 reviews
Photo 1 of 29
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
Photo 1 of 11
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
Photo 1 of 29
Top guest favourite
Home in Chester
Waterfront home w/ HotTub, Dock, FirePit, GameRoom
4 bedrooms, 4 king beds, 3.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 7 reviews
Photo 1 of 20
Top guest favourite
Home in Chincoteague
Seaside Serenity
4 bedrooms, 5 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 9 reviews
Photo 1 of 29
Guest favourite
Guest suite in Annapolis
The Harness Creek Retreat
2 bedrooms, 2 beds, 1 bathroom
22–27 Sept
5.0 out of 5 average rating, 5 reviews
Photo 1 of 29
Superhost
Home in Easton
Quailsar Farm | an ESVR property
5 bedrooms, 5 beds, 3.5 bathrooms
20–25 Sept
Photo 1 of 29
Home in Colonial Beach
Beach House Retreat on the Docks.
3 bedrooms, 3 beds, 3.5 bathrooms
23–28 Sept
New place to stay
Photo 1 of 28
Top guest favourite
Home in Bozman
The Cottage at Broad Creek
1 bedroom, 1 bed, 1.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 53 reviews
Photo 1 of 29
Superhost
Home in Chesapeake City
Chesapeake Ship Watch Retreat
3 bedrooms, 3 queen beds, 2.5 bathrooms
17–22 Sept
New place to stay
Photo 1 of 14
Guest favourite
Home in Elkton
The C&D Retreat
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 5 reviews