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Vacation rentals in Centreville

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Top-rated vacation rentals in Centreville

Guests agree: these stays are highly rated for location, cleanliness, and more.

Home in Grasonville
River Front, Private Single Family Home
Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away
$197 per night
Apartment in Chestertown
Secluded Cottage in Middle of Chestertown
Escape to a secluded, romantic studio getaway in the middle of Chestertown. Private parking, and over 1 acre of gardens to call your own. Relax in front of the fire with views of gardens in every window. Kitchenette has extra large toaster oven, (can cook pizza and roast chicken), 2 burner hot plate, microwave, refrigerator, plus Keurig/coffee makers. Comfortable king bed with luxury linens, kitchenette, and washer dryer. We also host ‘Wren Retweet”, a house in front of the carriage house.
$111 per night
Guest suite in Chestertown
Chestertown - Eastern Shore Getaway
"A little slice of Americana" (commented one of our guests) This century-old three-story home is in the beautiful historic district of Chestertown, which sits on the majestic, unspoiled Chester River, on Maryland's famous Eastern Shore. We are right across the street from Washington College and just blocks from the quaint ambiance of High Street. The commercial district is equally accessible, with banks, grocery and liquor stores, restaurants, and more, a few blocks up Washington Avenue.
$119 per night

Other great vacation rentals in Centreville

Guesthouse in Easton
Chill in The Crib! Easton, Maryland
$157 per night
Home in Chestertown
$150 per night
Home in Kent Narrows
Chester Riverfront At Kent Narrows
$176 per night
Guesthouse in Chestertown
Cozy Carriage House
$106 per night
Home in Stevensville
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
$149 per night
Guesthouse in Grasonville
Eastern Shore Charm on Winchester Creek
$140 per night
Cottage in Saint Michaels
La Casita on Harris Creek, St. Michaels
$325 per night
Guesthouse in Stevensville
Waterfront Getaway - View of bay from your bed
$164 per night
Guesthouse in Annapolis
RECENTLY RENOVATED Cottage Near Downtown Annapolis
$110 per night
Apartment in Essex
A place unique on sue creek
$79 per night
Guesthouse in Centreville
Centreville Cottage
$100 per night
Guesthouse in Wye Mills
Adorable Lake Front 1BR Cottage-fully furnished!
$99 per night

Destinations to explore