Centreville Holiday Rentals
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50 rentals in Centreville.
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Secluded Waterfront Cottage on 200 acre farm near Queenstown
3 bedrooms
2 bathrooms
Sleeps 8
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Water Front Retreat - Sunrise and Sunset Water Views
3 bedrooms
3 bathrooms
Sleeps 8
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Eastern Shore beach cottage get-away
2 bedrooms
2 bathrooms
Sleeps 5
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Eastern Shore Get Away
1 bedroom
1 bathroom
Sleeps 5
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240' Private Beachfront *Kent Island Love Point-Reunions/Rehearsal Dinners
5 bedrooms
5 bathrooms
Sleeps 26
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Private Waterfront Retreat
3 bedrooms
3 bathrooms
Sleeps 12
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Beautiful Retreat Located in Rock Hall - walk to everything!
4 bedrooms
2 bathrooms
Sleeps 10
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Enhanced Cleaning & Disinfecting. Private Beach Volleyball Court. Walk to Beach.
4 bedrooms
3 bathrooms
Sleeps 12
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ADULT ONLY! Magnificent Waterfront Cottage on 5 Acres
2 bedrooms
2 bathrooms
Sleeps 6
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Peaceful getaway convenient to local amenities including beach, boating & food
2 bedrooms
2 bathrooms
Sleeps 4
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Save time - get the best Centreville rentals sent straight to your email!
Stay in the landmark Lighthouse!
3 bedrooms
3 bathrooms
Sleeps 6
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rancher a half block from the bay
3 bedrooms
3 bathrooms
Sleeps 8
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The Winehouse at Love Point Vineyards and Winery
6 bedrooms
3 bathrooms
Sleeps 14
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200 steps to the beach!
2 bedrooms
1 bathroom
Sleeps 4
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Chestertown's Pet-Friendly Little Red Cottage
2 bedrooms
1 bathroom
Sleeps 4
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Blissful Retreat In Rock Hall
2 bedrooms
1 bathroom
Sleeps 4
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Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*
2 bedrooms
2 bathrooms
Sleeps 6
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5 acre estate with deep water dock and 1,700 feet of coastline
5 bedrooms
3 bathrooms
Sleeps 15
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Victorian on Main Street, Rock Hall MD. Walk to everything! Sleeps 2-4
1 bedroom
2 bathrooms
Sleeps 2
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River Lodge, Casual Riverfront setting
4 bedrooms
2 bathrooms
Sleeps 10
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In Town Beautiful Studio Cottage with Sauna, Lawton Avenue
1 bedroom
1 bathroom
Sleeps 2
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The Lodge on Main Street, a Victorian Apartment, walk to everything!
3 bedrooms
2 bathrooms
Sleeps 9
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Cape Cod Bed and Bath
1 bedroom
1 bathroom
Sleeps 2
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Enhanced Cleaning and Disinfecting. Million$ Chesapeake Bay Sunsets by the Bay.
4 bedrooms
2 bathrooms
Sleeps 8
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Serene Waterfront Cottage with dock and gorgeous views.
1 bedroom
2 bathrooms
Sleeps 7
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Overton Farm Cottage
2 bedrooms
2 bathrooms
Sleeps 4
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This is truly a Baydream!
2 bedrooms
3 bathrooms
Sleeps 4
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KI Golf House-A PAR for the Course & Mile to Beach
4 bedrooms
3 bathrooms
Sleeps 10
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Cozy & Spacious Chestertown Home
4 bedrooms
3 bathrooms
Sleeps 8
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Peaceful, Waterfront Home on 3 Acres (pier + western view w/gorgeous sunsets)
4 bedrooms
2 bathrooms
Sleeps 8
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Cottage On Kent
1 bedroom
1 bathroom
Sleeps 3
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Beatiful Waterfront Home with Large Deck, Pool and Spa close to Bay Bridge
3 bedrooms
4 bathrooms
Sleeps 6
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First time VRBO Offering!
3 bedrooms
2 bathrooms
Sleeps 8
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KENT ISLAND-OCEAN VIEW Home for rent -4 bedrooms EASTERN SHORE sleeps 10-12
4 bedrooms
3 bathrooms
Sleeps 10
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Beautiful Kent Island 4BR, Perfect Location, Close to Chesapeake Bay Beach Club!
4 bedrooms
3 bathrooms
Sleeps 12
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Bay Cottage
2 bedrooms
1 bathroom
Sleeps 5
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Kent Island Beach House II:Chesapeake Bay Fisherman's Village at Kentmorr Marina
4 bedrooms
2 bathrooms
Sleeps 12
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Serene Waterfront Apartment on Kent Island
1 bedroom
1 bathroom
Sleeps 2
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Bayside Retreat
3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Waterfront Estate - Special Summer Rates
11 bedrooms
9 bathrooms
Sleeps 27
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Cottage within walking distance to the Bay!
1 bedroom
1 bathroom
Sleeps 4
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The Rose Cottage - Next to Washington College
3 bedrooms
2 bathrooms
Sleeps 3
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Luxurious Home on the Chesapeake Bay, Fantastic Views, W/ Pool
4 bedrooms
4 bathrooms
Sleeps 8
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Chesapeake Bay Waterfront ARTectural Home
3 bedrooms
5 bathrooms
Sleeps 10
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Private waterfront estate with pool, convenient to Easton and St. Michaels
5 bedrooms
5 bathrooms
Sleeps 10
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Wren Retweet-Country Estate in the Center of Chestertown
5 bedrooms
4 bathrooms
Sleeps 10
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Carriage House Hideaway in Middle of Chestertown
1 bedroom
1 bathroom
Sleeps 2
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3BR 1BA Private Beach / Pool / Boat Launch / Pier / Golf Cart and much more!
3 bedrooms
1 bathroom
Sleeps 10
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Newly Listed - Charming Farmhouse in the heart of Stevensville Historic Village
3 bedrooms
2 bathrooms
Sleeps 6
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Carriage House Hideaway in Middle of Chestertown
0 bedrooms
0 bathrooms
Sleeps 0
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