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Tilghman Island vacation rentals

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Top-rated vacation rentals in Tilghman Island

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

Cottage in Saint Michaels
St. Michaels-Historic Dist. Margaret Wells House
The Margaret Wells House is in the heart of the Historic District between the main street and water. Enjoy a total renovation of this charming home. A short walk to the water's edge, Inn at Perry Cabin, Chesapeake Bay Maritime Museum, restaurants, shops, winery, brewery and local market. A perfect spot for a couple's Shore weekend getaway or attending a wedding, nearby. Our nightly pricing includes coffee, tea, fresh linens on beds, hand-milled natural soap, fresh bath towels and wash cloths.
$275 per night
Home in Cambridge
"Happy Campers" Waterfront Apartment!
Come and experience a relaxing getaway at our fully furnished, detached waterfront apartment! Happy Campers is located on the Choptank River, surrounded by acres of pristine land! You will enjoy quiet afternoons, whether you choose to lounge on chairs by the water and birdwatch or take a bike ride down the lane to explore quiet back roads and beautiful country scenery! A short 15 minute drive into the town of Cambridge offers unique boutiques and restaurants, sightseeing and Sailwinds Park!
$150 per night
Guest suite in Tilghman Island
Black Walnut Cove Retreat, Tilghman Island
Our waterfront studio retreat is a birdwatchers paradise. Located on beautiful Black Walnut Cove at the southern tip of Tilghman Island, you will be in a quiet neighborhood surrounded by water. Enjoy a quiet walk or bike ride along the Chesapeake Bay shoreline. You will have access to our dock and small boat ramp. Crabbing and fishing are a delight. Please note: 1) There is a 3-nt. minimum on holiday weekends. 2) Children between the ages of 1 and 5 are not permitted
$161 per night

Stay near Tilghman Island's top sights

Wylder Hotel Tilghman Island3 locals recommend
Two if by Sea6 locals recommend
Marker 55 locals recommend
Characters Bridge Restaurant5 locals recommend
Tilghman Island Marina & Rentals7 locals recommend
Tilghman Island Country Store5 locals recommend

Other great vacation rentals in Tilghman Island

Townhouse in North Beach
Tropical w/Beach Passes, Deck, Desks -Dog Friendly
$129 per night
Cottage in North Beach
Club Carp North Beach - Steps to the Bay!
$193 per night
Guest suite in Saint Michaels
Charming Studio in the heart of St. Michael's, MD.
$278 per night
Home in Cambridge
Guest House: Farm homestead
$128 per night
Home in Saint Michaels
Small Historic House Downtown St Michaels
$185 per night
Bungalow in Deale
Cozy waterfront getaway on the Bay
$185 per night
Guest suite in Cambridge
Sailwinds Waterview Loft at Cambridge Creek
$132 per night
Home in North Beach
Warm Home Overlooking the Chesapeake Bay
$230 per night
Home in Tilghman Island
Tilghman Retreat: A house on the Chesapeake Bay.
$375 per night
Apartment in Tilghman Island
Taking reservations for July 2024.
$275 per night
Home in Neavitt
Dog Friendly Waterfront St Michaels Area
$324 per night
Guesthouse in Oxford
Newly Renovated Guest House
$176 per night