Vacation Home Rentals in Princess Anne, Maryland

Whitehaven, Maryland, 21856
In 1995, the 19th century Whitehaven Hotel was saved from the wrecking ball through the cooperative efforts of local residents, the Maryland...

Pocomoke City, Maryland, 21851
Littleton's Bed and Breakfast, located on the Maryland's Eastern Shore in Worcester County, offers charming, immaculate accommodations in a...

Snow Hill, Maryland, 21863
The Mansion House is an historic waterfront planter's residence located in the village of Public Landing. The property overlooks a broad expanse...

Snow Hill, Maryland, 21863
Treat yourself to a casual yet elegant getaway at the River House Inn, a spacious National Register Victorian home on the beautiful Pocomoke...

Crisfield, Maryland, 21817
Quintessential charm on Maryland's lower Eastern Shore, My Fair Lady offers the visitor a taste of southern hospitality and a step back into...

Smith Island, Maryland, 21866
The ambiance is relaxed, quiet, and nature-friendly, but the quality of guests often occasions vibrant conversation, particularly over meals. And...

Tylerton, Maryland, 21866
'Breathtaking, almost overwhelming Chesapeake Bay views, on the less populous end of barely populated Smith Island.' Washington Post The...

Chincoteague Island, Virginia, 23356
State Of the Art Club House With Indoor and Outdoor pools in the development Canel front home.Custom Bulit in 2006 Great views of the bay and...

Nanticoke, Maryland, 21840
Welcome to the perfect Chesapeake get-away. This newly renovated, custom-built property is located in the charming town of Nanticoke, Maryland,...

Oakland, 21842
The whole family will enjoy this spacious Townhouse in North Ocean City. The property has a fully equipped kitchen with refrigerator, dishwasher,...

Nanticoke, 21840
Welcome to the perfect Chesapeake get-away. This newly renovated, custom-built property is located in the charming town of Nanticoke, Maryland,...

Salisbury, 21814
Vacation in the Heart of Chesapeake Country. Get away from it all for your next vacation and retreat to the quiet pleasures of Chesapeake living....

Salisbury, 21801
A home in a very nice residential community. A visit to this home will make a repeat visit a must. This cozy home is quaint and inviting. The...

Chance, 21821
Fun, artsy home on Watermen's canal with views of the Tangier's Sound. Lovely flower garden in fenced-in yard with dogie door. Screened-in...

Deal Island, 21821
Come and enjoy spectacular sunsets and water views at the little cottage in the woods. This is the perfect home for a peaceful get away. There is...

Deal Island, 21821
vintage waterfront cottage with fishing pier located on Tangier Sound. large screened in porch with expansive views; gorgeous...

Deal Island, 21821
Free high speed wireless internet Classic Eastern Shore vacation. The Best value for your vacation budget. ** l- Spring mini week...

Wenona, 21821
The majestic property of Villa Wenona sits on a beautiful lawn and wooded ¾ acre lot, yards from the Chesapeake Bay at the southern tip of Deal...

Crisfield, 21817
Enjoy beautiful days on the water, either at 'home' crabbing, fishing or swimming from your private 120' dock, or out on the magnificent...

Crisfield, 21817
Fabulous direct waterfront condo with breathtaking sunset views. A perfect spot to enjoy the million dollar views of the Tangier Sound & the...

Crisfield, 21817
Relax & Enjoy!! You May Not Want to Leave. The Harbour Light Condominiums are the Waterfront Jewel of Crisfield. This unit is situated direct...

Crisfield, 21817
A luxury waterfront condo overlooking Jane's Island, Smith Island, the Little Annemessex River, Tangier Sound and the Chesapeake Bay. Watch...

2, 23356
Elegantly decorated single family house, new construction, open floor plan situated on Chicoteague Bay in Captain's Cove Resort. Gourmet kitchen...