Hooper's Island is located between the Honga River and Chesapeake Bay on Marylands Eastern Shore. This unique island is a 'MUST DO' on your bucket list. Especially noted for: Maryland's famous Blue Crabs and Breathtaking Sunsets!!! Hooper's Island is must do on your bucket list as you...

This lovely home offers all the comforts of home, including a covered porch where you can meditate, read, paint, bird watch and get away from it all, as the quiet natural beauty of the area makes it the perfect retreat! The house features spectacular views of the bay and sunsets from the first...

360 Degree Views, WATERFRONT and Waterback, TWO DOCKS Scenic, peaceful and spacious studio apartment located on the entire second floor of our property. Open April to Nov. 15, AVAILABLE FOR 2 NIGHT STAY MINIMUM, sorry NO EXCEPTIONS 3rd person $25 extra per night...

All-Decked-Out Beach House is on the Western Shore of the Chesapeake Bay in the lovely Rose Haven/North Beach MD community. Fenced-in on a large corner lot directly across from Herrington on the Bay, 3 miles from Chesapeake Beach Bay Resort & Spa and 45 min. from DC this 3bed/1.5 bath offers...

Spacious Historic Home. Wide open water views on both sides of the house! Come to discover 'Hoopers Hill'. Relax between waterfront sunrise and waterfront sunset. Gourmet kitchen, private beach, starry evening skies, and quiet reading spaces await. Shoreline crabbing, oystering and fishing too....

This charming restored cottage has all the luxury upgrades you could want!! Gourmet kitchen with granite counters and double-oven, 5-burner gas cooktop, and plenty of storage. Easy-to-enjoy gas fireplace, and ample space for entertaining and kids to play -- both indoors and out! Convenient to...

This ground floor 1-bedroom, 1-bath Chesapeake Bay vacation rental is perfect for a couples retreat. The newly renovated property is outfitted with everything you need to let your worries melt away under the Maryland sun including beach chairs, sun umbrellas, charcoal grill, in-unit laundry...

Quiet Waterfront Retreat in Estate Setting - You will be staying in a charming, waterfront, 1-bedroom, carriage house located on a five-acre estate with surrounding tall pines and stately cedars. Your living quarters on the second floor, with private entrance and balcony, will overlook the pool and...

Contemporary all-brick French manor nestled within 16-acres of secluded woodlands. Indoor pool/spa with waterfall inside a stunning, sunlit atrium. Three bedrooms and three bathrooms accommodate 6-8 people. Centrally located near the Chesapeake Bay where quaint towns include restaurants, antiques,...

The Mackall House is a spacious fully-remodeled six bedroom home with two master suites, five full baths, and two half baths! There are two full kitchens, a huge common area, and a large game room downstairs. The game room includes a pool table, foosball table and a shuffleboard table! This is the...

Just 3 blocks from the board walk and beach, 2 blocks from the restaurants! Newly Renovated Crystal Cove Retreat! Your Relaxation Beach Spot Destination. Modern luxury home, each room has a different crystal for you to meditate with. Kick back and relax in one of the recliners as you watch your...

The historic Queen Anne Victorian vacation rental home is the perfect, quiet respite for friends and family. With 7 bedrooms, 2.5 baths, and views of the Chesapeake Bay from almost every window, this scenic home is perfect for up to 17 guests looking to getaway. Updates and amenities provide...

Are you traveling for business or just for vacation? If so my one bedroom in-law suite w/ a large walk in closet, spacious living room, one full bathroom w/ access to a washer/dryer should be a perfect fit. For vacation 15-20mins from local waterfront restaurants/bars. Local attractions include...

Secluded location for those who like nature and view of water through the trees. Loft with twin beds and a sofa bed in main living area. Furnished and equipped for short stays especially close to Cove Point, Calvert Cliffs and across the river from PAX Naval Air station. Share property with owners,...

Take the scenic route from Washington D.C. all the way to this Tilghman Island home for a restorative week of sailing, fishing, and fine dining! See Lady Patty Classic Yacht Charters 2 miles away and peruse the Chesapeake Bay coastline in style, then visit the nearby winery at St. Michaels less...