Vacation Rentals By Owner In Rock Hall, MD

Charming and spacious two-bedroom, 1 1/2 bath cottage with glimpses of the Chesapeake Bay and very close to the Rock Hall beach. Enjoy morning walks and beautiful sunsets. Our wide streets and low speed limits make this a bicycle friendly town. The beach is family friendly. The shallow water makes it ideal for kids young and old. brRock Hall is a charming old fishing village, noted to be one of the South's best small towns by Southern Living Magazine in 2016. You can shop at the local grocery store or eat out. Rock Hall has a variety of wonderful restaurants from outdoor dining by the marina, to several local delights in town. And several local seafood outlets that sell sweet Chester River crabs with take out options. brThere is Eastern Neck Wildlife Refuge to the South and historic Chestertown, home of Washington College, to the North.

200 steps to the beach!

Rock Hall, Maryland, United States

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Exceptional(121)

$238.69

Bay Haven Cottage---Comfortable redecorated cottage with lots of amenities featuring all new beachy decor with open floor plan, comfortable queen and twin beds, gel foam mattresses, flat screen TVs, WiFi, Netflix, Hulu, Alexa, SS appliances including, refrigerator, dishwasher, microwave and electric stove/oven, fully stocked kitchen--dishes, cutlery and cookware, puzzles, cards, DVDs, located in one of the last working fishing villages on the Chesapeake.brIn addition to fishing, visitors to Rock Hall can enjoy boating, biking, boutique shopping, dining in one of the many restaurants, cafes and bars, or just relaxing on the nearby beach. Visit the Wildlife Preserve and hike the trails. Trolleys are available in the summer season to pick up and return visitors to Rock Hall businesses and amenities--no worries about parking, designated drivers or finding your destination!brFood market, liquor store, gas station, drug store, fresh local produce, all nearby.brRate: $199. each (2 night minimum)brWeekly: $1200.brDamage deposit: $300.brCleaning fee: $75

Peaceful getaway convenient to local amenities including beach, boating & food

Rock Hall, Maryland, United States

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Exceptional(62)

$403.63

Sharp Street Retreat is located in the heart of Rock Hall, on the Eastern Shore of the Chesapeake Bay. Home is conveniently located within one short block of downtown Rock Hall and the harbor. Lots of shopping, marinas, and restaurants nearby! Partake in a fishing boat charter, sail, or enjoy the spectacular sunsets! Stroll or bike to Main Street for ice cream or shop in the local antique stores. Historic Chestertown is only a short drive away. This is a perfect retreat for avid hunters and anglers. Immediate access to the Chesapeake Bay available. More information on activities and local events can be found online at the Town of Rock Hall website.brbrMaximum number of guests is 10 people. brbrKeywords: single family home

Beautiful Retreat Located in Rock Hall - walk to everything!

Rock Hall, Maryland, United States

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Exceptional(52)

$261.94

Welcome to Bayside Breeze, your home away from home! Located only one block from Rock Hall’s very own Ferry Beach, nestled in a wooded lot, Bayside Breeze is a premier cottage experience where you can unwind and relax. The Rock Hall town center is within walking distance, as are a variety of shops, marinas, and dockside restaurants. Whether you choose to take a leisurely walk or bike ride into town or catch a glimpse of the amazing sunsets, Rock Hall has all of this and so much more.

Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining

Rock Hall, Maryland, United States

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$325.57

This cottage is newly built on Eastern Neck Island in Rock Hall, Maryland near Eastern Neck Wildlife Refuge. The cottage has a beautiful view of the river. This cottage is a two bedroom, two bathroom house for four guests. No children under 12. No Smoking or pets. Towels & linen are provided. Unlimited use to 2 private docks for your own boat, kayak, or paddle board. There are beautiful waterfront restaurants nearby as well as a beach in Rock Hall. Row boat provided in season (May 15-October 1). brbrThere is unlimited use of the kitchen, living, dining areas and 2 bedrooms. Bedroom 1 has two twin xl beds and bedroom 2 has a queen bed. There is a dish washer.brbr

Church Creek Cottage

Rock Hall, Maryland, United States

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Exceptional(29)

$748.14

A waterfront house perfect for a family or friends get away. Large waterview sunroom to watch the activities on the water. Sleeps 12. Come by car or water and tie up on the property dock. Kayak, Fish or Crab right from the dock. Enjoy nearby Rock Hall with its quaint shops and lots of restaurants. Enjoy Eastern Shore Living while in the comfort of an updated house. Just off the Chester River with deep water. Kayaks ,and paddle boards available to use. 5 Bedrooms,1 king 2 Queen, 2 Bunk rooms (both with a double on the lower bunk and a twin on top) and 3 full baths. A very large sunroom, a fabulous place to watch the water activities.. BBQ outside or sit in the adirondack chairs and watch the boats and wildlife. Great family vacation spot.brNote: Remodeled seperate building which has a king suite, bunk room and bathroom with a kitchenette....just a few steps from main house.

A waterfront gem with dock, kayaks great water views. Sleeps up to 12.

Rock Hall, Maryland, United States

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Exceptional(2)

$363.58

Welcome to our charming bayside cottage, just steps away from Rock Hall harbor, Bayside Landing Park, and waterfront restaurants.brbrThis 3 bedroom, 1.5 bath house is a cute and cozy space to spend time making memories with family and friends. The large yard offers a spacious area for outdoor games, a bistro set to enjoy your morning coffee, and a large picnic table under a majestic Holly tree.brbrWe also provide bikes which can be used for exploring town or heading down to Ferry Park Beach.

Bayside Cottage steps from Rock Hall Harbor

Rock Hall, Maryland, United States

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$376.07

At the Tipsea Crab, take a break from the hectic pace of everyday life and visit the town of Rock Hall on the Chesapeake Bay. Our well maintained Cape Cod is located in the coveted neighborhood Waterman's Estates in Rock Hall. Enjoy a walkable lifestyle with the docks of Rock Hall Harbor just a few blocks away along with the shops and restaurants on the town's Main Street. Walk from the covered front porch in to a comfortable open floor plan sporting hardwood and smart controls including temperature control and keyless entry. The gourmet kitchen includes stainless steel appliances, island, and glass sliding doors out to the spacious deck. Take advantage of one floor living with a full bathroom, laundry and 2 bedrooms one with king the other with a queen . Upstairs you find 2 more generous sized bedrooms both with two queen beds each flooded with natural light along with another well appointed bathroom. The rear yard is perfect for creating memories either on the pristine wood deck, grassy fenced yard, or gravel fire pit lounge area overlooking the community pond (pond for viewing, not swimming). So many things to do go sailing , fishing, biking , or to the family friendly beach , hike or explore the local Eastern Wildlife Refuge. br Remember Nice people live here. Come experience the laid-back charm of Rock Hall at The Tipsea Crab—your home away from home.brbrWe have 2 security cameras on the exterior corner of the house which monitor the front and side entrances when the house is vacant.

Relaxing Cape Cod escape - pond overlook, in the heart of Rock Hall, sleeps 8.

Rock Hall, Maryland, United States

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Exceptional(15)

$329.63

The expansive open water views will nourish the soul. Your spacious townhome is within walking distance of marinas, restaurants and shopping. It offers majestic views of the harbor with amazing sunsets.brbrRock Hall offers a no-fee swimming beach and a fee-based swimming pool, 0.9 and 0.4 miles away. Enjoy fabulous sunsets at the beach or your patio deck.brbrThe main floor has a combo kitchen, dining and living room with a patio door to a ground level deck with a retractable awning. Go up half a level and there are 2 bedrooms and 2 full baths. brbrThe living room features recliner seating and a wall mounted 65 Sony Bravia OLED 4K TV with amazing built in screen projection sound. Enjoy streaming on a variety of Aps or catch local channels with the over-the-air antenna.brbrRent kayaks or bikes and enjoy all Rock Hall has to offer. Learn to sail or take a sunset cruise on a sail boat or the tiki boat. Bareboat charter your own boat or enjoy a fishing charter. Visit nearby Eastern Neck Wildlife Refuge for a walk and view wildlife. Enjoy the many restaurants, festivals and entertainment venues.brbrComing by boat is a great way to visit Rock Hall. If you rent a transient slip at the adjacent marina, you will be steps away from the home and be able to enjoy their swimming pool, fire pit etc.brbr The Landing is where George Washington stepped ashore in colonial times on his visits to Delmarva. This upscale home rests on the site of a colonial mansion. Rock Hall is considered the best harbor in the region and is home to 10 marinas. Those who love it jest that there are more boat slips than residents.

Waterfront in Historic Rock Hall, overlooking the main harbor and Chesapeake Bay

Rock Hall, Maryland, United States

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$318.0

Unwind in this charming 3-bedroom dog-friendly home in Rock Hall, just one block off of the harbor and within walking distance to several restaurants and marinas. brbrThere are two bedrooms on the first floor, one with a queen bed and one with two twins, and a full bath. With a separate suite on the 2nd floor (one king, one daybed, and full bath) and extra sleeping space in the living room (queen sofa bed), this home is suited for a two-family vacation. brbrBed linens, bath and beach towels, pillows, hair dryers and makeup mirrors are provided plus a starter kit with toilet paper, paper towels, trash bags, hand soap, dishwashing liquid and dishwasher pods. brbrEnjoy crabs on the back deck under the lighted umbrella, prepare your fresh catch (bait freezer in shed!) on the propane grill, and play cornhole in the fenced backyard. The well-furnished kitchen features a Wolf range, full size refrigerator, microwave, dishwasher, Keurig and 12-cup coffee makers, and a uniquely crafted island with barstools. Adjacent to the kitchen is an enclosed utility area with a full size washer and dryer, and a dining area with a sliding door to the back deck. brbrWith internet/Wi-Fi, guest-controlled air conditioning/heat, and a gas fireplace in the living room for cooler nights, you have everything you need for your relaxing Eastern Shore escape.

Walking distance to restaurants and marinas...dog-friendly!

Rock Hall, Maryland, United States

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Most popular vacation rentals in Rock Hall

$329.63

Waterfront in Historic Rock Hall, overlooking the main harbor and Chesapeake Bay

Rock Hall, Maryland, United States

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$403.63

Beautiful Retreat Located in Rock Hall - walk to everything!

Rock Hall, Maryland, United States

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$403.30

Eastern Shore beach cottage get-away

Rock Hall, Maryland, United States

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$374.98

Brand New Modern Rock Hall home with Water Views

Rock Hall, Maryland, United States

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$363.58

Bayside Cottage steps from Rock Hall Harbor

Rock Hall, Maryland, United States

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$355.10

Spacious Victorian close to everything in RH - Wheelchair friendly. Sleeps 11

Rock Hall, Maryland, United States

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$333.00

200 steps to the beach!

Rock Hall, Maryland, United States

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$278.48

Rock Hall Retreat w/ Balcony Near Park & Marina!

Rock Hall, Maryland, United States

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$282.13

Blissful Retreat In Rock Hall

Rock Hall, Maryland, United States

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$285.86