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Vacation rentals in Rock Hall

Vacation rentals in Rock Hall

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Rock Hall

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

Sunview Cottage on Chesapeake Bay
Entire cottage · 4 guests · 3 beds · 1 bathroom
Sunview Cottage on Chesapeake Bay

Sunview is ideal for our times. Beautiful, in a natural setting, and clean. Modern, Cozy 2-Bedroom Cathedral-Ceiling Cottage with Central Air Conditioning and Heat, Fireplace, & Loft. Views of the Chesapeake Bay and sunsets from the house & wraparound deck. Perfect destination for a getaway with friends and family. Located in the scenic, serene environs of the Eastern Shore of Maryland in Tolchester.

What guests are saying:

“We very much enjoyed our stay! The cottage is cozy and comfortable. It is a little rustic in style but has all the creature comforts you need. The kitchen is usable and four can easily sit at the table. In addition to the two bedrooms, someone could sleep in the loft as well as on the couch in the main room. There is one TV in the master bedroom. There is a direct water view although it is past another house and some trees. The best spot to see the water from inside is from the loft where we lounged in the morning. If you want to really see the bay, a short walk takes you to the edge of the cliff where there are some benches. We enjoyed sitting there (with some folks from the neighborhood) and watching the sunsets. In less than 20 min you can be in chestertown, rock hall, or fairlee creek.”

Work from Home-Nature's Paradise! Private/Peaceful
Entire house · 14 guests · 9 beds · 2.5 bathrooms
Work from Home-Nature's Paradise! Private/Peaceful

Let our home be your home & office, giving you all the enjoyment of the outdoors while staying fully connected via high speed internet. Plenty of room for you, your kids, co-workers & four-legged furry ones. PRIVATE WATERFRONT HOME, IN-GROUND POOL, OUTDOOR FIREPIT. Vaulted ceiling and stone fireplace, 1st flr Master, 3 rooms on 2nd flr. Mahogany floored screened porch; open kitchen; family room. Easy access to Rt. 50; 10 minutes to Bay Bridge, 25 min to Annapolis, 1 hr to DC/Baltimore.

What guests are saying:

“We went to Leslie’s place to escape city life and so that our kids could swim. Leslie was very helpful and responsive to all of the questions that came up during our stay via the Airbnb app. The loveliness of the wooded area surrounding the house cannot be overstated, and it is amazing that the house is so close to civilization if you need something from the store (we had to pick up a propane tank for the grill) but feels totally remote. Our kids loved swimming in the pool, exploring the woods around the house, catching toads, going down to the dock, and building fires in the fire pit at night. We loved swimming with the kids, relaxing by the pool, grilling dinner and eating on the back deck, listening to bird song all day every day, and sitting by the fire at night. One thing to note: This is a kid and pet friendly accommodation. The house had been cleaned well when we arrived, but don’t expect the house to be pristine. There is wear and tear that should be expected of a place where happy, busy families with children and/or pets stay. We had a wonderful time at this house, and I highly recommend it for an easy, peaceful family vacation.”

Private Beach House with Hot Tub & Home Theater.
SUPERHOSTEntire house · 8 guests · 4 beds · 2 bathrooms
Private Beach House with Hot Tub & Home Theater.

This beautiful Pasadena Beach House(Chesapeake Bay waterfront with Pier) private beach access and is in close proximity to the Golf Course, Naval Academy, Mike’s Crab House, BWI Airport, Baltimore, Live Casino, Arundel Mills and more. **Swim at your own risk**

What guests are saying:

“We had the best time staying at Tuschia’s place - we wanted a quick little getaway and Tuschia was unbelievably accommodating. The house was completely clean when when we arrived, the hot tub was all set up, and Tuschia was there to welcome us with a tour. The pictures don’t do it justice - the house is at the end of the street with an uninterrupted view of the water and is right next to a little private beach area. We had such a relaxing time - would absolutely go back!!!”

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Popular amenities for Rock Hall holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Rock Hall

Inlaw-Apt+beach playground-15mins to Annapolis DT
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Inlaw-Apt+beach playground-15mins to Annapolis DT
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In-Town Beautiful Studio Cottage, Lawton Avenue
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In-Town Beautiful Studio Cottage, Lawton Avenue
Price:£172 / night
83 steps to the beach...
SUPERHOSTEntire house
83 steps to the beach...
Price:£199 / night
Bayside Beach House
SUPERHOSTEntire house
Bayside Beach House
Price:£172 / night
Rivershore Retreat
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Rivershore Retreat
Price:£218 / night
Cottage by the Bay in Rock Hall, MD
SUPERHOSTEntire cottage
Cottage by the Bay in Rock Hall, MD
Price:£196 / night
Oyster Cottage
SUPERHOSTEntire cottage
Oyster Cottage
Price:£191 / night
A place unique on sue creek
SUPERHOSTEntire flat
A place unique on sue creek
Price:£51 / night
Cinnamon's Beach Cottage
Entire cottage
Cinnamon's Beach Cottage
Price:£191 / night
Waterfront farm retreat for vacation & telework
SUPERHOSTEntire cottage
Waterfront farm retreat for vacation & telework
Price:£192 / night
Cape Cod Charm close to USNA & Annapolis - Room 1
SUPERHOSTPrivate room
Cape Cod Charm close to USNA & Annapolis - Room 1
Price:£54 / night
The Cape Cottage
SUPERHOSTEntire guest house
The Cape Cottage
Price:£78 / night
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