Search Vacation Homes in Eastern Shore

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Compare 518 Vacation Homes in Eastern Shore with updated reviews, rates, and availability.

"Excellent.communication with property manager. The house was beautiful with plenty of space for our group of 8."

"Condo was very nice with great views. Excellent location but most places closed in January. Enjoyed local seafood restaurants and walking on boardwalk. Nice to getaway to beach in winter."

"We had a wonderful time. The home is absolutely fabulous! We are already talking about when we can return. Peaceful and restorative, just what we needed. "

"This house was perfect for our group. Large and spacious with plenty of amenities. I highly recommend! "

3 bedrooms, desk, iron/ironing board, free WiFi

"Perfect spot near all the major bars and beautiful hom."

AED 1,252 total

includes taxes & fees

23 Mar - 24 Mar

"My group enjoyed our stay at this property. Excellent location near boardwalk. Next to convenient deli. Host messaged us in advance to let us know that the home comes with a small starter supply of toilet paper/paper towels, so renters should consider bringing additional supply for convenience depending on size of group/length of stay."

"We really enjoyed everything, location and house was really great. I think neighbors should be more understanding, that it is a vacation property so some sounds should be expected."

"An absolute stunning view from the four season enclosed porch. This beautiful home is well equiped and a perfect location for Fall and Winter hunting trips near Chestertown/Kennedyville. Plenty of rooms/bathrooms/beds. Highly recommend!!!"

"Great location with gorgeous views. Top-notch amenities. Loads of space for multiple families. Thank you!"

"Fantastic weekend at the beach watching football playoffs with the most beautiful woman in the world. Only issue was dead batteries in all the remotes. Quickly rectified by management "

"We used this property for a company retreat. It was as described and was well suited for our purposes."

"Excellent "

"Loved staying here! Pay attention to the description by the owner! The house takes you back in time a little bit, but it’s so nice! Great location, nice neighborhood. The main living area is larger in person than what it looks like in the photos. We have already booked our next stay here!"

"Overall, it's a nice apartment. Needs a deep cleaning. Get rid of the rugs all together. Would stay again."

"Our second stay was as awesome as the first. Great location, awesome host ...we can't wait for next year 😁"

"The house was just as it was listed!! Our annual family vacation was so much fun here! Plenty of room, very clean, and fully stocked! Peddle boats, kayaks, and pool used daily!! Fire every night!!! Thank you for the wonderful hospitality!!!"

"Clean and nice place to stay"

"This charming home was perfect for our retreat needs! It was well kept, clean and spacious. The parking spaces are located directly under the unit, which resembles a carport, and are very convenient for unloading and loading your vehicles. The multi-level decks give you beautiful views of the ocean and the bay and are a perfect spot to relax after a day at the beach. We hope to stay here again next year! 10 out of 10 recommend!"

"Great location close to boardwalk and beach. The property was old but everything was clean and in working condition. I would have given 5 stars but some beds were uncomfortable. "