Search Vacation Homes in Chesapeake Bay

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Vacation Homes in Chesapeake Bay

Our top choices for Chesapeake Bay vacation homes

"excellent place to stay on the water"

"We had 14 family members join us to celebrate my son’s graduation from the Naval Academy. The house is clean, the rooms were great, the property was beautiful, and it was close to USNA. Our family loved the open concept. "

"We had a great time!! 55yr anniversary our daughter, son inlaw & 2 great grand kids joined us for a couple days!!!"

"Great location, very clean. On site parking was very helpful in the city. We were able to walk to get food/coffee. Would absolutely stay here again on any return visits. "

AED 834 total

includes taxes & fees

7 Sep - 8 Sep

"Really enjoyed this home. It was well decorated, well stocked, and in a convenient location. Would recommend this property to others."

"Wonderful property!! My family and I had a great time. The location is very convenient to about everything. "

AED 3,268 total

includes taxes & fees

31 Aug - 1 Sep

"Great place, very clean, plenty of room for a large family.Location was good and property & view of the water were very nice. Easy to get to and many restaurants and stores nearby. Highly recommend this place for your next visit. "

"Nurten's place was perfect for our family of all ages. Very spacious with comfortable beds, a well-equipped kitchen and nice furnishings. I'd highly recommend Nurten's house for a stay in the DC area!"

AED 1,290 total

includes taxes & fees

1 Sep - 2 Sep

"Home was in a great location convenient to many restaurants and bars. Listing stated they had a grill but unfortunately did not. There was a fire pit in the back yard but no propane tank so we couldn’t use it. Parking was a challenge every night we came back from the family we were there visiting. House is decorated nicely but living room furniture was super uncomfortable but beds were very comfortable."

"Property is gorgeous! Great shape, clean and incredibly well decorated. Well equipped for an effortless stay. Perfect location to walk to museums restaurants. Top shelf hosts as well. "

"House was exactly as described. Would most definitely stay there again and again! "

AED 1,303 total

includes taxes & fees

7 Sep - 8 Sep

"Fun family stay"

AED 1,040 total

includes taxes & fees

3 Sep - 4 Sep

"Fun place! Great location!"

"Accommodations as depicted, close to the Metro, nice neighborhood "

AED 2,392 total

includes taxes & fees

8 Sep - 9 Sep

"Loved everything about our stay! Location is fantastic, with a rail stop, coffee shops, restaurants, and book / game stores a short walk away, and the hosts were very communicative and welcoming! Will definitely stay here again on future trips!"