Chesapeake Beach Cottages

A harbor with boats docked, a pier, and a row of houses along the water.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Chesapeake Beach cottages

1. Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Benedict

karen

includes taxes & fees

18 Aug - 19 Aug

2. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lusby

includes taxes & fees

24 Aug - 25 Aug

View all properties

Find holiday rentals that suit your style

Private holiday homes

Cottages

Save an average of 15% on thousands of hotels when you're signed in

Top Chesapeake Beach Hotel Reviews

Sonesta ES Suites Annapolis

8/10 Good

"The room was not ready at 4 and our check in got fudged up a little later on, but the woman at the desk was extremely kind and accommodating. They held our bags and gave us a place to change before our concert. They also sorted out the check in calmly even though it was late at night when we got back and were again so kind. Overall good stay with a very clean, comfortable property."

Rod 'N' Reel Resort

8/10 Good

"My son and I loved our stay. This is a wonderful resort with two pools, outdoor games, an awesome shower, and comfy beds. One downside, the restaurants on site do not deliver food to the rooms for room service. *Alpha Gal Syndrome note: there were about 4 restaurants on site, and it wasn’t for sure safe to order any hot well rounded meal due to beef and pork being cooked on the same grill. I didn’t call around, but information was shared by staff, so I chose not to risk it."

Find out more about Chesapeake Beach