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

Search Chesapeake Beach Cottage Accommodations

  • 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
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Chesapeake Beach cottages

A covered patio with a table and chairs, large windows, and an American flag.

1. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
Plum Point Cottage #17
Fire pit (2)

2. Plum Point Cottage #15

Plum Point Cottage #15
Maryland
The price is AU$814
includes taxes & fees
14 Nov - 15 Nov
Plum Point Cottage #15
A porch with a door, a window, and a grill table with chairs.

3. Plum Point Cottage #14

Plum Point Cottage #14
Huntingtown
9.8 out of 10, Exceptional, (10 reviews)
"we had a great stay at this property for an impromptu weekend getaway. "
United States
Yonnick H.
The price is AU$774
includes taxes & fees
18 Nov - 19 Nov
Plum Point Cottage #14
A covered porch with a table and chairs, overlooking a grassy area and a body of water.

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

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.0 out of 10, Wonderful, (16 reviews)
"Beautiful view from the house. Extremely clean. Had everything we needed. Can't wait to come back"
United States
ed r.
The price is AU$387
includes taxes & fees
14 Nov - 15 Nov
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
A red house with a porch decorated with pumpkins and flowers.

5. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
3.0 star property
Lusby
The price is AU$1,672
includes taxes & fees
22 Nov - 23 Nov
Lakefront Cabin Near Solomons Island w/ Hot Tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesapeake Beach Hotel Reviews

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"Good location, very clean, very good breakfast, great staff"
Michele Patricia 1-night trip
Posted 1 hour ago
Sonesta ES Suites Annapolis

Find out more about Chesapeake Beach

Chesapeake Beach Cottages information

Number of reviews
16
Accommodation
73 Cottages
Lowest Price
AU$387
Highest Price
AU$1,672

Frequently asked questions

What is there to do in Chesapeake Beach near my cottage?
Chesapeake Beach has enough experiences and activities to keep you amused for weeks (or months!), starting with Breezy Point Beach. Chesapeake Beach Water Park, Bayside History Museum and Bruce Gabrielsons Surf Art Gallery and Museum are other fantastic attractions. If you're in town for longer, Fridays Creek Winery and Franklin Point State Park will round off your itinerary nicely.