Search Chesapeake Beach Cottage Rentals from CA $228

  • 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

Find vacation rentals that suit your style

Cottage image
Cottages
Cottages
cabin image
Cabins
Cabins

Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

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
The price is CA $403
CA $645 total
includes taxes & fees
Nov 10 - Nov 11
Plum Point Cottage #17
14

2. 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 CA $483
CA $763 total
includes taxes & fees
Nov 10 - Nov 11
Plum Point Cottage #14
Fire pit (2)

3. Plum Point Cottage #15

Plum Point Cottage #15
Maryland
The price is CA $482
CA $803 total
includes taxes & fees
Nov 10 - Nov 11
Plum Point Cottage #15
A grassy area with a stone path leading to a seating arrangement under trees, overlooking 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 CA $228
CA $376 total
includes taxes & fees
Nov 10 - Nov 11
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 CA $722
CA $1,617 total
includes taxes & fees
Nov 10 - Nov 11
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

Learn more about Chesapeake Beach

Stroll the half-mile boardwalk at sunset, where fishing boats return with the day's catch and locals gather for crab feasts. Families splash in the water park's eight slides by day, then hunt for fossilized shark teeth along the Bay's ancient shoreline.

See all hotels in Chesapeake Beach
A coastal town with a marina, residential buildings, and a clear sky.

Top reviews in Chesapeake Beach

A covered outdoor area with a tiled floor, string lights, and a view of the ocean.
Rod 'N' Reel Resort

Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach

10/10 Excellent

Very quiet and beautiful place
Canada
Edith Julie
Reviewed July 24, 2025
Rod 'N' Reel Resort

Frequently Asked Questions

Why book your cottage in Chesapeake Beach with Expedia?

Expedia has some terrific cottages in Chesapeake Beach, so start planning for an unforgettable stay on nature's doorstep. If you're sticking to a budget, select how much you'd like to spend and the preferred star rating of your property. Or, use our handy filters to search for cottages with a pool or a kitchen. We'll help you find the perfect digs whatever your plans or style of travel.

How can I find cheap cottages in Chesapeake Beach?

The easiest way to score cheap cottages in Chesapeake Beach is with Expedia's useful filter tool. Narrow down your search by budget, star rating and amenities to land excellent rates with only a few clicks.

What is there to do in Chesapeake Beach near my cottage?

The perfect travel accessory is a well-planned to-do list. Breezy Point Beach is a good place to begin your sightseeing in Chesapeake Beach.

Explore a world of travel with Expedia