Photo by Ronanne Vinson

Search Chesapeake Beach Cottages

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Cottages in Chesapeake Beach

Property grounds
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Owings
10.0 out of 10, Exceptional, (48)
"Lovely property."
United States
Melissa W.
$216 nightly
The price is $229
Nov 13 - Nov 14
Total with taxes and fees
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Microwave, oven, stovetop, dishwasher
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

2.0 star property
North Beach
10.0 out of 10, Exceptional, (1)
"Great location! Everything was on hand and it was an easy sweet little cottage to be in.It was clean and very functional with the added bonus of being so close to all the activity in North Beach.Heather was responsive and obviously cares about her guests and their stay.Highly recommend! "
United States
Georgina P.
$261 nightly
The price is $277
Nov 14 - Nov 15
Total with taxes and fees
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Terrace/patio
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, (6)
"Sophia the host is super attentive and responsive"
United States
Mayela
$271 nightly
The price is $299
Nov 12 - Nov 13
Total with taxes and fees
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Exterior
Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!

Prince Frederick
10.0 out of 10, Exceptional, (42)
"Nice and quiet beautiful cottage. A+ communication and a gem. 10/10 will stay again."
United States
chris W.
$300 nightly
The price is $317
Nov 12 - Nov 13
Total with taxes and fees
Cottage Located on the Patuxent River!
Exterior
#2 Egret Cottage Harris Cove

#2 Egret Cottage Harris Cove

Saint Michaels
10.0 out of 10, Exceptional, (1)
$355 nightly
The price is $384
Nov 16 - Nov 17
Total with taxes and fees
#2 Egret Cottage Harris Cove
House (3 Bedrooms) | Interior
Lakefront Log Cabin Retreat 3br-2ba Hot Tub+kayaks

Lakefront Log Cabin Retreat 3br-2ba Hot Tub+kayaks

3.0 star property
Lusby
$655 nightly
The price is $727
Nov 12 - Nov 13
Total with taxes and fees
Lakefront Log Cabin Retreat 3br-2ba Hot Tub+kayaks
Terrace/patio
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

2.0 star property
Stevensville
10.0 out of 10, Exceptional, (6)
"This VRBO was very clean. Since it is a fairly new addition to VRBO, we thought it could use a little more info, like a portfolio with the combination to the bike locks, where to go to eat and visit, etc. Also, the only coffeemaker was a Keurig and we didn’t bring any K-cups. The 4 of us had a nice 50th Anniversary long weekend."
United States
Sharon M.
$792 nightly
The price is $874
Dec 1 - Dec 2
Total with taxes and fees
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
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

Wingate by Wyndham Waldorf/Washington DC Area

Wingate by Wyndham Waldorf/Washington DC Area

10/10 Excellent
"Convenient. Friendly. Clean and very comfortable.."
Marvin 1-night trip
Posted 2 days ago
Wingate by Wyndham Waldorf/Washington DC Area

Find out more about Chesapeake Beach

Chesapeake Beach Cottages information

Number of reviews
95
Accommodation
72 Cottages
Lowest Price
$229
Highest Price
$874

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