Photo by Ronanne Vinson
Search Chesapeake Beach Cottage Rentals from CA $248
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Browse Select Chesapeake Beach Cottages

Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
10.0 out of 10, Exceptional, (50)

Cottage Located on the Patuxent River!
Cottage Located on the Patuxent River!
10.0 out of 10, Exceptional, (39)
The price is CA $416
CA $498 total
includes taxes & fees
Aug 4 - Aug 5

Relaxing Waterfront Cottage Near St Michaels, Maryland
Relaxing Waterfront Cottage Near St Michaels, Maryland
9.8 out of 10, Exceptional, (224)

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
9.8 out of 10, Exceptional, (183)

Waterfront property with private boat ramp and new dock!
Waterfront property with private boat ramp and new dock!
9.4 out of 10, Exceptional, (13)

"Point of View" Waterfront cottage with panoramic views on Tilghman Island
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
10.0 out of 10, Exceptional, (11)

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.
9.6 out of 10, Exceptional, (4)
The price is CA $248
CA $413 total
includes taxes & fees
Aug 4 - Aug 5

Updated North Beach Cottage: Pet Friendly!
Updated North Beach Cottage: Pet Friendly!
9.8 out of 10, Exceptional, (17)
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.
Save an average of 15% on thousands of hotels when you're signed in
Top Chesapeake Beach Hotel Reviews

SpringHill Suites by Marriott Annapolis
10/10 Excellent
Find out more about Chesapeake Beach
Find out more about Chesapeake Beach
Chesapeake Beach Cottages information
Number of reviews | 1,179 |
---|---|
Accommodation | 77 Cottages |
Lowest Price | CA $248 |
Highest Price | CA $416 |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Popular Destinations
Top Cottages in Other Destinations
More Accommodation Types in Chesapeake Beach
- Vacation Homes in Chesapeake Beach
- Apartments in Chesapeake Beach
- B&B in Chesapeake Beach
- Farmstay in Chesapeake Beach
- Cabin Rentals in Chesapeake Beach
- Houseboats in Chesapeake Beach
- Guest Houses in Chesapeake Beach
- Inns in Chesapeake Beach
- Motels in Chesapeake Beach
- Aparthotels in Chesapeake Beach
- Condo Rentals in Chesapeake Beach
- Villas in Chesapeake Beach
- Hotels
All Accommodation Types
Be inspired: Top Cottages destinations in 2025
- Algonquin Park Cottages
- Jasper National Park Cottages
- Tofino Cottages
- Cultus Lake Cottages
- Waterton Park Cottages
- Sunshine Coast Cottages
- Hope Cottages
- Radium Hot Springs Cottages
- Kananaskis Cottages
- Wasaga Beach Cottages
- Calgary Cottages
- Harrison Hot Springs Cottages
- Moncton Cottages
- Northern Ontario Cottages
- Kingston Cottages
- Mont-Tremblant Cottages
- Chilliwack Cottages
- Kenora Cottages
- Halifax Cottages
- Collingwood Cottages
More ways to book
Expedia's Latest Trends
Hotels
- Best Hotels in Niagara Falls
- Best Hotels in Honolulu
- Best Hotels in Bangor
- Best Hotels in Grand Forks
- Best Hotels in Kalispell
- Best Hotels in Fargo
- Best Hotels in Ocean City
- Best Hotels in Frederick
- Best Hotels in Silver Spring
- Best Hotels in Palm Springs
- Ocean City Oceanfront Hotels
- Best Hotels in Annapolis
- Best Hotels in Hagerstown
Packages
Vacation Rentals