
Search Dorchester County Cottage Rentals from CA $376
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Top Cities in Dorchester County

Cambridge
Our top choices for Dorchester County cottages

1. 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)
The price is CA $228
CA $376 total
includes taxes & fees
Nov 12 - Nov 13

2. Lovely 2-bedroom waterfront cottage in charming Wittman
Lovely 2-bedroom waterfront cottage in charming WittmanWittman
9.8 out of 10, Exceptional, (8 reviews)

3. John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!Downtown St. Michaels
9.6 out of 10, Exceptional, (137 reviews)

4. Waterfront Cottage On Candy Point: Family-Friendly and Dog-Friendly!
Waterfront Cottage On Candy Point: Family-Friendly and Dog-Friendly!Heathsville
9.6 out of 10, Exceptional, (132 reviews)

5. Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Location, Location, Location! - W Melson House - Beautiful - In Town St MichaelsDowntown St. Michaels
9.6 out of 10, Exceptional, (143 reviews)

6. Soul Oasis - home on the Chesapeake Bay
Soul Oasis - home on the Chesapeake BayLusby
10.0 out of 10, Exceptional, (68 reviews)
The price is CA $210
CA $422 total
includes taxes & fees
Nov 18 - Nov 19

7. Relaxing Waterfront Cottage Near St Michaels, Maryland
Relaxing Waterfront Cottage Near St Michaels, MarylandWittman
9.8 out of 10, Exceptional, (264 reviews)

8. Charming Waterfront Cottage Retreat near St. Michaels
Charming Waterfront Cottage Retreat near St. MichaelsBozman
10.0 out of 10, Exceptional, (13 reviews)

9. 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 PorchDowntown St. Michaels
9.8 out of 10, Exceptional, (213 reviews)

10. Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in TownDowntown St. Michaels
9.6 out of 10, Exceptional, (155 reviews)

11. Walk to Beach: Pet-Friendly Gem in Scotland!
Walk to Beach: Pet-Friendly Gem in Scotland!Point Lookout
9.0 out of 10, Wonderful, (13 reviews)

12. Family and Pet-Friendly, Waterfront with Pier
Family and Pet-Friendly, Waterfront with PierCambridge
10.0 out of 10, Exceptional, (279 reviews)

13. Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGETilghman Island
9.8 out of 10, Exceptional, (28 reviews)

14. Potomac River Woodland Cottage, Polite Pets welcome Central Air Stunning Sunset
Potomac River Woodland Cottage, Polite Pets welcome Central Air Stunning SunsetTall Timbers
9.8 out of 10, Exceptional, (67 reviews)

15. Private Beach Front Getaway at The Sunshine Beach Cottage.
Private Beach Front Getaway at The Sunshine Beach Cottage.Point Lookout
9.8 out of 10, Exceptional, (87 reviews)

16. Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)Cambridge
10.0 out of 10, Exceptional, (19 reviews)

















































