A beach with seagulls, a rocky shoreline, and houses in the background.

Cottages in Calvert County

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Our top choices for Calvert County cottages

1. Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly

Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly
Annapolis
9.8 out of 10, Exceptional, (45 reviews)
"Second year staying here and absolutely love this place! The private beach is fantastic for all our grandchildren to play and swim."
United States
Gregg L.
Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly

2. 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 HK$1,334
HK$2,152 total
includes taxes & fees
10 Nov - 11 Nov
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

3. Lovely 2-bedroom waterfront cottage in charming Wittman

Lovely 2-bedroom waterfront cottage in charming Wittman
Wittman
9.8 out of 10, Exceptional, (8 reviews)
"This lovely cottage was just perfect for us! The house is newly updated & located on a beautiful property right on the water. We loved the firepit, seeing all the stars at night & watching the wildlife on the water. The kayaks were a nice surprise too! We visit MD often & will definitely stay here again!"
United States
Beth H.
Lovely 2-bedroom waterfront cottage in charming Wittman

4. Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Newburg
9.8 out of 10, Exceptional, (174 reviews)
"Excellent vacation. We'll be back in the future."
United States
John C.
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

5. 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, (136 reviews)
"A beautiful, historic home perfectly situated in the heart of St. Michael’s."
United States
Laura C.
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

6. Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Downtown St. Michaels
9.6 out of 10, Exceptional, (143 reviews)
"Great location in St Michaels at a fun historical house."
United States
Adam
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

7. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (67 reviews)
"Nice, clean, and would absolutely stay here again."
United States
Dusty S.
The price is HK$1,059
HK$2,196 total
includes taxes & fees
1 Dec - 2 Dec
Soul Oasis - home on the Chesapeake Bay

8. Relaxing Waterfront Cottage Near St Michaels, Maryland

Relaxing Waterfront Cottage Near St Michaels, Maryland
Wittman
9.8 out of 10, Exceptional, (264 reviews)
"We had a great time at a great place."
United States
Jeffrey F.
Relaxing Waterfront Cottage Near St Michaels, Maryland

9. Potomac Riverfront! Home Near St Clements Island

Potomac Riverfront! Home Near St Clements Island
Coltons Point
8.8 out of 10, Excellent, (3 reviews)
"Nice little place with a great view of the tidal Potomac. Great sunsets. Comfortable beds. Great backyard for a cookout. The dogs loved the yard. We would definitely rent again."
United States
William M.
Potomac Riverfront! Home Near St Clements Island

10. Charming Waterfront Cottage Retreat near St. Michaels

Charming Waterfront Cottage Retreat near St. Michaels
Bozman
10.0 out of 10, Exceptional, (13 reviews)
"This was a great stay for my wife and I on our mini moon. Everything was perfect. The property was well equipped with everything we needed, a great location that was private but not too far from town. We will be back!"
United States
Nick G.
Charming Waterfront Cottage Retreat near St. Michaels

11. The Yellow Cottage on Harness Creek

The Yellow Cottage on Harness Creek
Hillsmere
10.0 out of 10, Exceptional, (184 reviews)
"Beautiful beach cottage, we couldn’t have asked for more."
United States
Kristie B.
The Yellow Cottage on Harness Creek

12. 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
Downtown St. Michaels
9.8 out of 10, Exceptional, (213 reviews)
"Awesome place"
United States
John B.
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

13. Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Downtown St. Michaels
9.6 out of 10, Exceptional, (153 reviews)
"Just an over-all fantastic visit/stay!"
United States
James H.
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

14. Walk to Beach: Pet-Friendly Gem in Scotland!

Walk to Beach: Pet-Friendly Gem in Scotland!
Point Lookout
9.0 out of 10, Wonderful, (12 reviews)
"Great space for a short stay getaway!"
United States
Romilda S.
Walk to Beach: Pet-Friendly Gem in Scotland!

15. Cozy Virginia Potomac Riverfront Cottage

Cozy Virginia Potomac Riverfront Cottage
Hague
9.6 out of 10, Exceptional, (56 reviews)
"My family and I had a great time at this property fishing and crabbing. We also did a day trip to Westmoreland State Park, where we got to hike to Fossils Beach."
United States
Carmelita A.
The price is HK$1,373
HK$2,552 total
includes taxes & fees
7 Nov - 8 Nov
Cozy Virginia Potomac Riverfront Cottage

16. Family and Pet-Friendly, Waterfront with Pier

Family and Pet-Friendly, Waterfront with Pier
Cambridge
10.0 out of 10, Exceptional, (279 reviews)
"We had a lovely time. The views were amazing. We enjoyed crabbing, kayaking and our genuine conversations with the hosts."
United States
Lisa H.
Family and Pet-Friendly, Waterfront with Pier

17. Secluded Cozy Cottage in Historic Downtown

Secluded Cozy Cottage in Historic Downtown
Historic District
9.6 out of 10, Exceptional, (24 reviews)
"The cottage was perfectly located in the heart of Annapolis. It has many eclectic decorations throughout out it. We enjoyed our stay."
United States
Bridget C.
The price is HK$3,531
HK$5,331 total
includes taxes & fees
8 Nov - 9 Nov
Secluded Cozy Cottage in Historic Downtown

18. Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
Tilghman Island
9.8 out of 10, Exceptional, (28 reviews)
"The place is exactly as you see gorgeous views, if you’re looking for a place to rest this is the place. It’s not a fancy place but it’s cozy and you will find all that you need and it’s very clean ."
United States
Rita
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

19. Potomac River Woodland Cottage, Polite Pets welcome Central Air Stunning Sunset

Potomac River Woodland Cottage, Polite Pets welcome Central Air Stunning Sunset
Tall Timbers
9.8 out of 10, Exceptional, (67 reviews)
"Great location, house was clean and well furnished. Hosts were very accommodating. Would definitely stay here again."
United States
Terence B.
Potomac River Woodland Cottage, Polite Pets welcome Central Air Stunning Sunset

20. 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)
"We had a wonderful stay! The house was clean, comfortable, and had everything we needed for a relaxing week. The location is perfect, and we love spending time at the beach with our family. Thank you for sharing your home."
United States
Patricia C.
Private Beach Front Getaway at The Sunshine Beach Cottage.
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.
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Top Calvert County Hotel Reviews

Find out more about Calvert County

Calvert County Cottages information

Number of reviews
1,972
Accommodation
158 Cottages
Lowest Price
HK$2,152
Highest Price
HK$5,331

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