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Cottages in Calvert County

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Our top choices for Calvert County cottages

1. 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, (25 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

2. 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)
"Very nice property, everything was as expected and the entire process was easy. Great, quiet spot to enjoy the Bay close to everything fun in Annapolis. I’d go back."
United States
Brian R.
Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly

3. WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay

WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay
Abell
10.0 out of 10, Exceptional, (81 reviews)
"This is a wonderful property. We highly recommend it!"
United States
Audra S.
WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay

4. Cozy Virginia Potomac Riverfront Cottage

Cozy Virginia Potomac Riverfront Cottage
Hague
9.6 out of 10, Exceptional, (54 reviews)
"My husband and I had a great 3 day getaway here. The view was spectacular! The convenience from walking to the dock to the house was awesome! The only “bad” thing I would say is the water….it has an awful sulfur smell that is very strong. Overall, we loved our stay & would stay here again!"
United States
Ashley D.
The price is HK$1,372
HK$2,687 total
includes taxes & fees
7 Sept - 8 Sept
Cozy Virginia Potomac Riverfront Cottage

5. 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, (138 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

6. 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, (133 reviews)
"We had a great time. The house was so charming and the location was perfect. Can't wait to go back!"
United States
Anonymous traveller
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

7. Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly

Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly
Stevensville
10.0 out of 10, Exceptional, (71 reviews)
"An amazing house! Wonderful hosts who were very responsive and paid attention to every detail. Would definitely stay again! "
United States
maria T.
Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly

8. 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, (150 reviews)
"Great house in town well furnished "
United States
Donna M.
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

9. 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)
"Well equipped and super clean; great place!"
United States
Steve S.
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

10. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (60 reviews)
"Nice, clean, and would absolutely stay here again."
United States
Dusty S.
The price is HK$1,184
HK$2,452 total
includes taxes & fees
7 Oct - 8 Oct
Soul Oasis - home on the Chesapeake Bay

11. 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, (208 reviews)
"Awesome place"
United States
John B.
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

12. Family and Pet-Friendly, Waterfront with Pier

Family and Pet-Friendly, Waterfront with Pier
Cambridge
10.0 out of 10, Exceptional, (275 reviews)
"Rob was such a wonderful and inviting host"
United States
Stacy S.
Family and Pet-Friendly, Waterfront with Pier

13. 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)
"Location is fantastic! Adorable cottage with all the basics. Best part was kayaking right out the front door and crabbing at the nearby creek."
United States
Lisa R.
Private Beach Front Getaway at The Sunshine Beach Cottage.

14. Charming 1-bedroom cottage with AC in cozy Harwood

Charming 1-bedroom cottage with AC in cozy Harwood
Harwood
10.0 out of 10, Exceptional, (4 reviews)
"Very quiet area, cute house for two. Lots of open area for our small dogs to play."
United States
Susan S.
Charming 1-bedroom cottage with AC in cozy Harwood

15. "Point of View" Waterfront cottage with panoramic views on Tilghman Island

"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Tilghman Island
10.0 out of 10, Exceptional, (28 reviews)
"The views are an amazing. The cottage is well appointed. The hosts were responsive. It was an excellent trip"
United States
Paul H.
"Point of View" Waterfront cottage with panoramic views on Tilghman Island

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

Walk to Beach: Pet-Friendly Gem in Scotland!
Point Lookout
9.6 out of 10, Exceptional, (10 reviews)
"We had an excellent experience with our stay. The information was correct and the communication was excellent. Easy walk to the beach and right on the doorstep of the Confederate Memorial and the Stare Park entrance."
United States
Doug B.
Walk to Beach: Pet-Friendly Gem in Scotland!

17. Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.
Fishing Creek
10.0 out of 10, Exceptional, (52 reviews)
"Perfect eastern shore vacation spot."
United States
Marianne v.
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

18. 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, (168 reviews)
"We arrived late at night but check in was super easy. The house is cute and has a great screened in porch. There is a family of bluebirds that live in a birdhouse off the porch. We didn’t have great weather but it was early in the season. We had a wedding nearby and this was a great place to stay with our pup. The hosts are great."
United States
John P.
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

19. The Yellow Cottage on Harness Creek

The Yellow Cottage on Harness Creek
Hillsmere
10.0 out of 10, Exceptional, (181 reviews)
"Charming and cozy, pretty view and has everything you need"
United States
Laura K.
The Yellow Cottage on Harness Creek

20. 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, (66 reviews)
"Everything was great. Place was clean and well kept. Plenty of outdoor space"
United States
Debbie P.
Potomac River Woodland Cottage, Polite Pets welcome Central Air Stunning Sunset
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
1,687
Accommodation
159 Cottages
Lowest Price
HK$2,452
Highest Price
HK$2,687

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