Cottage vacation rentals in Calvert County
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Top-rated cottage rentals in Calvert County
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Calvert County cottage rentals
Cottage rentals with a hot tub
Cottage in Annapolis
4.86 out of 5 average rating, 73 reviewsWaterfront cottage w/hot tub/ gated/ pier/ firepit
Cottage in Easton
5 out of 5 average rating, 99 reviewsCottage on Solitude Creek, Hot Tub, Pool & Firepit
Cottage in Colonial Beach
4.74 out of 5 average rating, 31 reviewsWaterfront Home w/ Guest House in Colonial Beach
Cottage in Chesapeake Beach
4.5 out of 5 average rating, 20 reviewsAdorable Beach Cottage w/ Hot Tub & Tropical Bar!
Cottage in Montross
4.92 out of 5 average rating, 77 reviewsLakefront/Dock, Cove, Boats, HotTub, Woods & Beach
Cottage in Lusby
5 out of 5 average rating, 23 reviewsBayHollow: Fossil Destination | HOT TUB |Bay Views
Pet-friendly cottage rentals
Cottage in Saint Michaels
4.98 out of 5 average rating, 210 reviewsThe Little Anchor Cottage, St. Michaels, MD
Cottage in Annapolis
4.96 out of 5 average rating, 379 reviewsRelaxing Water Views - Mill Creek Cottage
Cottage in Colonial Beach
4.93 out of 5 average rating, 168 reviewsBayside Cottage- In the Town with views
Cottage in Deale
4.82 out of 5 average rating, 176 reviewsWatrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
Cottage in Deale
4.9 out of 5 average rating, 163 reviewsRockhold Creek Cottage
Cottage in Colonial Beach
4.96 out of 5 average rating, 137 reviewsRiver view dog friendly YOLO Beach House
Cottage in Lottsburg
4.91 out of 5 average rating, 100 reviewsCharming Waterfront Home with Expansive Views
Cottage in Kinsale
4.93 out of 5 average rating, 230 reviewsGreat little cottage with a "Rivah" view
Private cottage rentals
Cottage in Lusby
4.71 out of 5 average rating, 286 reviewsChesapeake Bay Cottage
Cottage in North Beach
4.95 out of 5 average rating, 61 reviewsThe Blue Crab Beach House - Free beach passes
Cottage in Lusby
5 out of 5 average rating, 7 reviewsCozy Cottage close to Beaches & Solomon’s Island
Cottage in North Beach
5 out of 5 average rating, 39 reviewsThe Lazy Crab Beach House - Free Beach Passes
Cottage in Lusby
4.98 out of 5 average rating, 58 reviewsStunning Secluded Luxury waterfront cottage!
Cottage in North Beach
4.86 out of 5 average rating, 175 reviewsFull house rental in Twin Beach. 1 bk from the Bay
Cottage in Broomes Island
4.9 out of 5 average rating, 124 reviewsGorgeous Waterfront Home!
Destinations to explore
- Cottage rentals Maryland
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