Cottage holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Calvert County
Cottage rentals with a hot tub
Cottage in Annapolis
5.0 out of 5 average rating, 7 reviewsWaterfront Available 2024 Commissioning Week
Cottage in Annapolis
4.85 out of 5 average rating, 52 reviewsWaterfront cottage w/hot tub/ gated/ pier/ firepit
Cottage in Montross
4.91 out of 5 average rating, 58 reviewsLakefront/Dock, Cove, Boats, HotTub, Woods & Beach
Cottage in Scotland
4.88 out of 5 average rating, 16 reviewsHays Beach House - Hot Tub - Private Beach
Cottage in Riva
4.95 out of 5 average rating, 22 reviewsCozy Cottage on the South River
Cottage in Easton
5.0 out of 5 average rating, 83 reviewsCottage on Solitude Creek, Hot Tub, Pool & Firepit
Cottage in Chesapeake Beach
4.5 out of 5 average rating, 18 reviewsAdorable Beach Cottage w/ Hot Tub & Tropical Bar!
Pet-friendly cottage rentals
Cottage in Annapolis
4.94 out of 5 average rating, 316 reviewsWright’s Cottage, Pets Welcome!
Cottage in Saint Michaels
4.98 out of 5 average rating, 177 reviewsThe Little Anchor Cottage, St. Michaels, MD
Cottage in Saint Michaels
4.99 out of 5 average rating, 138 reviewsLa Casita on Harris Creek, St. Michaels
Cottage in Kinsale
4.95 out of 5 average rating, 199 reviewsGreat little cottage with a "Rivah" view
Cottage in Annapolis
4.96 out of 5 average rating, 340 reviewsRelaxing Water Views - Mill Creek Cottage
Cottage in Colonial Beach
4.98 out of 5 average rating, 125 reviewsRiver view dog friendly YOLO Beach House
Cottage in Neavitt
4.9 out of 5 average rating, 124 reviewsThe Middle Point Cottage at Saint Michaels
Cottage in Deale
4.89 out of 5 average rating, 148 reviewsRockhold Creek Cottage
Private cottage rentals
Cottage in California
4.9 out of 5 average rating, 10 reviewsSaint Cozy Cottage | waterfront, fire pit, swings
Cottage in Rose Haven
5.0 out of 5 average rating, 15 reviewsParadise Cottage, North Beach Work 'n' Play Escape
Cottage in Lusby
4.98 out of 5 average rating, 240 reviewsGettin to the point. ( Cove Point Beach)
Cottage in Port Republic
4.8 out of 5 average rating, 153 reviewsShewell’s Cottage by the Shore
Cottage in Port Republic
4.94 out of 5 average rating, 95 reviewsChesapeake Bay Cliffs Getaway
Cottage in Lusby
4.92 out of 5 average rating, 13 reviewsElk Cottage-Lake Lariat / Private lake access
Cottage in Lusby
4.98 out of 5 average rating, 53 reviewsNewly Renovated Secluded Luxury waterfront cottage
Cottage in Chesapeake Beach
4.88 out of 5 average rating, 16 reviewsLast Stop Cozy Cottage near North Beach, MD
Destinations to explore
- Cottage rentals Maryland
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