Saint Leonard Treehouses, Townhouses & more


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Areas near Saint Leonard

1 / 17

The "SWEET SPOT" - a special cottage on the Bay

  • 2
  • 4
  • 4 nights min

$145

Details

1 / 10

Harbor Cottage at the Chesapeake Bay

  • 2
  • 6
  • 3 nights min

$260

Details

1 / 24

New! Beachfront 4BR St. Leonard Cottage w/ Deck!

  • 4
  • 8
  • Min stay varies

$175

Details

1 / 13

Charming 1BR Saint Leonard Bungalow Overlooking Wells Cove

  • 1
  • 2
  • 2 nights min

$86

Details

Great rentals within 20 miles that match your search

1 / 20

Best kept secret by the bay (Entire House)

  • 3
  • 4
  • 3 nights min

$169

Details

1 / 9

Eastern Shore Waterfront Home, Ready for Spring and Summer!

  • 3
  • 10
  • Min stay varies

$226

Details

1 / 9

Renovated Luxury Waterview House

  • 3
  • 6
  • 2 nights min

$251

Details

1 / 39

Cottage at Heron Cove, Chesapeake Bay, Cambridge

  • 3
  • 5
  • Min stay varies

$200

Details

1 / 20

Chesapeake camping. 40 miles to Wash DC. 1 mile to river. 10 miles to beaches.

  • 2
  • 6
  • 1 night min

$96

Details

1 / 22

Cedar Point Chesapeake Bay Waterfront Cottage

  • 3
  • 9
  • 2 nights min

Inquire for Rates

Details

1 / 29

Cedar Beach Lodge

  • 3
  • 8
  • 2 nights min

$400

Details

1 / 19

A waterfront vacation rental located on the Chesapeake Bay

  • 5
  • 11
  • Min stay varies

$200

Details

1 / 20

Tilghman Island Cottage for Six - Near Marina and Knapps Narrows Drawbridge

  • 3
  • 6
  • 3 nights min

$200

Details

1 / 31

Stunning, Newer Chesapeake Waterfront Estate, Pool

  • 6
  • 20
  • Min stay varies

$499

Details

1 / 35

Year Round Estate on Bay / Fam. Reunions / Slps 28

  • 7
  • 28
  • Min stay varies

$1201

Details

1 / 20

Fishing Cove on the Chesapeake Bay

  • 8
  • 23
  • Min stay varies

$715

Details

1 / 17

Deerpond Carriage House

  • 1
  • 2
  • 3 nights min

$181

Details

1 / 17

Seahorse Guest Cottage near the Bay, dog friendly

  • 1
  • 5
  • 2 nights min

$151

Details

1 / 11

Panoramic Views of Herrington Harbour on the Bay.

  • 3
  • 8
  • 1 night min

$451

Details

1 / 8

Cedar Beach Lodge is a Modern Year-Round

  • 3
  • 8
  • Min stay varies

$325

Details

1 / 38

Hoopers Island Studio, 360 Degrees WATER VIEWS

  • 1
  • 3
  • 3 nights min

$134

Details

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