Tilghman Beach Rentals, Villas & more


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Areas near Tilghman

Great rentals within 20 miles that match your search

1 / 11

ENDLESS SUNSETS - The perfect getaway!

  • 3
  • 8
  • Min stay varies

Inquire for Rates

Details

1 / 42

Manage Private Beach, Waterfront Room Rentals 2

  • 1
  • 2
  • 1 night min

$100

Details

1 / 23

Carpenter St. Cottage in the Heart of St. Michaels - Walk To Everything!

  • 2
  • 5
  • Min stay varies

$160

Details

1 / 35

Comfortable, Spacious & Fun! 6 Acres Pool & Shore

  • 5
  • 10
  • 3 nights min

$1001

Details

1 / 6

Halo's Haven Guest Quarters

  • 3
  • 6
  • 2 nights min

$326

Details

1 / 8

Charming Coastal Cottage Minutes to St. Michaels

  • 2
  • 6
  • Min stay varies

$176

Details

1 / 11

Panoramic Views of Herrington Harbour on the Bay.

  • 3
  • 8
  • 1 night min

$450

Details

1 / 20

Artist Home/studio 1 block from Chesapeake Bay

  • 2
  • 6
  • 2 nights min

$201

Details

1 / 17

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

  • 2
  • 4
  • 4 nights min

$145

Details

1 / 9

Renovated Luxury Waterview House

  • 3
  • 6
  • 2 nights min

$250

Details

1 / 30

Beautiful Murray Hill Home (Annapolis)

  • 4
  • 9
  • Min stay varies

$425

Details

1 / 22

Sandy Pines: Enjoy Harris Creek w/Pool and Boats

  • 4
  • 10
  • Min stay varies

$376

Details

1 / 7

St. Michael's Premier in Town Summer Cottage!

  • 2
  • 4
  • 2 nights min

$285

Details

1 / 10

Harbor Cottage at the Chesapeake Bay

  • 2
  • 6
  • 3 nights min

$260

Details

1 / 34

Grandview at Pleasure Point

  • 8
  • 27
  • 7 nights min

$902

Details

1 / 51

Walk to Shops/Eateries Charming Cottage. Dogs Wel.

  • 3
  • 6
  • 2 nights min

$250

Details

1 / 4

LOCATION,LOCATION,,LUXURY,WALK TO CITY ,PARKING. Annapolis, MD

  • 2
  • 5
  • 3 nights min

$250

Details

1 / 43

The Yellow House- Gorgeous Southern Colonial

  • 6
  • 14
  • 4 nights min

$996

Details

1 / 39

Cottage at Heron Cove, Chesapeake Bay, Cambridge

  • 3
  • 5
  • Min stay varies

$201

Details

1 / 22

Cedar Point Chesapeake Bay Waterfront Cottage

  • 3
  • 9
  • 2 nights min

Inquire for Rates

Details

1 / 26

Annapolis Crows Nest Cottage: Chesapeake Bay View

  • 5
  • 20
  • 2 nights min

$696

Details

1 / 38

St. Michaels award-winning waterfront BayCottage, pool, docks, sundeck, grounds

  • 6
  • 12
  • Min stay varies

$780

Details

1 / 24

RESTORED WATERFRONT COTTAGE

  • 3
  • 6
  • Min stay varies

$100

Details

1 / 17

Seahorse Guest Cottage near the Bay, dog friendly

  • 1
  • 5
  • 2 nights min

$150

Details

1 / 35

Luxury vacation condominum with private beach

  • 4
  • 10
  • 2 nights min

$440

Details

1 / 20

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

  • 2
  • 6
  • 1 night min

$95

Details

1 / 15

BACK STREET RETREAT

  • 3
  • 6
  • Min stay varies

$343

Details

1 / 24

Charming Artists Home in Eastport/Annapolis

  • 3
  • 6
  • 3 nights min

$376

Details

1 / 14

Halos'Haven Vacation Rental

  • 5
  • 10
  • 2 nights min

$701

Details

1 / 31

Stunning, Newer Chesapeake Waterfront Estate, Pool

  • 6
  • 20
  • Min stay varies

$500

Details

1 / 55

Waterfront Vacation Home with Private Beach

  • 3
  • 6
  • 2 nights min

$331

Details

1 / 16

Neat & Clean 1BR Apartment in Historic Annapolis w/Wifi - Prime Location

  • 1
  • 4
  • 2 nights min

$176

Details

1 / 35

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

  • 7
  • 28
  • Min stay varies

$1201

Details

1 / 25

Waterview Cottage In St. Michaels!

  • 2
  • 5
  • Min stay varies

$160

Details

1 / 24

Premier Cottage in St. Michaels- In Town Location!

  • 2
  • 5
  • Min stay varies

$150

Details

1 / 30

Large Historic Thomas Harrison House on Harbor in St. Michaels Town

  • 7
  • 9
  • Min stay varies

$290

Details

1 / 18

Historic Waterfront Property with Wi-Fi and Dock

  • 3
  • 8
  • 2 nights min

$750

Details

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