Talbot County Vacation Rentals, Houses & More


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Areas near Talbot County

Great rentals within 20 miles that match your search

1 / 17

* 3 Bedroom Rental House in Historic Rock Hall MD

  • 3
  • 7
  • 2 nights min

$250

Details

1 / 15

Location,location,location,walk to city dock,free

  • 2
  • 5
  • Min stay varies

$181

Details

1 / 27

Location Location! St Michaels-- In Town Cottage!

  • 2
  • 5
  • Min stay varies

$150

Details

1 / 39

Love Point Bay Vacation Home

  • 2
  • 6
  • 2 nights min

$300

Details

1 / 26

Annapolis Crows Nest Cottage: Chesapeake Bay View

  • 5
  • 20
  • 2 nights min

$696

Details

1 / 43

The Yellow House- Gorgeous Southern Colonial

  • 6
  • 14
  • 4 nights min

$996

Details

1 / 7

Charming Townhouse - Steps to City Dock and USNA

  • 3
  • 8
  • 3 nights min

$450

Details

1 / 4

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

  • 2
  • 5
  • 3 nights min

$250

Details

1 / 51

Walk to Shops/Eateries Charming Cottage. Dogs Wel.

  • 3
  • 6
  • 2 nights min

$250

Details

1 / 23

Charming Eastport Home

  • 3
  • 8
  • 5 nights min

$300

Details

1 / 10

C/ean & Cozy

  • 1
  • 2
  • 1 night min

$59

Details

1 / 14

Retreat at a quiet, water front cottage

  • 3
  • 8
  • 2 nights min

$295

Details

1 / 20

Love Point Waterfront

  • 3
  • 12
  • 3 nights min

$201

Details

1 / 24

Premier Cottage in St. Michaels- In Town Location!

  • 2
  • 5
  • Min stay varies

$150

Details

1 / 38

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

  • 6
  • 12
  • Min stay varies

$780

Details

1 / 23

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

  • 2
  • 5
  • Min stay varies

$160

Details

1 / 8

Charming Coastal Cottage Minutes to St. Michaels

  • 2
  • 6
  • Min stay varies

$176

Details

1 / 55

Waterfront Vacation Home with Private Beach

  • 3
  • 6
  • 2 nights min

$331

Details

1 / 18

Historic Waterfront Property with Wi-Fi and Dock

  • 3
  • 8
  • 2 nights min

$750

Details

1 / 30

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

  • 7
  • 9
  • Min stay varies

$290

Details

1 / 12

Pot Pie House

  • 3
  • 6
  • 3 nights min

$226

Details

1 / 22

Sandy Pines: Enjoy Harris Creek w/Pool and Boats

  • 4
  • 10
  • Min stay varies

$376

Details

1 / 34

Grandview at Pleasure Point

  • 8
  • 27
  • 7 nights min

$902

Details

1 / 42

Manage Private Beach, Waterfront Room Rentals 2

  • 1
  • 2
  • 1 night min

$100

Details

1 / 18

St. Michaels Waterfront Home W/Dock for 2 boats

  • 2
  • 5
  • Min stay varies

$250

Details

1 / 44

Private Beach, Waterfront Room Rentals 3

  • 1
  • 2
  • 2 nights min

$100

Details

1 / 15

BACK STREET RETREAT

  • 3
  • 6
  • Min stay varies

$343

Details

1 / 14

Halos'Haven Vacation Rental

  • 5
  • 10
  • 2 nights min

$701

Details

1 / 15

Tranquil Easton Waterfront Property

  • 3
  • 6
  • 3 nights min

$600

Details

1 / 6

Halo's Haven Guest Quarters

  • 3
  • 6
  • 2 nights min

$326

Details

1 / 25

Waterview Cottage In St. Michaels!

  • 2
  • 5
  • Min stay varies

$160

Details

1 / 35

Comfortable, Spacious & Fun! 6 Acres Pool & Shore

  • 5
  • 10
  • 3 nights min

$1001

Details

1 / 7

St. Michael's Premier in Town Summer Cottage!

  • 2
  • 4
  • 2 nights min

$285

Details

1 / 34

Private Beach, Waterfront Room Rentals 1

  • 1
  • 2
  • 2 nights min

$130

Details

1 / 11

ENDLESS SUNSETS - The perfect getaway!

  • 3
  • 8
  • Min stay varies

Inquire for Rates

Details

1 / 24

RESTORED WATERFRONT COTTAGE

  • 3
  • 6
  • Min stay varies

$100

Details

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