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Chesapeake Bay Rentals

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Deal Island Lovely Custom Built Chesapeake Bay Cottage with beautiful water views!

  • 3 BR/2 BA House (sleeps 8)
    $95 - $150/nt
    $600 - $895/wk
    per property, accept credit card, pets considered, Rural, Village, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Port Republic Magical Bayfront Home

  • 3 BR/2 BA House (sleeps 8)
    $350 - $425/nt
    $2,000 - $2,800/wk
    per property, accept credit card, pets considered, limited accessibility, wheelchair accessible, Beach, Waterfront, Air Conditioning, Internet, Satellite / Cable

St. Michaels Historic Waterfront Home in St. Michaels, w/Wi-Fi, Dock & Pet Friendly

  • 4 BR/2 BA, 1 half bath House (sleeps 8)
    $500 - $750/nt
    $2,000 - $3,300/wk
    per property, accept credit card, pets considered, River, Waterfront, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet

St. Michaels Bay Cottage, St. Michaels, Md Waterfront Vacation Retreat: Pool, Dock,Farm, Bike

  • 6 BR/5 BA, 1 half bath Estate (sleeps 12)
    $759 - $1,419/nt
    $4,050 - $6,350/wk
    $12,150 - $19,050/month
    per property, Resort, Rural, Village, Private Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television

Easton Genteel, 30 Acre Waterfront Estate, Private, Close to Easton, Shops, and Dining

  • 6 BR/6 BA Estate (sleeps 12)
    $700 - $900/nt
    $5,000 - $6,000/wk
    per property, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Church Creek 6.5 Acre Waterfront Retreat!

  • 3 BR/2 BA House (sleeps 9)
    $621 - $650/nt
    $4,350/wk
    per property, pets considered, limited accessibility, Beach, River, Waterfront, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable

Deal Island New renovation of home w/garden, on water w/great Chesapeake Bay views

  • 2 BR/1 BA House (sleeps 5)
    $850/wk
    per property, accept credit card, pets considered, Hot Tub, Beach, Waterfront, Jacuzzi, Lawn / Garden, Air Conditioning, Internet

Cambridge Chesapeake Bay Nature-Oriented Recreation & Repose

  • 3 BR/2 BA House (sleeps 6) accept credit card, pets considered, River, Jacuzzi, terrace, Air Conditioning, Satellite / Cable, Television

Tilghman Island Tilghman Island Dreamin. A Beautiful Home Overlooking Dogwood Harbor

  • 4 BR/2 BA, 1 half bath Villa (sleeps 10) pets considered, Waterfront, Jacuzzi, Balcony, Air Conditioning, Satellite / Cable, Television, DVD Player

Church Creek Warm, Welcoming Waterfront, Relaxing and Close to Everything

  • 5 BR/2 BA, 1 half bath Farmhouse (sleeps 18) pets considered, Rural, Waterfront, Communal Pool, Air Conditioning, Satellite / Cable, Television, Parking, barbecue

Deal Island Water Water Everywhere!

  • 3 BR/2 BA House (sleeps 8)
    $1,400/wk
    $4,500/month
    per property, pets considered, Beach, Downtown, Lake, Near The Ocean, River, Rural, Waterfront, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable
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