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Chesapeake Bay Rentals

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St. Michaels MisBayhaven...Luxury Large Waterfront Home, Sunsets, Pool, 2 miles from town

  • 5 BR/4 BA House (sleeps 10)
    $525 - $957/nt
    $6,700/wk
    per property, Hot Tub, Town, Waterfront, Private Pool, Lawn / Garden, terrace, Air Conditioning, Internet, Satellite / Cable

Elkton Stunning 7-Acre Chesapeake Bay Estate

  • 7 BR/5 BA, 1 half bath House (sleeps 18)
    $745 - $1,095/nt
    $6,585 - $7,665/wk
    $18,750/month
    per property, pets considered, Hot Tub, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

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

St. Michaels Private cottage just one mile to St. Michaels. Great for kayaking and biking!

  • 3 BR/3 BA Cottage (sleeps 6)
    $502 - $721/nt
    $2,104 - $3,219/wk
    per property, pets considered, Waterfront, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Cobb Island Cobb Island / Potomac Waterfront - Private Beach & Dock- Fish, Swim, Crab, Kayak

  • 4 BR/2 BA House (sleeps 9)
    $200 - $565/nt
    $1,800 - $2,800/wk
    per property, accept credit card, River, Waterfront, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Oxford Historic Oxford Waterfront Estate welcoming 1-2 couples OR up to 12 guests

  • 6 BR/5 BA, 1 half bath Estate (sleeps 12)
    $350 - $750/nt
    $2,450 - $4,900/wk
    per property, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Tilghman Island Summer Fun at a Huge Waterfront Home - Perfect for Families or Groups

  • 6 BR/5 BA, 1 half bath House (sleeps 15)
    $786 - $1,000/nt
    $5,250 - $5,500/wk
    $18,000/month
    per property, pets considered, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Crisfield Spectacular Corner Unit - Direct Waterfront Condo in Crisfield, Md

  • 3 BR/2 BA Condo (sleeps 6)
    $100 - $200/nt
    $600 - $1,200/wk
    per property, accept credit card, Village, Waterfront, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

St. Michaels Exceptional Waterfront Estate

  • 5 BR/6 BA, 2 half baths Estate (sleeps 10)
    $5,500/wk
    per property, pets considered, Hot Tub, Beach, Downtown, Resort, River, Rural, Town, Village, Waterfront, Private Pool, Jacuzzi, Lawn / Garden, terrace, Balcony

Cambridge Welcome Home to Sunset Bay

  • 5 BR/3 BA, 1 half bath House (sleeps 13)
    $750/nt
    $4,900 - $5,250/wk
    $21,000 - $21,000/month
    per property, Waterfront, Private Pool, Balcony, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking

St. Michaels Sea Glass Cottage on the Bay! Location! Views! MAY bookings 3 + days discount

  • 3 BR/1 BA, 1 half bath Cottage (sleeps 6)
    $275 - $400/nt
    $1,800 - $2,700/wk
    $6,000/month
    per property, Beach, Near The Ocean, Village, Waterfront, Communal Pool, Lawn / Garden, terrace, Air Conditioning, Satellite / Cable, Television, DVD Player

St. Michaels Brand new waterfront estate....luxury and privacy on ten acres!

  • 4 BR/3 BA, 1 half bath House (sleeps 9)
    $475 - $725/nt
    $2,995 - $4,200/wk
    $5,500/month
    per property, accept credit card, pets considered, Rural, Waterfront, Private Pool, Jacuzzi, Balcony, Air Conditioning, Satellite / Cable

Port Republic Treasure the Chesapeake Bay w/Beachfront Home

  • 3 BR/2 BA House (sleeps 6)
    $300 - $307/nt
    $1,600 - $2,150/wk
    per property, Beach, Waterfront, Communal Pool, Tennis Court, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

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

St. Michaels Large Elegant Ralph Lauren Waterfront Cottage Nr St Michaels with Georgous views

  • 3 BR/2 BA Cottage (sleeps 6) accept credit card, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, Parking, barbecue

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

St. Michaels St. Michael's premier in town summer vacation cottage!

  • 2 BR/2 BA Cottage (sleeps 4)
    $257 - $400/nt
    $1,700 - $1,800/wk
    $7,200/month
    per property, pets considered, Beach, Downtown, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television
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