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Chesapeake Bay Vacation Rental Accommodations - Page 1 of 1

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Solomons Island Cedar Beach Lodge is a Modern Year-Round Retreat on the Chesapeake Bay

  • 3 BR/2 BA Lodge (sleeps 8)
    $225 - $250/nt
    $1,375 - $1,575/wk
    per property, beach, town, accept credit card, air-conditioning, washing machine

Kent Island Private, Waterfront Estate w/Pier (close to St. Michaels & Annapolis)

  • 4 BR/2 BA Estate (sleeps 8)
    $280 - $400/nt
    $1,960/wk
    per property, waterfront, air-conditioning, washing machine, internet access

Solomons Island Beach Cottage with Wood Stove and Fire Pit.

  • 3 BR/1 BA, 1 half bath Cottage (sleeps 6)
    $85 - $210/nt
    $750 - $1,295/wk
    per property, beach, waterfront, accept credit card, air-conditioning, washing machine

St. Leonard Charming home with bay views just short walk to the beach.

  • 3 BR/3 BA, 1 half bath House (sleeps 8)
    $200/nt
    $900 - $1,100/wk
    per property, beach, air-conditioning, internet access, fishing

North East Top of the Chesapeake - Minutes from Historic Charlestown

  • 5 BR House (sleeps 11)
    $145 - $350/nt
    $995 - $1,990/wk
    $4,200 - $8,460/month
    per property, river, waterfront, accept credit card, air-conditioning, washing machine

Port Republic Magical Bayfront Home

  • 3 BR/2 BA House (sleeps 8)
    $300/nt
    $1,800 - $2,500/wk
    $7,200/month
    per property, beach, waterfront, accept credit card, air-conditioning, washing machine

Deale Beach White Swans/Winter Retreat - Waterfront Chesapeake Bay Cottage

  • 3 BR/2 BA, 1 half bath Cottage (sleeps 8)
    $1,299 - $1,499/wk
    per property, village, waterfront, air-conditioning, washing machine, fishing

Solomons Island Bay View Cottage with Fireplace, Fire pit and Hot Tub!

  • 2 BR/1 BA, 1 half bath Cottage (sleeps 4)
    $75 - $177/nt
    $555 - $1,100/wk
    $1,700/month
    per property, beach, waterfront, accept credit card, air-conditioning, washing machine

Deal Island Chesapeake Bay Sunrise~Sunset Cottage +270 degree water views

  • 3 BR/2 BA House (sleeps 8)
    $80 - $180/nt
    $525 - $950/wk
    per property, village, waterfront, air-conditioning, washing machine, fishing

Chestertown Chesapeake Bay, Water Front, Private Home & Dock, 3.5 Acres

  • 4 BR/3 BA House (sleeps 10)
    $300/nt
    $1,400/wk
    per property, rural, waterfront, air-conditioning, washing machine, internet access
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Chesapeake Beach Delightful Bayside Getaway - Just 30 Minutes from DC!

  • 4 BR/4 BA, 1 half bath Townhome (sleeps 8)
    $1,800/wk
    per property, beach, waterfront, swimming pool, air-conditioning, washing machine

North Beach Herrington Harbour - Beautiful Single Family Home - Rose Haven

  • 3 BR/2 BA House (sleeps 7)
    $225/nt
    $1,300/wk
    per property, resort, waterfront, accept credit card, swimming pool, air-conditioning

Port Republic Private Beachfront Home with Beautiful Bay View

  • 4 BR/2 BA House (sleeps 8)
    $1,400 - $2,400/wk
    per property, beach, waterfront, air-conditioning, washing machine, internet access

Port Republic Spacious beachfront getaway overlooking Chesapeake Bay

  • 3 BR/2 BA House (sleeps 10)
    $200 - $300/nt
    $1,500 - $2,000/wk
    per property, beach, waterfront, air-conditioning, washing machine, tennis

St. Leonard Chesapeake Bay Luxury Vacation/Rental Home

  • 6 BR/3 BA House (sleeps 14)
    $400 - $450/nt
    $2,400/wk
    $8,000/month
    per property, beach, resort, swimming pool, air-conditioning, washing machine

North Beach Charming Newly Decorated Cottage with Spectacular Water Views

  • 2 BR/1 BA Cottage (sleeps 6)
    $800/wk
    $2,800/month
    per property, lake, village, air-conditioning, washing machine, fishing

Easton Equestrian and Nature Enthusiast's Retreat

  • 3 BR/2 BA House (sleeps 6)
    $200 - $350/nt
    $975 - $1,200/wk
    per property, rural, air-conditioning, washing machine, internet access

St. Leonard Chesapeake Bay retreat on Flag Harbor Marina. Fantastic!

  • 3 BR/2 BA House (sleeps 8) beach, waterfront, air-conditioning, washing machine, internet access

North Beach Breath-taking waterfront house on Chesapeake Bay-North Beach, MD!

  • 2 BR/1 BA, 1 half bath House (sleeps 6) beach, waterfront, accept credit card, air-conditioning, internet access

North East Brand-New Lighthouse Replica Home Right on the Water

  • 4 BR/4 BA House (sleeps 8) beach, waterfront, accept credit card, air-conditioning, washing machine
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Betterton Dawnwood Farm and Estate - Pesticide - Free w/20 Acres and a Pool, Free Veggies

  • 5 BR/2 BA, 1 half bath Farmhouse (sleeps 9) beach, rural, swimming pool, air-conditioning, washing machine

St. Leonard Chesapeake Bay Vacation Rental, quiet, beachy, open, bay view

  • 4 BR/2 BA, 1 half bath House (sleeps 12) beach, near the ocean, air-conditioning, washing machine, internet access

Betterton Charming house in quiet seaside town on the Chesapeake Bay.

  • 3 BR/1 BA, 1 half bath House (sleeps 6)
    $800 - $950/wk
    per property, beach, town, air-conditioning, pets considered, fishing

North Beach Quaint Beach House In Thriving and Walkable Beach Community

  • 2 BR/1 BA House (sleeps 6)
    $1,000/wk
    per property, beach, resort, air-conditioning, washing machine, pets considered

St. Leonard Chesapeake Bay fossil hunting from your own front yard! 50 min. D.C

  • 3 BR/1 BA Cottage (sleeps 6)
    $1,295/wk
    per property, beach, waterfront, air-conditioning, internet access, fishing

Rock Hall Apartment in a Beautiful Small Fishing Village on the Chesapeake Bay

  • 2 BR/1 BA Apartment (sleeps 6)
    $225/nt
    $1,575/wk
    per property, downtown, town, accept credit card, air-conditioning, internet access

St. Leonard Waterfront, 50 miles to Inauguration

  • 4 BR/2 BA House (sleeps 8)
    $2,000/wk
    per property, beach, waterfront, air-conditioning, washing machine, internet access

St. Leonard Chesapeake Bay Waterfront Luxury Vacation Home

  • 3 BR/3 BA House (sleeps 10) beach, waterfront, air-conditioning, washing machine, fishing

St. Leonard Charming Beachfront House 50' from Water & 50 Minutes From DC Fun-Safe-Private

  • 4 BR/1 BA House (sleeps 8)
    $225/nt
    $845/wk
    per property, beach, accept credit card, air-conditioning, washing machine

Crisfield Chesapeake Waterfront with Dock in Crisfield, Maryland

  • 2 BR/1 BA House (sleeps 6) town, waterfront, air-conditioning, fishing, golf
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St. Leonard Cedar Cottage at Flag Harbor - Chesapeake Bay

  • 2 BR/1 BA Cottage (sleeps 5)
    $1,060/wk
    per property, beach, waterfront, air-conditioning, pets considered, fishing

Tyaskin Waterfront Area Victorian Vacation Cottage on the Eastern Shore

  • 2 BR/1 BA, 1 half bath Cottage (sleeps 6) beach, river, air-conditioning, tennis, fishing

North East Unique Home with Breathtaking View and Sandy Beach

  • 6 BR/3 BA, 1 half bath House (sleeps 11)
    $430 - $440/nt
    $2,800 - $3,000/wk
    per property, rural, waterfront, washing machine, fishing, stereo system

Port Republic Chesapeake Bayfront Cottage - Port Republic, Calvert County, MD

  • 2 BR/1 BA Cottage (sleeps 6)
    $995 - $1,395/wk
    $1,900 - $1,995/month
    per property, beach, waterfront, air-conditioning, internet access, fishing

North East Luxury Waterfront Home on Chesapeake Bay

  • 3 BR House (sleeps 6) rural, waterfront, air-conditioning, washing machine, internet access

St. Leonard Harbor Cottage at the Chesapeake Bay

  • 2 BR/2 BA Cottage (sleeps 6)
    $1,060/wk
    per property, beach, waterfront, air-conditioning, internet access, pets considered

North Beach New House on Chesapeake Bay

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $1,100/wk
    per property, waterfront, air-conditioning, washing machine, fishing

Solomons Island Bay View Cottage Near Solomons Island!

  • 3 BR/2 BA House (sleeps 6)
    $900/wk
    per property, beach, air-conditioning, washing machine, fishing

Chestertown River House on Moon Bay

  • 4 BR/3 BA Private Home (sleeps 8)
    $1,195 - $1,585/wk
    per Private Home
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