Self-catering holiday homes in Chesapeake Bay - Page 2 of 4

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Adorable and Cozy Cape with wide water views, minutes to St. Michaels

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7004820h
3 Bedrooms/3 Bathrooms Cottage (Sleeps 7 boat dock, DVD, fireplace, grill, linen provided, pets not allowed, Fully Equipped Kitchen, starting at £808/week
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Charming cottage with great sunsets, cozy fireplaces and patios.

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7004817h
3 Bedrooms/2 Bathrooms Cottage (Sleeps 7 boat dock, DVD, fireplace, grill, linen provided, pets, Fully Equipped Kitchen, starting at £850/week
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Upscale home outside St. Michaels, pool, dock, newly renovated kitchen and baths, a fabulous retreat

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7004819h
6 Bedrooms/3 Bathrooms House (Sleeps 11 boat dock, DVD, fireplace, grill, linen provided, pets, private pool, Fully Equipped Kitchen, starting at £1,707/week
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Classic Bay home with pool, dock, game room, just outside Easton and St. Michaels.

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7004816h
4 Bedrooms/4 Bathrooms House (Sleeps 8 boat dock, DVD, fireplace, grill, linen provided, pool table, pets not allowed, private pool, starting at £2,814/week
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Waterfront cottage with pool and hot tub, close to town of St. Michaels

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7004810h
3 Bedrooms/3 Bathrooms Cottage (Sleeps 6 boat dock, DVD, fireplace, grill, indoor hot tub, linen provided, pets, private pool, starting at £839/week
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Restored farmhouse with pool, poolhouse, dock, kayak and more!

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7004804h
5 Bedrooms/4 Bathrooms House (Sleeps 10 boat dock, DVD, fireplace, grill, linen provided, pets not allowed, private pool, Fully Equipped Kitchen, starting at £1,734/week
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Close to town with country amenities! Waterfront cottage close to town, perfect for visiting relati

  1. Maryland,
  2. Chesapeake Bay,
  3. Easton Vacation rentals
— Property 7007437h
3 Bedrooms/2 Bathrooms Cottage (Sleeps 6 boat dock, DVD, fireplace, grill, linen provided, pets, private pool, Fully Equipped Kitchen, starting at £710/week
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Hideaway on Long Haul Creek, minutes to town

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7004799h
3 Bedrooms/3 Bathrooms Cottage (Sleeps 6 boat dock, DVD, fireplace, grill, pets, Fully Equipped Kitchen, Linens with Fee, starting at £775/week
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Waterfront Country Cottage Close To St Michaels

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 185818
3 Bedrooms/3 Bathrooms Cottage (Sleeps 6 village, waterfront, terrace, air-conditioning, internet access, satellite or cable, TV, DVD, parking
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Large Luxury Waterfront Cape Cod with New Pool and Beautiful Sunsets

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 233398
5 Bedrooms/4 Bathrooms House (Sleeps 12 town, waterfront, private pool, garden, terrace, air-conditioning, internet access, satellite or cable, TV, starting at £1,796/week
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Chesapeake Bay Waterfront Luxury Vacation Home Near Solomon's Island

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Leonard Vacation rentals
— Property 122821
3 Bedrooms/3 Bathrooms House (Sleeps 10 beach, waterfront, pets considered, air-conditioning, satellite or cable, TV, DVD, fireplace, starting at £180/night £928/week
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Lighthouse Replica Home Right on the Water

  1. Maryland,
  2. Chesapeake Bay,
  3. North East Vacation rentals
— Property 154370
4 Bedrooms/4 Bathrooms House (Sleeps 8 beach, waterfront, jacuzzi, air-conditioning, satellite or cable, TV, DVD, parking, fireplace
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Magical Bayfront Home

  1. Maryland,
  2. Chesapeake Bay,
  3. Port Republic Vacation rentals
— Property 212770
3 Bedrooms/2 Bathrooms House (Sleeps 8 beach, waterfront, pets considered, air-conditioning, internet access, satellite or cable, TV, DVD, barbecue, starting at £180/night £1,078/week
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Treasure the Chesapeake Bay w/Beachfront Home

  1. Maryland,
  2. Chesapeake Bay,
  3. Port Republic Vacation rentals
— Property 227213
3 Bedrooms/2 Bathrooms House (Sleeps 7 beach, waterfront, communal pool, tennis court, air-conditioning, TV, DVD, parking, fireplace, starting at £719/week
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Charming Cozy Cove Cottage Romatic Getaway or Family Retreat

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 169274
3 Bedrooms/1 Bathroom Cottage (Sleeps 6 garden, air-conditioning, satellite or cable, TV, DVD, parking, starting at £614/week
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'Sandy Pines' Lovely 4 BR Waterfront Home on Sandy Beach w/Pool, Dock

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 314049
4 Bedrooms/3 Bathrooms House (Sleeps 10 river, waterfront, private pool, garden, terrace, air-conditioning, internet access, satellite or cable, TV
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Cedar Beach Lodge is a Modern Year-Round Retreat on the Chesapeake Bay

  1. Maryland,
  2. Chesapeake Bay,
  3. Solomons Island Vacation rentals
— Property 168407
3 Bedrooms/2 Bathrooms Lodge (Sleeps 8 beach, town, garden, pets considered, air-conditioning, internet access, satellite or cable, TV, DVD, starting at £150/night £868/week
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Chesapeake Bay, Water Front, Private Home & Dock, 3.5 Acres

  1. Maryland,
  2. Chesapeake Bay,
  3. Chestertown Vacation rentals
— Property 211184
4 Bedrooms/3 Bathrooms House (Sleeps 10 rural, waterfront, pets considered, air-conditioning, internet access, satellite or cable, TV, DVD, parking
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'Knapp Shack'- Brand new waterfront townhome overlooking the Bay

  1. Maryland,
  2. Chesapeake Bay,
  3. Tilghman Island Vacation rentals
— Property 242655
3 Bedrooms/2 Bathrooms, 1 Separate Toilet House (Sleeps 6 waterfront, balcony, pets considered, air-conditioning, internet access, satellite or cable, TV, DVD, starting at £135/night £749/week
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Charming Beachfront House 50' from Water & 50 Minutes From DC Fun-Safe-Private

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Leonard Vacation rentals
— Property 161801
4 Bedrooms/1 Bathroom House (Sleeps 8 beach, waterfront, air-conditioning, internet access, satellite or cable, TV, DVD, starting at £135/night £329/week
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Luxury Chesapeake Bay Waterfront - Enjoy Miles of Sandy Beach

  1. Maryland,
  2. Chesapeake Bay,
  3. Scotland, Point Lookout Vacation rentals
— Property 231723
4 Bedrooms/3 Bathrooms House (Sleeps 12 beach, balcony, air-conditioning, internet access, satellite or cable, TV, DVD, parking, starting at £898/week £2,395/month
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Harbor Cottage at the Chesapeake Bay

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Leonard Vacation rentals
— Property 122453
2 Bedrooms/2 Bathrooms Cottage (Sleeps 6 beach, waterfront, garden, balcony, pets considered, air-conditioning, internet access, satellite or cable, TV, starting at £449/week £1,198/month
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Luxury Waterfront Home on Chesapeake Bay

  1. Maryland,
  2. Chesapeake Bay,
  3. North East Vacation rentals
— Property 102015
3 Bedrooms/2 Bathrooms House (Sleeps 6 rural, waterfront, air-conditioning, internet access, TV, DVD, barbecue
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Enjoy Best Southern Maryland Waterfront Home - with Private Beach and Dock

  1. Maryland,
  2. Chesapeake Bay,
  3. Cobb Island Vacation rentals
— Property 303386
4 Bedrooms/2 Bathrooms House (Sleeps 10 river, waterfront, air-conditioning, internet access, satellite or cable, TV, DVD, parking, barbecue, starting at £210/night £898/week
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Expansive 5BR home with great wide water views, pool, beautifully decorated

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7004818h
5 Bedrooms/3 Bathrooms House (Sleeps 10 boat dock, DVD, fireplace, grill, linen provided, pets not allowed, private pool, Fully Equipped Kitchen, starting at £1,720/week
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Away from it all! Secluded spot for rest and relaxation, pool, dock, great kayaking!

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7022554h
3 Bedrooms/2 Bathrooms Cottage (Sleeps 6 boat dock, DVD, grill, linen provided, pets, private pool, Fully Equipped Kitchen, starting at £773/week
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Fantastic restored barn with expansive waterviews, pool, deep water dock

  1. Maryland,
  2. Chesapeake Bay,
  3. Easton Vacation rentals
— Property 7022553h
4 Bedrooms/3 Bathrooms House (Sleeps 8 boat dock, DVD, fireplace, grill, linen provided, pets not allowed, private pool, Fully Equipped Kitchen, starting at £2,484/week
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Authentic 1920's Waterman's Cottage

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7007439h
2 Bedrooms/1 Bathroom Cottage (Sleeps 4 boat dock, DVD, fireplace, grill, pets, Fully Equipped Kitchen, Linens with Fee, starting at £653/week
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Miles River Guest House in St Michaels

  1. Maryland,
  2. Chesapeake Bay,
  3. Easton Vacation rentals
— Property 263769
2 Bedrooms/2 Bathrooms House (Sleeps 6 river, waterfront, satellite or cable, TV, DVD, fireplace
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House rental in Wittman Village Wittman - Charming Designer Decorated Retreat

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 166854
3 Bedrooms/1 Bathroom, 1 Separate Toilet House (Sleeps 6 rural, village, communal pool, pets considered, air-conditioning, internet access, satellite or cable, TV, DVD
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