Self-catering holiday homes in St. Michaels

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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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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, starting at £161/night
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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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Beautifully appointed vacation home outside St. Michaels

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7022556h
6 Bedrooms/5 Bathrooms House (Sleeps 12 boat dock, DVD, fireplace, grill, linen provided, pool table, pets not allowed, private pool, starting at £1,947/week
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Budget friendly cottage getaway, with rowboat included!

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7022552h
4 Bedrooms/2 Bathrooms Cottage (Sleeps 8 boat dock, DVD, fireplace, grill, pets, Fully Equipped Kitchen, Linens with Fee, starting at £787/week
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Waterfront Home with Private Dock

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 123352
4 Bedrooms/2 Bathrooms, 1 Separate Toilet House (Sleeps 8 river, waterfront, communal pool, garden, balcony, pets considered, air-conditioning, satellite or cable, TV, starting at £144/night £719/week
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Cottage with pool, hot tub and great water

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7018652h
4 Bedrooms/4 Bathrooms House (Sleeps 8 boat dock, DVD, grill, indoor hot tub, linen provided, pets not allowed, private pool, Fully Equipped Kitchen, starting at £1,020/week
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Expansive 4 bedroom home 5 blocks to town of St. Michaels, wide water views.

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7004814h
4 Bedrooms/3 Bathrooms House (Sleeps 8 boat dock, DVD, fireplace, grill, pets, Fully Equipped Kitchen, Linens with Fee, starting at £757/week
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Light Filled Contemporary with 4 Queen bedrooms, dock,pool

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7004815h
4 Bedrooms/2 Bathrooms House (Sleeps 9 boat dock, DVD, fireplace, grill, linen provided, pets, private pool, Fully Equipped Kitchen, starting at £1,046/week
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Fun house outside St. Michaels, pool, dock, hot tub, ping pong

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7007440h
4 Bedrooms/3 Bathrooms House (Sleeps 8 boat dock, DVD, fireplace, grill, indoor hot tub, pets, private pool, Fully Equipped Kitchen, starting at £882/week
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Very private 25 acre home with sunset views, deep water dock, pool

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7004811h
4 Bedrooms/3 Bathrooms House (Sleeps 8 boat dock, DVD, fireplace, grill, pets, private pool, Fully Equipped Kitchen, Linens with Fee, starting at £990/week
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Waterfront Cottage minutes to St. Michaels, hot tub

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7018650h
3 Bedrooms/2 Bathrooms Cottage (Sleeps 5 DVD, fireplace, grill, indoor hot tub, linen provided, pets not allowed, Fully Equipped Kitchen, starting at £813/week
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Contemporary Cottage with pool, tranquil views and great nature watching!

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7014511h
3 Bedrooms/2 Bathrooms Cottage (Sleeps 8 boat dock, DVD, fireplace, grill, linen provided, pets, private pool, Fully Equipped Kitchen, starting at £986/week
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Conveniently located home between Easton and St. Michaels, private with Tred Avon views!

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7015502h
3 Bedrooms/2 Bathrooms Cottage (Sleeps 6 boat dock, DVD, fireplace, grill, linen provided, pets not allowed, Fully Equipped Kitchen, starting at £823/week
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Single family getaway! Pool, playgym, dock, and more!

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7004805h
3 Bedrooms/1 Bathroom Cottage (Sleeps 6 boat dock, DVD, fireplace, grill, pets, private pool, Fully Equipped Kitchen, starting at £795/week
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Bungalow in heart of historic district

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7004802h
2 Bedrooms/2 Bathrooms Cottage (Sleeps 4 DVD, grill, pets, Fully Equipped Kitchen, Linens with Fee, starting at £689/week
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Historic Estate with 5BR's, pool, hot tub, gourmet kitchen and deep water dock.

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7004801h
5 Bedrooms/4 Bathrooms House (Sleeps 14 boat dock, DVD, fireplace, grill, indoor hot tub, linen provided, pets, private pool, starting at £1,559/week
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Sweeping Chesapeake Bay views with Sandy Beach,dock, pool.

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7004795h
4 Bedrooms/3 Bathrooms House (Sleeps 8 boat dock, DVD, fireplace, grill, linen provided, pets, private pool, Fully Equipped Kitchen, starting at £1,146/week
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90 acre farm with wrap around views, 5 minutes to St. Michaels, pool, dock

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7004794h
4 Bedrooms/2 Bathrooms House (Sleeps 8 boat dock, DVD, fireplace, grill, pets, private pool, Fully Equipped Kitchen, Linens with Fee, starting at £870/week
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One level vacation home outside St. Michaels, pool, wide views, great breezes

  1. Maryland,
  2. Chesapeake Bay,
  3. St. Michaels Vacation rentals
— Property 7007442h
3 Bedrooms/3 Bathrooms House (Sleeps 8 DVD, fireplace, grill, linen provided, pets, private pool, Fully Equipped Kitchen, starting at £1,044/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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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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