St. Michaels Vacation Rentals

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Elegant, Waterfront, Spacious, Cottage with Pool & Pier — Property 115575

  • Cottage
  • 3 bedrooms, sleeps 8
  • 1 half bath
  • town, waterfront
  • swimming pool
SPECIAL OFFER! Special 'In Season' Rate July 12 - August 30

Waterfront Horse Farm Estate - A Slice Of Heaven On Earth — Property 139007

  • Estate
  • 5 bedrooms, sleeps 12
  • 3 bathrooms, 1 half bath
  • waterfront
  • accept credit card
Rates per property (USD)
$1,000/night
$5,200/week

Waterfront Country Cottage Close To St Michaels — Property 185818

  • Cottage
  • 3 bedrooms, sleeps 6
  • 3 bathrooms
  • village, waterfront
  • air-conditioning
Rates per property (USD)
$229 - $399/night
$1,392 - $2,095/week
$3,999 - $6,999/month

House rental in Wittman Village Wittman - Charming Designer Decorated Retreat — Property 166854

  • House
  • 3 bedrooms, sleeps 6
  • 1 bathroom, 1 half bath
  • rural, village
  • swimming pool
Rates per property (USD)
$125 - $150/night
$900/week

Charming Cozy Cove Cottage Romantic Escape — Property 169274

  • Cottage
  • 3 bedrooms, sleeps 6
  • 1 bathroom
  • village, waterfront
  • swimming pool
Rates per property (USD)
$255 - $300/night
$1,275 - $1,500/week

Great Vacation Value Special in St. Michaels — Property 189650

  • Cottage
  • 3 bedrooms, sleeps 7
  • 2 bathrooms
  • river, waterfront
  • accept credit card
Rates per property (USD)
$1,409 - $1,994/week

5BR Waterfront Estate with Pool, Dock, minutes to St. Michael's — Property 110578

  • Estate
  • 5 bedrooms, sleeps 12
  • 4 bathrooms, 1 half bath
  • town, waterfront
  • accept credit card
Rates per property (USD)
$2,362 - $6,110/week

Waterfront Home with Private Dock — Property 123352

  • House
  • 3 bedrooms, sleeps 8
  • 2 bathrooms, 1 half bath
  • river, waterfront
  • swimming pool
Rates per property (USD)
$400 - $540/night
$2,000 - $2,700/week

Swan Cove Waterfront Estate - Family Reunions & Weddings! — Property 170393

  • Estate
  • 22 bedrooms, sleeps 40
  • 17 bathrooms, 1 half bath
  • town, waterfront
  • accept credit card
Rates per property (USD)
$8,000/week

Finest Waterfront Estate in St. Michaels, MD — Property 165386

  • Estate
  • 6 bedrooms, sleeps 12
  • 4 bathrooms
  • rural, waterfront
  • accept credit card
Rates per property (USD)
$6,725/week

Exclusive St. Michael's Getaway Vacation — Property 169533

  • House
  • 3 bedrooms, sleeps 6
  • 2 bathrooms
  • waterfront
  • accept credit card
Rates per property (USD)
$3,625/week

St. Michaels Premier- Waterfront! — Property 113980

  • Estate
  • 5 bedrooms, sleeps 11
  • 5 bathrooms, 1 half bath
  • accept credit card
  • swimming pool

The Nourse Farm at St. Michaels — Property 124533

  • House
  • 7 bedrooms, sleeps 20
  • 6 bathrooms
  • waterfront
  • swimming pool
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