Other options for Maryland vacation rentals include Annapolis rentals, Washington DC accommodations, or Ocean City Maryland beach houses.


Vacation Rentals in St. Michaels, Maryland

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One level home with pool, close to town, big views.

— Property 7007442h
St. Michaels cottage rental - Create Wonderful Summer Memories
3 Bedrooms, Sleeps 8,
Cottage, 3 Bathrooms
Rates - per cottage (USD)
$1,744 - $3,773/week
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St. Michaels house rental - willows
6 Bedrooms, Sleeps 11,
House, 3 Bathrooms
Rates - per house (USD)
$2,850 - $5,362/week
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St. Michaels house rental - The sunny, sandy beach offers privacy and views.
4 Bedrooms, Sleeps 10,
House, 3 Bathrooms, river, waterfront, swimming pool
Rates - per property (USD)
$4,600/week
Calendar Updated Jul 2 2009

Property Review

Sandy Pines is a home away from home. All amenities are exact with many additional comforts on the property. The kitchen is a gourmet treat with spices and extras already stocked. The private...
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Pandion

— Property 7018650h
St. Michaels cottage rental - Pandion
3 Bedrooms, Sleeps 5,
Cottage, 2 Bathrooms
Rates - per cottage (USD)
$1,358 - $2,158/week
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St. Michaels cottage rental - Pool
3 Bedrooms, Sleeps 8,
Cottage, 2 Bathrooms
Rates - per cottage (USD)
$1,540 - $3,230/week
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Budget Vacation home! Great location with pool and hot tub

— Property 7007440h
St. Michaels house rental - 4 Bedroom Home Near St. Michaels
4 Bedrooms, Sleeps 8,
House, 3 Bathrooms
Rates - per house (USD)
$1,473 - $3,345/week
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Nautical Cottage just outside St. Michaels, great getaway spot

— Property 7007433h
St. Michaels cottage rental - A cute cottage overlooking Long Haul Creek
3 Bedrooms, Sleeps 6,
Cottage, 3 Bathrooms
Rates - per cottage (USD)
$1,581 - $2,706/week
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St. Michaels cottage rental - Waterfront Cottage with Great Views, Private Dock
3 Bedrooms, Sleeps 7,
Cottage, 3 Bathrooms
Rates - per cottage (USD)
$1,350 - $2,250/week
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St. Michaels house rental - A waterfront retreat
5 Bedrooms, Sleeps 10,
House, 3 Bathrooms
Rates - per house (USD)
$2,873 - $6,462/week
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St. Michaels cottage rental - Welcome to Pines at Barrett Cove
3 Bedrooms, Sleeps 6,
Cottage, 3 Bathrooms
Rates - per cottage (USD)
$1,375 - $2,700/week
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St. Michaels house rental - View of the house from the dock
4 Bedrooms, Sleeps 8,
House, 3 Bathrooms
Rates - per house (USD)
$1,653 - $3,350/week
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Light Filled Contemporary with 4 Queen bedrooms, dock,pool

— Property 7004815h
St. Michaels house rental - Welcome to Swift Haven
4 Bedrooms, Sleeps 9,
House, 2 Bathrooms
Rates - per house (USD)
$1,747 - $3,776/week
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St. Michaels cottage rental - View from the dock
3 Bedrooms, Sleeps 7,
Cottage, 2 Bathrooms
Rates - per cottage (USD)
$1,384 - $2,284/week
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St. Michaels house rental - The Cove
4 Bedrooms, Sleeps 8,
House, 4 Bathrooms
Rates - per house (USD)
$4,700/week
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Expansive in-town home with great waterviews, sleeps 8

— Property 7004814h
St. Michaels house rental - Welcome to Swan Harbor
4 Bedrooms, Sleeps 8,
House, 3 Bathrooms
Rates - per house (USD)
$1,265 - $2,190/week
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Restored farmhouse with pool, poolhouse, dock, kayak and more!

— Property 7004804h
St. Michaels house rental - Lee Haven
5 Bedrooms, Sleeps 10,
House, 4 Bathrooms
Rates - per house (USD)
$2,895 - $5,407/week
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Hideaway on Long Haul Creek, minutes to town

— Property 7004799h
St. Michaels cottage rental - Crabbiest Cottage
3 Bedrooms, Sleeps 6,
Cottage, 3 Bathrooms
Rates - per cottage (USD)
$1,295 - $1,920/week
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St. Michaels cottage rental - Harbour Hideaway
2 Bedrooms, Sleeps 4,
Cottage, 2 Bathrooms
Rates - per cottage (USD)
$1,075/week
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Single Family Fun! Adorable home with pool, dock, playgym

— Property 7004805h
St. Michaels cottage rental - Welcome to Mack''s Landing
3 Bedrooms, Sleeps 6,
Cottage, 1 Bathroom
Rates - per cottage (USD)
$1,328 - $2,333/week
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St. Michaels house rental - Miles Aweigh
3 Bedrooms, Sleeps 6,
House, 3 Bathrooms
Rates - per house (USD)
$1,676 - $3,020/week
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St. Michaels house rental - Welcome to Anchorage
4 Bedrooms, Sleeps 8,
House, 3 Bathrooms
Rates - per house (USD)
$2,448 - $5,568/week
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St. Michaels house rental - Welcome to Bushey Heath Farm
4 Bedrooms, Sleeps 8,
House, 2 Bathrooms
Rates - per house (USD)
$1,453 - $3,325/week
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St. Michaels house rental - Welcome to Bloomfield
3 Bedrooms, Sleeps 8,
House, 3 Bathrooms
Rates - per house (USD)
$2,092 - $3,839/week
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St. Michaels house rental - Barefott Cove
4 Bedrooms, Sleeps 8,
House, 3 Bathrooms
Rates - per house (USD)
$2,002 - $4,187/week
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Waterfront Home with Private Dock

— Property 123352
St. Michaels house rental
4 Bedrooms, Sleeps 8,
House, 2 Bathrooms, 1 Half Bath, river, waterfront, swimming pool
Rates - per property (USD)
$240 - $540/night
$1,200 - $2,700/week
Calendar Updated Jul 2 2009

Property Review

The house was nice, but with an awkward layout (including the kitchen) so we didn't use many of the rooms. Also the check-in was a bit late and the check-out a bit early. It was a great house...
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Endless Waterfront Sunsets on Eastern Bay!!

— Property 246578
St. Michaels house rental - Great water views/sunsets from double-decker porch
3 Bedrooms, Sleeps 8,
House, 3 Bathrooms, 1 Half Bath, village, waterfront, accept credit card
Rates - per property (USD)
$375/night
$2,500/week
$8,000/month
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St. Michaels estate rental - view from the water
4 Bedrooms, Sleeps 8,
Estate, 4 Bathrooms, 1 Half Bath, waterfront, swimming pool
Rates - per property (USD)
$4,750/week
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St. Michaels house rental - A Classic Bay Home
5 Bedrooms, Sleeps 10,
House, 4 Bathrooms
Rates - per house (USD)
$2,839 - $6,271/week
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St. Michaels house rental - Step into the pool for a relaxing swim
5 Bedrooms, Sleeps 12,
House, 4 Bathrooms, town, waterfront, swimming pool
Rates - per property (USD)
$3,000 - $5,850/week
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St. Michaels house rental - The Pot Pie House
3 Bedrooms, Sleeps 6,
House, 1 Bathroom, 1 Half Bath, rural, village, swimming pool
Calendar Updated Jun 26 2009

Property Review

Cute house in great condition. It is a nice size for five or six people. The owners were great to deal with. This is a perfect way to see St. Michaels without the high price of the hotels or the...