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St. Michaels Long Term Vacation Rentals(17)

17 Results
$450 - $750
per night
2 - 4 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 4 night minimum stay
(37)
  • 5 BR,
  • 4 BA,
  • Sleeps 10
2 - 7 night minimum stay
(15)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(8)
$786 - $800
per night
3 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 12
3 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
3 night minimum stay
(4)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
1 Review
  • 5 BR,
  • 7 BA,
  • Sleeps 10
(13)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
2 - 6 night minimum stay
(13)
$1,300
per night
3 - 7 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 3 night minimum stay
(12)
  • 4 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 10
3 - 4 night minimum stay
(4)
$280 - $495
per night
2 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
2 night minimum stay
(7)
  • 6 BR,
  • 3 BA,
  • Sleeps 12
3 - 7 night minimum stay
1 Review
$5,000 - $18,000
per night
1 - 3 night minimum stay
  • 8 BR,
  • 8 BA,
  • 3 HF BA,
  • Sleeps 18
1 - 3 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
(3)
2 more choices from the HomeAway Network
  • 5 BR,
  • 3 BA,
  • Sleeps 10
2 - 4 night minimum stay
(26)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
2 - 7 night minimum stay
(13)
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Recent St. Michaels Reviews

Spacious & Relaxing

5 of 5
This was a fantastic stay! The owners have done a wonderful job modernizing this large waterfront home. The interior is well appointed and very tastefully decorated. The pictures are spot on! We enjoyed our stay and will be back for sure! The house is very close to St. Michaels and all activities but still provides a very private waterfront experience. The home owners made every effort to make our stay comfortable and memorable.
  • Submitted: Mar 11, 2015
  • Stayed: Sep 2014

prefect view

5 of 5
The house was fantastic. The view is incredible and the house was very well maintained. Perfect for a large group.
  • Submitted: Feb 24, 2015
  • Stayed: Oct 2014

Beautiful waterfront with great amenities!

5 of 5
This property is gorgeous; right on the Chesapeake Bay with a beautiful deck to watch the sunrise/sunset from. The pool is well maintained with comfortable patio furniture and the hot tub provides a place to relax and unwind at the end of the day. Our dogs loved playing in the bay from the dock. The neighbors were wonderful and very friendly; however we only saw them once so it was a nice respite away from the rest of the world. We highly recommend this rental; it's everything they describe it to be and more!
  • Submitted: Feb 21, 2015
  • Stayed: Sep 2014