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St. Michaels Vacation Rentals(29)

29 Results
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 night min stay
(4)
$350 - $450
per night
2 - 3 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night min stay
(9)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 4 night min stay
(37)
  • 5 BR,
  • 4 BA,
  • Sleeps 10
2 - 7 night min stay
(15)
$257 - $400
per night
2 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 - 7 night min stay
(35)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(8)
$6,500
per week
7 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
7 night min stay
(6)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 - 7 night min stay
(19)
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 4 night min stay
1 Review
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
1 Review
  • 5 BR,
  • 7 BA,
  • Sleeps 10
(13)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 3 night min stay
(12)
$330 - $495
per night
2 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
2 night min stay
(7)
$525 - $600
per night
3 - 7 night min stay
  • 6 BR,
  • 3 BA,
  • Sleeps 12
3 - 7 night min stay
(4)
$1,200 - $2,000
per night
2 - 7 night min stay
  • 8 BR,
  • 7 BA,
  • 2 HF BA,
  • Sleeps 20
2 - 7 night min stay
(16)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
2 - 7 night min stay
(6)
$9,000 - $11,000
per night
2 night min stay
  • 8 BR,
  • 8 BA,
  • 3 HF BA,
  • Sleeps 18
2 night min stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
(3)
  • 7 BR,
  • 6 BA,
  • Sleeps 20
10 more choices from the HomeAway Network
  • 5 BR,
  • 3 BA,
  • Sleeps 10
2 - 4 night min stay
(26)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 3 night min stay
(44)
$450 - $980
per night
1 - 2 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
1 - 2 night min stay
(9)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
2 - 7 night min stay
(13)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
2 - 3 night min stay
(9)
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 7 night min stay
(10)
  • 4 BR,
  • 3 BA,
  • Sleeps 11
3 night min stay
(12)
$286 - $300
per night
1 - 7 night min stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
1 - 7 night min stay
2 Reviews
  • 3 BR,
  • 3 BA,
  • Sleeps 6
  • 4 BR,
  • 1 BA,
  • Sleeps 10
(7)
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Recent St. Michaels Reviews

Perfect cottage for a girls weekend

5 of 5
Harbor Hideaway was the PERFECT cottage for our girls getaway. This was our first time to St. Michaels, and we're already planning next years trip (and stay in Harbor Hideaway, of course). The cottage had everything we needed, and we really appreciated all of the owner's little touches to make it feel like home. Everything was so clean and cozy! The location is perfect, too - we walked to all of the shops and restaurants in town. There was snow on the ground so we didn't get to appreciate the backyard, but it looked perfect and spacious. And, I can't say enough about how easy it was to work with Carol, the owner. I'd definitely recommend this place to anyone! Can't wait until next year!
  • Submitted: Mar 10, 2015
  • Stayed: Mar 2015

Great vacation rental for large groups!

5 of 5
My family and I had an excellent stay here over Thanksgiving. There was plenty of space, comfortable accommodations, and a beautiful kitchen/dining room for our Thanksgiving feast. It is conveniently located near adorable St. Michael's, but we hardly left the house because it was so relaxing. Would stay here again in a heartbeat.
  • Submitted: Jan 18, 2015
  • Stayed: Nov 2014

Unbelievable Vacation Retreat

5 of 5
The house & property were even more beautiful in person. The house was immaculate & very well stocked. Location was unbelievable with incredible waterfront views & memorable evening sunsets. The dock, pool, pool house & extensive lawn provided many happy hours of entertainment. The town of St. Michael's is lovely but mostly we stayed at the house as no one wanted to leave. The owner & caretaker were very accommodating. My children & grandchildren said it was the best vacation ever. Would highly recommend. Hope to return.
  • Submitted: Dec 27, 2014
  • Stayed: Aug 2014