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St. Michaels Pet Friendly Vacation Rentals(35)

35 Results
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 4 night min stay
(39)
$6,500
per week
7 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
7 night min stay
(6)
  • 5 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 10
2 night min stay
(5)
$2,152 - $2,538
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(34)
$600 - $1,071
per night
2 - 7 night min stay
  • 8 BR,
  • 5 BA,
  • Sleeps 20
2 - 7 night min stay
$257 - $400
per night
2 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 - 7 night min stay
(35)
  • 5 BR,
  • 5 BA,
  • Sleeps 10
3 night min stay
(6)
  • 6 BR,
  • 5 BA,
  • 2 HF BA,
  • Sleeps 12
6 night min stay
$2,706 - $2,967
per week
7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night min stay
(19)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
2 - 7 night min stay
(13)
  • 4 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 10
3 night min stay
(4)
  • 8 BR,
  • 7 BA,
  • 2 HF BA,
  • Sleeps 20
2 - 7 night min stay
(18)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
2 - 7 night min stay
(6)
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 7 night min stay
2 Reviews
  • 5 BR,
  • 4 BA,
  • Sleeps 10
7 night min stay
2 Reviews
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
2 Reviews
  • 5 BR,
  • 4 BA,
  • Sleeps 8
3 - 7 night min stay
1 Review
  • 4 BR,
  • 5 BA,
  • Sleeps 10
3 - 7 night min stay
$1,379 - $1,500
per night
3 - 7 night min stay
  • 6 BR,
  • 5 BA,
  • Sleeps 12
3 - 7 night min stay
  • 6 BR,
  • 3 BA,
  • Sleeps 12
3 - 7 night min stay
1 Review
15 more choices from the HomeAway Network
$500 - $950
per night
2 - 3 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 3 night min stay
(44)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
2 - 3 night min stay
(14)
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 7 night min stay
(11)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
2 - 3 night min stay
(10)
  • 3 BR,
  • 2 BA,
  • Sleeps 5
7 night min stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(51)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(27)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(3)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
7 night min stay
(4)
$2,415 - $3,574
per week
7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(43)
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Recent St. Michaels Reviews

Unexpected relaxation and privacy.

5 of 5
When I headed toward St. Michael's with my family I expected a reasonably nice vacation house in a pretty populated area. Instead we were treated to a very cool, spacious house on a 6 acres of private land. The house has very good soothing energy. My kid could not run away where I would not see him. It was a bit chilly for the pool, but I would be a blast in the summer. If you are not up to all the fine dining places in nearby town, the fully equipped new clean kitchen is there for you.Camfire with s'mores and spooky stories at night was the highlight of the day for the kids. The beach is very small and private. If you want to play beach volleyball you may want to drive to a public beach, but for sunbathing and water is it just perfect. This is one of rare places where I could rejuvenate in 3 days while vacationing with the whole family. We will definitely be back! Thank you, owners for thinking of your guests while renovating this house!
  • Submitted: May 14, 2015
  • Stayed: May 2015

Property is stunning, simply perfect for gathering

5 of 5
The Deep Neck Point property was perfect for our family gathering. Owner and caretaker were both exceeding gracious and accommodating. We would highly recommend this rental
  • Submitted: May 7, 2015
  • Stayed: May 2015

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