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Chesapeake Bay Beach Vacation Rentals(89)

89 Results
$350 - $450
per night
2 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 5 night minimum stay
(14)
$1,421 - $1,500
per night
3 - 7 night minimum stay
  • 6 BR,
  • 6 BA,
  • Sleeps 14
3 - 7 night minimum stay
(8)
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 20
3 night minimum stay
(7)
$250 - $400
per night
2 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 - 7 night minimum stay
(35)
$850 - $1,100
per night
2 night minimum stay
  • 5 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 10
2 night minimum stay
(5)
  • 2 BR,
  • 1 BA,
  • Sleeps 5
7 night minimum stay
(5)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
(11)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
(27)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 3 night minimum stay
(12)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
(25)
  • 5 BR,
  • 4 BA,
  • Sleeps 14
1 Review
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
(25)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
2 - 7 night minimum stay
(10)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 7 night minimum stay
(8)
  • 2 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 6
3 night minimum stay
(4)
  • 2 BR,
  • 1 BA,
  • Sleeps 5
3 night minimum stay
(12)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(3)
$99 - $175
per night
1 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
1 - 4 night minimum stay
(18)
$2,400 - $2,900
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 12
7 night minimum stay
(4)
$137 - $260
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(25)
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 - 6 night minimum stay
(26)
$450 - $975
per night
2 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
2 night minimum stay
(3)
$195 - $275
per night
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 - 3 night minimum stay
2 Reviews
$221 - $250
per night
2 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 12
2 - 7 night minimum stay
(39)
$300
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
(7)
$115 - $135
per night
3 - 5 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
3 - 5 night minimum stay
(8)
$243 - $350
per night
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night minimum stay
(7)
  • 6 BR,
  • 2 BA,
  • Sleeps 11
2 night minimum stay
(10)
  • 2 BR,
  • Sleeps 4
2 night minimum stay
1 Review
 

Recent Chesapeake Bay 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

Loved It!

5 of 5
My husband and I stayed at this property in 2013 and 2014, both times to celebrate our wedding anniversary. We love the architecture and the design of the home. 2013 was our first time to St. Michaels and we fell in love with the town, as well. It's a beautiful home and incredibly peaceful. It's hard not to fall in love with so much beauty and serenity all around you. And, St. Michaels has lots of shops, restaurants and areas of interest to visit. The property manager, Angela, provided lots of insight and ideas about things to do and ways to enjoy St. Michaels while also being available if we needed to contact her. We hope to visit again and would highly recommend it to others.
  • Submitted: Feb 16, 2015
  • Stayed: May 2014

Very Nice Place!!!

5 of 5
The home is beautiful and has everything you need to cook in the big top notch kitchen! Everything was very clean and made you feel rite at home we will be back every year for the same week!!
  • Submitted: Jan 19, 2015
  • Stayed: Jan 2015