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Chesapeake Bay Cottage Rentals with parking included(54)

54 Results
$257 - $400
per night
2 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 - 7 night min stay
(35)
$625 - $729
per night
2 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 9
2 - 7 night min stay
(5)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 2 night min stay
(8)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
(3)
$250
per night
2 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
2 night min stay
$200 - $250
per night
2 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 7
2 night min stay
$125 - $175
per night
2 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night min stay
(3)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
2 night min stay
(9)
$330 - $495
per night
2 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
2 night min stay
(7)
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 - 5 night min stay
(12)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
1 - 4 night min stay
(18)
$159 - $260
per night
3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(26)
$250 - $350
per night
2 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 night min stay
(5)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(14)
$195 - $275
per night
2 - 3 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 - 3 night min stay
(3)
  • 2 BR,
  • Sleeps 6
1 - 2 night min stay
(3)
$107 - $110
per night
3 - 7 night min stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night min stay
(10)
  • 3 BR,
  • 1 BA,
  • Sleeps 5
2 - 5 night min stay
(31)
$300
per night
2 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night min stay
(8)
  • 3 BR,
  • 2 BA,
  • Sleeps 9
3 night min stay
(5)
$115 - $135
per night
3 - 5 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
3 - 5 night min stay
(9)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 7 night min stay
$200 - $250
per night
2 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 7
2 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
(3)
  • 3 BR,
  • 1 BA,
  • Sleeps 6
(4)
28 more choices from the HomeAway Network
$135 - $180
per night
3 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 night min stay
(34)
$225 - $428
per night
2 - 6 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
2 - 6 night min stay
(22)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 5 night min stay
(15)
$135 - $160
per night
2 - 4 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
2 - 4 night min stay
(22)
 

Recent Chesapeake Bay Reviews

Nice Retreat

5 of 5
Very relaxing after coming in from 3 days of fishing. Wish we had more time to enjoy during the daylight. Third time staying and hope to be back
  • Submitted: May 13, 2015
  • Stayed: Apr 2015

Wonderful Experience

5 of 5
My guy, myself and our pup spend three nights here in early April and I wish it could have been thirty more. The cottage is smallish, but so cozy, clean and well put together. Really absolutely perfect for a couple. The island itself is so relaxing and naturally gorgeous that we have already started making plans to return and we've not even been home a week. Mo's home is wonderful with all the conveniences (and so many movie/sports channels for those who watch) :), the island is rustic and so relaxing. Thank you for a wonderful trip. We will be back.
  • Submitted: Apr 8, 2015
  • Stayed: Apr 2015

Gem on the Beach

5 of 5
This cottage is lovingly and tastefully decorated, and has amazing panoramic views! I live in the neighborhood and have enjoyed dining here overlooking the Bay. Our neighborhood is a secret and easy getaway from DC (less than an hour from DC and Annapolis). It's so private and tranquil here. You won't be disappointed!
  • Submitted: Apr 3, 2015
  • Stayed: Apr 2015