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Chesapeake Bay Cottage Rentals(78)

78 Results
  • 3 BR,
  • 1 BA,
  • Sleeps 5
2 - 5 night min stay
(30)
$300
per night
2 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night min stay
(7)
$115 - $135
per night
3 - 5 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
3 - 5 night min stay
(9)
  • 3 BR,
  • 2 BA,
  • Sleeps 9
3 night min stay
(5)
$2,240 - $3,708
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(4)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
7 night min stay
(4)
  • 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)
$200
per night
2 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 night min stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
(4)
36 more choices from the HomeAway Network
$135 - $180
per night
3 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 night min stay
(33)
$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 night min stay
(15)
$120 - $160
per night
2 - 4 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
2 - 4 night min stay
(22)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
3 night min stay
(12)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
1 - 7 night min stay
(9)
$300
per night
3 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 night min stay
(9)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
2 - 3 night min stay
(13)
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 night min stay
(3)
$805
per week
7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 night min stay
(9)
$150 - $200
per night
2 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 5
2 night min stay
(13)
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 - 3 night min stay
(18)
$175 - $225
per night
2 - 5 night min stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
2 - 5 night min stay
(4)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
2 - 3 night min stay
(10)
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 night min stay
(17)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night min stay
(17)
  • 5 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 7 night min stay
$250
per night
2 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 night min stay
(6)
 

Recent Chesapeake Bay Reviews

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

Great Girls weekend getaway

5 of 5
We had a fantastic trip and stay in Cambridge. Bob is very easy to work with and helpful for any issues that may arise. We all enjoyed the peace and quiet and can't wait to get back for another trip!
  • Submitted: Apr 1, 2015
  • Stayed: Mar 2015

Peace and Rejuvenation

5 of 5
This host family has generously opened their cute little home on the Chesapeake to all those who want peace and quiet and the feeling of getting away. I spent a week there; had my tea on the beach, watched the waves, let my bones settle. It was perfect. Each morning I walked down the country road to gather firewood for the cozy fireplace. There was everything I needed. When I had a question, Winnie, the owner, was available to answer. I hesitate reviewing this one because I'd like to keep it to myself. But I'll let you all know that if you need a cozy place right on the quiet waters of the chesapeake that's not at all pretentious or impersonal, check out this one.
  • Submitted: Apr 1, 2008
  • Stayed: Mar 2008