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Chesapeake Bay Cottage Rentals with Air Conditioning(83)

83 Results
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
(9)
$250 - $400
per night
2 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 - 7 night minimum stay
(34)
$434 - $501
per night
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
2 - 3 night minimum stay
(63)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(78)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 night minimum stay
(27)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(9)
$439 - $488
per night
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night minimum stay
(34)
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 3 night minimum stay
(27)
  • 3 BR,
  • 2 BA,
  • Sleeps 9
7 night minimum stay
(5)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(7)
$555 - $1,167
per night
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 7 night minimum stay
(30)
$505 - $575
per night
2 - 3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 7
2 - 3 night minimum stay
(43)
$467 - $506
per night
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night minimum stay
(51)
$389 - $636
per night
2 - 3 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 3 night minimum stay
(17)
$100 - $175
per night
1 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
1 - 3 night minimum stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
2 night minimum stay
(9)
$250
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
2 night minimum stay
$99 - $175
per night
1 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
1 - 4 night minimum stay
(18)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(10)
$186 - $300
per night
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 7 night minimum stay
(5)
$110
per night
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night minimum stay
(10)
$150 - $193
per night
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night minimum stay
2 Reviews
  • 3 BR,
  • 1 BA,
  • Sleeps 5
2 - 5 night minimum stay
(28)
$195 - $275
per night
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 - 3 night minimum stay
1 Review
$137 - $260
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(24)
$85 - $90
per night
2 night minimum stay
  • 1 BR,
  • 1 HF BA,
  • Sleeps 2
2 night minimum stay
2 Reviews
$300
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
(7)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 Review
$373 - $586
per night
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night minimum stay
(31)
 

Recent Chesapeake Bay Reviews

Ahhhh......

5 of 5
We loved this charming home - beautiful views from almost every window, and everything to help us settle in easily and relax was waiting for us. The dock lets you really experience the changing river, and we did see a blue heron flying low across the water on our 3rd day! The only unpleasant part was leaving.
  • Submitted: Nov 11, 2014
  • Stayed: Nov 2014

Sisters Weekend

5 of 5
Wonderful weekend, beautiful weather, terrific sail on the Selina, shopping, Gina's Cafe for incredible tacos, and let's not forget Tilghman Island Day with music, food and working boat races!! Harbor Hideaway and St. Michaels is a special jewel on the eastern shore. Our spring visit and return in October exceeded our expectations!
  • Submitted: Oct 25, 2014
  • Stayed: Oct 2014

Very nice . . .

5 of 5
Our stay at the cottage was not long enough. The tasteful decorations, supplies on hand combined with the beautiful weather made our first trip to this area a memorable one. Our dog had a fantastic time playing in the water, running the beach and trying to catch sea creatures. The deck off the side was just right for coffee, cocktails and talking. The overall peace and tranquility of the area was amazing. We are looking forward to returning next year. Thank you for helping us celebrate our trip.
  • Submitted: Oct 3, 2014
  • Stayed: Sep 2014