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Chesapeake Bay Cottage Rentals with Air Conditioning(81)

81 Results
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
(61)
2 - 3 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
(26)
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
(74)
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(29)
2 - 3 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(24)
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(7)
2 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(32)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(7)
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 9
(5)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(7)
2 - 3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 7
(39)
2 - 3 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
(29)
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(47)
2 - 3 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
(17)
1 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 Reviews
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(3)
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
(6)
2 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(6)
1 - 2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
(17)
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(30)
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(28)
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
(29)
2 - 3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(17)
$107 - $110
per night
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
(10)
2 - 3 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(17)
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
(16)
2 - 3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 5
(10)
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(23)
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
(3)
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 Reviews
 

Recent Chesapeake Bay Reviews

Great get away!

5 of 5
This house is just what my husband and I were looking for! Comfort and privacy with an amazing water view. The large kitchen and River Room were wonderful, as was the very spacious master bedroom with windows looking out on the Harris Creek. We spent a lot of time on the dock (reading, eating, swimming, etc.) and loved the fact that we had such a big yard with so much privacy. The house is very close to St. Michael's, where we went often for dinner, shopping, etc. during the week that we were there. We loved using the kayaks off of the dock. There were no bicycles, but I do not think that we would have wanted to bike on the busy roads anyway. Although there were just two of us, the house really has 4 bedrooms (counting the sleeping loft) and it would have easily accommodated more people. If you rent this home, you will not be sorry - it is beautiful!
  • Submitted: Aug 12, 2014
  • Stayed: Jul 2014

Simplicity Cottage

5 of 5
Rating Details: I was very satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was very clean. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: Great location! Wonderful views! Well appointed cottage for a phenomenal getaway.
  • Submitted: Jul 24, 2014
  • Stayed: Jun 2014

Perfect Weekend Getaway

5 of 5
The Harbor Hideaway was the perfect getaway retreat. It truly felt like home away from home. Carol, the homeowner, really thought of everything from a well-stocked kitchen and comfortable bedding to toiletries and even Band-Aids! We did s'mores out by the fire pit, played corn hole, and rode the four bikes to Inn at Perry Cabin and had a cocktail while sitting in the Adirondack chairs looking out onto the marina. St. Michaels is the perfect long weekend destination and the Harbor Hideaway is within walking distance to all the shops and restaurants.
  • Submitted: Jun 24, 2014
  • Stayed: May 2014