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Chesapeake Bay Vacation Rentals with Online Booking(85)

85 Results
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 - 7 night minimum stay
(26)
$745 - $1,250
per night
3 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 7 night minimum stay
(16)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
(9)
$500 - $800
per night
3 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 16
3 night minimum stay
(9)
$400
per night
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
(3)
  • 6 BR,
  • 6 BA,
  • Sleeps 15
2 - 7 night minimum stay
(15)
$350 - $450
per night
3 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 11
3 night minimum stay
(7)
  • 5 BR,
  • 3 BA,
  • Sleeps 12
3 night minimum stay
2 Reviews
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 3 night minimum stay
1 Review
$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,
  • Sleeps 8
2 - 7 night minimum stay
(27)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 - 7 night minimum stay
(19)
$99 - $175
per night
1 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
1 - 4 night minimum stay
(18)
$200 - $300
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
2 night minimum stay
(12)
$221 - $250
per night
2 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 12
2 - 7 night minimum stay
(36)
$200 - $350
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
2 night minimum stay
(8)
$110
per night
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night minimum stay
(10)
$2,400 - $2,900
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 12
7 night minimum stay
(4)
$243 - $350
per night
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night minimum stay
(7)
$186 - $300
per night
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 7 night minimum stay
(4)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
2 - 7 night minimum stay
(4)
$450 - $975
per night
2 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
2 night minimum stay
(3)
$150 - $193
per night
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night minimum stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 4
31 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
60 more choices from the HomeAway Network
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(3)
$33 - $225
per night
2 - 90 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 - 90 night minimum stay
(3)
$250 - $375
per night
2 - 3 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 9
2 - 3 night minimum stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 7
  • 4 BR,
  • 2 BA,
  • Sleeps 10
2 - 3 night minimum stay
 

Recent Chesapeake Bay Reviews

Perfect spot for a family weekend getaway

5 of 5
Just returned home from a fabulous weekend at Sandy Pines. It was perfect. There were 8 of us (all family) in town for a wedding and everyone just loved it. The house is fully equipped for visitors offering everything you might need. It felt super spacious even with 8 people. The setting is just beautiful. We spent one morning just sitting out in the sun on the dock catching up. The owners were wonderful to interact with prior to the visit. Would highly recommend this spot!
  • Submitted: Oct 13, 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

Waterfront Retreat

5 of 5
If you enjoy water related activities in a tranquil setting then this is a must rental. We towed our boat from Ohio and launched it across the creek from the property. The dock easily accommodates boats of varying sizes. We were able to enjoy cruising around the picturesque creek which has easy access to the Bay. The crabbing was excellent and we had steamed crabs every night during our stay. Phil and Stephanie were very accommodating and the house was clean and well maintained. Every summer we rent waterfront homes in Maryland and I can honestly state that this was one of our best rentals.
  • Submitted: Sep 9, 2014
  • Stayed: Aug 2014