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Chesapeake Bay Vacation Rentals(226)

226 Results
3 - 7 night minimum stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 18
(16)
2 - 3 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
(30)
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
(23)
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(7)
3 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 16
(9)
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(64)
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(3)
2 - 3 night minimum stay
  • 7 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 20
(8)
2 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(32)
$350 - $450
per night
2 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(14)
2 - 3 night minimum stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
(5)
2 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
2 Reviews
3 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 18
(9)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(7)
3 - 7 night minimum stay
  • 7 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 28
(7)
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 9
(5)
3 - 7 night minimum stay
  • 10 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 36
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 Reviews
  • 12 BR,
  • 8 BA,
  • 1 HF BA,
  • Sleeps 35
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(7)
2 - 7 night minimum stay
  • 6 BR,
  • 6 BA,
  • Sleeps 13
(14)
2 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
(15)
3 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 11
(5)
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(11)
2 - 3 night minimum stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
1 Review
3 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 12
1 Review
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
(5)
2 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
1 Review
3 - 7 night minimum stay
  • 7 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 18
(7)
3 night minimum stay
  • 5 BR,
  • 7 BA,
  • Sleeps 10
(12)
 

Recent Chesapeake Bay Reviews

AMAZING PRIVATE BEACH HOME WITH SPECTACULAR VIEWS!

5 of 5
My family, friends and I were unfortunately only able to stay for a long weekend at this spectacular property due conflicting work schedules, but a long weekend was all it took to keep us wanting to come back for summers to come! The owners did a wonderful job providing us with all the comforts of home, an updated kitchen with granite counter tops, stainless steal appliances and updated bathrooms with amazing tile work. The outside the property could handle any family gathering with a view that would leave you speechless. The property faces west allowing you catch the sun setting over the Chesapeake from either the brand new deck they installed, from the water front or from the wide open back yard. All day and night we took advantage of the great outdoors, barbecuing, eating crabs, fresh seafood, swimming, playing catch, Frisbee, fishing and a fire pit at night to roast marshmallows, make s’mores and just to hang out. The property also boasts a private beach access that stretches for at least a quarter of a mile, allowing you direct access for swimming and water sports. Last but not least the owners of this property were more then accommodating throughout the entire rental process, they went above beyond to make us feel at home and to make our stay incredible! They provided all the information you could need about the surrounding area, grocery stores, restaurants, places that have live music, places to rent water crafts, the night life, but I assure you once see the property you will never want to leave. I would recommend this property for anyone who would love the privacy of a 10 acre property, with private beach access, all the comforts of home and a view that would keep you coming back. Thank you so much for allowing us to stay in your wonderful home, we look forward to staying with you in the future and next time we’ll make all the necessary arrangements to be able to stay the week.
  • Submitted: Aug 20, 2014
  • Stayed: Jul 2014

A COMFORTABLE STEP BACK IN TIME

5 of 5
Upon arrival we saw Geaorge and Jackie waiting for us in the rockers on the front porch. They greeted us warmly and showed us arouond the house and immediate property, too much property to cover it all! They assured us that we could call them day or night if the need arose and even showed up one day with fresh tomatoes from their garden, and graciously gave us the Historical tour of the Windmill and other items of historical interest on the property. This lovely property is right on the water and has many trails to follow, one even leads to an Indian burial mound and Eagles nest. It all was very well maintained inside and out. We numbered 15 and all found it a very interesting and fun place to spend our time together, I would recommend this rental to anyone and, in fact, already have.
  • Submitted: Aug 17, 2014
  • Stayed: Aug 2014

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