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Chesapeake Bay Beach Vacation Rentals Vacation Rentals(76)

76 Results
$350 - $450
per night
2 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(14)
2 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(32)
2 - 7 night minimum stay
  • 5 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 10
(3)
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 9
1 Review
2 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
(25)
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(25)
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
(7)
2 - 4 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
(24)
2 - 3 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
(12)
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(3)
2 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
(5)
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
(12)
1 - 2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
(17)
2 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 12
(36)
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(27)
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
(7)
2 - 6 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
(25)
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 12
(3)
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(7)
2 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
2 Reviews
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(22)
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 Reviews
$225 - $250
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 - 3 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
(7)
2 night minimum stay
  • 6 BR,
  • 2 BA,
  • Sleeps 8
(9)
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(11)
2 night minimum stay
  • 2 BR,
  • Sleeps 4
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
(6)
3 - 6 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(4)
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
1 Review
 

Recent Chesapeake Bay Reviews

BIG HOME, SUPER CLOSE TO THE BEACH

5 of 5
The homeowner was very responsive to my many questions. She was very nice and we paid via PayPal, booking the home was easy. There aren't many places that allows pets, so the fact that we could bring our family dog was great. The home is RIGHT next to the beach, my family and I walked to the beach. The beach is pretty small, but it felt like a private beach to us, there wasn't anyone there the weekend we stayed. The home is BIG. No central air, but they have a bunch on window air units in the home, that makes staying during the humid summer totally comfortable.
  • Submitted: Jul 21, 2014
  • Stayed: Jul 2014

CHILLAXING AT IT'S FINEST!

5 of 5
LOVED our stay here at the Hideaway! This is our second year of coming to the Bay, we come down for the Pro Nationals Moto Race. This apartment is perfected located in a friendly neighborhood with a view of the bay. All the locals were so friendly and made us feel like we were at home. It was clean, quiet and comfy, I hope to be back real soon! We even had our first ever bonfire on the beach..perfect 5 days at the Bay! Thank you Jeff, Barby, and Meagan.
  • Submitted: Jul 20, 2014
  • Stayed: Jul 2014

FAMILY VACATION AT THE CLAIBORNE, MD HOUSE

5 of 5
We had a wonderful family vacation on the bay in Claiborne, MD. The house was not only beautiful and clean, it supplied everything one could possibly want, such as a fully stocked kitchen, games and towels and linens as well. The children so enjoyed the in ground pool and we all had fun using the kayaks. The sunsets and views of the bay were amazing, not to mention we were steps from our own little beach. Lots of good restaurants and shops in St. Michael's provided our evening entertainment as well as the Maritime Museum and Lighthouse. We made lots of good family memories on this vacation!
  • Submitted: Jun 30, 2014
  • Stayed: Jun 2014