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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16
In four months
Dec 12 - Dec 14

Browse Select Chesapeake Bay Condo Resorts

Our top choices for Chesapeake Bay condo resorts

Four Sails Resort
Indoor pool

Four Sails Resort

3.5 star property
7.6 out of 10, Good, (40)
"Parking was tiny but can be navigated carefully "
The price is CA $211
CA $281 total
includes taxes & fees
Sep 14 - Sep 15
Four Sails Resort
Bay Club Resort by Coolvacay
Premium Condo, Balcony, Bay View | Balcony

Bay Club Resort by Coolvacay

3.0 star property
8.2 out of 10, Very good, (34)
"Our 2nd stay here and it has been great! Wonderful property, near to everything and great, responsive staff. Our dog loved it and our kids enjoyed the property."
The price is CA $364
CA $656 total
includes taxes & fees
Aug 26 - Aug 27
Bay Club Resort by Coolvacay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chesapeake Bay Hotel Reviews

Hotel Arboretum

Hotel Arboretum

10/10 Excellent
"It was great "
Taliue 1-night trip
Posted 2 days ago
Hotel Arboretum