Woolford Holiday Packages

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Top Woolford hotels

 Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Dock Pet permitted

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Dock Pet permitted

Woolford MD
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Dock Pet permitted: Family-friendly holiday home with free WiFi and an outdoor pool. Located on the waterfront.
"We had an absolutely wonderful stay at this vacation rental! The property was amazing, and we had everything we needed for a relaxing getaway. The views of the bay were incredible, especially at sunrise and sunset.Communication with the owner was excellent from start to finish, and check-in/out was ..."

Reviewed on 18 May 2026

Opens in a new window Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Dock Pet permitted
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
The price is AU$487 per night from 6 July to 7 July
AU$487
6 July - 7 July
includes taxes & fees
Hyatt Regency Chesapeake Bay: Family-friendly resort with free WiFi and free parking. Located on the waterfront.
"The grounds were beautiful and well maintained. the staff was very attentive and was able to help whenever i needed it. My wife and i will definitely be back"

Reviewed on 25 June 2026

Opens in a new windowHyatt Regency Chesapeake Bay
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Woolford MD
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks: Pet-friendly holiday home with free WiFi and parking.
Opens in a new windowThe Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
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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.