Woolford, MD
Travel Guide

Visit Woolford

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Dock Pet permitted
Woolford MD
Book a stay at this beach vacation home in Woolford. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Ragged Island and Spocott Windmill ...
9.8/10 Exceptional! (79 reviews)
"Everything was great . Only problem was the bugs outside biting us"
Reviewed on 29 July 2026

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford MD
The price is AED 1,653 per night from Aug 31 to Sep 1
AED 1,653
AED 2,862 total
31 Aug - 1 Sep
includes taxes & fees
Stay at this vacation home in Woolford. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Woods Island and Harriet Tubman Underground Railroad ...
9.6/10 Exceptional! (35 reviews)
"Anne was super responsive and helpful! The house is spacious, comfortable, with an extremely well stocked kitchen - plan to cook! We had our very first seafood broil ever, thanks to the equipment on hand. There are plenty of kayaks and a canoe, with easy access to the water. The screened in porch ..."
Reviewed on 9 August 2026

St Michaels Inn
1228 S Talbot Street St. Michaels MD
The price is AED 308 per night from Aug 31 to Sep 1
AED 308
AED 338 total
31 Aug - 1 Sep
includes taxes & fees
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,005 reviews)
"None"
Reviewed on 25 August 2026
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.

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Dock Pet permitted
Woolford MD
Book a stay at this beach vacation home in Woolford. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Ragged Island and Spocott Windmill ...
9.8/10 Exceptional! (79 reviews)
"Everything was great . Only problem was the bugs outside biting us"
Reviewed on 29 July 2026

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford MD
Stay at this vacation home in Woolford. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Woods Island and Harriet Tubman Underground Railroad ...
9.6/10 Exceptional! (35 reviews)
"Anne was super responsive and helpful! The house is spacious, comfortable, with an extremely well stocked kitchen - plan to cook! We had our very first seafood broil ever, thanks to the equipment on hand. There are plenty of kayaks and a canoe, with easy access to the water. The screened in porch ..."
Reviewed on 9 August 2026

Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly
Fishing Creek MD
Book a stay at this family-friendly vacation home in Fishing Creek. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the helpful staff in ...
10/10 Exceptional! (54 reviews)
"Property is beautiful and well taken care of. We had a small problem when we got there but the host answered right away and everything was taken care of quickly. House is well supplied with everything you need. Pet friendly house. There is only 1 dog crate available between the 2 houses. I don't ..."
Reviewed on 26 June 2026
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.
