Plan, book, travel with confidence
Better together
Save up to €150 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top hotels in Gwynn
Cozy little home on Gwynn's Island with Chesapeake Bay semi-private beach access
Hudgins
The price is €386 per night from 29 May to 30 May
€386
per night
29 May - 30 May
6/10 (1 review)
Two night stay
"The property was nice but i would call it pet tolerant, not friendly. I booked this for my children and there two dogs instead of hotel. If i had known all the rules before i booked i wouldn't have. Out of two nights, they only stayed one because they couldn't relax with their animals."
Reviewed on 10 May 2024
Gwynn's Island Cottage, Waterfront Cottage w Private Beach on Chesapeake Bay!
Grimstead
10/10 Exceptional! (156 reviews)
away from it all
"Cottage was clean & well equipped. Cheri is an excellent host. She has overlooked nothing to make a getaway comfortable for her guests. My husband caught (& released) 10 red fish during our stay. Our pup enjoyed the beach area. The town is a short ride away & had a few little shops to browse thru. ..."
Reviewed on 22 Apr 2024
Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free.
Gwynn
10/10 Exceptional! (204 reviews)
Can't wait to return!
"We love this place... it's our third time there and it's always clean and feels like home. Big plus.... we get to take our dog. ❤️"
Reviewed on 10 May 2024
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.
Frequently asked questions
Popular places to visit
Gwynn's Island Musuem
You can enjoy some culture when you stop by Gwynn's Island Musuem in Piankatank. Amble around the area's marina or experience its festivals.
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.