Gwynn

Travel Guide

A pier extending into calm waters at sunset with a clear sky.
Gwynn's Island Gem | Private Beach & Bay Views

Gwynn's Island Gem | Private Beach & Bay Views

Hudgins VA
Stay at this holiday home in Gwynn. Enjoy patios, an in-room coffee maker and air conditioning. Popular attractions Gwynn's Island Museum and Holly Point Nature ...
10/10 Exceptional! (3 reviews)
"We enjoyed our stay. Home was clean with good A/C and the bay breeze also nice outside. My wife really loved the sunrise. The island is a nice quiet get away spot, but still within 10-40 min. or so of some nice small town's or a day trip to York / Williamsburg. Very nice sandy beach, just would have ..."

Reviewed on 27 Jul 2026

Gwynn's Island Gem | Private Beach & Bay Views
Waterfront Cottage w Private Beach on Chesapeake Bay!

Waterfront Cottage w Private Beach on Chesapeake Bay!

Grimstead VA
Stay at this beach cottage in Gwynn. Enjoy free Wi-Fi, a beach locale and a garden. Our guests praise the helpful staff in their reviews. Popular attractions ...
10/10 Exceptional! (228 reviews)
"The Cottage at Gwynn Island is truly magical. Such a wonderful setting on the bay with a private beach to swim with our doggies.Our host was extremely kind and we look forward to visiting again soonSincerely Joyce and Gary"

Reviewed on 26 Jul 2026

Waterfront Cottage w Private Beach on Chesapeake Bay!
Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG

3.5 out of 5
6639 Forest Hill Ave Gloucester VA
The price is €93 per night from 9 Sept to 10 Sept
€93
9 Sept - 10 Sept
includes taxes & fees
Stay at this business-friendly hotel in Gloucester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
7.2/10 Good! (725 reviews)
"Our room was clean, albeit it seemed a little run-down, in a well loved kind of way. The pool was great and it was outside! They seemed to take care of the amenities well."

Reviewed on 6 Aug 2026

Holiday Inn Express Gloucester by IHG
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.
Gwynn's Island Gem | Private Beach & Bay Views

Gwynn's Island Gem | Private Beach & Bay Views

Hudgins VA
Stay at this holiday home in Gwynn. Enjoy patios, an in-room coffee maker and air conditioning. Popular attractions Gwynn's Island Museum and Holly Point Nature ...
10/10 Exceptional! (3 reviews)
"We enjoyed our stay. Home was clean with good A/C and the bay breeze also nice outside. My wife really loved the sunrise. The island is a nice quiet get away spot, but still within 10-40 min. or so of some nice small town's or a day trip to York / Williamsburg. Very nice sandy beach, just would have ..."

Reviewed on 27 Jul 2026

Gwynn's Island Gem | Private Beach & Bay Views
Waterfront Cottage w Private Beach on Chesapeake Bay!

Waterfront Cottage w Private Beach on Chesapeake Bay!

Grimstead VA
Stay at this beach cottage in Gwynn. Enjoy free Wi-Fi, a beach locale and a garden. Our guests praise the helpful staff in their reviews. Popular attractions ...
10/10 Exceptional! (228 reviews)
"The Cottage at Gwynn Island is truly magical. Such a wonderful setting on the bay with a private beach to swim with our doggies.Our host was extremely kind and we look forward to visiting again soonSincerely Joyce and Gary"

Reviewed on 26 Jul 2026

Waterfront Cottage w Private Beach on Chesapeake Bay!
Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset

Cape Charles VA
Stay at this cottage in Eastville. Enjoy a fitness centre, laundry facilities and patios. Popular attractions Cape Charles Beach and Wilkins Beach are located ...
9.8/10 Exceptional! (12 reviews)
"Cozy and comfortable. Owner was responsive to questions quickly! Quiet, with lovely views! Beautiful sunset, just as advertised! Hot tub was a nice feature and perfect on a rare cool summer evening! Pet friendly was added bonus on this trip! Will stay here again!"

Reviewed on 25 Jul 2026

Smith Beach cottage w/ private sunset
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.

Stay near popular Gwynn attractions