Gwynn Travel Guide

Tourist Guide

A pier extending into calm waters at sunset with a clear sky.
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! (234 reviews)
"The house was perfect, to bad the weather wasn't the first three days we dealt with the nor'easter but it gave us time to rest. Monday night music at the Hole in the Wall was a nice surprise."

Reviewed on 29 Sept 2026

Waterfront Cottage w Private Beach on Chesapeake Bay!
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! (5 reviews)
"Excellent experience."

Reviewed on 31 Aug 2026

Gwynn's Island Gem | Private Beach & Bay Views
The Tides Inn

The Tides Inn

4 out of 5
480 King Carter Dr Irvington VA
The price is NZ$586 per night from 4 Oct to 5 Oct
NZ$586
4 Oct - 5 Oct
includes taxes & fees
Stay at this beach hotel in Irvington. Enjoy free Wi-Fi, an outdoor pool and a full-service spa. Popular attractions Steamboat Era Museum and Historic Christ ...
The Tides Inn
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.
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! (234 reviews)
"The house was perfect, to bad the weather wasn't the first three days we dealt with the nor'easter but it gave us time to rest. Monday night music at the Hole in the Wall was a nice surprise."

Reviewed on 29 Sept 2026

Waterfront Cottage w Private Beach on Chesapeake Bay!
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! (5 reviews)
"Excellent experience."

Reviewed on 31 Aug 2026

Gwynn's Island Gem | Private Beach & Bay Views
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 Wilkins Beach and Tankards Beach are located ...
9.4/10 Exceptional! (24 reviews)
"Our home was very clean upon arrival, which we appreciated. However, several maintenance, accuracy, and communication issues significantly affected our stay.The front door handle broke off in my hand, and the bathroom towel rack came off the wall when a towel was hung. We repaired both ourselves. ..."

Reviewed on 29 Sept 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