Gwynn

Travel 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
Book a stay at this beach cottage in Gwynn. Enjoy free WiFi, a beach locale, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
10/10 Exceptional! (238 reviews)
"This charming cottage has a spectacular water view, small private beach and very attractive and comfortable inside furnishings. I was particularly looking for a place we could kayak from easily, and could bring our Golden Retriever Beau, who loves the water.This cottage supplies everything you need ..."

Reviewed on Oct 29, 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 vacation home in Gwynn. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Gwynn's Island Museum and Deltaville Marina ...
10/10 Exceptional! (6 reviews)
"We ABSOLUTELY loved our stay here. Beautiful views, peaceful, accommodating...it was all of the things. The rooms were spacious, the master bed was nothing short of amazing! So comfortable!The deck needs a little attention, but it certainly served it's purpose, and we enjoyed sitting out at night ..."

Reviewed on Sep 22, 2026

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

Holiday Inn Express Gloucester by IHG

3.5 out of 5
6639 Forest Hill Ave Gloucester VA
Fully refundable
The price is CA $119 per night from Dec 7 to Dec 8
CA $119
CA $133 total
Dec 7 - Dec 8
includes taxes & fees
Book a stay at this business-friendly hotel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
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.
Waterfront Cottage w Private Beach on Chesapeake Bay!

Waterfront Cottage w Private Beach on Chesapeake Bay!

Grimstead VA
Book a stay at this beach cottage in Gwynn. Enjoy free WiFi, a beach locale, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
10/10 Exceptional! (238 reviews)
"This charming cottage has a spectacular water view, small private beach and very attractive and comfortable inside furnishings. I was particularly looking for a place we could kayak from easily, and could bring our Golden Retriever Beau, who loves the water.This cottage supplies everything you need ..."

Reviewed on Oct 29, 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 vacation home in Gwynn. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Gwynn's Island Museum and Deltaville Marina ...
10/10 Exceptional! (6 reviews)
"We ABSOLUTELY loved our stay here. Beautiful views, peaceful, accommodating...it was all of the things. The rooms were spacious, the master bed was nothing short of amazing! So comfortable!The deck needs a little attention, but it certainly served it's purpose, and we enjoyed sitting out at night ..."

Reviewed on Sep 22, 2026

Gwynn's Island Gem | Private Beach & Bay Views
 Cottage on a Private Island in the York River

Cottage on a Private Island in the York River

Gloucester Point VA
Book a stay at this family-friendly cottage in Hayes. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Carmines Islands and Tyler Island ...
9.8/10 Exceptional! (388 reviews)
"We had a lovely time on the private island- a unique and beautiful place. Enjoyed sunset on one porch and sunrise on another. And very convenient to historical sites, great dining, and fun activities. Hope to return someday."

Reviewed on Oct 31, 2026

Cottage on a Private Island in the York River
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