Gwynn, VA

Travel Guide

A pier extending into calm waters at sunset with a clear sky.
Waterfront Cottage w Private Beach-Aug 30-Sep 6 avail w 1/2 Labor Day weekend!

Waterfront Cottage w Private Beach-Aug 30-Sep 6 avail w 1/2 Labor Day weekend!

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! (224 reviews)
"We had another excellent stay at Gwynn's Island cottage. We had wonderful views of Hills bay and great weather to go along with it. The cottage was clean and well stocked as always. Thanks again Cheri for letting us stay at this gem in Mathews County, Virginia and for being a wonderful hostess."

Reviewed on Jun 11, 2026

Waterfront Cottage w Private Beach-Aug 30-Sep 6 avail w 1/2 Labor Day weekend!
Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG

3.5 out of 5
6639 Forest Hill Ave Gloucester VA
$100 nightly
The price is $111 total per night from Jul 19 to Jul 20
$111 total
Jul 19 - Jul 20
Total with taxes and 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. ...
7.2/10 Good! (709 reviews)
"The hotel was okay. However, the property is a little dated. Also, I didn’t have a sitting chair in the room. Finally, and I have never experienced this before; but there were no cups in the room!"

Reviewed on Jun 20, 2026

Holiday Inn Express Gloucester by IHG
The Tides Inn

The Tides Inn

4 out of 5
480 King Carter Dr Irvington VA
$395 nightly
The price is $427 total per night from Jun 22 to Jun 23
$427 total
Jun 22 - Jun 23
Total with taxes and fees
Book a stay at this beach hotel in Irvington. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Steamboat Era Museum and Historic ...
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-Aug 30-Sep 6 avail w 1/2 Labor Day weekend!

Waterfront Cottage w Private Beach-Aug 30-Sep 6 avail w 1/2 Labor Day weekend!

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! (224 reviews)
"We had another excellent stay at Gwynn's Island cottage. We had wonderful views of Hills bay and great weather to go along with it. The cottage was clean and well stocked as always. Thanks again Cheri for letting us stay at this gem in Mathews County, Virginia and for being a wonderful hostess."

Reviewed on Jun 11, 2026

Waterfront Cottage w Private Beach-Aug 30-Sep 6 avail w 1/2 Labor Day weekend!
Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset

Cape Charles VA
Stay at this cottage in Eastville. Enjoy a fitness center, laundry facilities, and patios. Popular attractions Cape Charles Beach and Wilkins Beach are located ...
10/10 Exceptional! (4 reviews)
"Gorgeous property and excellent host!"

Reviewed on May 18, 2026

Smith Beach cottage w/ private sunset
Charming 2-bedroom house with AC, WiFi in Mathews County Virginia

Charming 2-bedroom house with AC, WiFi in Mathews County Virginia

North VA
Stay at this vacation home in Westville. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Bay School Community Arts Center and ...
10/10 Exceptional! (21 reviews)
"We really enjoyed our stay here for our 15th anniversary! The house was well stocked with everything that we could have needed. The community amenities (beach area and dock) were also nice and we enjoyed both. The house was very clean and decorated so nicely. Highly recommend staying here!"

Reviewed on Jun 7, 2026

Charming 2-bedroom house with AC, WiFi in Mathews County Virginia
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.

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