A pier extending into calm waters at sunset with a clear sky.

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24 Aug - 25 Aug
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25 Aug - 26 Aug
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28 Aug - 30 Aug
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4 Sep - 6 Sep
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Top Gwynn Hotel Reviews

Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG

8/10 Good
"The staff that ran the breakfast were so nice and so helpful. I missed breakfast by 10 minutes and needed milk so she brought me some even though the “kitchen” area was closed."
Cheri 2-night trip
Posted 4 hours ago
Holiday Inn Express Gloucester by IHG
Room on river with sunset views and private beach!

Room on river with sunset views and private beach!

10/10 Excellent
"There are no words to describe how perfect our stay was hosts, property and location. We are truly grateful for everything,it was by all means life changing. Would 100% recommend this place for anyone wanting a perfect getaway and we will definitely return ."
Nancy D. 3-night trip
Posted 4 days ago
Room on river with sunset views and private beach!
Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset

10/10 Excellent
"The cottage is beyond quaint, quiet, cozy, and private. Views are stunning and the beach is literally down the stairs!"
Jeffrey C. 1-night trip
Posted 5 days ago
Smith Beach cottage w/ private sunset
The Tides Inn

The Tides Inn

10/10 Excellent
"The staff was attentive and very helpful."
Heidi 2-night trip
Posted 11 days ago
The Tides Inn
Whispering Pines by Hotel O Whitestone VA

Whispering Pines by Hotel O Whitestone VA

8/10 Good
"It's not the Ritz Csrlton, but it's clean, friendly staff, comfortable bed, and inexpensive. It was a safe place for me and quiet. They had a little problem with my check out. They thought it was one day earlier but I went to the office and they assured me it's was their mistake. They were very good about it and apologized. Overall I only stayed there to sleep and enjoyed my time there 😊 😃 😀"
David 5-night trip
Posted 13 days ago
Whispering Pines by Hotel O Whitestone VA
The Little Blue Cottage - Topping : Waterfront!

The Little Blue Cottage - Topping : Waterfront!

10/10 Excellent
"The property had a gorgeous view of the river! The dock and smaller kayak dock were very convenient. We really enjoyed drinking our morning coffee and watching the sun come up."
Chris N. 3-night trip
Posted 2 weeks ago
The Little Blue Cottage - Topping : Waterfront!
MILLION  DOLLAR VIEWS NO EXTRA CHARGE! POOL! PRIVATE HOT TUB! KAYAKS! EV CHARGER

MILLION DOLLAR VIEWS NO EXTRA CHARGE! POOL! PRIVATE HOT TUB! KAYAKS! EV CHARGER

10/10 Excellent
"Super nice property! There happened to be a ton of jellyfish in the water while we were there so we couldnt swim in the bay but there was a hot tub and a community pool so it was still a great vacation!"
Shelly D. 7-night trip
Posted 3 weeks ago
MILLION DOLLAR VIEWS NO EXTRA CHARGE! POOL! PRIVATE HOT TUB! KAYAKS! EV CHARGER
Gwynn's Island Gem | Private Beach & Bay Views

Gwynn's Island Gem | Private Beach & Bay Views

10/10 Excellent
"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 liked access to a small rake for the pine needles. Thank you for a wonderful vacation."
Edward S. 7-night trip
Posted 1 month ago
Gwynn's Island Gem | Private Beach & Bay Views
Waterfront Cottage w Private Beach on Chesapeake Bay!

Waterfront Cottage w Private Beach on Chesapeake Bay!

10/10 Excellent
"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"
Gary S. 7-night trip
Posted 1 month ago
Waterfront Cottage w Private Beach on Chesapeake Bay!

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