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

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Gwynn cottages

House (2 Bedrooms) | Interior

Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
3.0 star property
Gloucester
Radiant Gloucester House w/ Private Porch!
Property grounds

Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.8 out of 10, Exceptional, (8 reviews)
"The booking was fast and easy. When we got there the place was very clean and organized. I would totally recommend this location to friends and loved ones. We had a wonderful time there. The whole experience was great from booking to leaving."
United States
Jessika S.
The price is CA $286
CA $698 total
includes taxes & fees
Aug 9 - Aug 10
Smith Beach cottage w/ private sunset
Property grounds

The Waverly Tree House

The Waverly Tree House
Machipongo
10.0 out of 10, Exceptional, (2 reviews)
"Very comfortable and clean spot. Great quiet morning views of the creak. We enjoyed a relaxing stay. It had everything we needed. "
United States
Jeanna C.
The price is CA $365
CA $599 total
includes taxes & fees
Jul 21 - Jul 22
The Waverly Tree House
Property grounds

Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown

Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Hayes
8.4 out of 10, Very good, (5 reviews)
"Great property. Waterfront with pier, huge yard, beautiful home with pool table, hot tub and projector set up. 100% would stay here again and recommend as would all of the family we had stay or visit us there. "
United States
Steve F.
The price is CA $344
CA $1,777 total
includes taxes & fees
Jul 19 - Jul 20
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
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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Top Gwynn Hotel Reviews

Quality Inn Kilmarnock

Quality Inn Kilmarnock

8/10 Good
"Clean room, friendly staff"
Linda 1-night trip
Posted 11 hours ago
Quality Inn Kilmarnock

Find out more about Gwynn

Gwynn Cottages information

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Frequently asked questions

Why book your cottage in Gwynn with Expedia?
Expedia has some great cottages in Gwynn, so get ready for a memorable vacay close to nature. If you need to stick to a budget, select how much you're willing to spend and the preferred star rating of your property. Or, make the most of our filters to search for cottages with a pool or a kitchen. We'll help you find the right digs whatever your trip looks like.
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What is there to do in Gwynn near my cottage?
If you want to fill up your itinerary in Gwynn, make tracks to Gwynn's Island Musuem. It's a winner with travelers and locals alike.

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