Gwynn Cottages | Expedia

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

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Our top choices for Gwynn cottages

A white house with a black front door, a small porch, and a gravel driveway.

1. Bay Dream Believer Cottage on Beautiful East River Waterfront

Mathews

Nicole K.

includes taxes & fees

31 Oct - 1 Nov

A single-story house with a brick exterior, a covered porch with blue chairs, and a brick pathway leading to the entrance.

2. Radiant Gloucester House w/ Private Porch!

Gloucester

includes taxes & fees

2 Nov - 3 Nov

A covered porch with wooden benches and chairs, large windows, and a view of a grassy area.

3. Restored 1930s Cottage on 1 Acre w/ Fire Pit

Hayes

Susan C.

includes taxes & fees

1 Nov - 2 Nov

A wooden deck with a chair, a welcome mat, and a view of a forest.

4. The Waverly Tree House

Machipongo

Jeanna C.

includes taxes & fees

2 Nov - 3 Nov

A wooden deck with a white fence and a lounge chair, overlooking a calm body of water during sunset.

5. Smith Beach cottage w/ private sunset

Cape Charles

Eileen D.

includes taxes & fees

1 Nov - 2 Nov

A house with a large lawn, surrounded by tall trees.

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

Hayes

Steve F.

includes taxes & fees

1 Nov - 2 Nov

7. Restored 1930s Cottage on 1 Acre w/ Fire Pit

Hayes

includes taxes & fees

8 Nov - 9 Nov

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Top Gwynn Hotel Reviews

Bubba Butler's Cottage

10/10 Excellent

"A"

Waterfront Cottage w Private Beach on Chesapeake Bay!

10/10 Excellent

"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 , kayaks, bikes, portable fire pit, and more.We were there at end of October to celebrate 48th wedding anniversary, and were so lucky to have great weather in the 60’s with no rain. We took Cheri’s advice on restaurants and were not disappointed!All in all a great place to stay, and the host is easy to communicate with.Would love be there during the summer to enjoy swimming and sunbathing!"

Cottage on a Private Island in the York River

8/10 Good

"This was a quiet private cottage with great views of the York River. The Property and House is in need of some updates but worked well for our family visiting the Historical Triangle. The Host was a great communicator and was helpful with our planning. We wish we had more down time as the Island offered much more than the great views. We seen Bald Eagles, Dolphins and plenty of local wildlife..."

Find out more about Gwynn

Gwynn Cottages information

Number of reviews	99
Accommodation	80 Cottages
Lowest Price	NZ$597
Highest Price	NZ$2,175

Frequently asked questions

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 travellers and locals alike.

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Gwynn cottages

1. Bay Dream Believer Cottage on Beautiful East River Waterfront

2. Radiant Gloucester House w/ Private Porch!