Hampton Roads Cottages

A house with a tower, sand dunes, and a sunset over a pier.

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Our top choices for Hampton Roads cottages

A two-story house with a front porch, a garage, and a well-maintained lawn.

1. Entire Home in Chesapeake, Virginia

Chesapeake

RM2,585 total

includes taxes & fees

23 Nov - 24 Nov

A large house with a front porch, surrounded by trees and a gravel driveway.

2. Located in the Heart of Gloucester Courthouse!

Gloucester

RM1,481 total

includes taxes & fees

12 Nov - 13 Nov

A wooden deck with a hot tub and a view of a coastal landscape.

3. Avon Cottages

Avon

Anonymous traveller

RM494 total

includes taxes & fees

10 Nov - 11 Nov

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Top Hampton Roads Hotel Reviews

Vacation Village At Williamsburg

10/10 Excellent

"Everything"

Hilton Vacation Club Ocean Beach Club Virginia Beach

8/10 Good

"I took a spontaneous solo travel trip this past weekend and wanted a beachfront room, with access to a heated swimming pool as it was the first cold weekend of the fall season. I chose the Hilton Ocean Beach Vacation Club because it offered me those, plus a bar at the pool, walk to decent restaurants, and good location. I got a SUITE which was GREAT! I loved the heated indoor adult pool, which had a huge hot tub (a great place to meet people in the busy evenings), and the firepit just outside was my favorite place to eat breakfast. I spent the vast majority of my time in bed, on my balcony watching the jeep parades, in my living room, in the pool, and on the beach. It was a great, super chill weekend! Tortugas, the downstairs eatery/bar was not great, but if you just don't feel like leaving, or putting clothes back on, its an okay choice. Their staff is solid and drinks are fun! Staff at the resort were great too. My only regret was stopping by the left side desk on the left side check in, instead of going to the right side desk. The left side is a sales desk and they won't leave you alone ALL WEEKEND if you talk to them at all. Skip that and it'll be a better time. Also, I checked out my chatty neighbor's studio and was like Oh nooooo I am so glad I didn't get that. It's just small. There's no way around that. Avoid that if you can afford to!"

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