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Cottages
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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Gwynn cottages

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

1. Located in the Heart of Gloucester Courthouse!

Located in the Heart of Gloucester Courthouse!
3.0 star property
Gloucester
The price is S$468
includes taxes & fees
12 Nov - 13 Nov
Located in the Heart of Gloucester Courthouse!
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!

Radiant Gloucester House w/ Private Porch!
3.0 star property
Gloucester
The price is S$459
includes taxes & fees
10 Nov - 11 Nov
Radiant Gloucester House w/ Private Porch!
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

Restored 1930s Cottage on 1 Acre w/ Fire Pit
3.0 star property
Hayes
The price is S$459
includes taxes & fees
10 Nov - 11 Nov
Restored 1930s Cottage on 1 Acre w/ Fire Pit
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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Learn more about Gwynn

This historic Chesapeake Bay village invites you to explore its waterfront charm and maritime heritage at the Gwynn's Island Museum. Rent kayaks to paddle the calm waters, then ask locals about their favourite seafood spots serving fresh-caught blue crabs.

See all hotels in Gwynn
A pier extending into calm waters at sunset with a clear sky.

Frequently Asked Questions

Why book your cottage in Gwynn with Expedia?

Expedia has some great cottages in Gwynn, so get ready for a memorable holiday 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.

How can I find cheap cottages in Gwynn?

The simplest way to uncover cheap cottages in Gwynn is with Expedia's user-friendly filter tool. Narrow down your search results by star rating, amenities and budget to nab awesome bargains in just a few clicks.

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.