Book Holiday Homes in Gwynn

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Featured Holiday Homes in Gwynn

Welcome to this Waterfront Home with Amazing Views

Welcome to this Waterfront Home with Amazing Views

Gloucester
The price is AU$616 per night from 21 Jan to 22 Jan
AU$616
includes taxes & fees
21 Jan - 22 Jan
Located in Gloucester, this vacation home is on the waterfront, within a 15-minute drive of Fairfield Foundation and Gloucester Public Library.
Welcome to this Waterfront Home with Amazing Views
Relaxing 1 bedroom 2019 Camper beside the Seven River

Relaxing 1 bedroom 2019 Camper beside the Seven River

Hayes
The price is AU$296 per night from 4 Feb to 5 Feb
AU$296
includes taxes & fees
4 Feb - 5 Feb
Located in Hayes, this vacation home is on a river, a 3-minute drive from Severn Yachting Center and 8 minutes from Woodville Park.
Relaxing 1 bedroom 2019 Camper beside the Seven River
Private Beach & Deck: Bayfront Home in Hayes!

Private Beach & Deck: Bayfront Home in Hayes!

Hayes
Located in Hayes, this vacation home is on the waterfront, within a 15-minute drive of Crown Pointe Marina and Gloucester County Public Library.
Private Beach & Deck: Bayfront Home in Hayes!
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Cozy cottage on the Chesapeake Bay

Cozy cottage on the Chesapeake Bay

Hallieford
When you stay at this vacation home in Piankatank, you'll be on the waterfront and 14 minutes by car from Gwynn's Island Musuem.
Cozy cottage on the Chesapeake Bay
"Bee Haven" Cottage Retreat Near Colonial Williamsburg

"Bee Haven" Cottage Retreat Near Colonial Williamsburg

Gloucester
Located in Gloucester, this vacation home is in a rural location, within a 15-minute drive of Fairfield Foundation and Gloucester Public Library.
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
MILLION $ VIEWS NO EXTRA CHARGE!  HOT TUB! POOL! BEACH!  RESORT-LIKE AMENITIES!

MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

Hallieford
When you stay at this vacation home in Piankatank, you'll be on the beach and 12 minutes by car from Gwynn's Island Musuem.
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night.  <br>

Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>

Kilmarnock
Located in Kilmarnock, this vacation home is within a 5-minute drive of Compass Entertainment Complex and Good Luck Cellars.
Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>
Beach House on Chesapeake Bay!

Beach House on Chesapeake Bay!

Hudgins
When you stay at this vacation home in Piankatank, you'll be on the beach and 9 minutes by car from Gwynn's Island Musuem.
Beach House on Chesapeake Bay!
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks

Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks

Machipongo
With a stay at this vacation home in Machipongo, you'll be within a 15-minute drive of Chatham Vineyards and Barrier Islands Center.
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
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See all available properties in Gwynn
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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.

Gwynn Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Gwynn vacation homes are the perfect way for you to wing it.

Holiday houses in Gwynn let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Gwynn in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Gwynn adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Gwynn with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Gwynn vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Gwynn Holiday Homes essential information

Accommodation
134 Holiday Homes
Lowest Price
AU$296
Highest Price
AU$616
Popular accommodation
Welcome to this Waterfront Home with Amazing Views , Relaxing 1 bedroom 2019 Camper beside the Seven River, Private Beach & Deck: Bayfront Home in Hayes!, Cozy cottage on the Chesapeake Bay, "Bee Haven" Cottage Retreat Near Colonial Williamsburg, MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES! , Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night.
, Beach House on Chesapeake Bay!, Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks

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^Subject to availability and chosen travel dates.