Gwynn 2024 Holidays

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Top hotels in Gwynn

Gwynn's Island Cottage: Waterfront w Private Beach, Pets Ok-2 Weeks in Aug Open!
Gwynn's Island Cottage: Waterfront w Private Beach, Pets Ok-2 Weeks in Aug Open!
Grimstead
10/10 Exceptional! (159 reviews)
beautiful bay cottage
"Location is perfect for families with small children — beach access is a few feet away and the bay water is shallow/calm. Property is well-kept and has everything you could need. Loved our stay and will definitely be back."

Reviewed on 9 Jun 2024

Gwynn's Island Cottage: Waterfront w Private Beach, Pets Ok-2 Weeks in Aug Open!
 Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free.
Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free.
Gwynn
10/10 Exceptional! (206 reviews)
Comfortable Low Stress Getaway
"This is our second stay at this home. The home provided enough room for our family of 5. Three young adults stayed in the second BR. And, we managed fine with the 1 Bath. The home is comfortable and provided a wonderful getaway. The home was stocked with all the things that we needed to enjoy our ..."

Reviewed on 13 Jun 2024

Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free.
Cozy little home on Gwynn's Island with Chesapeake Bay semi-private beach access
Cozy little home on Gwynn's Island with Chesapeake Bay semi-private beach access
Hudgins
8/10 Very Good! (2 reviews)
Beautiful location
"The location on Gwynn’s Island was beautiful. The spacious cottage was lovely, well furnished, and with every amenity. The fenced in yard was beautifully landscaped and plenty of room for the children to run around and explore. With use of the golf cart the beach was a few minutes away. Location ..."

Reviewed on 3 Jun 2024

Cozy little home on Gwynn's Island with Chesapeake Bay semi-private beach access
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.

Frequently asked questions

How much does a Gwynn holiday package cost?
Explore the best of Gwynn from as low as . We offer a wonderful selection of flights, rental cars and hotels to suit your travel style. Pick up even more discounts when you add a couple of activities or tours to your package.
How do I get a cheap travel package to Gwynn?
One of the simplest ways to save dollars (and time) is to bundle your bookings with Expedia. Flights, hotels, activities and rental cars — we’ve got them all. Pick the combination that suits you and watch your savings pile up. Of course, a travel package is never a one-size-fits-all. That’s why we offer more than 550 air carriers and 1,000,000 properties worldwide, which lets you customize your Gwynn holiday.
Where should I stay in Gwynn?
Gwynn boasts a number of terrific places to discover, including Gwynns Island Musuem. Spend your evenings in a hotel close by and make sightseeing hassle-free.
What are the top hotels in Gwynn?
Secure a room at Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free. It’s one of this neighbourhood’s most popular properties. Another great option in Gwynn is Island Cottage Getaway With Deck And Shared Pier On The Water.
How far in advance should I book my Gwynn holiday?
Reward yourself with the biggest variety and the cheapest prices by booking your trip to Gwynn nice and early. Air carriers usually release flight tickets around 12 months in advance, so reserve your spot as soon as you can. That said, Expedia is committed to giving you the best deals around, so it’s always a good time to book your dream holiday!
What does an Expedia Gwynn travel package include?
With Expedia, you can choose a combination of car rentals, hotels and flights to build your ideal Gwynn package. Once you’ve made your booking, you can add on fun stuff like sightseeing tours and activities. Remember — the more you bundle, the more discounts you’ll get!
What should I know before booking a Gwynn travel package?
You can save big by bundling your hotels, flights and rental cars. Once you’ve created your package, add on fun stuff like tours and activities. Your next awesome adventure is only a few clicks away.
Can I choose my airline with a Gwynn Expedia holiday package?
Yes, you sure can. Expedia has access to more than 550 airline partners worldwide, so go with the carrier that’s a good fit for your budget and travel needs.
If I'm not able to travel, can I cancel my Gwynn holiday package?
If your holiday plans in Gwynn have changed, it’s good to know that it’s possible to amend or cancel your booking. If you booked less than 24 hours ago, you may be able to get a refund. If your booking is older than that, your hotel, airline or car rental company may charge a fee. For more details, check our Customer Service Portal.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.