Gwynn Holiday Rentals

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Holiday Rentals in Gwynn

Our top choices for Gwynn holiday rentals

Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water

10.0 out of 10, Exceptional, (213)
"Gwynns Island is such a quaint getaway . Everyone is friendly and helpful. Peaceful and quiet, where you come together with nature. The cottage was perfect, well equipped and very inviting. We brought our fur babies and they loved it. It was very relaxing and enjoyable. "
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water

Cottage on a Private Island in the York River

10.0 out of 10, Exceptional, (348)
"We would definitely stay here again!"
Cottage on a Private Island in the York River

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (56)
"We had everything we needed. A very quiet, relaxing weekend. "
Nassawadox Creek Waterfront Home with Private Pool

Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!

9.6 out of 10, Exceptional, (166)
"We throughly enjoyed our time at the little blue house! We would definitely stay here again."
Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!

Spacious waterfront home with dock and sunset view

9.6 out of 10, Exceptional, (7)
"Overall, we found the home to be very accommodating with outstanding water views! Plenty of bedrooms!The following suggestions are given in the spirit of making the rental more guest friendly.Make available a book or sheet with house rules, passwords, and helpful hints for local restaurants and shoppingBathroom hooks to hang clothes and towelsTubs are slippery! Non slip mates should be addedAdd bath soap bars to go with liquid soap and shampoos Bedrooms should have full length mirrors as the...
Spacious waterfront home with dock and sunset view

Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!

2.0 star property
10.0 out of 10, Exceptional, (7)
"We thoroughly enjoyed our weekend. The house was lovely and clean, and the lawn and dock were perfect for getting some sun and watching the ospreys tend their nest. Aaron greeted us and made us feel welcome and responded to the one or two questions we had during our stay. "
Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!

Summer at the Rivah in Irvington! Come see for yourself!

10.0 out of 10, Exceptional, (297)
"What a wonderful place to enjoy a peaceful, beautiful Mother's Day weekend with my lovely bride. We took long walks, enjoyed the local scene and just spent lots of time enjoying the porches. The cottage supports all of this perfectly. We couldn't ask for more and can't wait until our next opportunity to stay at the Key Cottage!"
Summer at the Rivah in Irvington! Come see for yourself!

Bubba Butler's Cottage

9.8 out of 10, Exceptional, (17)
"We stayed for 3 days while we were visiting our daughter. Cottage was beautifully decorated, welcoming and clean. Awesome view, picturesque and serene. Definitely will stay again! Absolutely loved it!"
Bubba Butler's Cottage

Charming 2-bedroom house on the Chesapeake Bay

9.4 out of 10, Exceptional, (10)
"Property was very nice and has a lot history with it. "
Charming 2-bedroom house on the Chesapeake Bay

Boat Dock & Kayaks: Waterfront Home in Deltaville!

10.0 out of 10, Exceptional, (2)
"We had a wonderful time at this beautiful villa. We are a family of five and loved the spacious house and great views. The house is very well equipped and the beds are comfortable. Thank you!"
Boat Dock & Kayaks: Waterfront Home in Deltaville!

Cozy cottage on the Chesapeake Bay

9.8 out of 10, Exceptional, (48)
"Easy access to the property and to town. Very quite and comfy."
Cozy cottage on the Chesapeake Bay

Bay Dream Believer Cottage on Beautiful East River Waterfront

2.0 star property
10.0 out of 10, Exceptional, (19)
"Wonderful location, host communicated well"
The price is AU$706
includes taxes & fees
1 Sept - 2 Sept
Bay Dream Believer Cottage on Beautiful East River Waterfront

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

9.6 out of 10, Exceptional, (11)
"Loved our stay. Kim provided food and snacks and responded to any inquiries immediately. Great experience. Would definitely stay here again!"
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

Charming and spacious 4-bedroom farm retreat with horses - Relax and Unwind!

10.0 out of 10, Exceptional, (11)
"Nice, clean place with thoughtful touches, plenty of space, and amazing grounds. The owner was kind enough to let the kids meet the new puppies. Definitely would stay again stay "
The price is AU$487
includes taxes & fees
25 Sept - 26 Sept
Charming and spacious 4-bedroom farm retreat with horses - Relax and Unwind!

Room on river with sunset views and private beach!

10.0 out of 10, Exceptional, (35)
"All around great place to stay!"
Room on river with sunset views and private beach!

Charming 2-bedroom house with AC, WiFi in Mathews County Virginia

10.0 out of 10, Exceptional, (6)
"Beautiful views of the water 360 degrees around. Turtles can be found right in the driveway, along with a tiniest crabs you'll ever see. Perfect for kayaking and paddleboarding, which both are provided. The inside is extremely comfortable in every place you sit. The hot tub was the icing on the cake! Wish we'd stayed longer."
Charming 2-bedroom house with AC, WiFi in Mathews County Virginia

Chesapeake Bay Beachfront Retreat

9.4 out of 10, Exceptional, (140)
"This was the second year in a row we have stayed here, and we absolutely loved it! The house was clean and smelled so fresh when we arrived, and the location is so beautiful. We really enjoyed the peaceful atmosphere, and the fishing was fantastic. Diane is a wonderful host, and we hope to stay here again in the future!"
Chesapeake Bay Beachfront Retreat

Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

9.4 out of 10, Exceptional, (124)
"Great location for a weekend spent at Jamestown, Colonial Williamsburg and Busch Gardens! Awesome that we got to use the canoe! Also, really nice kitchen!"
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

Great home for holidays! Large kitchen, firepit & hot tub, beautiful water views

9.8 out of 10, Exceptional, (45)
"We lived the property and the host was extremely helpful and everything was as expected. I highly recommend this vacation home! "
Great home for holidays! Large kitchen, firepit & hot tub, beautiful water views

Historic Cottage on Ware River Estate

10.0 out of 10, Exceptional, (268)
"The cottage was just as described, well appointed and equipped.Property was secluded, just the right respite.Love the area and we will return again."
Historic Cottage on Ware River Estate
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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Top Gwynn Hotel Reviews

Find out more about Gwynn

Find out more about Gwynn

Everything you need to know about Gwynn holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Gwynn holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gwynn holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Gwynn holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gwynn. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gwynn holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gwynn holiday rentals we have selected for you start as low as AU$487 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Gwynn rentals

At Expedia, we put the best Gwynn holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Gwynn rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gwynn holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gwynn. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Gwynn?

Yes, there are holiday rentals close to the most popular sights in Gwynn, or you can select a more secluded option if you're looking for a relaxing stay. Gwynn is known for its museums.

What are some of the best holiday rentals that Gwynn has to offer?

Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!: This holiday home rental outside Gwynn is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

How many holiday rentals are there in Gwynn?

Choose from 7 Expedia holiday rentals in Gwynn for a memorable holiday.

What can I see and do in Gwynn?

Explore the area and family-friendly sights such as Deltaville Maritime Museum, or get out into nature at a spot like Holly Point Nature Park. In the wider area, you’ll find Gwynn's Island Musuem and Deltaville Marina.

What are holiday rentals like in Gwynn?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Gwynn. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.