Gwynn Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Gwynn

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

10.0 out of 10, Exceptional, (210)
"My daughter's and I had a wonderful stay at the cottage! It has everything you need andwithin 30/40 min drive from various little towns and beaches. "
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water

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

9.6 out of 10, Exceptional, (164)
"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!

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

2.0 star property
10.0 out of 10, Exceptional, (5)
"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!

Cottage on a Private Island in the York River

10.0 out of 10, Exceptional, (345)
"We would definitely stay here again!"
Cottage on a Private Island in the York River

Bay Dream Believer Cottage on Beautiful East River Waterfront

2.0 star property
10.0 out of 10, Exceptional, (14)
"Wonderful location, host communicated well"
The price is ¥34,597
¥67,876 total
includes taxes & fees
Aug 19 - Aug 20
Bay Dream Believer Cottage on Beautiful East River Waterfront

Bubba Butler's Cottage

9.8 out of 10, Exceptional, (15)
"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, (9)
"We had a wonderful stay at the guest house in Whitestone Virginia. The house was stocked with everything you could’ve possibly needed. The inside was better than the pictures. The host was abundantly, helpful, and communication was outstanding."
Charming 2-bedroom house on the Chesapeake Bay

Retreat to Fairytale Cottage with Pool, Kayak

10.0 out of 10, Exceptional, (11)
"It was fairytale cottage ! "
Retreat to Fairytale Cottage with Pool, Kayak

Spacious waterfront home with dock and sunset view

9.4 out of 10, Exceptional, (6)
Spacious waterfront home with dock and sunset view

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.

Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg

10.0 out of 10, Exceptional, (164)
"Clean and well appointed cottage with beautiful views. The owners gave great recommendations for local spots to eat and have fun. Really enjoyed the stay. "
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (51)
"We had everything we needed. A very quiet, relaxing weekend. "
Nassawadox Creek Waterfront Home with Private Pool

Room on river with sunset views and private beach!

10.0 out of 10, Exceptional, (33)
"All around great place to stay!"
Room on river with sunset views and private beach!

Cozy cottage on the Chesapeake Bay

9.8 out of 10, Exceptional, (46)
"Easy access to the property and to town. Very quite and comfy."
Cozy cottage on the Chesapeake Bay

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, (10)
"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 ¥32,536
¥53,425 total
includes taxes & fees
Sep 7 - Sep 8
Charming and spacious 4-bedroom farm retreat with horses - Relax and Unwind!

Steps away from Gloucester Marina & Restaurant

10.0 out of 10, Exceptional, (33)
"Great house. Very clean and well stocked. Will stay again!"
Steps away from Gloucester Marina & Restaurant

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

10.0 out of 10, Exceptional, (294)
"Excellent place to stay in Irvington - house is perfect, tastefully, simply decorated, well-equipped kitchen, lovely area, host/owner most responsive, near everything needed, stores, gym, restaurants, cafes, etc."
Summer at the Rivah in Irvington! Come see for yourself!

Charming Waterfront Cottage Small Beach

10.0 out of 10, Exceptional, (9)
"The house was exactly as listed, with the bonus of sweet touches appreciated by the women in our group. Four of us fit comfortably, and we really enjoyed starting and ending our day in the sunroom, viewing the sky. Excellent communication with the host when we needed it. We would stay here again for sure!"
Charming Waterfront Cottage Small Beach

The Little Blue Cottage - Topping : Waterfront!

9.8 out of 10, Exceptional, (45)
"Unfortunately our stay in the area was necessitated by a death in the family. The Little Blue Cottage was a perfect peaceful refuge as we were handling arrangements. The location on the water was so tranquil (and our dogs loved it too)!"
The Little Blue Cottage - Topping : Waterfront!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Gwynn Hotel Reviews

Frequently asked questions

Can I find vacation rentals in Gwynn?

Yes, we give you a choice of vacation rentals near the most popular sights in Gwynn, or you can select a more secluded option if you want a relaxing place to stay. Gwynn is known for its museums.

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

Spacious waterfront home with dock and sunset view: You might like this vacation home rental near Gwynn. It is located on a river and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the foosball table in this rental home to help you unwind.

How many vacation rentals are there in Gwynn?

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

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 larger area, you’ll find Gwynn's Island Musuem and Deltaville Marina.

What are vacation rentals like in Gwynn?

Vacation rentals are privately owned accommodations you can book for a short or long stay in Gwynn. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for families.