Holiday Rentals in Gwynn

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Check prices for these dates

Tonight
18 Sept - 19 Sept
Tomorrow
19 Sept - 20 Sept
This weekend
19 Sept - 21 Sept
Next weekend
26 Sept - 28 Sept

Holiday Rentals in Gwynn

Our top choices for Gwynn holiday rentals

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

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

10.0 out of 10, Exceptional, (217)
"We had a great time staying here. The private beach was exactly what we needed to relax and have fun. "
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water
Cottage on a Private Island in the York River
Exterior

Cottage on a Private Island in the York River

10.0 out of 10, Exceptional, (351)
"We would definitely stay here again!"
Cottage on a Private Island in the York River
The Little Blue Cottage - Topping : Waterfront!
Property grounds

The Little Blue Cottage - Topping : Waterfront!

9.8 out of 10, Exceptional, (46)
"The house was so amazing! The owners are very responsive and helpful. The house was so clean and loved the personal touches. We will be back!"
The Little Blue Cottage - Topping : Waterfront!
Bay Dream Believer Cottage on Beautiful East River Waterfront
Exterior

Bay Dream Believer Cottage on Beautiful East River Waterfront

2.0 star property
10.0 out of 10, Exceptional, (21)
"Wonderful location, host communicated well"
The price is €390
includes taxes & fees
19 Sept - 20 Sept
Bay Dream Believer Cottage on Beautiful East River Waterfront
Nassawadox Creek Waterfront Home with Private Pool
Outdoor pool

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (57)
"Beautiful property and house. Everything was very clean. Great neighbors who helped us out in a pinch. And Nancy, our host, so kind and gracious. I hope to come back many more times."
Nassawadox Creek Waterfront Home with Private Pool
Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!
Property grounds

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

2.0 star property
10.0 out of 10, Exceptional, (8)
"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!
Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!
Exterior

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

9.6 out of 10, Exceptional, (167)
"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!
Summer at the Rivah in Irvington! Come see for yourself!
Outdoor dining

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

10.0 out of 10, Exceptional, (298)
"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!
Charming 2-bedroom house on the Chesapeake Bay
Exterior

Charming 2-bedroom house on the Chesapeake Bay

9.4 out of 10, Exceptional, (12)
"Property was very nice and has a lot history with it. "
Charming 2-bedroom house on the Chesapeake Bay
Little Bay Waterfront Retreat
Interior

Little Bay Waterfront Retreat

9.8 out of 10, Exceptional, (65)
"Quiet and peaceful! Just what we needed to unwind from everyday stress! Wish the weather had cooperated more! Property Manager (Vickie) always got right back to us and that is appreciated!"
Little Bay Waterfront Retreat
Historic Cottage on Ware River Estate
Property grounds

Historic Cottage on Ware River Estate

10.0 out of 10, Exceptional, (270)
"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
Enjoy family fun and Sunsets at Piankatank Point.
Outdoor spa tub

Enjoy family fun and Sunsets at Piankatank Point.

9.6 out of 10, Exceptional, (66)
"Property is awesome. Just as advertised. Tons of space for families and kids and excellent fishing off the dock. Would absolutely stay here again"
Enjoy family fun and Sunsets at Piankatank Point.
Spacious waterfront home with dock and sunset view
Outdoor dining

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 2-bedroom house with AC, WiFi in Mathews County Virginia
Sun-loungers, beach towels

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

10.0 out of 10, Exceptional, (8)
"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
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Fridge, microwave, oven, stovetop

"Bee Haven" Cottage Retreat Near Colonial Williamsburg

10.0 out of 10, Exceptional, (103)
"Stayed here for a few nights with family and really enjoyed it. The house is decorated so cute and the beds are very comfortable! Perfect place to stay and rest after fun filled days in Williamsburg! "
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (127)
"We had a great time. The place was as expected. Clean and comfortable and very spacious. "
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE
Terrace/patio

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

9.6 out of 10, Exceptional, (12)
"This is a lovely quiet property on the water. It was the best supplied property I’ve ever stayed in with food in the cupboard and fridge and bath room toiletries, even an extra toothbrush. (Good thing because I forgot mine.) There’s plenty of room to spread out and even a pool table. Highly recommended for your next trip to this wonderful little corner of the world. "
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE
Water front Oasis with pickle-ball court and hot tub
Terrace/patio

Water front Oasis with pickle-ball court and hot tub

9.0 out of 10, Wonderful, (8)
"The Cradle Point Estate is absolutely amazing. Family-Friendly and great location for a retreat. Peace and Serenity The hosts are phenomenal. Will rent again in the very near future In The Spirit Of Community"
Water front Oasis with pickle-ball court and hot tub
Bayfront Escape, Private Dock, Large Deck, and Views!
Terrace/patio

Bayfront Escape, Private Dock, Large Deck, and Views!

10.0 out of 10, Exceptional, (1)
"This house has beautiful views and it was only about 45 min to Williamsburg. It is on Hills Bay, which flows into the Chesapeake Bay. The water is very shallow and would be great for younger kids. We brought kayaks and enjoyed our time on the water. It would be fantastic for someone that owns a boat too. The water doesn’t have many waves, but we tied a party size float to part of the dock and all the kids, ages 10-19, loved our time there. Since I’m the first review, I think I might be the first...
Bayfront Escape, Private Dock, Large Deck, and Views!
Yurt Campsite @ Blanchard Farm Site 2
Outdoor dining

Yurt Campsite @ Blanchard Farm Site 2

10.0 out of 10, Exceptional, (2)
"This is a fabulous yurt stay! 3 minute drive to the beach/ bay! Very nice just with a full farm! Great for kids! "
The price is €93
includes taxes & fees
21 Sept - 22 Sept
Yurt Campsite @ Blanchard Farm Site 2
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

Nassawadox Creek Waterfront Home with Private Pool

Nassawadox Creek Waterfront Home with Private Pool

10/10 Excellent
"Beautiful view, great pool, pet-friendly…a wonderful family venue "
Jennifer G. 2-night trip
Posted 3 days ago
Nassawadox Creek Waterfront Home with Private Pool

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, apart-hotels, 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 favorite 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 depends 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 €93 per night. Entering your travel dates in the search wizard you might find 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?

Nassawadox Creek Waterfront Home with Private Pool: This holiday home rental outside of Gwynn is located on the waterfront, and has an outdoor pool, a fireplace 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. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

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.