Gwynn Holiday Rentals from €340: Search Short-Term Rentals

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Holiday Rentals in Gwynn

Enjoy a serene waterfront view from this deck overlooking a tranquil lake or sea.

"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. "

Step out onto the deck and enter a charming, single-story retreat with a peaked roof and a white door.

"We came over and were we greeted at property that has an amazing view. The place was cozy and welcoming."

Steps lead up to a charming porch with arched windows and two comfortable rocking chairs.

"It was fairytale cottage ! "

Enjoy cooking in this well-equipped kitchen with appliances and a ceiling fan.

"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!"

"Everything is was close by and was very accommodating"

includes taxes & fees

16 Jul - 17 Jul

Relax on the deck with ocean views, featuring a pair of striped chairs and a small table.

"Great weekend getaway."

Enjoy meals together at the central island and dining table, set for six.

includes taxes & fees

20 Jul - 21 Jul

Relax in this serene outdoor space with a comfortable seating area and stunning views of the surrounding landscape.

"House and surroundings are gorgeous and peaceful."

Enjoy a peaceful outdoor space with a patio table, chairs, and potted plants.

"Wonderful location, host communicated well"

includes taxes & fees

19 Jul - 20 Jul

Relax by the pool surrounded by a natural setting and comfortable lounge chairs.

"We had everything we needed. A very quiet, relaxing weekend. "

"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."

Relax in this inviting space with a ping pong table, comfortable sofa, and brick oven.

"Another wonderful week at Pop Castle! Can’t wait to be back!"

Relax in this inviting space with a sofa, chairs, and a potted plant, surrounded by large windows offering a view of the outdoors.

"We spent a month at this beautiful peaceful retreat & it was wonderful. The home is a rustic, unique A-frame situated right on the Rappahannock River. We had the privilege of seeing several bald eagles from the back deck during our stay. It was very comfortable and we felt like we were at home while we were there. We brought our Labrador Retriever who enjoyed his stay as well. Would highly recommend this property to others who are looking for a laid back place to stay complete with tranquility...

Enjoy a serene beach experience with a tranquil atmosphere, perfect for relaxation or contemplation.

"All around great place to stay!"

Enjoy cooking in this well-equipped kitchen with sleek cabinetry, granite countertops, and a stainless steel sink.

"We loved our stay. It was easy to get to everything we wanted to do. Owners were amazing and willing to answer any questions and gave tons of recommendations of great places to eat. "

Relax on the deck with a serene view of the lake and surrounding greenery, surrounded by wicker furniture and a glass door.

"Property was quiet and peaceful with wildlife and beautiful river views/ sunsets"

Escape to a serene lakeside retreat surrounded by lush greenery and a sandy beach.

"The stay is great, the house is spacious with a beautiful view. "

Enjoy a serene lakeside retreat with a deck offering a round table and two chairs.

"The check in process was simple and easy. The house was spacious enough for my large family. There was a dock for the boat and the swimming area was great. The kids had a blast swimming and playing on the water mat. Early mornings and evenings were peaceful as you watched some wildlife. A great time was had by everyone."

Enjoy expansive views of the surrounding landscape from the large window, featuring a body of water and grassy areas.

"We totally enjoyed this cute beach cottage without the crowds and traffic. It was so peaceful and lovely. We had a wonderful time!"

Relax on the deck with a comfortable Adirondack chair and a small table.

"Great place"

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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 €340 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.

Recent reviews of Gwynn properties

Waterfront with Private Pier and Tranquil Water views!

5/5 Excellent

A beautiful and restful spot!

"I had a fantastic stay at the cottage in Gloucester. It is very comfortable, nicely decorated, and stocked with everything I needed. The views from the sun room and the back deck are stunning and beautiful. Most importantly, Lisa was a wonderful host. When I had issues with the TV (turned out to be nothing more than dead batteries on the remote needing to be replaced), she came right out to help,which was honestly more than I expected. In addition, we had a brief but strong storm one of the nights I was there (which does happen, of course), and the power to the neighborhood went out for perhaps two hours. Everything I needed was on hand (candles, flashlight, etc.) and she stayed in touch via text with updates until the lights were back on, which made me feel safe and cared for. I used my time at the cottage to rest in between work activities, and to see a bit of the lovely part of the world where the cottage is located. The sun room was a particularly nice spot to relax. The neighborhood was quiet and the cottage felt very private.Highly recommended! I definitely hope to return before too long."

A verified traveller stayed at Waterfront with Private Pier and Tranquil Water views!

Posted 5 days ago

Oceanfront White Stone Cottage w/ Private Beach!

5/5 Excellent

Quiet Getaway

"It was a nice get away for our wedding anniversary. We were able to bring our dogs and use the private strip of beach a couple of cottages away. This was a great quiet trip. The only thing that could have been better is the AC in the cottage. A window unit is provided but with 90 temps it couldn’t keep up."

A verified traveller stayed at Oceanfront White Stone Cottage w/ Private Beach!

Posted 5 days ago

5/5 Excellent

"Absolutely gorgeous historic property with the best breakfast croissant I've ever had in my life, and I'm a connoisseur. Only flaw was the fire alarm going off at 2am. But the breakfast was so good and the bed was so comfortable that it barely mattered. I met nice people and played on their chess board with my kids. Would absolutely stay again. "

A verified traveller stayed at Warner Hall

Posted 6 days ago

5/5 Excellent

Loved our time on the bay!!

"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 renter since the purchase, but there was only one coffee cup and the kitchen could be stocked a bit more-plenty of dishes (and even plastic wrap, foil, trash bags, dish, and hand soap) but limited cooking utensils, cookware, and no containers for leftovers and such. Not a big deal, but might be to someone planning to cook quite a bit. The property managers were AMAZING and always quick to respond! Honestly, the best renting experience we have had! If you like seafood, The Seafood Shack and Richardsons are great! Southwind Pizza is wonderful. Make reservations for Thurs live music. The Island Stop has Chesapeake Bay Twinkies (jalapeños, cream cheese, crab, old bay, wrapped in bacon and glazed with old bay bbq sauce. Watch their fb page for when they have those. The shaved ice guy there is also super nice! You can see Deltaville (check out their minor league baseball schedule) and Gwynn’s Island from the house. Fireworks all around (we stayed on July 4th) were spectacular! LOVED it!"

A verified traveller stayed at Waterfront Retreat w/ Dock in Hudgins

Posted 6 days ago

Nassawadox Creek Waterfront Home with Private Pool

5/5 Excellent

Wonderful vacation spot

"We have been staying in the area for over 7 years, and by far, this is the best house we have ever rented. The house is comfortable and spacious. I loved having a place to put out food in the pantry. The house was well-equipped with the essentials, like toilet paper, paper towels, cleaners, beach towels, etc. The pool is amazing and the views are amazing! The water was also deep enough for our boat, which has been a challenge to find down here! We had the best time and hope to return next year!"

A verified traveller stayed at Nassawadox Creek Waterfront Home with Private Pool

Posted 7 days ago

5/5 Excellent

Love this house

"the week was HOT!!! (100 degrees) but the house was cool, clean, comfortable and well stocked. The view of the river/bay was breathtaking. Secluded and quiet which is what we were looking for. My husband wants to come back and he's hard to please. We had good communication with the owner when we had questions. Amazed how well-stocked this property was. We'll be back!!!"

A verified traveller stayed at Cozy cottage on the Chesapeake Bay

Posted 13 days ago

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?

Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.: This holiday home rental outside of 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 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Bethel Beach. 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.

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Holiday Rentals in Gwynn

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Check prices for these dates

Holiday Rentals in Gwynn

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

Oceanfront White Stone Cottage w/ Private Beach!

Retreat to Fairytale Cottage with Pool, Kayak

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

Just a 30 minute drive to bush gardens and water country

Bubba Butler's Cottage

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

Private, 7-acre waterfront retreat on Winter Harbor Haven

Bay Dream Believer Cottage on Beautiful East River Waterfront

Nassawadox Creek Waterfront Home with Private Pool

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

'Pop Castle' Historic Gem on the Rappahannock River

Pet-Friendly Gem w/ Private Dock in Deltaville!

Room on river with sunset views and private beach!

Private Beach & Deck: Bayfront Home in Hayes!

Waterfront with Private Pier and Tranquil Water views!

Private Beach - Spacious Dog & Family Friendly Beachfront 4 Bedroom River House

Spacious waterfront home with dock and sunset view

Little Bay Waterfront Retreat

Waterfront Hartfield Vacation Rental w/ Dock!

Find out more about Gwynn

Recent reviews of Gwynn properties

Waterfront with Private Pier and Tranquil Water views!

Oceanfront White Stone Cottage w/ Private Beach!

Warner Hall

Waterfront Retreat w/ Dock in Hudgins

Nassawadox Creek Waterfront Home with Private Pool

Private, 7-acre waterfront retreat on Winter Harbor Haven

Hampton Inn Gloucester

Holiday Inn Express Gloucester by IHG

Cozy cottage on the Chesapeake Bay

Frequently asked questions