Gwynn Holiday Rentals

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Check prices for these dates

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov

Holiday Rentals in Gwynn

Property grounds
Gwynn's Island Cottage - Waterfront with Private Beach + Sunsets over Water
Gwynn's Island Cottage - Waterfront with Private Beach + Sunsets over Water
10.0 out of 10, Exceptional, (219)
"We had a great time staying here. The private beach was exactly what we needed to relax and have fun. "
United States
Christen G.
Gwynn's Island Cottage - Waterfront with Private Beach + Sunsets over Water
On the beach, sun-loungers
Peaceful Waterfront Retreat. Kayaks, Bicycles, Firepit, and more. Pet-Friendly!
Peaceful Waterfront Retreat. Kayaks, Bicycles, Firepit, and more. Pet-Friendly!
10.0 out of 10, Exceptional, (35)
"The property was absolutely beautiful. We plan on coming back to this property again. "
United States
Seth R.
Peaceful Waterfront Retreat. Kayaks, Bicycles, Firepit, and more. Pet-Friendly!
Exterior
Cottage on a Private Island in the York River
Cottage on a Private Island in the York River
10.0 out of 10, Exceptional, (357)
"We had a terrific vacation at a lovely home in a unique location. "
United States
Benjamin E.
Cottage on a Private Island in the York River
Fridge, microwave, oven, stovetop
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
9.4 out of 10, Exceptional, (129)
"We had a great time. The place was as expected. Clean and comfortable and very spacious. "
United States
Stacy W.
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Outdoor dining
Autumn in Irvington - it’s so inviting and gorgeous. And it’s waiting for you!
Autumn in Irvington - it’s so inviting and gorgeous. And it’s waiting for you!
10.0 out of 10, Exceptional, (302)
"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!"
United States
ROBERT T.
Autumn in Irvington - it’s so inviting and gorgeous. And it’s waiting for you!
Property grounds
Bubba Butler's Cottage
Bubba Butler's Cottage
10.0 out of 10, Exceptional, (21)
"We had a fantastic stay. I could not have asked for better view of the river, and both sunsets and sunrises were perfect. It was a perfect place to unwind reading and writing. "
United States
Amy B.
Bubba Butler's Cottage
Outdoor spa tub
Enjoy family fun and Sunsets at Piankatank Point.
Enjoy family fun and Sunsets at Piankatank Point.
9.6 out of 10, Exceptional, (66)
"This is our second time with this rental and it is amazing. The best laid back area and very responsive hosts. "
United States
Elisa G.
Enjoy family fun and Sunsets at Piankatank Point.
Property grounds
The Little Blue Cottage - Topping : Waterfront!
The Little Blue Cottage - Topping : Waterfront!
9.8 out of 10, Exceptional, (50)
"We had a wonderful time at The Little Blue Cottage. Everything was impeccably clean and very comfortable. 1The view of the water was beautiful. Forrest, the owner, was very responsive and accommodating. Ovwrall, we enjoyed our stay and would love to back sometime. "
United States
Liz M.
The Little Blue Cottage - Topping : Waterfront!
Dining
Serenity on the Rappahannock
Serenity on the Rappahannock
10.0 out of 10, Exceptional, (8)
"Great house and location. Stunning view. "
United States
Tim B.
Serenity on the Rappahannock
Exterior
Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!
Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!
9.6 out of 10, Exceptional, (172)
"We throughly enjoyed our time at the little blue house! We would definitely stay here again."
United States
Edward
Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!
Interior
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
8.0 out of 10, Very good, (4)
"Host was super responsive and available. Location is excellent - close to boat and kayak launch. Grill, smoker, patio were all great. "
United States
Dave V.
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Exterior
The Farm Overlook Treehouse At Blanchard Farm
The Farm Overlook Treehouse At Blanchard Farm
10.0 out of 10, Exceptional, (1)
The price is HK$660
HK$900 total
includes taxes & fees
27 Oct - 28 Oct
The Farm Overlook Treehouse At Blanchard Farm
3 bedrooms, memory-foam beds, iron/ironing board, free WiFi
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
10.0 out of 10, Exceptional, (157)
"This was a quick get away for myself and my loved one for my birthday that was perfect. We had the best time playing in the water with the paddleboard, fishing, cooking on the grill, relaxing in the hot tub. "
United States
Alyssa W.
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
Fridge, microwave, oven, stovetop
A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**
A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**
9.8 out of 10, Exceptional, (154)
"Great location to visit Williamsburg and the other nearby historic sites. "
United States
Lynn G.
A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**
Outdoor dining
Spacious waterfront home with dock and sunset view
Spacious waterfront home with dock and sunset view
9.6 out of 10, Exceptional, (11)
"Much more relaxing than a hotel nice view will stay again"
United States
Goodwin W.
Spacious waterfront home with dock and sunset view
Property grounds
Cozy cottage on the Chesapeake Bay
Cozy cottage on the Chesapeake Bay
9.8 out of 10, Exceptional, (50)
"Easy access to the property and to town. Very quite and comfy."
United States
Juan Carlos V.
Cozy cottage on the Chesapeake Bay
Outdoor pool
Nassawadox Creek Waterfront Home with Private Pool
Nassawadox Creek Waterfront Home with Private Pool
10.0 out of 10, Exceptional, (59)
"Great house. Kids loved crabbing off dock. "
United States
Dianne S.
Nassawadox Creek Waterfront Home with Private Pool
Outdoor dining
Counting Corks - Waterfront, Pet friendly, private dock!
Counting Corks - Waterfront, Pet friendly, private dock!
10.0 out of 10, Exceptional, (10)
"Business travel for a job we were on this met our needs and was a good place to stay."
United States
Kathy C.
Counting Corks - Waterfront, Pet friendly, private dock!
Terrace/patio
Bayfront Escape, Private Dock, Large Deck, and Views!
Bayfront Escape, Private Dock, Large Deck, and Views!
10.0 out of 10, Exceptional, (2)
"We had a wonderful stay at this property! The location was perfect- beautiful and peaceful right on the water. Dock was a great place to hang out at same with the cut-out beach areas. There is a great little restaurant nearby called hole-in-the-wall which had great food and the marina is just minutes away if you are looking to rent a boat or get out on the water.Overall, it was a fantastic stay and I would definitely recommend this home to anyone looking for a relaxing getaway in a quiet...
United States
Hoda P.
Bayfront Escape, Private Dock, Large Deck, and Views!
Property grounds
Private, 7-acre waterfront retreat on Winter Harbor Haven
Private, 7-acre waterfront retreat on Winter Harbor Haven
10.0 out of 10, Exceptional, (141)
"We loved this secluded quiet property, especially the screened in porch. The house was clean and comfortable. We caught and ate fresh blue crab off the dock ,enjoyed day trips to Williamsburg and Norfolk, and spent time at the local Haven Beach."
United States
Kyle K.
Private, 7-acre waterfront retreat on Winter Harbor Haven
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

Warner Hall

Warner Hall

10/10 Excellent
"Fred was an outstanding representative. "
James 1-night trip
Posted 5 days ago
Warner Hall

Find out more about Gwynn

Search for holiday rentals in Gwynn on Expedia! You can easily find your home rentals, villas, holiday apartments in Gwynn using one of the methods below:

  • View our selection of featured holiday rentals in Gwynn
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Look no further and take a look at our great range of rental properties in Gwynn!

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 8 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 Chesapeake Bay. 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.