Gwynn Vacation Rentals

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Vacation 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)
"Everything you need is here, crab pots-caught a few blue crabs. Went fishing, we caught skate, croaker and an eel. 3 Kayaks, beach chairs, SUP , well stockedgrill, etc. "
United States
Kris K.
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)
"We have enjoyed 2 stays at the cottage. It is a wonderful location and the owners have been great and are very thoughtful. The beach is perfect, and we love the neighborhood. We can't wait to visit again!"
United States
karen w.
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
Outdoor dining
RV Site On Blanchard Farm -MAX RV LENGTH 24 FT
RV Site On Blanchard Farm -MAX RV LENGTH 24 FT
$35 nightly
The price is $39
Dec 1 - Dec 2
Total with taxes and fees
RV Site On Blanchard Farm -MAX RV LENGTH 24 FT
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)
"Peaceful setting wonderful views. Location is wonderful. Excellent!"
United States
Michael B.
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
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, (130)
"Beautiful property! Very spacious with an amazing view! Clean, in a great location, friendly neighbors! "
United States
Heather E.
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Exterior
Bay Dream Believer Cottage on Beautiful East River Waterfront
Bay Dream Believer Cottage on Beautiful East River Waterfront
2.0 star property
10.0 out of 10, Exceptional, (22)
"Great location. Quite,clean, relaxing "
United States
Randy C.
$417 nightly
The price is $460
Nov 8 - Nov 9
Total with taxes and fees
Bay Dream Believer Cottage on Beautiful East River Waterfront
Outdoor dining
Spacious waterfront home with dock and sunset view
Spacious waterfront home with dock and sunset view
9.6 out of 10, Exceptional, (12)
"We were attending a family reunion. Great to wake up and look out to see the water. So relaxing and serene. Just enough space to relax and unwind. I would however suggest to the owner to put some railings on the patio. We had a few seniors who need that extra support when stepping up. The grands loved fishing from the pier."
United States
Sneatha L.
Spacious waterfront home with dock and sunset view
Property grounds
The Little Blue Cottage - Topping : Waterfront!
The Little Blue Cottage - Topping : Waterfront!
9.8 out of 10, Exceptional, (50)
"Lovely place and attentive owner, felt right at home and will definitely return to this property for future trips to the area."
United States
Lory H.
The Little Blue Cottage - Topping : Waterfront!
Fridge, microwave, oven, stovetop
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
10.0 out of 10, Exceptional, (175)
"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. "
United States
Makayla L.
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Exterior
The Farm Overlook Treehouse At Blanchard Farm
The Farm Overlook Treehouse At Blanchard Farm
10.0 out of 10, Exceptional, (1)
$105 nightly
The price is $116
Nov 10 - Nov 11
Total with taxes and fees
The Farm Overlook Treehouse At Blanchard Farm
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)
"Erik was a great host. His dog hosted too:) it felt like home. We were in town for a celebration of life and the house helped us stay happy during sad time."
United States
Roxanne C.
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
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, (303)
"Excellent property"
United States
Brock S.
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 pool
Nassawadox Creek Waterfront Home with Private Pool
Nassawadox Creek Waterfront Home with Private Pool
10.0 out of 10, Exceptional, (60)
"Amazing experience.House was ready for us to enjoy it. Nice and quiet neighborhood nothing else you could expect if you want to relax and energize yourself-nature surrounding you -AM-PM breathtaking-moonrise above the water leaving reflections….pool was perfect for our family. We had no issues with our stay… Thank you Nancy."
United States
Piotr K.
Nassawadox Creek Waterfront Home with Private Pool
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.
$382 nightly
The price is $422
Nov 24 - Nov 25
Total with taxes and fees
Bayfront Escape, Private Dock, Large Deck, and Views!
Dining
Serenity on the Rappahannock
Serenity on the Rappahannock
10.0 out of 10, Exceptional, (9)
"Clean; Beautiful views;Good bedroom to bathroom ratio;Well-appointed kitchen;Great water access;Quiet location;Easy check-in;Excellent communication with host."
United States
Carl H.
Serenity on the Rappahannock
On the beach, sun loungers, beach towels
Beach House on Chesapeake Bay!
Beach House on Chesapeake Bay!
10.0 out of 10, Exceptional, (134)
"The property was better than advertised. It was beautiful, clean, very well-appointed, and serene. We wanted for nothing and we loved every minute. This is a lovely location for a quiet getaway and we would happily do it again."
United States
Eric J.
Beach House on Chesapeake Bay!
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
Outdoor pool
Great home for holidays! Large kitchen, firepit & hot tub, beautiful water views
Great home for holidays! Large kitchen, firepit & hot tub, beautiful water views
9.8 out of 10, Exceptional, (51)
"We had a great time at Shore Fun! This was our third stay and we hope to be back again! Thanks for sharing your beautiful spot on the Rivah with our family. Clean, great kitchen and plenty of outdoor fun things to do. "
United States
Brenda J.
Great home for holidays! Large kitchen, firepit & hot tub, beautiful water views
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
"The Nassawadox Creek home is wonderful! The house is roomy, and well-equipped. (It even has decent kitchen knives! Usually, that kind of thing is an after-thought.)The place is great for kids, even older kids who dislike family vacations! There is a dock for fishing and crabbing (the kids caught about a dozen crab), and kayaks for the inlet. It was too cold for us to swim in the pool, but I can imagine it would be very inviting in the summer.Altogether a very nice place and we highly recommend it."
Robert P. 3-night trip
Posted 8 days ago
Nassawadox Creek Waterfront Home with Private Pool

Find out more about Gwynn

Everything you need to know about Gwynn vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Gwynn vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Gwynn vacation 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 low season months. For more hustle and bustle, you may prefer to visit Gwynn in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $39 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Gwynn rentals

At Expedia, we put the best Gwynn vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.: This vacation home rental near Gwynn is located on the beach and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Gwynn?

Choose from 8 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 Chesapeake Bay. 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.