Gwynn Vacation Rentals

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Tonight
Nov 19 - Nov 20
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Nov 20 - Nov 21
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

Vacation Rentals in Gwynn

Property grounds
Gwynn's Island Cottage - Waterfront with Private Beach + Sunsets over Water

Cottage in Grimstead

10.0 out of 10, Exceptional, (219)
"Very relaxing vacation with beautiful view. Very clean and well stocked with everything needed. "
United States
Edward S.
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!

Vacation Home in Gwynn's Island

10.0 out of 10, Exceptional, (35)
"Great location Great beachGreat homeGreat Neighbors"
United States
Anthony C.
Peaceful Waterfront Retreat. Kayaks, Bicycles, Firepit, and more. Pet-Friendly!
Exterior
Cottage on a Private Island in the York River

Cottage in Gloucester Point

10.0 out of 10, Exceptional, (359)
"Great location, great accommodations! "
United States
Ivan R.
Cottage on a Private Island in the York River
Outdoor dining
RV Site On Blanchard Farm -MAX RV LENGTH 24 FT

Camping in Diggs

The price is ￥2,333
￥6,005 total
includes taxes & fees
Dec 2 - Dec 3
RV Site On Blanchard Farm -MAX RV LENGTH 24 FT
Outdoor pool
Nassawadox Creek Waterfront Home with Private Pool

Vacation Home in Exmore

10.0 out of 10, Exceptional, (60)
"Very nice experience "
United States
Chris C.
Nassawadox Creek Waterfront Home with Private Pool
Fridge, microwave, oven, stovetop
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg

Cottage in Gloucester

10.0 out of 10, Exceptional, (175)
"Wonderful property with excellent host. "
United States
Betsy B.
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Property grounds
The Little Blue Cottage - Topping : Waterfront!

Cottage in Topping

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!
Fridge, microwave, oven, stovetop
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

Vacation Home in Hayes

9.4 out of 10, Exceptional, (130)
"The home and property were absolutely perfect for our family! The location is optimal for a vacation combo of education and beach, we enjoyed both! "
United States
Deb G.
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Terrace/patio
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

Vacation Home in Cobbs Creek

9.2 out of 10, Wonderful, (14)
"The place and grounds were beautiful. The hosts were extraordinarily accommodating."
United States
Janet C.
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE
Outdoor dining
Spacious waterfront home with dock and sunset view

Vacation Home in Kilmarnock

9.6 out of 10, Exceptional, (12)
"Much more relaxing than a hotel nice view will stay again"
United States
Goodwin W.
Spacious waterfront home with dock and sunset view
Exterior
Mid-century modern meets classic cape on the coast.

Vacation Home in Moon

9.8 out of 10, Exceptional, (18)
"We stayed here once before, so we were already familiar with the home. We had another wonderful stay! Nearby beaches, great restaurants and very friendly people. "
United States
Ann B.
Mid-century modern meets classic cape on the coast.
Exterior
Bay Dream Believer Cottage on Beautiful East River Waterfront

Cottage in Mathews

2.0 star property
10.0 out of 10, Exceptional, (22)
"Great quiet location. Very cozy home. Great time at location. "
United States
James C.
The price is ￥36,550
￥72,222 total
includes taxes & fees
Nov 21 - Nov 22
Bay Dream Believer Cottage on Beautiful East River Waterfront
3 bedrooms, memory foam beds, iron/ironing board, free WiFi
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

Vacation Home in Hallieford

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!
Exterior
The Farm Overlook Treehouse At Blanchard Farm

Cabin in Diggs

10.0 out of 10, Exceptional, (1)
The price is ￥13,220
￥18,013 total
includes taxes & fees
Nov 22 - Nov 23
The Farm Overlook Treehouse At Blanchard Farm
Outdoor spa tub
Enjoy family fun and Sunsets at Piankatank Point.

Vacation Home in Saluda

9.6 out of 10, Exceptional, (67)
"We had such a nice time on Piankatank Point! The owner was very cooperative and we loved the hot tub, the pool table and the kayaks. A great place for a family vacation."
United States
Clare C.
Enjoy family fun and Sunsets at Piankatank Point.
Property grounds
Bubba Butler's Cottage

Cottage in Locust Hill

10.0 out of 10, Exceptional, (21)
"What a great little cottage right in the water. We loved it and can’t wait to go back. "
United States
Amy G.
Bubba Butler's Cottage
Interior
Little Bay Waterfront Retreat

Vacation Home in White Stone

9.8 out of 10, Exceptional, (67)
"The absolute best location!"
United States
Kristin R.
Little Bay Waterfront Retreat
Outdoor dining
Autumn in Irvington - it’s so inviting and gorgeous. And it’s waiting for you!

Cottage in Irvington

10.0 out of 10, Exceptional, (303)
"Very clean and relaxing. Enjoyed the stay and check out was so easy. "
United States
Ralph C.
Autumn in Irvington - it’s so inviting and gorgeous. And it’s waiting for you!
Terrace/patio
Bayfront Escape, Private Dock, Large Deck, and Views!

Vacation Home in Hudgins

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.
The price is ￥21,393
￥61,853 total
includes taxes & fees
Dec 1 - Dec 2
Bayfront Escape, Private Dock, Large Deck, and Views!
Property grounds
Private, 7-acre waterfront retreat on Winter Harbor Haven

Vacation Home in Port Haywood

10.0 out of 10, Exceptional, (141)
"Beautiful location for a trip. Whether you enjoy fishing or kayaking, it's a nature lovers paradise. Close to attractions like Virginia Beach locations and Williamsburg. Mathews is a quaint town to explore. Bethel Beach is a must see. "Hole-in-the-Wall" - delicious lunch option. "
United States
Sheldon & Lisa Z.
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

Hampton Inn Gloucester

Hampton Inn Gloucester

10/10 Excellent
"Very quiet at night! Beds were comfortable"
Kathy 2-night trip
Posted 5 days ago
Hampton Inn Gloucester

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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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?

MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES! : Located near Gwynn, this vacation home rental is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

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.