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Compare 135 Vacation Homes in Gwynn with updated reviews, rates, and availability.

"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Exterior

"Bee Haven" Cottage Retreat Near Colonial Williamsburg

10.0 out of 10, Exceptional, (85)
"Great location to see the birth of our nation. House very clean and very quiet neighborhood. Appliances clean and work well stocked kitchen rules were few and simple if I had to say anything bad it would have to be the water I would bring in my drinking water "
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Private Beach & Deck: Bayfront Home in Hayes!
Hayes Vacation Rental | 3BR | 2BA | 2,100 Sq Ft | Stairs Required

Private Beach & Deck: Bayfront Home in Hayes!

10.0 out of 10, Exceptional, (13)
"Wonderful stay in very clean and spacious home with a spectacular views of the Bay autumn sunrise and sunsets! The snacks were a nice surprise..We Will definitely be back!"
Private Beach & Deck: Bayfront Home in Hayes!
Waterfront Hartfield Vacation Rental w/ Dock!
Hartfield Vacation Rental | 3BR | 3BA | 2,000 Sq Ft | Access Only By Stairs

Waterfront Hartfield Vacation Rental w/ Dock!

9.8 out of 10, Exceptional, (17)
"The house was amazing and the scenery was breathtaking we definitely will return!!!"
Waterfront Hartfield Vacation Rental w/ Dock!
Cozy Country setting with comforts of home
Exterior

Cozy Country setting with comforts of home

8.8 out of 10, Excellent, (15)
"Was very warm and inviting atmosphere. Easy to find and off the main traffic at the same time very convenient. "
Cozy Country setting with comforts of home
Cozy cottage on the Chesapeake Bay
View from house

Cozy cottage on the Chesapeake Bay

9.8 out of 10, Exceptional, (37)
"The house was perfect for our weekend. Great views! The house had everything we needed. Appreciated all the extras like toilet paper, paper towels, condiments, coffee, and more. Super easy to check out. Sidenote, the only TV is in the master bedroom. Would probably be useful if the TV stand had wheels so it could be pulled into the living room for everybody to watch a movie. The house is 15 minutes away from a small winery, with tons of wine and food options and the town of Matthews, with a...
Cozy cottage on the Chesapeake Bay
Relaxing 1 bedroom 2019 Camper beside the Seven River
Property grounds

Relaxing 1 bedroom 2019 Camper beside the Seven River

9.2 out of 10, Wonderful, (17)
" The location was great if you want a quiet place and close to the river. We enjoyed walking down to edge and watching the water. We also enjoyed walking around the neighborhood. The camper was very clean. Kimberly and her husband were very nice and helped with the few little problems that we had. We really enjoyed our stay there."
The price is AED 184
AED 552 total
includes taxes & fees
4 Dec - 5 Dec
Relaxing 1 bedroom 2019 Camper beside the Seven River
Enjoy family fun and Sunsets at Piankatank Point.
Dusk

Enjoy family fun and Sunsets at Piankatank Point.

9.8 out of 10, Exceptional, (47)
"Quiet place, loved the water view"
Enjoy family fun and Sunsets at Piankatank Point.
The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!
Private Beach

The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!

9.6 out of 10, Exceptional, (18)
"The property is very secluded, You feel like the world is behind you. It is peaceful and quiet, The sound of nature will be the only symphony you’ll hear. I love the private beach area. We fished and caught some crab on the boat deck. The house is a bit old but that is where the charm is. There was some bug in the house but that was expected. Overall we had great time. "
The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!
Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!
Welcome to the Blue House. It's walking distance to most everything in Irvington

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

9.8 out of 10, Exceptional, (156)
"Very nice house. I'd rent it again for a stay in the area. Not a place for families, but good for one or two couples. "
Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!
Monthly discount- beautiful house, Gloucester VA
Eat in kitchen with new granite counters

Monthly discount- beautiful house, Gloucester VA

10.0 out of 10, Exceptional, (18)
"Our weekend stay was perfect and cozy. The home was clean and had everything we needed. "
Monthly discount- beautiful house, Gloucester VA
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
Notice 4 kayaks on side of house for guests use!

MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

10.0 out of 10, Exceptional, (146)
"Stole away for a long weekend and this did not disappoint. Everything was perfectly cozy and relaxing - exactly what I was looking for. If I didn't live a 4 hour plane ride away, I think I'd be back more frequently; but I certainly will return!"
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
Mid-century modern meets classic cape on the coast.
Exterior

Mid-century modern meets classic cape on the coast.

10.0 out of 10, Exceptional, (8)
"Clean comfy house in Mathews. Easy walk to restaurants, groceries and downtown shops. "
Mid-century modern meets classic cape on the coast.
Fantastic waterfront home on Jackson Creek

Fantastic waterfront home on Jackson Creek

10.0 out of 10, Exceptional, (49)
"Nice place, interesting layout"
Fantastic waterfront home on Jackson Creek
Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>
Come stay in our Kilmarnock home. Just steps to downtown

Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>

9.8 out of 10, Exceptional, (122)
"I was in town for a couple nights as I was attending a meeting. I found the place to be cozy and convenient. It's just about a block away from a coffee house. I appreciated the character of the home and the design of the interior, which contributed to me feeling comfortable in the space. "
Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>
Chesapeake Bay Waterfront: Kayaks, Fire Pit, Wifi, Bikes, Dog-friendly
Amazing views of the East River

Chesapeake Bay Waterfront: Kayaks, Fire Pit, Wifi, Bikes, Dog-friendly

10.0 out of 10, Exceptional, (92)
"Neat, clean, beautiful! Right on the water, blast crabbing, quiet… couldn’t have been better! Host is in touch and gracious. We’ll do it all again!"
Chesapeake Bay Waterfront: Kayaks, Fire Pit, Wifi, Bikes, Dog-friendly
Beach House on Chesapeake Bay!
Private Beach on property

Beach House on Chesapeake Bay!

10.0 out of 10, Exceptional, (121)
"Mathew’s is like home for me. I was not disappointed by this trip. We enjoyed Bay views, sitting on the deck and most importantly building community in the living room. What a great experience! I recommend this property for a couples getaway, families looking to getaway or a girls Trip. "
Beach House on Chesapeake Bay!
Huntington Farm - Great Family Retreat
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Huntington Farm - Great Family Retreat

9.6 out of 10, Exceptional, (54)
"Great place to stay and beautiful views. Was perfect for our group. Highly recommend!"
Huntington Farm - Great Family Retreat
Coco’s Cabana
Large front yard, perfect for yard games.

Coco’s Cabana

9.6 out of 10, Exceptional, (26)
"The house had the perfect kitchen, great room, screen porch and terrace for me and my siblings to spend a weekend together during a larger family reunion. The owner provided clear and timely instructions for arrival and departure. There were plenty of supplies in the kitchen and bathrooms. The house and yard are well maintained and we loved having a dip in the pool! Plenty of off-street parking."
Coco’s Cabana
Spacious Mathews Retreat w/ Waterfront Views!
Mathews Vacation Rental | 4BR | 3.5BA | Stairs Required to Access

Spacious Mathews Retreat w/ Waterfront Views!

10.0 out of 10, Exceptional, (23)
"Extremely comfortable, well equipped home in a gorgeous location. Relaxing spot on the water with plenty of entertainment for all ages. Highly recommend. "
Spacious Mathews Retreat w/ Waterfront Views!
Waterfront w/Floating Dock, Kayaks~Family Home
Interior

Waterfront w/Floating Dock, Kayaks~Family Home

10.0 out of 10, Exceptional, (5)
"Good location, great kitchen and porch. Lovely and quiet setting. Would definitely stay again."
The price is AED 1,587
AED 2,812 total
includes taxes & fees
1 Dec - 2 Dec
Waterfront w/Floating Dock, Kayaks~Family Home
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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Other property types in Gwynn

Waterfront Cottage with Private Beach, Sunsets over Water
View of Hills Bay from the deck

Waterfront Cottage with Private Beach, Sunsets over Water

10.0 out of 10, Exceptional, (194)
"The house was very clean upon entering and the view was beautiful. It was conveniently located to shops and restaurants. We enjoyed visiting the nearby Hatchery while there. "
Waterfront Cottage with Private Beach, Sunsets over Water
Cottage on a Private Island in the York River
The Island Cottage

Cottage on a Private Island in the York River

10.0 out of 10, Exceptional, (319)
"Give yourself 24 hours to settle in. We arrived in perfect weather for a 4 day respite and only for one day, with land breezes, did we experience some pesky flies. The fresh salt air, wide star-lit skies, 24/7 quiet and mesmerizing moon-glow off the waters, 360 degrees worth, more than make up for any such small annoyance. There is some history to appreciate about the island and the cottage. When you find yourself first thing in the morning checking the tide schedules, you will then realize...
Cottage on a Private Island in the York River
Camp Cardinal Gloucester Point
Property grounds

Camp Cardinal Gloucester Point

2.5 star property
8.8 out of 10, Excellent, (19)
"Cabin was clean. Check in was easy. Had a great time. "
Camp Cardinal Gloucester Point
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.