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Compare 71 Cottages in Gwynn with updated reviews, rates, and availability.

Cottage on a Private Island in the York River
10.0 out of 10, Exceptional, (318)
"This is our 3rd trip to this quiet little island. It is a great place to relax, and there is plenty to do in Williamsburg & Yorktown. We will be back!"
Cottage on a Private Island in the York River
Waterfront Cottage with Private Beach, Sunsets over Water
10.0 out of 10, Exceptional, (193)
"It was a perfect spot for an intimate weekend getaway. The pups absolutely loved it, and Beaverdam park is close enough that we were able to get a nice long hoke in as well. "
Waterfront Cottage with Private Beach, Sunsets over Water
Restored 1920's Cottage on 1 Acre w/ Fire Pit
9.4 out of 10, Exceptional, (53)
"Didn’t get to enjoy the area as much as I would’ve liked to. This cottage had everything you could need . Would definitely book again !!"
Restored 1920's Cottage on 1 Acre w/ Fire Pit
It’s Autumn on the Northern Neck! Why does it seem so inviting?! Come find out!
10.0 out of 10, Exceptional, (285)
"Great place to stay while in Irvington!"
It’s Autumn on the Northern Neck! Why does it seem so inviting?! Come find out!
Historic Cottage on Ware River Estate
10.0 out of 10, Exceptional, (255)
"My wife and I enjoyed our stay here very much. The property was beautiful, and the dock fishing area was really cool. The town was cute and the restaurants we went to were delicious. We recommend staying here."
Historic Cottage on Ware River Estate
Oceanfront White Stone Cottage w/ Private Beach!
7.4 out of 10, Good, (68)
"Eclectic cottage the way they where originally done. Perfect location for never ending views. The full moon casting its glow over the water was perfect."
Oceanfront White Stone Cottage w/ Private Beach!
Riverfront Cottage: Fire Pit & Kayaks
9.8 out of 10, Exceptional, (31)
"It was very small. Bathroom shower was slippery and unsafe. Property was very neat, clean, well-stocked, and check-n was easy. HVAC system was wonderful. We could not walk down to the dock due to having knee replacement surgery and no handrails. Very little to no shade from the sun even on the back porch."
Riverfront Cottage: Fire Pit & Kayaks
The Little Blue Cottage - Topping : Waterfront!
9.8 out of 10, Exceptional, (39)
"The little blue cottage is situated on the beautiful Rappahannock River. Upon arrival, we experienced instant relaxation. What a view. We enjoyed this bright, clean little haven so much. Tucked away, yet close to great places to explore and dine."
The Little Blue Cottage - Topping : Waterfront!
Sunflower Cottage - Waterfront; Outdoor shower!
10.0 out of 10, Exceptional, (3)
"We had a wonderful time and the cottage had everything we could need. The backyard and Bay Area is beautiful. We will definitely be booking here again"
Sunflower Cottage - Waterfront; Outdoor shower!
The Crab Shack on Carter's Creek
10.0 out of 10, Exceptional, (69)
"We just got back from a long weekend at the Crab Shack. We had such a great time at this lovely spot. Could not have been more comfortable or relaxing. Loved the accommodations and the location could not have been better. An added bonus was the fact that the fish were biting and the crabs were plentiful! We look forward to our next visit."
The Crab Shack on Carter's Creek
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
10.0 out of 10, Exceptional, (138)
"The house and property was absolutely beautiful, very clean, very quiet and peaceful, me and the hubby did lots of fishing, and just relaxed! Had a wonderful time and will be back with our kiddos! Shannon (host) was very fast to reply with answers to my questions, great host! "
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Bubba Butler's Cottage
9.6 out of 10, Exceptional, (5)
"House was perfect for what we needed. Clean and in a great location."
Bubba Butler's Cottage
Lancaster Gem - Cozy Cottage
9.6 out of 10, Exceptional, (21)
"This was a perfect place in lieu of a hotel room. The place was very clean. Would definitely stay again. Thank you to Julie for the ongoing communication about our stay. "
Lancaster Gem - Cozy Cottage
Waterfront Deltaville Cottage w/ Fire Pit!
9.2 out of 10, Wonderful, (5)
"The home and location are very nice and as described. The reason I am ranking only 3-stars is because the house was very hot when we arrived. We turned the AC to 71 degrees, yet the WYZE thermostat kept remotely changing to 79 degrees. It was about 95 degrees outside, so we couldn’t find any relief from the heat. I contacted the owner a couple of times about the temp changing and was told “Sorry! We’re out of town”. Ultimately, the thermostat shut off completely. We tried to turn it back on with...
Waterfront Deltaville Cottage w/ Fire Pit!
Peaceful Waterfront Cottage on VA’s Northern Neck
10.0 out of 10, Exceptional, (93)
"Cozy place with lots to offer, hosts were great and the place was as advertised. Would definitely recommend if you’re looking for somewhere to stay to get a nice relaxing weekend away!"
Peaceful Waterfront Cottage on VA’s Northern Neck
Relaxing Riverfront Cottage w/ Boat Dock!
9.8 out of 10, Exceptional, (28)
"Such a cute little house on a beautiful piece of the Piankatank. Everything you could ever need is provided. I could just sit on the dock forever. We caught a couple of nice crabs...and threw them back. Delightful getaway."
Relaxing Riverfront Cottage w/ Boat Dock!
Waterfront with Private Pier and Tranquil Water views!
10.0 out of 10, Exceptional, (98)
"My husband and I loved our visit. The home was so clean (a big deal for me), well-stocked, and beautifully decorated. Beds are super comfortable and the whole home is so spacious. The community is quiet and peaceful and views of the river are just spectacular. We will definitely visit again. "
Waterfront with Private Pier and Tranquil Water views!
Romantic Waterfront Abode with Patio & Dock!
9.8 out of 10, Exceptional, (47)
"Located only feet from the water, this quaint cottage provided a sunny and serene place to relax and unwind. The house was very clean and well equipped with most everything that you might need. Hosts were attentive and available for any questions. "
Romantic Waterfront Abode with Patio & Dock!
3 BR Bay Home w Private Dock & all the Amenities
10.0 out of 10, Exceptional, (10)
"My family and I have stayed at countless properties over the years through VRBO. As a family of five (5), including two teens, and an 8-year-old, one can imagine the difficulties associated with finding a vacation rental that had something that tickled the fancy of each. We’ve been very happy with the properties and the accuracy of the listings. There has never been an occasion where any of us felt deceived or that the property failed to meet expectations. With that said, our recent stay at this...
The price is SAR 999
SAR 2,552 total
includes taxes & fees
11 Nov - 12 Nov
3 BR Bay Home w Private Dock & all the Amenities
*SANDY HILL SUNSETS*
10.0 out of 10, Exceptional, (71)
"From start to finish, Christie was warm, friendly and welcoming. The hospitality and communication were off the charts. The private beach view is one of the most amazing views we experienced. Very private and a long stretch of beach to walk along. The place was clean and has everything you need from a basics standpoint. The surroundings were awesome. Lots of fields and nature to explore nearby with the golf cart. Highly recommend and will be back."
*SANDY HILL SUNSETS*
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
10.0 out of 10, Exceptional, (193)
"It was a perfect spot for an intimate weekend getaway. The pups absolutely loved it, and Beaverdam park is close enough that we were able to get a nice long hoke in as well. "
Waterfront Cottage with Private Beach, Sunsets over Water
Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free.
10.0 out of 10, Exceptional, (217)
"I’m not sure I can add anything more to the other reviews that are already out there. Clean and well kept, love the odds and ends that are stocked- so nice not to have buy a whole box of baggies to use one, or a set of salt and pepper for vacation use! Would be happy to stay again. "
Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free.
Private 5-acre Waterfront Peninsula with Beach
9.4 out of 10, Exceptional, (32)
"There were so many things to do at this beautiful location! We enjoyed boating, swimming, crabbing, disc golf, bonfires, games, and more! The house comfortably sleeps 21 people! It’s a lovely house that has an incredible view and it’s so quiet and relaxing. "
The price is SAR 237
SAR 2,921 total
includes taxes & fees
2 Dec - 3 Dec
Private 5-acre Waterfront Peninsula with Beach
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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