Holiday houses in Gwynn Island

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Popular amenities for Gwynn Island holiday rentals

Other great holiday rentals in Gwynn Island

Top Guest favourite
Home in Deltaville
5 out of 5 average rating, 44 reviews

Ships Watch On The Bay With Endless Water Views

EllenRating, 5 stars2 months ago
We (our family of two adults, two teens, and a dog) had a fabulous short getaway at Lisa's. The house is just beautiful, gorgeous old bones but flawlessly renovated. The decor is charming and the beds and baths completely luxurious. The kitchen was amazingly well stocked in terms of cookware and other items. The outside area was absolutely lovely - we enjoyed a sunrise on the dock, catching crabs, kayaking, playing cornhole, and playing games on the screened in porch. The house is a short drive from some great spots to get oysters and seafood. Highly, highly recommend!!
Guest favourite
Home in Hudgins
5 out of 5 average rating, 19 reviews

Private Beach Getaway at Finest Chesapeake Bay

Donna MRating, 5 stars1 week ago
Our family had a wonderful time with the beautiful setting. There were 7 of us and we fit comfortably.
Guest favourite
Home in White Stone
5 out of 5 average rating, 10 reviews

Serenity on the Bay | Dock | Kayak | Fish

MeganRating, 5 stars2 months ago
House was fabulous! It looks even better than the pictures! Everything was spotless and the kitchen had everything we needed plus more. It was a girls weekend birthday celebration for 5 of us and there was plenty of room for everyone. We loved that each one of us had our own bedroom/bathroom. The view is spectacular. Host very responsive to any questions we had. We hope to return next year!!
Top Guest favourite
Home in Hudgins
5 out of 5 average rating, 9 reviews

Water front Coastal Bungalow with boat docks

KaraRating, 5 stars4 weeks ago
This was one of the cleanest, well thought out Airbnbs my Husband and I have ever stayed in! The host was quick to respond with any needs, the home was well stocked with essentials, and had notes with recommendations for the area. We loved drinking coffee on the dock and watching movies in the outdoor living area. The area is so quiet and peaceful.
Top Guest favourite
Home in Middlesex County
5 out of 5 average rating, 30 reviews

Charming Waterfront Cottage Small Beach

EricRating, 5 stars2 weeks ago
We thoroughly enjoyed our stay at the cottage. The location was peaceful and the river view was fantastic. We would definitely stay here again
Guest favourite
Home in Port Haywood
4.94 out of 5 average rating, 16 reviews

East River/Mobjack Bay Mathews

JaneRating, 5 stars2 days ago
Everything about this place was perfect. It was spotlessly clean and had every amenity possible. The grounds and river views were simply magnificent. Our only regret was that we couldn’t have stayed at least one more day. We would love to book again - maybe next year.
Guest favourite
Cottage in Deltaville
4.89 out of 5 average rating, 109 reviews

Romantic Waterfront Abode with Patio & Dock!

EmilyRating, 5 stars1 month ago
Beautiful scenery and peaceful location. It was a restorative visit and I appreciated the host's local recommendations.
Home in Hudgins
4.83 out of 5 average rating, 103 reviews

The Boathouse- Chesapeake Bay; Kayakers love it.

LowndesRating, 5 stars3 weeks ago
Great place. Better views! Chris made the entire process very easy. I have a boat that he helped with instructions on where to dock and how to get there by water. Will definitely be staying there again!

Destinations to explore

  1. Airbnb
  2. United States
  3. Virginia
  4. Mathews County
  5. Gwynn
  6. Gwynn Island