
Vacation rentals in Gwynn Island
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Top-rated vacation rentals in Gwynn Island
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Popular amenities for Gwynn Island vacation rentals
Other great vacation rentals in Gwynn Island
Top guest favorite

Home in Deltaville
5 out of 5 average rating, 44 reviewsShips 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!!
Superhost

Guesthouse in Deltaville
4.91 out of 5 average rating, 11 reviewsCharming guest house on Jackson Creek
JaneRating, 5 stars1 month ago
The cottage is a gem - gorgeous spot with lots of quiet and privacy on the water - great nature watching. Lots of beautiful outddor spaces - the dock out front was a great spot for coffee and there is an outdoor porch as well as a detached covered porch. We biked around and saw gorgeous views and lots of marinas. Local restaurant seafood was delicious and Meg recommended several great spots. An afternoon sail with Captain Russ (also recommended) topped off the weekend nicely. Highly recommend!
Guest favorite

Home in Hudgins
5 out of 5 average rating, 19 reviewsPrivate 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.
Top guest favorite

Home in Hudgins
5 out of 5 average rating, 9 reviewsWater 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.
Guest favorite

Guesthouse in Topping
5 out of 5 average rating, 6 reviewsSecluded River Hideaway
ChrisRating, 5 stars3 weeks ago
Byron's place is a great combination of peaceful and secluded, but close to many of the towns around the area. The place has an amazing view with direct access to the water. The porch is a great place to watch sunsets, bird watch, or enjoy a cold drink. Would definitely stay again.
Top guest favorite

Home in Middlesex County
5 out of 5 average rating, 30 reviewsCharming 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 favorite

Cottage in Deltaville
4.89 out of 5 average rating, 109 reviewsRomantic 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.
Top guest favorite

Home in Deltaville
5 out of 5 average rating, 19 reviewsSturgeon Creek Retreat
NatashaRating, 5 stars2 months ago
Chris was an excellent communicator. His place looked EXACTLY like the pictures. The setting is so serene and offered the right mix of Peace for working adults and fun activities for kids. The guest handbook was very helpful in identifying local good eats and things to do. Instructions were clear and easy to follow. Everything about the space was thoughtful—from the intentional setup to the little touches that made it feel so warm and inviting. We had everything we needed and more. The kids had a blast, and the adults got a much-needed break. It’s the kind of place you find yourself already planning to return to before you’ve even left. Definitely a 5-star stay. Highly recommend!
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