Vacation rentals in Gwynn
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Gwynn
Guests agree: these stays are highly rated for location, cleanliness, and more.
Home in Deltaville
4.95 out of 5 average rating, 130 reviewsThe Oyster House
PETS MUST BE PRE-APPROVED ($45 pet fee)! If a quiet country setting is your relaxation, this is your place. Surrounded by open fields that attract deer, turkey, osprey, ground hogs, this is natures haven. Outdoor seating around a permanent firepit or covered backporch with bar top overlooking wildlife. Renovated 2019. Yet, just seconds from downtown Deltaville. House accommodates wheelchairs. Bonus guest apartment (The Spat) for 4 people available for extra cost. Ask re: price/availability.
Dec 8 – 15
Home in Grimstead
4.85 out of 5 average rating, 260 reviewsGwynns Island Waterfront Getaway
Great cottage on the water with a fantastic view of the bay and best sunset on the east coast. Sliding glass doors make it feel like your on the water when your sitting on the couch or in the kitchen. You can crab, fish, kayak, grill out and swim right off the back deck. Very peaceful and relaxing. The newly renovated island restuarant is a mile away with a bar and bascically anything you would want to eat. My father left us the house, we use all the proceeds from Airbnb to make improvements.
Aug 29 – Sep 5
Apartment in North
4.97 out of 5 average rating, 187 reviewsLittle Cove Cottage, Mathews
Little Cove Cottage: a charming studio in Mathews County with private entrance. Mathews is a rural town with several beautiful beaches close by and many areas to access the water. This apartment offers a small water view of the North River, with a pier and boat ramp just 400 yards away. Bring your Kayaks or use ours. . We are just minutes away from the Mobjack and Chesapeake Bays. Mathews is home to great restaurants with fresh seafood. We also have a wonderful farmer's market. Come enjoy!
Oct 16 – 23
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Gwynn vacation rentals
Other great vacation rentals in Gwynn
Cottage in Gwynn
4.92 out of 5 average rating, 24 reviewsSunset Haven
Aug 29 – Sep 5
Home in Gwynn
4.98 out of 5 average rating, 60 reviews‘The Sand Crab’- Beachfront Cottage, Kayaks, WiFi
Dec 18 – 25
Home in Gwynn
5.0 out of 5 average rating, 19 reviewsIsland Oasis!
Nov 13 – 20
Cottage in Gwynn
4.96 out of 5 average rating, 26 reviewsIsland Get-A-Way on the Chesapeake Bay with Beach
Sep 8 – 15
Vacation home in Gwynn
4.93 out of 5 average rating, 27 reviewsWaterfront, Dock, Hot Tub, Fire Pit, Beach Access!
May 29 – Jun 5
Home in North
5.0 out of 5 average rating, 35 reviewsThe Llama House
Sep 11 – 18
Home in Hudgins
4.87 out of 5 average rating, 15 reviews2 bedroom waterfront bay house with view
Apr 15 – 22
Tiny home in Diggs
4.93 out of 5 average rating, 84 reviewsStargazer Tiny Cabin
May 6 – 13
Home in Hudgins
4.82 out of 5 average rating, 96 reviewsThe Big Boathouse on a Point
Nov 9 – 16
Home in Deltaville
4.89 out of 5 average rating, 19 reviewsDelta Breeze
Oct 2 – 9
Cottage in Moon
4.89 out of 5 average rating, 79 reviewsBlue Moon Haven- Cozy Vintage Cottage in Mathews
Jun 11 – 18
Cottage in Deltaville
5.0 out of 5 average rating, 62 reviewsUnique & bright two-bedroom waterfront cottage
Feb 27 – Mar 6
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