Vacation rentals in Gwynn

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Top-rated vacation rentals in Gwynn

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Cobbs Creek
4.91 out of 5 average rating, 179 reviews

Millionaire $ Views No Xtra Charge! Hot Tub! POOL!

Welcome to The Cottage at Misti Cove, where you can experience the epitome of relaxation and tranquility. Immerse yourself in the serene ambiance of our cottage, aptly named for its simplicity, which belies the luxurious amenities that await you. At The Cottage at Misti Cove, we understand that the essence of a fulfilling vacation lies in the delicate balance between embracing the simple life and indulging in modern comforts. Here, you will discover a haven that seamlessly blends these elements

Top guest favorite
A spacious wooden deck overlooks a calm waterfront view, featuring distant trees and a well-maintained pier extending into the water. The clear sky and gentle clouds provide a serene backdrop, enhancing the outdoor space for relaxation and enjoying the surroundings.
Cottage in Deltaville
4.99 out of 5 average rating, 104 reviews

Unique & bright two-bedroom waterfront cottage

Relax and leave your worries behind at this tranquil cottage in the quiet town of Deltaville, Virginia where the Rappahannock River meets the Chesapeake Bay. Deltaville is known for marinas, sailing, boating and fishing. We are located at the end of a peaceful private road. You will have your own private dock for wading, swimming, fishing and other water activities. Whether you are hanging out by the firepit or swinging in the hammock, I am sure you will have a wonderful time at Tranquil Seas.

Top guest favorite
The image captures a waterfront view of the lighthouse-style home set on a spacious lot. A private dock extends into the water, featuring a vibrant red umbrella providing shade over seating. Surrounding lush trees add to the serene outdoor setting.
Place to stay in White Stone
5 out of 5 average rating, 115 reviews

Unique style, Waterfront Dock,Yard,Kayaks,SUP,King

Nestled on Little Oyster Creek in the charming small town of White Stone, is Beacon Bay Getaway. This lighthouse style home is situated on 3 private acres and has 3 water views: the Creek, the Chesapeake Bay and the Rappahannock River all which can be viewed from the wrap @ deck and top observation lookout. Enjoy the large yard with fire pit. Launch a kayak/SUP from our dock or bring your fishing rods to catch Croaker. Have fun catching blue crabs with our crab traps. Follow @beaconbaygetaway

Top guest favorite
The open living area features a comfortable seating arrangement with light-colored chairs and a coffee table. Large windows allow natural light to fill the space, offering views of the surrounding landscape and water. A dining set is visible outside on the patio.
Guesthouse in White Stone
5 out of 5 average rating, 302 reviews

Waterfront Guesthouse II on the Rappahannock

The “Beach House” is a guest cottage at Snug Harbor, a 2 acre private property overlooking the Rappahannock River and Chesapeake Bay. Perfect for a couple’s getaway, this well-appointed cottage has beautiful water views and includes access to our private beach & dock (with guest slip) with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath with large shower and a covered patio. The 2nd floor features a large loft bedroom with a queen bed.

Top guest favorite
An aerial view displays the charming blue cottage surrounded by lush greenery, with the sparkling North River visible in the background. The landscape features a private pier and several boats moored, providing a picturesque setting for water activities.
Apartment in North
4.98 out of 5 average rating, 255 reviews

Little Cove Cottage, Couples Retreat/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!

Top guest favorite
A serene view of the bay showcases calm waters reflecting soft hues of sunset. Wooden docks extend into the water, framed by trees and rocks on the shoreline, creating a peaceful atmosphere. The sun sets on the horizon, offering a quiet end to the day.
Home in Grimstead
4.89 out of 5 average rating, 355 reviews

Gwynns Island Waterfront Getaway

A lovely waterfront cottage with stunning bay views and the best sunsets on the East Coast. Sliding glass doors create the feeling of being right on the water, even when indoors. You can crab, fish, kayak, grill, and swim directly from the backyard. It's incredibly peaceful and relaxing. Just a mile away is a newly renovated island restaurant with a bar and a wide variety of food options. The house was passed down from my father, and all proceeds from Airbnb go towards making improvements.

Top guest favorite
The interior of the tiny cabin showcases a unique staircase leading to a lofted sleeping area. Natural wood elements are highlighted throughout, with a clear roof allowing natural light to fill the space. A doorway opens to the outdoors, enhancing the cabin's connection to nature.
Tiny home in Diggs
4.95 out of 5 average rating, 222 reviews

Stargazer Tiny Cabin

(Winter: Stargazer has a diesel heater and a woodstove but is not insulated. The cabin can be kept quite warm into the low 30's if these heaters are running. Below freezing may freeze pipes, message for info) Rustic off grid tiny cabin tucked in the trees on the back side of a large field. The cabin has solar, kitchenette, shower, composting bathroom, heat, and Wifi! Enjoy being immersed in nature while staying comfortable in a quirky cabin built from local and reclaimed materials.

Top guest favorite
Home in Mathews
4.99 out of 5 average rating, 121 reviews

Garden Cottage in Downtown Mathews

Wake up surrounded by greenery, sip coffee on a quiet porch, and unwind in the hot tub after a day exploring coastal Virginia. Sugartoad Cottage is a calm, plant-filled retreat designed for couples who want comfort, privacy, and walkable access to the best of small-town Chesapeake Bay life. Though located on Mathews Main Street, the cottage feels surprisingly secluded, with gardens, multiple decks, and thoughtfully designed outdoor spaces that make it easy to slow down.

Top guest favorite
Guest suite in Gloucester Courthouse
4.98 out of 5 average rating, 132 reviews

Elm Grove Farm Guest Cottage

Our guest cottage is the perfect retreat for a quiet getaway or a quick commute to local historical sites. We are located on a family farm property dating back to the 1880's. Although the old farmhouse is gone our home with attached cottage is filled with decor built by the owner with reclaimed wood from the original home. We are adjacent to Beaverdam Park and located 2 miles from Main Street which boasts the historic Gloucester Courthouse dating back to 1651.

Guest favorite
A serene view of the water is depicted, featuring soft pastel colors of the sky as the sun sets. Grassy land leads to the edge of the cove, while a kayak and a paddle board are positioned on the ground, ready for use.
Cottage in White Stone
4.89 out of 5 average rating, 396 reviews

The Moore Cottage

The Moore Cottage is a rustic-chic, fisherman's cottage.The cottage is less than a mile from Windmill Point Marina, and five miles from the town of White Stone. You will enjoy the views of amazing wildlife, boaters, the beach, and breath-taking sunsets all while sitting on the back porch. The Cottage is nestled on a cove overlooking Little Bay and the mouth of Antipoison Creek. Come check out one of the Northern Neck's best kept secrets!

Top guest favorite
Guesthouse in Saluda
4.94 out of 5 average rating, 576 reviews

Wooded Cabin retreat on fresh water pond

If your looking for a quiet place in a wooded setting, this is it. Cabin has view of private 7.5 acre pond, deck and walking trail to the scenic Dragon Run, with canoe portage. You are welcome to bring your canoe/kayak. Bird watchers, wildflower enthusiasts will enjoy what the Dragon Run has to offer. If shopping or history is your interest, this cabin is only 45 min away from Williamsburg, and will give you a place to relax.

Top guest favorite
A private dock extends over the water, featuring several wooden Adirondack chairs beneath a vibrant red umbrella. The surface of the water reflects the surrounding landscape, with a bridge visible in the distance and a clear sky overhead.
Home in White Stone
5 out of 5 average rating, 114 reviews

Best View on the Northern Neck, Sandy Beach!

A video tour is hosted on Youtube; please feel free to ask for the link - Airbnb won't let me include it here. You can also find it yourself on Youtube searching for the title "White Stone River Cottage". Come down the long private drive along the pasture to the little cottage perched on the banks of the river, surrounded by large oak trees. Its a simple, cozy spot with lots of outdoor spaces for spreading out.

Popular amenities for Gwynn vacation rentals

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