Beachfront vacation rentals in Gwynn Island

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Gwynn Island

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

0 of 0 items showing

1 of 3 pages

Guest favorite

A serene beach view is presented, with calm waters stretching toward the horizon. A wooden pier extends into the bay, surrounded by gentle sandy shores and smooth stones. Grassy areas blend seamlessly into the seaside landscape, creating a tranquil outdoor setting.

Home in Gwynn

4.98 out of 5 average rating, 89 reviews

‘The Sand Crab’- Beachfront Cottage, Kayaks, WiFi

This beachfront cottage is the perfect get away from a busy & hectic life to slow down & enjoy each others company! Situated just over 70 miles from Richmond, this home shares waterfront views of the Chesapeake Bay. Fishing, swimming, kayaking & sun await you at the Sand Crab! What makes it so great? Just steps outside and you're on the beach Newly renovated Cable, high speed Wifi, Netflix 2 screen porches Kayaks and paddle boards Just over 10 minutes to grocery store, ABC, and other shops

Guest favorite

A serene outdoor setting features a blue hammock set on a grassy area near water. Two red Adirondack chairs are positioned to face the water, with a wooden staircase leading down to the shore. A cloudy sky transitions from soft blue to warm orange hues at sunset.

Home in Cobbs Creek

4.9 out of 5 average rating, 162 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 serene view of the water showcases the Rappahannock River and surrounding landscape. The horizon blends various shades of blue with green grass and patches of marshland, inviting a sense of tranquility. Wisps of clouds drift across the expansive sky.

Guesthouse in White Stone

5 out of 5 average rating, 265 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.

Guest favorite

A serene beach area is depicted at sunset, with soft waves lapping against a sandy shore. The water reflects golden hues, and trees line the distant shoreline, creating a peaceful natural setting.

Barn in Cobbs Creek

4.94 out of 5 average rating, 125 reviews

The Barn at Pond Point - Riverfront Home

The Barn at Pond Point is perfectly situated on the Piankatank River, a salt water arm of the Chesapeake Bay. It shares 19 acres of wooded and waterfront property with the owner's main home. A unique space, Barn was converted from a working horse barn into a residence in the 1980's. With a quarter mile of private, sand beach and a large pool (May-Sept), the Barn is an ideal space for time with family and friends, swimming, hunting for prehistoric shark's teeth, or simply enjoying the view.

Top guest favorite

A spacious outdoor dining area features a long table set with colorful placemats and floral centerpieces. The view overlooks the water and a tree, with a pier visible in the distance under a clear blue sky.

Home in Gloucester Courthouse

4.97 out of 5 average rating, 318 reviews

"Bee-Z Haven" Waterfront Cottage on the Ware River

Curious about what makes Gloucester so wonderful? Live like a local at this Upscale Waterfront Retreat and find out for yourself why renters say "Enjoy the Breath Taking Views". Super homey and spacious living allows for guests to have memorable family & friend time. Sit around with the windows open, sipping morning coffee. Our area is quiet & very safe with free parking spaces. Shops, restaurants, hiking, lovely beaches & Colonial Williamsburg all within a short driving distance of our home.

Top guest favorite

A wooden dock extends towards a two-story house surrounded by greenery, with a grassy area sloping down to the sandy beach. The scene features tall trees and neighboring houses in the background, all under a clear blue sky.

Guest suite in Dunnsville

5 out of 5 average rating, 280 reviews

The Bird's Nest at Holly Bluff-Riverfront. Beach.

This is a spacious apartment above detached garage, with a roomy balcony. The property sits on the Rappahannock River- guests are welcome to use the beach and dock! Property has a private entrance. The bathroom which is located on the first floor. Apartment is up a flight of stairs above the garage. Plenty of parking. EV charger available. We have self check in and the host is extremely flexible.. We welcome all tenants! The Birds Nest is a perfect getaway destination for relaxing and fun.

Guest favorite

A sandy beach is visible from under a wooden pavilion, featuring a curved shoreline leading to calm waters. Footprints dot the soft sand, which extends toward the waterline. The structure has a thatched roof and offers shade, enhancing the serene coastal setting.

Home in White Stone

4.94 out of 5 average rating, 118 reviews

Coastal Farmhouse Getaway

Take it easy at this unique and tranquil getaway. This fully renovated historic farmhouse sits on 4 acres on Windmill Point. Spend the day on the expansive yard or our private beach on the Rappahannock/Chesapeake Bay. Perfect for fishing, crabbing, kayaking or just relaxing! The waterfront pavilions and tiki bar are the perfect oasis to set up camp. The house was completely renovated historic home that offers unmatched comfort and charm. Enjoy water views from almost every room!

Top guest favorite

The kitchen showcases leathered granite counters and a large island with seating. Large windows provide natural light and stunning river views. Cozy seating areas are arranged with colorful cushions, and a gas fireplace adds comfort to the inviting open space.

Home in Deltaville

5 out of 5 average rating, 134 reviews

"No Bad Days" in this Fabulous Beachhouse w/ Dock!

You'll have "No Bad Days" in this beautiful beachfront home on the Rappahannock River with 123' of private beach and private dock with jetski lift. This stylish, comfortable home is well equipped with many inside and outdoor amenities. Watch sunset at the outdoor firepit table or choose the indoor fireplace in colder months. High speed internet and Smart TVs keep you connected while you kayak, bike, fish and enjoy river living at its finest. The town of Deltaville is 2 miles away.

Guest favorite

A serene waterfront view showcases calm waters reflecting the sky, bordered by trees. A wooden dock extends into the water, framed by lush greenery. The soft colors of sunset illuminate the scene, creating a tranquil atmosphere in this natural setting.

Cabin in Reedville

4.96 out of 5 average rating, 276 reviews

Dinna Fash-3 BR Waterfront Log Cabin

Welcome to “Dinna Fash,” our cozy waterfront cabin on the Little Wicomico River. Whether you need a change of scenery while working virtually with our high speed internet and fully equipped kitchen, or just some R & R, “Dinna Fash” is it! Bring your kayaks and paddle boards to explore the beautiful waterway that opens up to the Chesapeake Bay. Watch the boats troll by from our natural rock fire pit and comfy Adirondack chairs.

Top guest favorite

A charming cottage is set within a lush landscape, featuring a white exterior and a sloped roof. A deck with steps leads to the front entrance, complemented by several Adirondack chairs. Surrounding trees provide a natural backdrop, creating a peaceful retreat.

Cottage in Lancaster

4.94 out of 5 average rating, 144 reviews

Summerfield Guest Cottage

Enjoy your own private river front cottage . Perfect for a week or weekend get away. Watch beautiful Rappahannock River sunsets from your front deck. Cottage has all the comforts of home with fireplace, dishwasher, front and covered back decks and high speed internet. Belle Isle State Park is near by with boat, kayak and paddle board rentals and lots of open land with trails.

Superhost

A spacious yard features a hammock suspended between two trees, overlooking the bay. Colorful Adirondack chairs are positioned nearby, creating an inviting spot for relaxation. The calm water stretches into the distance under a clear sky, providing a serene atmosphere.

Cottage in Reedville

4.88 out of 5 average rating, 222 reviews

Private point on the Bay🌤hammock, hot tub, kayaks❤️

180 degree million dollar views in the quaint town of Reedville, VA. Away from all the noise, you won't want to leave our cottage once you get here. Upstairs bedroom has a private balcony with breathtaking views. Bay views from almost every window in the house. Perfect getaway for couples or the whole family. 60 inch Smart TV! Come build some memories!

Top guest favorite

A screened-in porch is highlighted, featuring a simple rectangular table paired with four chairs. A lantern sits on the table, while views of the serene water and trees are visible beyond the screen. The brick flooring complements the natural surroundings.

Cabin in Deltaville

4.97 out of 5 average rating, 308 reviews

"The Little Red Cabin" aka The Galley

Called the "The Galley". This is the first cabin built on the property. Right on the water with views of the Bay and beach. Galley kitchen, bedroom, small bathroom with shower, family room with a fireplace and dining area. Big screened in porch w/ fabulous breezes. Literally, right on the water!!! NO PETS. Parking for 1 car.