Beachfront vacation rentals in Gwynn Island

Find and book unique beachfront homes on Airbnb

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Popular amenities for Gwynn Island beachfront rentals

Pet-friendly beachfront home rentals

Top guest favorite
The exterior of a coastal bungalow is presented, featuring a welcoming front porch with a white railing. A grassy yard surrounds the brick facade, complemented by neat landscaping. Bright blue double doors serve as a focal point under a clear blue sky.
Home in Hudgins
5 out of 5 average rating, 9 reviews

Water front Coastal Bungalow with boat docks

KaraRating, 5 stars3 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 favorite
A spacious wooden dock extends over calm water, featuring several Adirondack chairs facing the shoreline. The sky is filled with soft clouds and bright blue patches, creating a serene atmosphere. Wooden posts are anchored in the water, contributing to the tranquil setting.
Guesthouse in Cobbs Creek
5 out of 5 average rating, 16 reviews

Piankatank Riverfront Perch in Mathews County, VA

GreggRating, 5 stars1 month ago
Great place and location, we had a great time, we will be back !!! Thank you
Guest favorite
A spacious deck is shown overlooking Elmington Creek, featuring wooden railings and a weathered red floor. The serene water reflects the surrounding greenery and distant trees, while several docks extend into the creek, contributing to the tranquil ambiance.
Cabin in Gloucester
4.95 out of 5 average rating, 19 reviews

Bill's Island

GeorgiaRating, 5 stars3 weeks ago
'A diamond in the ruff'. Our first AirBnB and we absolutely loved the cabin. Had everything we needed & very clean. We had wonderful weather, nice breeze off the water. Fish were biting. Very quiet . A great getaway cabin. Our hostess Lorena was great, checked on us to see if we needed anything. Well stocked kitchen. Thank You Lorena!
Top guest favorite
A serene view of the Rappahannock River is captured, with a wide grassy area leading to the water's edge. A dock extends into the river, surrounded by gentle waves under a partly cloudy sky.
Guest suite in Dunnsville
5 out of 5 average rating, 269 reviews

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

AkaleiRating, 5 stars1 month ago
T’s place was absolute perfection! It was beautiful, tastefully decorated and the homemade muffins and cookies were amazing! She and John were so lovely and accommodating. Relaxing on the dock on the river was a sublime experience as well! I really can’t say enough about my time spent there and if I’m ever in the area again I will definitely be staying at T’s! Why would you stay anywhere else!?
Guest favorite
A classic brick duplex features a large front porch supported by white columns. A ceiling fan hangs in the shaded area, while steps lead up to the entrance. Lush greenery lines the porch, and a clear blue sky complements the welcoming design.
Home in Cape Charles
4.95 out of 5 average rating, 144 reviews

Harbor View- (Sun - Sun rental June- Aug.)

TheresaRating, 5 stars3 weeks ago
We absolutely loved the stay at Janie’s place! It was great and such a short walk to the beach. The beach wagon, chairs, and umbrellas were a nice touch and saved us from having to bring our own! There is also a propane and charcoal grill available for use, which is amazing. We look forward to booking our next trip to Cape Charles here, hopefully sooner rather than later! We have heard Christmas time is beautiful!
Superhost
Cottage in Lottsburg
4.9 out of 5 average rating, 102 reviews

Charming Waterfront Home with Expansive Views

MichaelRating, 5 stars6 months ago
We loved the house; cozy, nicely decorated, with many pieces of original art that really added character. The kitchen is well stocked for those who like to cook. The location right on the water was wonderful, and Nancy provided kayaks, which we took advantage of. Our dog was beside himself with so much room to run. Nancy’s daughter and family live next door, and we spent quite a few hours enjoying conversation and local knowledge with them. We would go back again.
Superhost
Aerial view of a long wooden dock extending over calm waters, leading to a covered boat area. Reeds surround the water's edge, and a charming house is visible in the background under a colorful sky, adding to the serene riverfront setting.
Home in Dunnsville
4.75 out of 5 average rating, 144 reviews

Cozy & Content River Retreat Beach Hot Tub & Games

ChristineRating, 5 stars1 month ago
We had a great time at Nicholas and Dana's place! It was both fun and relaxing. We really enjoyed the little beach, the dock and the kayaks. We caught some catfish and one tiny crab in the crab trap (and threw everything back in). It was nice to have the firepit and hot tub to use too. And, the kids really liked being downstairs in their own space. The only issues were that the key pad wasn't working to get in to the front door which was frustrating after a long drive and the grill was very slow to heat up and probably needs to be replaced. Overall, this home was a really good choice for us and we would stay again when visiting family in the area.
Guest favorite
A tranquil beachfront cottage is depicted, with a stone exterior and a sloped lawn leading to the water's edge. The expansive sky features scattered clouds, while the house overlooks the serene Chesapeake Bay. An American flag gently waves in the foreground.
Cottage in Reedville
4.89 out of 5 average rating, 46 reviews

Waterfront Bay Cottage w/ Your Own Private Beach

BrandonRating, 5 stars2 weeks ago
We had a fantastic stay at this charming cottage on a private beach! The peaceful setting and direct access to the water made for a truly relaxing getaway. We especially loved the Adirondack chairs and firepit overlooking the Chesapeake Bay—perfect for amazing views and cozy evenings. The master bedroom and living spaces offered beautiful water views that made every moment feel serene and special. The owner was incredibly accommodating with check-in and shared thoughtful, personal tips that made our stay even more enjoyable. Highly recommend this spot for anyone looking to unwind by the bay!

Beachfront home rentals with a pool

A serene saltwater pool is surrounded by lush greenery and a spacious yard. The pool's clear blue water glistens under the sunlight, creating a tranquil oasis perfect for relaxation.
Home in Heathsville
5 out of 5 average rating, 10 reviews

Gorgeous Historic Riverfront House

RobinRating, 5 stars45 months ago
My daughter found this gem online to book for my 65th birthday and a family get-together on the Northern Neck. We stay in Airbnb homes quite frequently all over the world and this is the loveliest home we've had the good fortune to stay in. Christine is the most gracious host and this home is special because she has made it that way for her family. It's a huge difference to stay in a vacation home that the host rents and a home that the host lives in. Christine's eye for beauty is exquisite and the home is comfortable as well as beautiful. It seldom happens that you say, "I wish the house had (fill in the blank)" and this house has it. The river is a gorgeous backdrop and there are kayaks to use. The saltwater pool is a great addition and a reason to hang at the house. And there is everything one needs to knock out a meal or if you don't want to cook, plenty of places to eat in the area. All in all, this house is a 15 out of 10!!
Top guest favorite
The cottage features a spacious screened porch with comfortable seating, overlooking a tranquil pool area. Lush greenery surrounds the property, providing a peaceful backdrop. The pool reflects the nearby trees and the clear sky, enhancing the serene outdoor environment.
Home in Heathsville
5 out of 5 average rating, 10 reviews

Waterfront Escape Pool Dock Kayaks Chesapeake Bay

KarenRating, 5 stars2 weeks ago
My family and I had a terrific stay. The house was very accommodating, clean, and comfortable. Allison was a great help and responded quickly to every inquiry. The outdoor space is great - we used the fire pit every night and I brought my boat and kept it at the dock. We would definitely stay here again!
Home in White Stone

Rappahannock River House

LizbethRating, 5 stars19 months ago
Great host and great stay! Would definitely stay here again!
Guest favorite
A vibrant coastal home features a spacious architectural design with multiple levels and large windows. The exterior showcases a combination of pink and blue hues, surrounded by greenery. A serene water view is visible in the background, enhancing the welcoming atmosphere of the property.
Home in Cape Charles
5 out of 5 average rating, 17 reviews

Coastal Soul/spacious/updated/perfect beach escape

RobertRating, 5 stars7 months ago
Excellent house in Cape Charles. The house was able to accommodate our group comfortably. Our only regret was not being able to stay longer.
A sandy viewing area is situated near the water, featuring several wooden chairs arranged for relaxation. Surrounding greenery provides a natural backdrop, while the calm body of water reflects the clear sky and distant tree line.
Home in Heathsville
5 out of 5 average rating, 4 reviews

18 Acre Wood

NicoleRating, 5 stars1 month ago
This home was amazing - Jack and Beth were wonderful - everything we needed was right there - game room was perfect for the kids - the house was tremendous and spotless and perfect and I can’t say enough great things about my experience. I would 110% recommend this home to anyone!! Book it!!!
A vibrant blue beach home is prominently positioned within a landscaped area. Its two-story design features a spacious balcony on the third level, ideal for enjoying ocean views. The neighborhood includes various colorful houses, contributing to a lively coastal atmosphere.
Home in Cape Charles
5 out of 5 average rating, 8 reviews

Handicap Accesible, with Beach, Pool & Tennis!

JRating, 5 stars8 months ago
Blue Belle was a fun and roomy place to spend a long weekend with our family! It’s in a great area and was easy to get anywhere you wanted to go in Cape Charles. We rented a golf cart but it wasn’t in the best of shape. That’s not Doug’s fault but that of the rental company. Therefore, we didn’t really use it as much as we would have liked. Doug was prompt in getting the washing machine repaired and it was needed. Our granddaughters enjoyed playing the ring on a string game on the back porch and walk to the beach nearby. I recommend staying here!
A multi-level deck showcases a built-in hot tub with bubbling jets, surrounded by inlaid seating and vibrant flowers. A stainless steel grill is positioned nearby, with the brick exterior of the home providing a warm backdrop at dusk.
Home in Gloucester County
4.63 out of 5 average rating, 52 reviews

Private 5-acre Waterfront Peninsula with Beach

TroyRating, 5 stars1 month ago
This was a short trip for a bachelor/bachelorette party. Everyone who was coming was so impressed and was like we wish we were staying here longer than one night! Mary was very responsive and even popped out and said welcome when we arrived! Definitely would recommend this place for a fun get away! The bonfire was definitely a recommended opportunity! Thank you again Mary!!
Superhost
A private, fenced-in pool area is shown, featuring a clear blue pool surrounded by a spacious patio. Lounge chairs are set around the pool, and a covered seating area is visible nearby, providing options for relaxation in a tranquil outdoor setting.
Cottage in Heathsville
4.84 out of 5 average rating, 80 reviews

Riverfront Retreat with PRIVATE POOL and BEACH!!

YVisRating, 5 stars2 weeks ago
Awesome place with my t, we had everything we needed and more. Great location to disconnect and connect with one another. Plenty of space, locals, location and great amenities.

Private beachfront home rentals

Guest favorite
A wooden pier extends over calm water, featuring two classic white Adirondack chairs positioned beside a potted plant. A dark umbrella provides shade, complementing the serene sky and gentle ripples on the surface of the water.
Home in Lancaster
4.94 out of 5 average rating, 85 reviews

River Home on Sea Glass Beach

RosemarieRating, 5 stars2 weeks ago
We loved our mini vacation at Darrell’s. The home had everything one would need and it’s located in a quiet, private area with plenty to do. And one can’t not mention the friendly neighbors and beautiful surroundings. We would love to come back again. Thank you for hosting us!
Top guest favorite
The cottage is positioned atop a riverbank, surrounded by greenery. Stairs lead down to a sandy beach along the James River. The home’s exterior features a simple design, and the area displays a mixture of natural vegetation and the beach below.
Cottage in Surry
4.96 out of 5 average rating, 50 reviews

Riverfront Oasis | Kayaks, Private Beach, & More

PaulRating, 5 stars1 month ago
This place was just amazing. The views of James River, and even the Jamestown settlement across the river (using binoculars) was just mind-blowing! Kevin and Jamie left a wide variety of amenities that were extremely thoughtful and useful, to include hygiene products, charging cords (which was a life saver because for literally the first time ever, I forgot my phone and iPad cords), coffee, and even a margarita kit! The cottage is so cozy, and was very clean. I’m definitely going to book here again.
Superhost
A modern cottage with a light exterior is shown from the front, featuring multiple spacious balconies. Large windows illuminate the interior, and a porch with seating overlooks the grassy yard. The property is surrounded by trees, creating a serene outdoor setting.
Cottage in Port Haywood
4.67 out of 5 average rating, 3 reviews

Beach Music Chesapeake Bay Getaway for all Seasons

AnnaRating, 5 stars10 months ago
Our stay at this property was truly an amazing getaway. The breathtaking views and stunning sunrises from the porch were a daily delight. The home is exactly as described and absolutely beautiful. We felt like we were at home. Each room is uniquely decorated. The doors opening up from the upstairs living room to the porch outside with a comfortable couch was so wonderful. We enjoyed the quietness Beach Music offered. We look forward to coming back soon one day.
Guest favorite
The exterior of a blue house is presented, featuring multiple windows and a sloped roof. A sign is visible on the wall, while a well-maintained lawn stretches out towards the water. The bright sky enhances the overall scene.
Home in Lottsburg
4.96 out of 5 average rating, 45 reviews

Waterfront Escape!

AliciaRating, 5 stars2 weeks ago
Had a great weekend at Ryan's place. Ryan sent a pretty comprehensive guide once we booked with instructions that were clear how to get into the property, what was available, and how to use all the amenities which was very helpful. This was one of the most well-stocked airbnbs we have ever stayed in. The property is gorgeous and we loved spending every minute outside. Highly recommend and would re-book again.
Guest favorite
The cottage-style home is raised on stilts, featuring a wraparound deck and large windows for expansive views of the water. The landscaped yard leads to a stone shoreline, with the serene sea stretching into the horizon under a bright blue sky.
Cottage in Lottsburg
4.98 out of 5 average rating, 87 reviews

Enchanting Edge of the World Cottage

JuliaRating, 5 stars1 month ago
Perfect Lake Side Vacation Spot!!! My friends and I spent the weekend and we absolutely loved it! The home is beautiful and the surroundings are so serine. Perfect place to get away and spend pleasurably days participating in outdoor activities like fishing, grilling and watching the sunset. We loved our stay so much we are already planning our next trip to the wonderful spot! Tim is an amazing host! Check in and check out were a breeze, he kindly checked in on us and was always prepared to help facilitate an enjoyable stay. I couldn’t recommend this listing any higher :)
Guest favorite
A spacious living area offers large windows with views of the Rappahannock River. Light-colored furnishings are arranged around a coffee table, and a dining table is set for meals. The room features a ceiling fan and a cozy gas fireplace, enhancing a relaxed ambiance.
Home in Jamaica
4.91 out of 5 average rating, 64 reviews

Waterfront Sandy Beach Retreat near Urbanna

NancyRating, 5 stars5 days ago
Karen was very quick to respond to our questions. The house was lovely. There were canoes, kayaks and water boards for the family to use. Baby pool for the kids. Fishing and crabbing was great entertainment for all. Kitchen well stocked with anything you needed.
Guest favorite
A kayak is pictured in the foreground, pointing towards a tranquil bay. The vibrant sunset casts shades of orange, pink, and purple across the sky, reflecting softly on the calm water surface. A distant silhouette can be seen on the horizon.
Cottage in Cape Charles
4.93 out of 5 average rating, 27 reviews

The Crew's Quarters: Steps from the Bay

SueRating, 5 stars1 week ago
Caryn’s home was perfect for our needs. She was very responsive to our question and provided valuable information about the area.
Top guest favorite
A scenic waterfront view showcases a wooden dock extending into calm waters, with boats moored nearby. The horizon features a sunset gradient of orange and soft purple hues, while the shoreline is lined with trees, contributing to a serene atmosphere.
Home in Reedville
5 out of 5 average rating, 90 reviews

The View at Jerk Cove - River Escape

QuynhRating, 5 stars2 weeks ago
The house was beautiful, clean and plenty of space for our family of five. The view is amazing. Overall, we really enjoyed our stay and hope to come back again soon.

Destinations to explore

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