House holiday rentals in Mathews County

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Top-rated house rentals in Mathews County

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Top Guest favourite
Home in Cobbs Creek
4.91 out of 5 average rating, 172 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 favourite
A charming four-bedroom home is set against a colorful sunset. The light-colored siding and dark shingles create a cozy aesthetic. A front porch with steps leads to a welcoming entrance, surrounded by a well-maintained lawn and trees, providing a peaceful atmosphere.
Home in Mathews
4.96 out of 5 average rating, 143 reviews

Walk 2 Town~1st Floor King Bed~Fire Pit~Large Yard

Escape to a charming and spacious home in the heart of Mathews. Perfect for families, groups, and couples—including your 4-legged friends! The home offers the ultimate blend of comfort and small-town tranquility. Thoughtfully updated spaces, large backyard, and prime location, you'll feel right at home. The ideal base for your Chesapeake Bay vacay, our house is just a stone's throw from the best restaurants and shops, and a quick drive to beautiful beaches. Book today and start making memories!

Top Guest favourite
A spacious deck extends towards the waterfront, surrounded by lush trees. Lounge chairs and seating areas are positioned for relaxing views of the calm water. A sunroom is visible to the right, offering additional indoor space. The overall setting invites outdoor leisure and tranquility.
Home in Cobbs Creek
4.98 out of 5 average rating, 164 reviews

Blue Heron WaterSide

Blue Heron Waterside awaits you...Private Hot Tub and Pool!Waterfront and Pier- Kayaks included! This retreat is set up with you in mind for a special get away.Relax.Enjoy being together plus space to have quiet time. Sunroom, spacious deck, private Pool, Hot tub and Pier create a waterfront living experience. Grab a book, go for a swim or lounge by the pool. Explore the water with a variety of Kayaks plus a Stand Up Paddle Board.Great location to fish and crab from the pier. Are you ready?

Top Guest favourite
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
4.88 out of 5 average rating, 341 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 favourite
A vibrant sunset casts shades of pink and purple across the water, reflecting the colorful sky. A child stands on the grassy shoreline nearby, observing the scene. A wooden dock extends into the water, framed by low greenery and trees.
Home in North
4.96 out of 5 average rating, 76 reviews

Cozy Cottage on The North River

Enjoy sunsets and local birds from the waterfront screened in porch in this quiet neighborhood. Bring your boat and enjoy all the water activities- fishing, crabbing, etc. Access to public boat ramp and dock. Cook your fresh catch and enjoy the simpler life. Shed is full of anything you could need for your visit. And you can't forget the outdoor shower! Nightly walks and small town local attractions with good food, shopping and history. Close to Busch Gardens, Williamsburg, and more!

Top Guest favourite
A beachfront cottage is situated on sandy terrain, framed by beach grass. The structure features a spacious porch overlooking the water, and the coastline extends toward a secluded jetty in the distance. Clear skies enhance the serene coastal atmosphere.
Home in Port Haywood
4.94 out of 5 average rating, 49 reviews

Anne's Beachfront Shangri-La

Enjoy spectaular views in this peaceful, well-appointed beachfront cottage on the Chesapeake Bay. Two bedrooms, one bath on the main level with an open kitchen and great room plus a huge loft space and second bath above, all with giant picture windows facing the Chesapeake Bay. A large screened-in porch just off the kitchen is perfect for gathering and relaxing by the gentle tides. Beach-level has another large deck and built-in seating, with the inviting waters just steps away.

Top Guest favourite
The exterior of the cottage features a landscaped yard with a green lawn and flower beds. The front porch is highlighted by potted plants and a flag, framed by windows with awnings that provide shade. Tall trees surround the property, creating a serene environment.
Home in Gloucester
4.95 out of 5 average rating, 211 reviews

Bee Humble Cottage Entire Home

Curious about what makes Gloucester so wonderful? Live like a local at "Bee Humble Cottage" and find out for yourself at our newly renovated 2 bedroom cottage. Super homey and spacious living allows for guests to have memorable family & friend time. Sit around with the windows open, sipping morning coffee. Our street 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 favourite
A spacious wooden dock extends over the water, featuring four teal Adirondack chairs positioned for relaxation. Lush greenery surrounds the calm waterway, and a clear blue sky is visible above, creating a serene setting for enjoying nature.
Home in Gloucester
4.9 out of 5 average rating, 103 reviews

Severnly Pointe Cottage Waterfront Retreat

Relax with the whole family at the peaceful "Severnly Pointe" Cottage just off the Mobjack Bay. Surrounded by water on 3 sides and a private dock, enjoy secluded access to everything the water provides. Kayak, fish or just enjoy the rivah breeze on the spacious dock with friends. Launch your boat at the private concrete boat launch on the property. Home is well equipped and enjoys water views from all 4 bedrooms. Only 10 a minute boat ride to the “fishing haven” Mobjack bay.

Top Guest favourite
A charming cottage features a covered front porch adorned with rocking chairs and hanging plants. The exterior is painted in soft green with contrasting dark shutters and a metal roof, surrounded by landscaped greenery, creating a welcoming appearance.
Home in Mathews
4.99 out of 5 average rating, 104 reviews

Couples Cottage with Hot Tub

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 favourite
A vibrant sunset paints the sky in shades of orange and pink, casting reflections on the water. Silhouettes of a dock and surrounding trees create a serene waterfront scene, highlighting the natural beauty of the location.
Home in North
4.99 out of 5 average rating, 107 reviews

The Llama House

Located half-way between Mathews and Gloucester on the beautiful North River with views of the Mobjack Bay, New Point Comfort Lighthouse and Gloucester Point. The ideal spot for anyone needing to reconnect with someone, nature, or themselves. Enjoy fishing, crabbing, kayaking, playing corn hole, birdwatching, napping in a hammock, sipping wine, grilling out, amazing sunsets, listening to old records, playing the ukulele, and other simple pleasures of days gone by.

Top Guest favourite
Four adirondack chairs are arranged around a small table on a grassy area, facing a calm waterfront. A wooden pier extends into the water, while trees frame the scene under a bright sky with scattered clouds.
Home in Port Haywood
4.96 out of 5 average rating, 27 reviews

East River/Mobjack Bay Mathews

One level waterfront home that sleeps 6. Bedroom 1- king bed w/private bath, Bedroom 2- king bed w/private bath, Bedroom 3- king OR two twins also foldout full size sofa and full hall bath. Towels and sheets provided. Large dining/living room and full kitchen. Screened porch and patio w/ gas grill. Pier to bring your boat w/ 2.5' water depth. Town Point boat launch nearby. Bethel Beach close by. 2 bikes, and 2 kayaks. 2.5 miles to the village of Mathews. WIFI.

Guest favourite
A scenic view of the waterfront showcases the Piankatank River and the Chesapeake Bay, framed by tall trees. The lush green lawn leads towards the water's edge, with light clouds appearing in the bright blue sky.
Home in Hallieford
4.93 out of 5 average rating, 45 reviews

Chesapeake Bay Retreat - "Green Bay"

"Chesapeake Bay Retreat" is a cozy home that overlooks the mouth of the Piankatank River into the Chesapeake Bay. The peaceful location and no-frills accommodation offer a rare opportunity to fall back into nature and explore the surrounding historic area. Fabulous for bird watchers. Can go fishing off the dock and numerous other nearby fishing areas. We love sitting on the dock with a cup of coffee or a glass of wine to watch the amazing sunrises and sunsets.

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