Vacation rentals in Mathews County

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Top-rated vacation rentals in Mathews County

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Guest favorite

A screened porch offers a cozy seating area with a sectional sofa and a coffee table. A water view is visible through large glass panels, with lawn and rocky shoreline beyond. A white lifeguard chair is situated nearby, framing the tranquil Chesapeake Bay.

Home in Gwynn

4.97 out of 5 average rating, 78 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 seating area features brightly colored adirondack chairs arranged around a fire pit, situated on a sandy patch near the water's edge. An umbrella provides shade, while the calm water stretches out towards the horizon, enhancing the relaxing atmosphere.

Home in Cobbs Creek

4.9 out of 5 average rating, 153 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

Guest favorite

A bright laundry room features two blue upholstered chairs positioned beside a wooden side table. Colorful artwork depicting kitchen items adorns the wall, while a door labeled 'Laundry' is visible, complemented by a decorative wall clock with a nautical theme.

Home in Mathews

4.94 out of 5 average rating, 88 reviews

Walk to Dining-Fire Pit- King bed! Family Friendly

This charming four-bedroom home combines nostalgic charm with modern amenities, promising relaxation and adventure. With a blend of comfort and convenience, this is your ideal getaway. The home is located within walking distance to amazing restaurants & local shops as well as a few minutes' drive to multiple 🏖 beaches! You can pick up fresh seafood & meats locally and prepare a delicious meal in the kitchen or outside on the grill. 🥩 Don’t wait—book your stay today and start making memories!

Guest favorite

A spacious deck is shown overlooking a serene waterfront. Several lounge chairs and tables are arranged for relaxation, surrounded by lush greenery. The reflective water subtly mirrors the trees and sky, creating a peaceful atmosphere for outdoor gatherings.

Home in Cobbs Creek

4.98 out of 5 average rating, 152 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?

Guest favorite

Home in Grimstead

4.87 out of 5 average rating, 303 reviews

Gwynns 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.

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, 311 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

Apartment in North

4.98 out of 5 average rating, 223 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!

Guest favorite

A private cottage community is surrounded by lush greenery. The two-story cottage features a gabled roof and a large deck, with an American flag displayed. A second single-story building is visible, both set against a backdrop of tall trees beside the sandy beach.

Cottage in Port Haywood

4.97 out of 5 average rating, 34 reviews

Bavon Cottage, Family Getaway @ the Chesapeake Bay

Bavon is a private beach community on New Point Comfort in Mathew’s County, VA. Enjoy a white sand beach preserved by break waters that create perfect swimming coves for all ages. A short walk along the nature preserve brings you to a historic lighthouse, which can also be admired from the overlook pier. This vacation spot is loved by all beach goers, nature enthusiasts, and serenity seekers. Let your worries melt away and settle into the Bavon experience at this very well appointed cottage.

Guest favorite

A spacious porch is illuminated by the soft evening light, featuring two wicker chairs and colorful planters. An American flag is displayed proudly, while the surrounding landscape includes grassy areas with trees and distant water views.

Cottage in Gwynn

4.86 out of 5 average rating, 36 reviews

Sunset Haven

Enjoy the Island life in this newly renovated, cheerful 3 bedroom, 2 bathroom cottage with 3 porches with water & sunset views. This charming 1900’s farmhouse is situated on historic Gwynns Island in Mathews County, a waterman’s delight. Small town with locally owned shoppes and restaurants is less than 10 minutes away. Public boat landing is less than 2 miles away on the island at the Hole In The Wall Restaurant. Bring your paddle boards, kayaks, & boat! This is a non-smoking property.

Guest favorite

A large two-story house is seen from the front, featuring a classic white exterior with multiple windows and a slate roof. A porch extends across the front, supported by tall columns. Surrounding greenery, including palm trees, is visible, along with a white fence that encloses the property.

Home in Mathews

4.87 out of 5 average rating, 139 reviews

Piper’s Landing: Relaxing beach house near the Bay

This home is ideal for those who enjoy nature, as it is close to Bethel Beach Park and Nature Preserve and has easy kayak access via a public dock within 2000 feet. The home has two double beds, one king bed, and several couches up stairs . Our perfect getaway includes two kayaks, and a couple adult bicycles, You are only 2 Minutes from Bethel Beach Nature Preserve 15 minutes from Mathews 60 Minutes to Virginia Beach 60 Minutes to Williamsburg/Jamestown

Guest favorite

An aerial view captures the serene waterfront location, displaying the expansive blue water surrounded by lush greenery. The image features two distinct properties near the shore, with a dock extending into the water, set against a clear sky dotted with wispy clouds.

Loft in Cobbs Creek

5 out of 5 average rating, 39 reviews

Piankatank Shore

Kick back and relax in this calm, stylish space. Whether you choose a romantic getaway or just need a few days away you will enjoy the waterfront view. You can fish, crab, swim, soak up the sun on your private beach. Boat parking on property as well as mooring at pier/Please note: you will have to climb stairs to reach this elevated loft. Property amenities such as 1000 mb internet,parking, beach and dock are shared with the Gold Coast (adjacent rental).

Top guest favorite

A charming cottage is nestled near a tranquil body of water, surrounded by lush greenery. Reflections of the home and trees are visible on the calm water's surface, creating a serene atmosphere. The scene is framed by tall grasses and subtle shoreline vegetation.

Cottage in Gwynn

4.96 out of 5 average rating, 209 reviews

Mystic Seahorse Cottage & game room

Welcome to our quiet corner of Gwynn’s Island! Walk to the beach, relax in the backyard, ride a bike, kayak, or book a fishing excursion; there's so much to do here. The cottage is clean and stocked with everything you need for a relaxing visit. Drive 10 minutes to Mathews for great restaurants and shopping, or an hour to Yorktown, Jamestown and Williamsburg. Come relax and enjoy some Island Time with us!