Vacation rentals in Mathews

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Top-rated vacation rentals in Mathews

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Top guest favorite

A cozy living room features wood-paneled walls and a deep blue sectional sofa. A large smart TV is mounted on the wall, displaying a scenic outdoor image. An electric fireplace adds warmth, while natural light pours in through nearby windows, enhancing the inviting space.

Home in Mathews

4.95 out of 5 average rating, 111 reviews

Family Retreat-Fire Pit-1st Floor King-Walk 2 Town

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!

Guest favorite

A cozy living space features a large white sofa and wicker chairs, set on a patterned rug. A wooden coffee table is centered in the room, while a dining table with rattan chairs is seen in the background. Natural light filters through white window blinds.

Cottage in North

4.95 out of 5 average rating, 153 reviews

The Nook; Peaceful 2 bedroom cottage by the bay

Relax or go-for-it! The Nook is a stylish cozy cottage with great indoor/outdoor space. With water view and access including pier and boat ramp enjoy your coffee on the deck before taking to the water in one of the two kayaks or canoe or enjoying a bike ride (4 available) to get up close with nature. Catch fish, crabs or just a sunburn while enjoying time on the water. When ready there's plenty of shopping, eating and beaching to do in nearby towns! All topped off with a sunset over the water!

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, 266 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

The exterior of a blue, two-story cottage is showcased among lush green trees. Spacious decks are visible on both levels, and a gravel driveway leads up to the entrance. The surrounding yard features manicured grass and a border of decorative stones.

Apartment in North

4.97 out of 5 average rating, 237 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 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, 320 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.

Guest favorite

A serene waterfront view features two kayaks resting on the grass under tall trees. A wooden dock extends into the water, surrounded by lush greenery and a clear blue sky. The area offers a peaceful setting for outdoor activities.

Farm stay in Cardinal

4.91 out of 5 average rating, 192 reviews

Wtrfrnt aptmnt w/pool/dock on private farm

Escape to this serene waterfront estate, offering a private, fully-equipped studio apartment with stunning cove views from every window. 14 acres of peaceful grounds—saltwater pool, fish from the private dock, or kayak right from the shore. 10 minutes from Mathews and Gloucester’s farm-to-table dining, and steps from the Peninsula's famed art scene with galleries, antiques, and local crafts. Plus, we're right on the doorstep of the Historic Triangle—Williamsburg, Yorktown, and Jamestown.

Guest favorite

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

4.94 out of 5 average rating, 196 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 favorite

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

5 out of 5 average rating, 102 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 favorite

A spacious grassy area is surrounded by mature trees, providing shade. The landscape features a clear blue sky and a backdrop of rolling greenery, creating a serene outdoor environment perfect for relaxation or exploration.

Guest suite in Gloucester Courthouse

4.98 out of 5 average rating, 127 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

The exterior of the beach house is captured on a sunny day, featuring a two-story structure with upper and lower decks surrounded by a large green lawn. An American flag gently flutters in the breeze, and parking space is available nearby.

Home in Mathews

4.88 out of 5 average rating, 153 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

The cottage features a welcoming front porch with a flag gently waving. Lush greenery surrounds the entrance, complemented by a grassy lawn under a clear blue sky, creating an inviting approach to the home.

Cottage in White Stone

4.89 out of 5 average rating, 370 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

A view of Historic Main Street highlights brick and wooden buildings under a clear blue sky. Floral arrangements hang from a nearby lamppost, while storefronts invite passersby with signage promoting local activities. The scene conveys a vibrant community atmosphere with greenery lining the street.

Apartment in Gloucester Courthouse

4.96 out of 5 average rating, 139 reviews

Right on Main St! Shops, Arts, Dining and More!

A Completely Renovated Condo on Historic Main Street in Gloucester, Virginia. Art Center right next door, shops, spa, dining and more all a short walk down the street! Condo features a Queen Bedroom w/ Walk-in Closet, Living Area with Pull-out Sleepsofa, Kitchen w/ Bar Seating, Laundry room with full-size washer and dryer, 1 Full Bathroom.