Vacation rentals in Mathews County

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Top-rated vacation rentals in Mathews County

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Guest favorite

A street sign stands at the intersection of Main Street and Maple Avenue, featuring a hanging basket of colorful flowers. In the background, a brick building and a parked vehicle are visible, contributing to the town's local character.

Cottage in North

4.95 out of 5 average rating, 143 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!

Guest favorite

Home in Grimstead

4.87 out of 5 average rating, 305 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

Apartment in North

4.98 out of 5 average rating, 229 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!

Superhost

The exterior image captures a waterfront home set amidst tall trees, showcasing a wrap-around deck with multiple levels. A boardwalk extends from the dock to the house, leading over calm waters reflecting the evening sky.

Home in Hudgins

4.83 out of 5 average rating, 6 reviews

Bayfront Escape | Private Dock, Large Deck & Views

Welcome to Adventures in the Bay! This peaceful home is perfect to relax and enjoy Virginia’s Chesapeake Bay. With stunning water views from the living room and wrap around deck, you can fish or crab off the private dock, sip morning coffee and watch sunsets. Quiet and private, yet close to beaches, small towns and outdoor activities! 🔹 Private dock for fishing and crabbing 🔹 Waterfront with scenic views 🔹 Wrap around deck with comfy seating 🔹 Fast Wi-Fi and smart TV 🔹 Beach access

Top guest favorite

Cottage in Moon

4.9 out of 5 average rating, 86 reviews

Blue Moon Haven- Cozy Vintage Cottage in Mathews

Escape to this charming 1930s cottage nestled on a serene 1-acre property in Moon, Virginia. Just minutes from Chesapeake Bay, it’s perfect for nature lovers and weekend adventurers. Wake up to the soothing sounds of birds, enjoy morning strolls under the trees, or embark on an afternoon kayaking trip. Relax on the large screened-in porch, free from bugs. Only 3 miles from the quaint town of Mathews and Colonial Williamsburg is just an hour’s drive away. Your ideal getaway awaits!

Guest favorite

A stacked washer and dryer unit is positioned in a small laundry area. The doorway leads to a brightly lit space featuring a light-colored kitchen. Wooden flooring enhances the overall warmth of the space.

Home in Gloucester

4.94 out of 5 average rating, 187 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 view of the serene waterfront is framed by a window. Two white Adirondack chairs sit on a light-colored porch, facing the water. Clear skies and greenery enhance the peaceful ambiance of the scene.

Home in North

5 out of 5 average rating, 86 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.

Guest favorite

A spacious living area features a cozy sectional sofa arranged around a central coffee table. Natural light enters through a skylight and large windows, highlighting the wooden floors and a fireplace. Artwork adorns the walls, and comfortable lamps provide illumination.

Home in Port Haywood

4.94 out of 5 average rating, 17 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 favorite

Home in Mathews

4.87 out of 5 average rating, 142 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

Top guest favorite

An aerial view presents the coastline of Gwynn’s Island, showcasing sandy beaches and calm waters. The Mystic Seahorse and Starlight Inlet cottages are highlighted among the tree-lined landscape. Several boat docks extend into the water, indicating access for recreation and relaxation.

Cottage in Gwynn

4.96 out of 5 average rating, 213 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!

Guest favorite

A wooden dock extends over a calm, snow-covered waterway, surrounded by tall trees. The scene is softly illuminated by the rising sun, casting gentle shadows on the snow and creating a serene winter atmosphere.

Guest suite in Port Haywood

4.77 out of 5 average rating, 152 reviews

Paddler's Rest

The Paddler's Rest is a relaxing guest house on Kings Creek in Mathews County with direct access to the water and a private porch. Very secluded but close to town for restaurants etc. Guests have free use of a canoe and 2 kayaks. Great area for biking--all roads lead to the water and Mathews County is perfectly flat! Self check- in.

Guest favorite

A bright kitchen is presented, featuring a large wooden countertop and a stainless steel sink positioned beneath a window. Open shelves hold various glassware and dishes, while a pendant lamp provides overhead lighting. The warm orange walls create a cheerful ambiance.

Home in Mathews

4.9 out of 5 average rating, 62 reviews

Quirky cottage in downtown Mathews

This isn't your average coastal Virginia rental - this is our home! Stay in our 1950's cottage on Main Street right on the edge of Downtown Mathews, that we like to call "A Touch of Grey". Here you will discover our love for music, skateboarding, and Volkswagens all throughout our home.