Pet-friendly vacation rentals in Mathews County

Walk to Downtown Restaurants! 1st floor King Bed!

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!

The Barn at Pond Point - Riverfront Home

The Barn at Pond Point is perfectly situated on the Piankatank River, a salt water arm of the Chesapeake Bay. It shares 19 acres of wooded and waterfront property with the owner's main home. A unique space, Barn was converted from a working horse barn into a residence in the 1980's. With a quarter mile of private, sand beach and a large pool (May-Sept), the Barn is an ideal space for time with family and friends, swimming, hunting for prehistoric shark's teeth, or simply enjoying the view.

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.

3 BR Bay Home w Private Dock & all the Amenities

Half Shell Haven: an escape to the land and sea perfectly outfitted for enjoying the fruits of both, in what we like to call "low country" Virginia. The Haven is a beautifully maintained, open concept home with 3 bds and 2 baths that can comfortably sleep 8. A full kitchen and dining area (in- and outdoors) are at your disposal for enjoying the local bounty with friends and family. The backyard includes a game shed (with bar!), a hot tub and a private dock for crabbing or kayaking, or both.

Waterfront: Pier, Kayaks, Fire Pit, Wifi & More

THE WATER VIEW - the main reason we purchased Green Acres at the Bay. The stunning views of the East River provide impeccable access to nature, relaxation and privacy at the Chesapeake Bay. We renovated this farmhouse to provide a vacation paradise for couples, families (minimum age of six) & of course it's dog-friendly. All the modern conveniences (wifi, tvs in every bedroom and in living room) & an abundance of outdoor living: deck, fire pit, relaxing chairs everywhere, hammock.

Water front Coastal Bungalow with boat docks

Getaway to this quaint coastal town of Mathews VA in this waterfront 3 Bd 2 Ba Coastal Bungalow. Spend the morning sipping coffee on the screened porch watching the herons hang out in the creek. Then throw some crab pots off the dock to catch your fill of Chesapeake blue crabs for dinner. Have a family cookout in the covered outdoor living area with a TV, gas grill, built-in full-size refrigerator, and outdoor furniture, then enjoy a fire pit and reminisce your day on the beach

Cozy Waterfront Apartment with Pickleball Court

Welcome to your quiet retreat on Queens Creek, just minutes from the Chesapeake Bay. Your retreat is attached to the main house but is its own separate apartment with private entrance and patio. The 12 acre property is surrounded by water on three sides which can be viewed from every room. Enjoy pickleball, the putting green, kayaking, fishing and crabbing from the dock as well as exploring the trails through the pecan forest. You can also tie your boat to the dock.

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

Still Waters Cottage

Relax with the whole family at this peaceful place to stay. Read a book, enjoy a cup of coffee with loved ones, or take a nap in our beautiful, peaceful haven. Enjoy some time outdoors on our patio or use our golf cart to adventure to either one of our two private beaches! We also have a variety of docks to select from! We are sure you will enjoy your stay in the magical place that is Gwynn's Island!