Pet-friendly holiday rentals in Mathews County

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Mathews County

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Home in Grimstead

4.85 out of 5 average rating, 262 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.

17–24 Sep

$358 SGD per night

Guest favourite

Barn in Cobbs Creek

4.95 out of 5 average rating, 94 reviews

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.

28 Sep – 5 Oct

$397 SGD per night

Guest favourite

Cottage in Onemo

5.0 out of 5 average rating, 29 reviews

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.

7–14 Dec

$442 SGD per night

Guest favourite

Home in Mathews

4.89 out of 5 average rating, 36 reviews

Walk to Town-1st Floor King Bed & Bath! Fire Pit!

Ask me about seasonal weekly & monthly discounts! You'll enjoy the character of this tastefully renovated, 4 bedroom 2 full bath home in the town of Mathews that offers plentiful modern amenities! This home is located within walking distance to amazing restaurants & local shops as well as a few minutes' drive to multiple beaches! If cooking is your forte, you can pick up fresh seafood & meats locally and prepare a delicious meal using the kitchen built for a chef or outside on the grill.

18–25 Jan

$238 SGD per night

Guest favourite

Home in Susan

5.0 out of 5 average rating, 17 reviews

Auburn Skies

A real treasure for a couple or the entire family. Getaway with privacy, tranquility, breathtaking sunsets and moon rises. Newly renovated home in Mathews County on the Mobjack Bay. Beautiful westward views of Mobjack Bay. Home features open floor plan, bright sunroom perfect for morning coffee and naps. Multiple seating areas: Large living room with 55" TV, plus a seating area off the kitchen with gas log fireplace. Dazzling kitchen with island and everything needed to prepare meals.

1–8 Jun

$457 SGD per night

Superhost

Home in Moon

4.93 out of 5 average rating, 29 reviews

Waterfront house on 4 acres with boat ramp& slips.

Escape to your own private, waterfront retreat on Billups Creek in Mathews, Virginia. Minutes from Main Street Mathews is filled with local dining, shopping, and more. Drop a Kayak in or a SUP and explore the coves around this Chesapeake Bay home. The home is accommodated with Kitchen, Dining Area, Spacious & Bright Living Area, 3 Bedrooms, and 2 Bathrooms. Smart TVs and high speed internet throughout. Enjoy time outdoors on the back patio, as you watch the sun set on Billups Creek.

15–22 Aug

$331 SGD per night

Guest favourite

Cottage in Gloucester

4.97 out of 5 average rating, 196 reviews

"Bee Haven" Cottage Retreat

Curious about what makes Gloucester so wonderful? Live like a local at "Bee Haven Retreat" 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.

27 Sep – 4 Oct

$168 SGD per night

Superhost

Home in Mathews

4.85 out of 5 average rating, 115 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 two additional pull-outs. Our perfect getaway includes two kayaks, two adult bicycles, and fishing poles for you to use. You are only 2 Minutes from Bethel Beach Nature Preserve 15 minutes from Mathews 60 Minutes to Virginia Beach 60 Minutes to Williamsburg/Jamestown

4–11 Jan

$187 SGD per night

Guest favourite

Flat in Cobbs Creek

5.0 out of 5 average rating, 24 reviews

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.

12–19 Jun

$268 SGD per night

Guest favourite

Holiday home in Gwynn

4.93 out of 5 average rating, 27 reviews

Waterfront, Dock, Hot Tub, Fire Pit, Beach Access!

Grab your favorite cold beverage, your boat, float or preferred water toy, and dock at the private pier at “Sip into Sunset”!Take in the most breathtaking sunsets where the Rivah meets the bay! This vintage 60’s fishing cottage, located on quaint Gwynn’s Island, has been updated with modern amenities and professionally decorated for your relaxing stay! Bring your pet and enjoy days on the dock or the community beach and nights around the fire pit and in the hot tub!

19–26 Sep

$676 SGD per night

Guest favourite

Cottage in Cobbs Creek

5.0 out of 5 average rating, 15 reviews

Cozy Family Open Concept Living Space~Fireplace

Cove Place is a newly renovated, 1 -story home with a dock and boat/trailer parking on 4 secluded acres. There is a smart tv in every room including the screened porch. Close to Zoll Vineyards (4.1 miles away), a chef owned winery that focuses on food and beverage pairings in their tasting room and Under the Stars Farm (8.6 miles), a family owned and operated lavender farm.

13–20 May

$427 SGD per night

Guest favourite

Home in North

5.0 out of 5 average rating, 11 reviews

The Bay House

Located in a peaceful community. Blocks away from the North river. Community pier (with boat ramp), public beach access, and public park make this a great place for fishing and relaxing. Back door has a doggie door and a fenced in area for dogs to have a place outside. Relax with the whole family at this peaceful place to stay.

20–27 Nov

$260 SGD per night