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Vacation rentals in Port Haywood

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Top-rated vacation rentals in Port Haywood

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
An airy living space features a tan leather sofa adorned with decorative pillows, set against a backdrop of a floor-to-ceiling A-frame window. Natural light floods the room, highlighting a round coffee table and a dining area with four chairs. The serene woodland view enhances the inviting ambiance.
Home in King William
4.95 out of 5 average rating, 78 reviews

Wellness Retreat | Sauna, Ice Bath, Hot Tub & Spa

Welcome to STAY NAMU, a serene woodland wellness retreat in rural King William, near Richmond, VA. Nestled on 5 acres of private land, this refined country home blends natural solitude with modern comfort. Relax in the outdoor SAUNA, invigorate in the COLD PLUNGE, unwind in the HOT TUB, or enhance your experience with a MASSAGE by Indigo. Inside discover thoughtful details & artful design for a comfortable & inspiring stay. Escape in the tranquility of nature in our unique woodland sanctuary.

Top guest favorite
A sunlit porch features a comfortable lounge chair positioned next to large glass panels. The serene bay is visible beyond, revealing a wooden dock extending into the water. The scene includes soft grass and a sandy beach, creating a peaceful outdoor setting.
Home in Deltaville
5 out of 5 average rating, 15 reviews

Charming Beach Cottage on Fishing Bay

Kick back and relax with a rejuvenating stay at this charming 3-bedroom, 3-bath vacation rental cottage in Deltaville! Boasting a bright and airy interior, 180-degree views of the bay from each room in the cottage, and more, this retreat will serve as the ideal home base. Venture out to peruse the Holly Point Farmer’s Market on Saturdays, visit the Deltaville Maritime Museum, stop by the Fishing Bay Yacht Club next door, or simply take in the breathtaking views of the bay from the private beach.

Top guest favorite
A white Adirondack chair is positioned on a wooden dock, facing a calm waterfront. The water reflects the surrounding trees and a soft sunset hue, creating a peaceful scene. The dock leads toward a wooden pole, enhancing the serene outdoor space.
Guesthouse in Mathews
4.97 out of 5 average rating, 63 reviews

Magnolia Cove waterfront 1BR upper cottage

Welcome to Magnolia Cove cottage! Travel back in time along a magnolia-lined lane for a charming waterfront stay. On 11+ private acres, the guest upper cottage is separate from owner's 1937 manor home. Water surrounds the property on 3 sides. Enjoy kayaking in the Put-in-Creek and swim/fish right off your private dock. 6+ft deep water docking available for boat owners. Bike/drive minutes into the peaceful town of Mathews VA w/ galleries, shops and restaurants. Local beaches min away.

Top guest favorite
A two-story blue home is surrounded by trees, featuring a spacious deck with railings accessible from the upper level. A gravel patio area with chairs and a fire pit is visible on the ground level, complemented by neatly maintained greenery.
Home in Gloucester Point
4.97 out of 5 average rating, 175 reviews

Charming coastal home w/ outdoor area and river views

Tucked away at the end of a quiet road, our home welcomes you. This spacious, thoughtfully designed 1 BR/1.5 BA home on 4 acres is ideal for those looking to relax and get away from it all while still being just minutes away from some of the areas best dining and attractions. Whether you want to watch the sun rise over the York River, spend the day exploring the Williamsburg historic triangle (Busch Gardens), or just take it easy around the house and enjoy the outdoor area, the choice is yours.

Top guest favorite
Place to stay in White Stone
5 out of 5 average rating, 115 reviews

Unique style, Waterfront Dock,Yard,Kayaks,SUP,King

Nestled on Little Oyster Creek in the charming small town of White Stone, is Beacon Bay Getaway. This lighthouse style home is situated on 3 private acres and has 3 water views: the Creek, the Chesapeake Bay and the Rappahannock River all which can be viewed from the wrap @ deck and top observation lookout. Enjoy the large yard with fire pit. Launch a kayak/SUP from our dock or bring your fishing rods to catch Croaker. Have fun catching blue crabs with our crab traps. Follow @beaconbaygetaway

Top guest favorite
Cottage in Kilmarnock
5 out of 5 average rating, 106 reviews

Cottage on Prentice Creek, PA

Freshly painted cozy two Bedroom Cottage with a Sectional Sofa that has queen bed pull out. Screened Porch, Large Patio & Dock to enjoy views of the creek and wildlife. Great for a romantic getaway or vacation. Well-appointed kitchen. Dogs allowed (2 Max, under 70 pounds-must be notified first) an additional fee of $60 per dog. No third-party bookings. Just outside Kilmarnock, very close to White Stone and Irvington with a good variety of Restaurants, Wineries, Breweries a Cidery and shopping.

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, 339 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
The interior of the tiny cabin showcases a unique staircase leading to a lofted sleeping area. Natural wood elements are highlighted throughout, with a clear roof allowing natural light to fill the space. A doorway opens to the outdoors, enhancing the cabin's connection to nature.
Tiny home in Diggs
4.95 out of 5 average rating, 222 reviews

Stargazer Tiny Cabin

(Winter: Stargazer has a diesel heater and a woodstove but is not insulated. The cabin can be kept quite warm into the low 30's if these heaters are running. Below freezing may freeze pipes, message for info) Rustic off grid tiny cabin tucked in the trees on the back side of a large field. The cabin has solar, kitchenette, shower, composting bathroom, heat, and Wifi! Enjoy being immersed in nature while staying comfortable in a quirky cabin built from local and reclaimed materials.

Guest favorite
A charming two-story cottage is set on a lush green lawn, with a clear view of the Chesapeake Bay in the background. The cottage features large windows and a sloped roof, with a small wooden addition on one side, surrounded by well-maintained grass.
Tiny home in Cape Charles
4.98 out of 5 average rating, 348 reviews

The Laughing King Retreat Honeymoon Island Cottage

Honeymoon Island Cottage is an adults-only lodging experience like no other. You and your guest will stay in a charming tiny farmhouse that is located just steps from the Chesapeake Bay on a USDA certified organic farm. Enjoy access to a private saltwater pool, private beach, Chesapeake Bay water access for boating, swimming, paddleboarding, fishing or just soaking, dig for clams, collect wild oysters, or just sit and marvel at the beauty. We look forward to welcoming you.

Top guest favorite
A charming cottage features a covered front porch adorned with rocking chairs and hanging plants. The exterior is painted in soft green with contrasting dark shutters and a metal roof, surrounded by landscaped greenery, creating a welcoming appearance.
Home in Mathews
4.99 out of 5 average rating, 122 reviews

Garden Cottage in Downtown Mathews

Wake up surrounded by greenery, sip coffee on a quiet porch, and unwind in the hot tub after a day exploring coastal Virginia. Sugartoad Cottage is a calm, plant-filled retreat designed for couples who want comfort, privacy, and walkable access to the best of small-town Chesapeake Bay life. Though located on Mathews Main Street, the cottage feels surprisingly secluded, with gardens, multiple decks, and thoughtfully designed outdoor spaces that make it easy to slow down.

Top guest favorite
Four adirondack chairs are arranged around a small table on a grassy area, facing a calm waterfront. A wooden pier extends into the water, while trees frame the scene under a bright sky with scattered clouds.
Home in Port Haywood
4.97 out of 5 average rating, 30 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- walk through to primary bedroom, 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. 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
Tiny home in Port Haywood
4.94 out of 5 average rating, 18 reviews

The Tulgey Wood

Lose your worries in The Tulgey Wood. Just like Alice down the rabbit hole, you will be transported to a quiet and peaceful land, back to nature, with all of the comforts of home. Surrounded by acreage on a private road, explore the woods, watch the deer, or take the kayaks out on the river. All this tranquility is 5 minutes from a cozy downtown area, complete with grocery store, gas station, and a variety of restaurants to satisfy any taste.

Popular amenities for Port Haywood vacation rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Mathews County
  5. Port Haywood