
Beachfront holiday rental in Gwynn Island
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Top-rated beachfront accommodation in Gwynn Island
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Millionaire $ Views No Xtra Charge! Hot Tub! POOL!
Welcome to The Cottage at Misti Cove, where you can experience the epitome of relaxation and tranquility. Immerse yourself in the serene ambiance of our cottage, aptly named for its simplicity, which belies the luxurious amenities that await you. At The Cottage at Misti Cove, we understand that the essence of a fulfilling vacation lies in the delicate balance between embracing the simple life and indulging in modern comforts. Here, you will discover a haven that seamlessly blends these elements
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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.
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"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.
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The Waverly Treehouse
Reconnect with nature and sway with the trees in this rustic treehouse nestled away in the woods with a gorgeous view of Hungar's creek. Enjoy the view from the front porch or while relaxing around the fire pit. Visit the adorable beach town of Cape Charles, complete with a beautiful beach, brewery, distillery and plenty of restaurant options, or stop by the nearby vineyard for some local wine. Usage of dock, kayaks, grill, and fire pit all included. Beach towels and cooler also provided.
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Waterfront Guesthouse I on the Rappahannock
The “Bay 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 a beautiful Bay view and includes access to our private beach & dock (w/ guest slip) with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath w/ jetted tub, covered patio and carport. The 2nd floor features a large bedroom, king bed and 1/2 bath.
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Stunning Beachfront Cottage on the Chesapeake
Take a break and unwind at this peaceful oasis. Near the end of a private road, enjoy direct beachfront access to the entrance of the Chesapeake Bay. Chill on your own sandy beach, wade in the water, and watch an endless display of boats at quiet Stingray Point. A private lighted pier, outdoor shower, and river room porch will make your stay worthwhile. With four bedrooms (one has bunk beds and a foosball table and is accessed through the third bedroom) you'll have all the room you need.
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Coastal Farmhouse Getaway
Take it easy at this unique and tranquil getaway. This fully renovated historic farmhouse sits on 4 acres on Windmill Point. Spend the day on the expansive yard or our private beach on the Rappahannock/Chesapeake Bay. Perfect for fishing, crabbing, kayaking or just relaxing! The waterfront pavilions and tiki bar are the perfect oasis to set up camp. The house was completely renovated historic home that offers unmatched comfort and charm. Enjoy water views from almost every room!
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"No Bad Days" in this Fabulous Beachhouse w/ Dock!
You'll have "No Bad Days" in this beautiful beachfront home on the Rappahannock River with 123' of private beach and private dock with jetski lift. This stylish, comfortable home is well equipped with many inside and outdoor amenities. Watch sunset at the outdoor firepit table or choose the indoor fireplace in colder months. High speed internet and Smart TVs keep you connected while you kayak, bike, fish and enjoy river living at its finest. The town of Deltaville is 2 miles away.
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Beach Heron Retreat
Discover your own private sandy beach just steps away from the house! The water is perfect for swimming. Enjoy the breathtaking views from anywhere in this newly renovated home. This home is a great escape from the city or the everyday hustle and bustle of life. This property is a short drive to Williamsburg, Yorktown, Jamestown, Richmond and Northern Virginia. Find yourself sitting on the large screen porch or the beach with a cool breeze and tranquility to wash your worries away.
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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.
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Cozy & Content River Retreat Beach Hot Tub & Games
Welcome to the riverfront retreat like no other around!. 1300 sq.ft. 4 bedrooms 2 bath, big enough for 6 with the best waterfront and beach in the area! Play with our 2 kayaks, a paddle board, fishing, huge dock, fire pit, grill, outdoor shower, and 5000 game retro arcade. Enjoy the most amazing views from the screened in porch or patio, and relax in the hot tub. Virtual work with fastest internet and dog friendly fenced yard!
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Private point on the Bay🌤hammock, hot tub, kayaks❤️
180 degree million dollar views in the quaint town of Reedville, VA. Away from all the noise, you won't want to leave our cottage once you get here. Upstairs bedroom has a private balcony with breathtaking views. Bay views from almost every window in the house. Perfect getaway for couples or the whole family. 60 inch Smart TV! Come build some memories!
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Popular amenities for Gwynn Island beachfront rentals
Pet-friendly beachfront home rentals

"Elderberries" Chesapeake Bayfront Cottage
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Locklies Innlet, A unique waterfront experience!
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Piankatank Riverfront Perch B, Mathews VA
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Summerfield Guest Cottage
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The Bird's Nest at Holly Bluff-Riverfront. Beach.
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Chesapeake Bay Beach Front cabin
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3br/2ba Waterfront Home overlooks Private Dock. 2+
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Historic waterfront, pet friendly Ditchley Farm
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Beachfront home rentals with a pool

Gorgeous Historic Riverfront House
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Waterfront Retreat Pool, Hot Tub, Dock, Sand Beach
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The Laughing King Retreat, Rogue Island Suite
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Grant’s Handi-Hideaway: Stair Lift, Pool, Adults

The Laughing King Retreat, Cobb Island Suite
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The Laughing King Retreat, Honeymoon Island Suite
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Rappahannock River House
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4 BR w/Private Beach+Community Pool~Game Room
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Private beachfront home rentals

Secluded beach front cottage on the Chesapeake Bay
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Private Beach Getaway at Finest Chesapeake Bay
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‘The Sand Crab’- Beachfront Cottage, Kayaks, WiFi
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“Magnolia Cottage” on the River
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Unique, luxurious creekside stay in Cape Charles
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Oyster Haven- private beach front home 3 bedrooms
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Private Beachfront Bay Kayaks Family Sleeps 10
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Mathews Gwynn's Island Chesapeake Bay- Sand Beach!
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Destinations to explore
- Norfolk Holiday rentals
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Outer Banks Holiday rentals
- Chesapeake Bay
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Buckroe Beach
- Water Country USA
- Cape Charles Beachfront
- First Landing State Park
- Jamestown Settlement
- Norfolk Botanical Garden
- Outlook Beach
- Chrysler Museum of Art
- Nauticus
- Kiptopeke Beach
- Old Dominion University
- Hampton University
- First Landing Beach
- Regent University
- Town Point Park
- Colonial Williamsburg's Merchants Square
- Virginia Zoological Park
- Neptune's Park
- Virginia Living History Museum
- Chrysler Hall
- USS Wisconsin (BB-64)





