Beachfront vacation rentals in Gwynn Island

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Top-rated beachfront rentals in Gwynn Island

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Guest favorite

Tiny home in Cape Charles

4.94 out of 5 average rating, 147 reviews

Unique, luxurious creekside stay in Cape Charles

Newly remodeled and ready for your next getaway! This tiny home is located just steps away from a calm, private beach. The interior decor creates a modern coastal feel to fit the style of the home. Creek views can be enjoyed from every window of the home and from the loft bed. It features a full kitchen with quartz counter tops, a fully tiled bath, outdoor shower, grill, large front porch and a nice sized back yard with added privacy fencing. Enjoy our fire pit with twinkle lights strung above.

Feb 7 – 14

ﺩ.ﺇ658 per night

Guest favorite

Home in Gloucester Courthouse

4.97 out of 5 average rating, 284 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.

Dec 1 – 8

ﺩ.ﺇ883 per night

Guest favorite

Home in Cape Charles

4.99 out of 5 average rating, 104 reviews

Modern Private Beach House close to Cape Charles

A sanctuary, an oasis, a one of a kind experience communing with nature while lounging in civilized splendor—all are apt descriptions of this New York architect designed beach house on the shores of the Chesapeake Bay. Guests enjoy stunning waterfront views from a finished floor height of 36 feet. The Eastern Shore of Virginia is famous for its flat tidewaters, but this property is perched amongst unusual relic Sandhills, complete with pines, gum trees and vast sea and sunset vistas.

Dec 6 – 13

ﺩ.ﺇ2,533 per night

Guest favorite

Home in Deltaville

5.0 out of 5 average rating, 104 reviews

"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.

Dec 15 – 22

ﺩ.ﺇ1,261 per night

Guest favorite

Guesthouse in White Stone

5.0 out of 5 average rating, 188 reviews

Waterfront Guesthouse II on the Rappahannock

The “Beach 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 beautiful water views and includes access to our private beach & dock with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath with large shower and a covered patio. The 2nd floor features a large loft bedroom with a queen bed.

Mar 20 – 27

ﺩ.ﺇ806 per night

Guest favorite

Farm stay in Cardinal

4.95 out of 5 average rating, 111 reviews

Wtrfrnt aptmnt w/pool/dock on private farm

Come enjoy all the outdoors has on offer at this secluded, waterfront estate. The spacious studio apartment is fully equipped for comfort. 12 acres of waterfront grounds to enjoy including great outdoor seating, fabulous bayside salt water pool. Fish, canoe and kayak right off the farms private dock. Grill and fire pit. Just 10 mins from the charming villages of Mathews and Gloucesters farm to table amenities. Great local food, music, history and shopping right on the bay!

Jul 11 – 18

ﺩ.ﺇ645 per night

Guest favorite

Guest suite in Dunnsville

5.0 out of 5 average rating, 239 reviews

The Bird's Nest at Holly Bluff-Riverfront. Beach.

This is a studio apartment above detached garage, with a balcony and seating. The property sits on the Rappahannock River- guests are welcome to use the beach and dock! Property has a private entrance and bathroom, which is located on the first floor. Apartment is up a flight of stairs above the garage. Plenty of parking. We have self check in and ample space for social distancing. We welcome all tenants! The Birds Nest is a perfect getaway destination for relaxing and fun.

Aug 27 – Sep 3

ﺩ.ﺇ434 per night

Guest favorite

Tiny home in Cape Charles

4.98 out of 5 average rating, 275 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.

Dec 27 – Jan 3

ﺩ.ﺇ946 per night

Guest favorite

Apartment in White Stone

4.91 out of 5 average rating, 100 reviews

The Fish House

Looking for a rustic, salty, and authentic stay? Look no further! The Fish House is located on Harper's Cove which is just a short boat ride away from the great waters of historic Antipoison Creek and the mighty Chesapeake Bay. This one bedroom, upstairs apartment is spacious and inviting. The property is a bustling place with lots of local boaters and watermen. This genuine piece of Northern Neck heritage is sure to keep folks visiting this area for years to come.

Feb 3 – 10

ﺩ.ﺇ428 per night

Guest favorite

Home in Cobbs Creek

4.9 out of 5 average rating, 118 reviews

Millionaire $ Views No Xtra Charge! Hot Tub! POOL!

"Now this is the life!" "A little piece of paradise!" "Livin the Dream!" "It doesn't get any better than this!" Just a few thoughts that may cross your mind when you come for a stay at The Cottage at Misti Cove. While the name may be simple, don't let that fool you, for so are the best things in life! Getting a taste of the simple life doesn't mean you have to sacrifice amenities. Here, you'll enjoy resort-like amenities without resort crowds.

Feb 12 – 19

ﺩ.ﺇ825 per night

Superhost

Cottage in Reedville

4.9 out of 5 average rating, 162 reviews

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!

Dec 14 – 21

ﺩ.ﺇ1,528 per night

Guest favorite

Cabin in Deltaville

4.97 out of 5 average rating, 254 reviews

"The Little Red Cabin" aka The Galley

Called the "The Galley". This is the first cabin built on the property. Right on the water with views of the Bay and beach. Galley kitchen, bedroom, small bathroom with shower, family room with a fireplace and dining area. Big screened in porch w/ fabulous breezes. Literally, right on the water!!! NO PETS.

Apr 29 – May 6

ﺩ.ﺇ415 per night