Beach house vacation rentals in Chincoteague

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Top-rated beach house rentals in Chincoteague

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Top guest favorite
A serene beach view is presented, with calm waters stretching toward the horizon. A wooden pier extends into the bay, surrounded by gentle sandy shores and smooth stones. Grassy areas blend seamlessly into the seaside landscape, creating a tranquil outdoor setting.
Home in Gwynn
4.98 out of 5 average rating, 93 reviews

‘The Sand Crab’- Beachfront Cottage, Kayaks, WiFi

This beachfront cottage is the perfect get away from a busy & hectic life to slow down & enjoy each others company! Situated just over 70 miles from Richmond, this home shares waterfront views of the Chesapeake Bay. Fishing, swimming, kayaking & sun await you at the Sand Crab! What makes it so great? Just steps outside and you're on the beach Newly renovated Cable, high speed Wifi, Netflix 2 screen porches Kayaks and paddle boards Just over 10 minutes to grocery store, ABC, and other shops

Top guest favorite
A cozy beachfront cottage is featured amidst tall trees, with a spacious porch. Nearby, a sandy beach meets gentle water under a clear sky. A serene sunset casts a warm glow over the bay, reflecting calm waters.
Home in Kilmarnock
5 out of 5 average rating, 78 reviews

Secluded beach front cottage on the Chesapeake Bay

Relax, unwind & baydream w/ your party of up to 6 guests in your secluded beachfront cottage, featuring large front porch, w/ ample seating/dining. Breathtaking panoramic views of the Chesapeake Bay & your own large private beach occasionally shared w/ 1 other home. 2 BR, 2 full BA. 1st floor BR w/ king, upstairs open w/ 2 queens, fully equipped kitchen (currently, no dishwasher). Charcoal grill, hammock and kayaks available. Wi-Fi & TVs w/ fire sticks. Short drive to Kilmarnock shops & dining.

Top guest favorite
A renovated home is situated against a vibrant sunset sky, with warm colors reflecting off the exterior. Large glass doors open to the view of the surrounding water. Adirondack chairs are arranged on the deck, offering a space for relaxation outdoors.
Home in Deal Island Historic District
4.97 out of 5 average rating, 72 reviews

"Promise Point" Bay front home with dock. 3BR 2BA

Take it easy at this unique and tranquil getaway. Open floor plan home completely renovated in 2022. Surrounded by water on 3 sides with dock access and neighbors a community beach and boat ramp. Great place for fishing, crabbing, boating, jet skiing, kayaking or just relaxing by the fire pit. 3BR 2BA with florida room surrounded by large decks, full kitchen with quartz countertops, washer and dryer, sleeps 12, 1 queen BR, 1 Full BR, Triple Bunk BR, queen Sleeper, futon, and twin roll away bed.

Guest favorite
Home in Ocean City
4.85 out of 5 average rating, 34 reviews

2 BR Ocean Front Condo w/Pool, Expansive Views

Your family will be close to everything when you stay at this beautiful condo located right on the beach with expansive balcony views of both ocean and bay. With the best amenities around, this year-round rental is equipped with an enormous indoor pool, basketball and tennis courts, shuffleboard, saunas, gym, library, sun deck, & game room with arcades, claw machines, billiards, and air hockey tables. This 2-bedroom unit comfortably sleeps 6 which makes it ideal for families or couples alike.

Guest favorite
The image features a new white single-story home with a front porch, surrounded by greenery. Below, a sandy beach area is visible with a blue and white striped umbrella, leading to calm waters. A wooden pier extends into the bay.
Home in Reedville
4.93 out of 5 average rating, 73 reviews

Summer Breeze waterfront new home-Private Beach

FALL AND WINTER RATES AT UP TO 50% OFF-HURRY! Summer Breeze, located on the Chesapeake Bay in the fishing village of Reedville, is our new 3 Bedroom, 2 Bath home with waterfront shoreline and beach on a peaceful cove. The neighborhood beach, which is for residents and guests renting, fronts directly on the Chesapeake Bay and is just a few lots, and a short walk away. The gentle Bay beach with soft sand, gentle waves, and gently sloping bottom are perfect for fun and play for the whole family!

Top guest favorite
The exterior of a two-story cottage is visible, featuring vibrant blue siding and a spacious wrap-around deck. The area is surrounded by sandy terrain and greenery, with parking available underneath the house. Tall trees and a clear sky complete the peaceful setting.
Home in Gwynn
4.99 out of 5 average rating, 84 reviews

Mathews Gwynn's Island Chesapeake Bay- Sand Beach!

Gwynn's Island waterfront & beachfront cottage looking at the Chesapeake Bay! You will enjoy the wrap around deck eating dinner, the views & breezes. The home offers on first floor - kitchen, living, dining area, full bathroom and master bedroom and screened porch. Second floor offers 2 bedrooms and full bathroom. The home offers in the kitchen utensils, dishes for 6, cook ware, and small appliances. Public boat landing on Milford Haven as you enter Island. Bring your own linens & towels.

Guest favorite
The serene outdoor view captures a vibrant sunset over the water, framed by two waterfront pavilions. Silhouetted trees stand on either side, while the grassy expanse leads down to the beach, creating a peaceful atmosphere for relaxation.
Home in White Stone
4.94 out of 5 average rating, 127 reviews

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!

Guest favorite
A metal tray filled with freshly steamed crabs sits on a wooden table. The crabs are coated with seasoning and display vibrant orange-red shells. In the background, natural light filters through a screened porch, adding a warm ambiance to the scene.
Home in Onancock
4.89 out of 5 average rating, 83 reviews

Escape To A “True” Chesapeake Waterfront Property!

Get away from it all... The Thicket Point Fish Camp is a true Chesapeake Bay waterfront property and the perfect place to escape for the best of the Eastern Shore. Located just 5 miles from downtown Onancock, VA, and everyday conveniences, this property is one of a kind! This is the "Bayview House", an updated 1950's cape cod featuring lots of original features with many modern upgrades. It sits on our 44-acre property along with our "Sunset House" - also available on Airbnb.

Top guest favorite
An aerial view captures a sprawling, waterfront property surrounded by lush greenery. The modern home sits prominently on a well-manicured lawn, leading to a serene bay. The driveway winds through tall trees, with clear blue water visible in the background.
Home in Cambridge
4.96 out of 5 average rating, 99 reviews

Osprey's Retreat Waterfront w/ private beach/dock

Enjoy a weekend escape or extended vacation for up to 6 guests at this freshly renovated gem located on LeCompte Bay . Beautiful waterfront property with a private sandy beach, located just 5 minutes outside of town with plenty of outside activities including a dock and fire pit. Super clean & comfortable, modern home & furnishings featuring a first floor premier, well appointed kitchen. This home is provided with everything you need for a fun, relaxing get-a-way on the Bay.

Guest favorite
Two large windows frame the expansive ocean view, providing natural light to the living space. The scene features sandy beach dunes leading towards the water, where the calm blue ocean meets the clear sky.
Home in Ocean City
4.9 out of 5 average rating, 142 reviews

Closest condo to the beach in OC! Dog Friendly!

Perfect getaway to the ocean in this updated, stylish home. Elevated ocean-front, with stunning views from every room and two private balconies. Amazing location - walk to great restaurants and still enjoy a private-feeling beach with lifeguard stand just steps away. No need to 'pack' for the beach -the house is just steps away. Enjoy coffee at the granite island overlooking the beach! There is a set of stairs up to the condo, and another set of stairs up to the main bedroom.

Top guest favorite
A large waterfront estate is viewed from a distance, framed by tall trees. The house features a wraparound porch with blue rocking chairs, surrounded by expansive green lawns. The soft glow of sunset casts elongated shadows on the ground, enhancing the serene atmosphere.
Home in Onancock
4.96 out of 5 average rating, 93 reviews

Chesapeake Bay Retreat | Private Dock + Beach

Wake up to sunrises over the creek as you sip your morning coffee and soak in the stillness that surrounds you. 🌿 Outdoor Features: Private dock with multiple boat slips – ideal for crabbing, fishing or just taking in the view Covered porch with a fireplace, tv and gas grill Outdoor fire pit for s’mores in summer or oyster roasts in winter Private beach area for lounging, shell collecting 🎯 Yard Games for All Ages: Hammock for afternoon naps beneath the trees

Guest favorite
A wooden pier extending into calm waters is lined with soft lighting that enhances its structure. The surrounding landscape includes lush greenery leading to the shore. The sky reflects a blend of colors as day transitions to evening, adding a serene ambiance to the scene.
Home in Heathsville
4.89 out of 5 average rating, 63 reviews

Pine Shore Beach House on Chesapeake Bay w/ 170ft

While walking down our 170 foot pier extending way out into the Chesapeake Bay you cross state lines! That's right the huge 16x20 foot deck at the end of the pier is technically in Maryland. Private beach, expansive views of the Chesapeake as it intersects the Potomac River. Behind the home is the remaining 4.5 heavily wooded acres. Remodeled home that is our true escape. 4 bed/2 full bath. There are only a dozen homes on this street. It's truly nature at its finest.

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