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Beach house vacation rentals in Chincoteague

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Top-rated beach house rentals in Chincoteague

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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.

4.98 out of 5 average rating, 87 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

A wooden deck with multiple sitting areas features stairs leading down to a sandy area with greenery. Sunlight illuminates the space, and a large umbrella provides shade atop the deck. The backdrop includes large windows of the house and a clear blue sky.

Home in Ocean City

4.96 out of 5 average rating, 70 reviews

Relaxing Breezy Seaside 3bd/2ba/2decks King Bed

Wake up to stunning ocean views and the soothing sound of waves at this charming beachfront home. Relax on the breezy indoor and outdoor living decks. Enjoy recently updated stainless steel appliances, quartz countertops, and a fully tiled walk-in shower. The primary bedroom has direct access to the oceanfront deck, with ocean views in every bedroom. Nearby: Jolly Roger Amusement Park Boat Tours & Fishing Jetski & Parasailing Need more space? Rent the sister house next door! Message for details.

A sunlit florida room showcases large windows that allow views of the surrounding landscape. Comfortable seating is arranged around a central coffee table, with a dining table positioned nearby. A nautical-themed rug adds a touch of charm to the serene atmosphere.

Home in Deal Island Historic District

4.97 out of 5 average rating, 66 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.

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

4.94 out of 5 average rating, 54 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

A scenic collage features various images: a tranquil beach sunset, a lush golf green with a white sand trap, a wooden pier stretching over gentle waves, wild horses running along the shore, and a charming screened porch nestled among tall trees.

Home in Ocean Pines

4.96 out of 5 average rating, 57 reviews

Ocean Pines-OCMD Bliss at the Beach- Sat. to Sat.

Welcome to Bliss at the Beach, our charming 3br, 2ba home nestled in the desirable, beloved Ocean Pines community. Loved for its safe, quaint, family friendly neighborhoods. Find yourself less than 15 minutes away from the beautiful beaches and vibrant shopping, dining and boardwalk district of Ocean City. Enjoy the ease of the prepaid parking at the Ocean Pines Beach club on 49th street, just unload the family and walk on the beach!! Summer months Bliss is a 7-night minimum to guests 25+old

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.

4.99 out of 5 average rating, 70 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.

An aerial view captures a sprawling waterfront estate, encompassing lush greenery and winding waterways. White houses are nestled amongst the trees, with clear open spaces leading down to the water's edge. The landscape is dotted with small islands, providing a serene and natural setting.

Home in Onancock

4.9 out of 5 average rating, 79 reviews

Historic Waterfront Farmhouse and Cottage

Take advantage of our Off Season reduced rates! - September thru December, 2025. Pets are always welcome with a reasonable fee This secluded 27 acre Waterfront estate is a classic Eastern Shore Farm with an adjacent optional cottage. This estate features brilliant water views from every room, with kayaking, swimming, fishing, crabbing and oystering. This secluded Mattapany Farm offers a vacation that gives the best that the Eastern Shore of Virginia has to offer with a relaxing atmosphe

Home in Ocean City

4.97 out of 5 average rating, 64 reviews

Hot Tub & Pool Table Waterfront Home | 4King Beds

Yes- Linens are included! (Bed sheets & bath towels) New pool table & jacuzzi!! Experience the ultimate Ocean City getaway this year, with unbelievable water views from every room & a private two-story wrap-around balcony. Enjoy 4 comfy king beds. The home is perfect for groups seeking relaxation & home away from home. Only 4.2 miles from the Ocean City Boardwalk! What else is included? Bonfire pit Parking area Shampoo-Conditioner-Body Wash Soaps Laundry Detergent Kayak Beach chairs

Top guest favorite

Home in Ocean Pines

4.99 out of 5 average rating, 97 reviews

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

Beautifully updated and recently renovated, rancher on a great street in Ocean Pines perfect for families and adults looking for a relaxing stay. We offer 3 bedrooms and 2 bathrooms on one level, with new large flat screen TV's, stainless appliances, and everything you'll need for your stay. We have a large driveway and a screened patio. Ocean Pines boasts over a dozen parks and walking trails, a public Yacht Club, 5 pools, 2 marinas, and a championship golf course - 10 min to the beach!

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

4.88 out of 5 average rating, 76 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.

A bright and airy living room features a light-colored sofa adorned with accent pillows. A round coffee table sits in the center, complemented by a side table. Large glass doors offer unobstructed views of the ocean and access to the private balcony.

Home in Ocean City

4.85 out of 5 average rating, 13 reviews

Ocean Hideaway 302 - Beachfront Condo

Welcome to your oceanfront escape at Ocean Hideaway 302! This 2BD/2BA spacious condo is on the boardwalk with stunning ocean views. Beautiful morning sunrises and only steps to the beach. An easy walk to shops, dining, and more! Includes private parking and two elevators. Ideal for families or couples seeking a stylish, relaxing stay. Unbeatable access to everything OC has to offer. This newly-listed condo has brand-new furnishings throughout. This location cannot be beat!

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

4.95 out of 5 average rating, 88 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

Vacation rentals for every style

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Popular amenities for Chincoteague beach house rentals

Free parking on premises

Air conditioning

Beach house rentals with a pool

The image captures a serene waterfront scene, featuring a wooden dock extending into the bay. A gazebo at the end of the dock is framed by tall grasses, as the sky is filled with vibrant hues of orange and yellow during sunset.

Home in Ocean City

5 out of 5 average rating, 15 reviews

Lorelei Condo - Watch Fireworks From Balcony!

An outdoor pool is surrounded by wooden decking, featuring lounge chairs with green umbrellas. The expansive ocean stretches in the background, creating a calm atmosphere. Clear water glistens under a soft sky, inviting relaxation and enjoyment for guests.

Home in Bethany Beach

4.95 out of 5 average rating, 22 reviews

Sea Colony 4 bedroom walk to beach

A spacious living area features a navy blue sectional sofa adorned with decorative pillows. A wooden coffee table lies at the center, surrounded by light hardwood flooring. On the walls, framed sea-themed art complements the coastal decor. A dining area is visible in the background.

Home in Ocean City

4.69 out of 5 average rating, 13 reviews

Golden Sands Ocean Escape

A living room is featured with a turquoise couch and an accent chair in red. A large flat-screen TV is mounted on the wall opposite. Sliding glass doors provide views of the balcony and ocean, with natural light illuminating the space. A plush area rug adds comfort.

Home in Ocean City

4.82 out of 5 average rating, 55 reviews

New! Oceanfront at Marigot Beach

A welcoming living area features a blue sofa and two armchairs with light cushions, arranged around a wooden coffee table. A flat-screen TV is mounted on the wall, and large glass doors provide views of the ocean and beach beyond.

Home in Ocean City

4.75 out of 5 average rating, 12 reviews

Oceanfront | Steps to beach | Pool | Elevator

Home in Ocean City

4.77 out of 5 average rating, 66 reviews

Dorothy Jane's - 3 bdrm. 2 full bath Central A/C

A spacious living area features comfortable striped seating arranged around a central coffee table. A flat-screen television is mounted above a modern gas fireplace, while natural light floods the space through large windows. The open layout leads toward the dining area and kitchen.

4.86 out of 5 average rating, 28 reviews

Beautiful Bayside Landing!

The exterior of the home features a welcoming entrance with a covered porch and decorative seasonal wreath. A stone pathway leads to the front door, surrounded by lush plants and landscaping, framed by light-colored siding and a garage door.

Home in Ocean Pines

4.96 out of 5 average rating, 26 reviews

Robin Hood Retreat

Private beach house rentals

An aerial view captures a coastal town with a notable beach and boardwalk. The 2nd-floor condo, highlighted in a circular outline, sits among various buildings, showcasing its proximity to the ocean. A sandy shoreline and rolling waves can be seen in the foreground, creating a serene coastal environment.

Home in Ocean City

4.61 out of 5 average rating, 71 reviews

2 bedrooms condo, 1 block from beach and boardwalk

A bright living area features a spacious gray sectional sofa adorned with decorative pillows. A wooden coffee table sits in front, while large windows provide natural light and views of the balcony. The space is complemented by light-colored walls and soft hardwood flooring.

Home in Ocean City

4.69 out of 5 average rating, 52 reviews

Golden Shores Penthouse

The living room features a comfortable arrangement of teal sofas and decorative pillows, centered around a coffee table. A smart TV is mounted on the wall, with a cozy fireplace nearby. Natural light enters through multiple windows, enhancing the inviting space.

Home in Ocean City

5 out of 5 average rating, 9 reviews

Sunset Bay at Traders Cove

Home in Ocean City

4.52 out of 5 average rating, 25 reviews

Sun Village Ocean Front!

Top guest favorite

A private balcony is showcased with two comfortable lounge chairs positioned to overlook a serene canal. The space features a clean and open design, with light-colored walls and white railings. Natural light floods the area, creating a pleasant atmosphere.

Home in Ocean City

5 out of 5 average rating, 11 reviews

New Construction with Beautiful Canal Views

The exterior of a two-story home is shown, featuring light grey siding and a large screened porch. A set of steps leads to a welcoming front door, flanked by decorative windows. The property is situated on a gravel driveway, surrounded by landscaping.

Home in Chincoteague

Rising Tide-Canal View, Fire Pit

The beachfront property is depicted, featuring a two-story structure with multiple balconies. White railings line the expansive decks, overlooking the sandy beach. Sunlight brightens the scene, highlighting the natural surroundings and the wooden fencing that frames the pathway to the beach.

Home in Ocean City

4.82 out of 5 average rating, 76 reviews

OCEAN FRONT! 4BD/10Beds/3FullBaths, Ocean Colony

The living room features a cozy blue sofa and complementary armchair, arranged around a light wooden coffee table. Decorative cushions with beach-themed text add a touch of charm. The open area leads to a sleek kitchen with modern appliances, promoting a sense of connection throughout the space.

Home in Ocean City

4.71 out of 5 average rating, 21 reviews

Wave Watcher's Condo - Steps to the beach!

Pet-friendly beach house rentals

A cozy living area features a brick fireplace framed by wooden paneling, with a large television mounted above. Two leather chairs are positioned nearby, complemented by colorful cushions. Shelving units display decorative items, and light streams through the windows adorned with soft blinds.

Home in Onancock

Relax, Explore, Rejuvenate at Tidewater!

An aerial view captures the farmhouse nestled among lush greenery beside a winding waterway, with the bay visible in the background. The property is bordered by open spaces and pathways, enhancing its serene natural setting.

Home in Madison

4.91 out of 5 average rating, 34 reviews

Farmhouse by the bay! Beach and pier access.

A modern kitchen is shown with grey cabinetry and sleek stainless steel appliances. A textured backsplash complements the countertops. Ample natural light enters through a window, enhancing the overall brightness of the space. A neutral area rug is positioned in front of the cooking area.

Home in Ocean City

4.86 out of 5 average rating, 14 reviews

Relaxing Montego Bay/Fishing/2 Pools/Corner house

Two oceanfront homes are viewed from the beach, showcasing wooden decks and stairs leading to elevated entrances. The sandy beach extends in the foreground, with tall grasses framing the scene. The gentle slope of the dunes complements the coastal setting.

Home in South Bethany

4.57 out of 5 average rating, 14 reviews

Oceanfront 5-Bdrm Home - Dog-Friendly

The living room features a spacious sofa and a club chair arranged around a round coffee table. Natural light floods the space through large glass doors that open to the oceanfront deck. Decorative wall clocks and a patterned area rug add warmth to the wood-paneled walls.

Home in Ocean City

4.78 out of 5 average rating, 9 reviews

Oceanfront Private Home With Amazing Views

A large yellow house with a welcoming porch features multiple gabled roofs and an expansive lawn. Surrounded by tall trees, the house offers a tranquil setting, with outdoor seating visible on the porch.

Home in Reedville

4.96 out of 5 average rating, 76 reviews

Chesapeake Bay Beachfront Estate

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

4.89 out of 5 average rating, 129 reviews

Ocean-front getaway, amazing views, dog friendly!

A two-story blue cottage is framed by neatly trimmed bushes and trees. The entrance features a white door and a small porch with railings. Green steps lead up to the porch, creating an inviting access to the cottage, situated on a quiet residential street.

Home in Ocean City

4.5 out of 5 average rating, 10 reviews

Beach Cottage #2 Pet Friendly.

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