Beach house vacation rentals in Chincoteague

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Top-rated beach house rentals in Chincoteague

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Guest favorite

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, 69 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.

Guest favorite

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.

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

4.94 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

Guest favorite

The image displays a beachfront view from the penthouse balcony, showcasing the expansive ocean and sandy shoreline. Clear blue skies and gentle waves create a serene atmosphere. The balcony is furnished with chairs, offering a space to enjoy the coastal scenery.

Home in Ocean City

4.9 out of 5 average rating, 30 reviews

Direct Oceanfront Penthouse

Come vacation at this direct oceanfront penthouse on 85th Street! This 3 bedroom, 3 bath two-story penthouse offers plenty of space for the entire group to stretch out and enjoy. Expansive bay and ocean views, the oversized balcony is the place you will want to be! The building offers a heated pool and is only a few small steps to the beach. For your convenience, this unit has a washer and dryer inside the property. In addition, games, beach chairs, and beach toys are available for your use!

Guest favorite

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

Top guest favorite

Home in Ocean Pines

4.99 out of 5 average rating, 96 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!

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, 75 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, 93 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

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!

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

4.95 out of 5 average rating, 87 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

Superhost

A serene waterfront scene showcases tall trees silhouetted against a vibrant sunset sky with hues of orange and yellow. The calm water reflects the colorful sky, creating a peaceful ambiance. Several outdoor chairs are visible near the water's edge, inviting relaxation.

Home in Onancock

5 out of 5 average rating, 3 reviews

Point Nautica

Waterfront 1930s Retreat with Stunning Sunsets – Onancock Wake up to water views and end your day with unforgettable sunsets at this charming 3BR/2BA 1930s home on the shore. Updated for comfort, it features a sunroom, spacious deck, outdoor shower, and a cozy kitchen/family room combo. Enjoy peaceful moments in every room with waterfront vistas, plus a cook’s kitchen with recipes. Sleeps 6 (2 queens, 2 twins). A serene, sunset-filled escape in historic Onancock.