Beach house vacation rentals in Chincoteague

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Top-rated beach house rentals in Chincoteague

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Superhost

A spacious outdoor deck features cozy seating arrangements and a coffee table, with ocean views visible beyond. Relaxing chairs are positioned around, while the sparkling coastline and beach access paths are displayed in the background.

Home in Ocean City

4.81 out of 5 average rating, 32 reviews

NEW! Oceanview Pool Sundeck Theater Game Room

Welcome to Your Elegant Oceanview Escape Home Experience the perfect blend of upscale comfort and family-friendly amenities in this spacious 5-bedroom retreat designed to host unforgettable getaways. Overlooking the sparkling coastline, steps from the beach, this home sleeps 16+ and offers everything you need to relax, recharge & reconnect. Highlights • Breathtaking ocean views from multiple decks • Pool and sundeck Pool Opens 05-23 to Sept 28th 2026 • Arcade/game room • Outdoor movie deck

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, 87 reviews

Summer Breeze waterfront new home-Private Beach

FALL & WINTER RATES AT UP TO 50% OFF FOR 2026! 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 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

4.94 out of 5 average rating, 82 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

An aerial view showcases a lush landscape with rows of trees lining a pathway leading to the water. The estate is surrounded by greenery, revealing distant waterfront views that accentuate the serenity of the location.

Home in Onancock

4.91 out of 5 average rating, 89 reviews

Historic Waterfront Farmhouse and Cottage

Take advantage of our Off Season reduced rates! - September thru December, 2026. 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

Guest favorite

The outdoor area features a saltwater pool surrounded by a stone border. Lounge chairs are arranged on one side, with a patio umbrella providing shade. A pool deck is visible alongside a small poolside water feature, creating a tranquil setting for relaxation.

Home in Ocean City

4.83 out of 5 average rating, 47 reviews

Point Break - 4BR Beach House Private Heated Pool

Point Break Paradise' is the epitome of a beachfront retreat, you have the entire house to yourself and your own private gated in ground pool. The house is COMPLETELY REMODELED offering a harmonious blend of luxury, entertainment, and coastal charm. Whether you're seeking relaxation by the pool, exciting arcade battles, or beachside serenity, this vacation haven has it all. Point Break is unique, no other beach property like it. Book your stay now and make memories that will last a lifetime.

Top guest favorite

Home in Ocean City

4.98 out of 5 average rating, 80 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

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, 100 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.

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

4.89 out of 5 average rating, 157 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, 104 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

Home in Ocean City

4.91 out of 5 average rating, 88 reviews

Boardwalk Oasis Incredible Views, Pets Bikes

This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED This 3 bed/2 bath BOARDWALK & OCEANFRONT cottage is your perfect beach escape in Ocean City! Just steps from the sand, this property has all the essentials with some exciting extras to boost! House bikes all included! Relax in comfort after a day of seaside fun. Whether you're strolling the boardwalk or enjoying ocean views, this cottage has it all!

Guest favorite

Home in Ocean City

4.94 out of 5 average rating, 18 reviews

Pier Paradise | Sunset Views + Beach Walk

Welcome to Pier Paradise | Sunset Views + Beach Walk! Perched on a fishing pier with sweeping bay views, this stylish 3-bedroom retreat captures Ocean City’s best sunsets. Enjoy a bright open layout, breezy balcony, and easy 5-minute stroll to the beach. Whether casting a line, exploring the boardwalk, or sipping wine at dusk, Pier Paradise is your perfect blend of comfort, coastal charm, and convenience. RENTAL # 84632

Guest favorite

Home in Exmore

4.88 out of 5 average rating, 124 reviews

Chesapeake Bay Sunset • Private Beach House

Private Chesapeake Bay beachfront with direct access to your own quiet beach and unobstructed sunset views over the water. Swim, fish, relax, and enjoy evening bonfires just steps from the house. Spacious main house sleeps 6+ and is perfect for families or groups. Separate apartment available for additional guests. Peaceful, private setting for a true waterfront escape.