
Beach house vacation rentals in Chincoteague
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Top-rated beach house rentals in Chincoteague
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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
4.82 out of 5 average rating, 33 reviews
Oceanfront Oasis Sunrise/Sunset balcony Beach/pool
Welcome to Oceanfront Oasis, Ocean City, Md. Rare Oceanfront & Bay Views from your 2 private balconies. Beachfront. Wake up to the sunrise, listen to the ocean waves, & sip your coffee on the Oversized ocean balcony(15 ft x 8 ft). Unwind at night on the bayside balcony watching the sunset. Walk out to the private heated pool, to the sand & the beach. Tennis court. Beach chairs, umbrellas , boogey boards & a lot more. Perfect for couples & families this cozy and well-situated condo is just right!
5.0 out of 5 average rating, 23 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!
4.94 out of 5 average rating, 88 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.
4.94 out of 5 average rating, 84 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
4.91 out of 5 average rating, 91 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.
4.84 out of 5 average rating, 50 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
4.98 out of 5 average rating, 80 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.
4.88 out of 5 average rating, 102 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.
4.89 out of 5 average rating, 157 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
4.96 out of 5 average rating, 104 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!
4.91 out of 5 average rating, 90 reviews
Ocean City Beach House | Oceanfront Condo
Welcome to Ocean City Beach House! This 1-bedroom, 1.5-bath oceanfront condo offers direct beach access and wonderful views. Inside, enjoy a beautiful beach-themed mural in the living room that sets the tone for coastal living. Cook in the fully equipped kitchen, relax on the patio, or take the provided beach chairs for a day on the sand. Perfect for a sun-soaked, relaxing Ocean City getaway!
4.93 out of 5 average rating, 15 reviewsPopular amenities for Chincoteague beach house rentals
Beach house rentals with a pool

2 BR Ocean Front Condo w/Pool, Expansive Views
4.84 out of 5 average rating, 55 reviews
Robin Hood Retreat
4.97 out of 5 average rating, 30 reviews
Cozy, oceanfront studio in enjoyable Ocean City
4.92 out of 5 average rating, 13 reviews
Spectacular Bayside Sunsets - One block to Beach
4.96 out of 5 average rating, 23 reviews
Beautiful 2BR/2BA Condo on the beachside!
5.0 out of 5 average rating, 8 reviews
Beacon at the Beach
5.0 out of 5 average rating, 9 reviews
Condo by the Bay @ the Makai
5.0 out of 5 average rating, 12 reviews
Blue Heron
4.6 out of 5 average rating, 5 reviewsPrivate beach house rentals

New Construction with Beautiful Canal Views
5.0 out of 5 average rating, 25 reviews
Bay View Arcade Townhome - 2 Blocks to Boardwalk
5.0 out of 5 average rating, 26 reviews
Sands of Tide
5.0 out of 5 average rating, 16 reviews
Point Nautica
4.5 out of 5 average rating, 4 reviews
Sunlit Surf Haven • Entire Home Steps to Beach
4.74 out of 5 average rating, 77 reviews
321 Robin Dr. Unit A
4.78 out of 5 average rating, 9 reviews
Rising Tide - Canal View-Beautiful Decor-Fire Pit

Fenwick Island 3BR Beach Retreat – Walk to Ocean
5.0 out of 5 average rating, 4 reviewsPet-friendly beach house rentals

Sandbar Coastal Retreat near Ocean City
4.91 out of 5 average rating, 11 reviews
Parrot Bay 25 | Pet friendly | Community Pool |
4.89 out of 5 average rating, 9 reviews
Waterfront Retreat with Private Beach, Dock & Lift
4.83 out of 5 average rating, 6 reviews
Water Front Paradise (with boat slip)
5.0 out of 5 average rating, 16 reviews
Relax, Explore, Rejuvenate at Tidewater!
5.0 out of 5 average rating, 4 reviews
Relaxing Montego Bay/Fishing/2 Pools/Corner house
4.84 out of 5 average rating, 19 reviews
Harbor View by Seaside Vacations & Sales

Dog-Friendly Coastal Home with Pool & AC
4.33 out of 5 average rating, 9 reviewsDestinations to explore
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- Chincoteague Island
- Chesapeake Bay
- Assateague Island National Seashore
- Ocean City Beach
- Bethany Beach Boardwalk
- Assateague State Park
- Northside Park
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Roland E Powell Convention Center
- Ocean Pines Golf Club
- Ocean City Boardwalk
- Bear Trap Dunes
- Old Pro Golf
- Salisbury Zoo
- Trimper Rides of Ocean City
- Ocean City Boardwalk
- Holts Landing State Park
- NASA’s Wallops Flight Facility Visitor Center
- Layton's Chance Vineyard and Winery
- Splash Mountain Water Park
- Jolly Roger at the Pier





