
Waterfront vacation rentals near Assateague Island National Seashore
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Top-rated waterfront rentals near Assateague Island National Seashore
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Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!

Dragonfli Bay House on Chincoteague Island
Relax in this calm, stylish space. This home has been lovingly refreshed by its current owners. Every detail has been considered. Inside you will find well appointed rooms designed for function and comfort. Outside, tranquility awaits you. Enjoy morning coffee overlooking the water, kayaking on the bay, end the day relaxing by the fire. Head to Assateague to swim, surf fish or hike to the famed lighthouse. Return with the day's catch to utilize the fish cleaning station and outdoor shower.

DirectOceanFront on Boardwalk/Newly Remodeled/Pool
Newly renovated and beautifully decorated direct oceanfront condo 1BR/1BA on the 4th floor, 12th St. on the center of the Boardwalk. Enjoy AMAZING VIEWS of the sunrises over the ocean and refreshing ocean breeze from the top floor. You can watch Ocean Cityâs best access to entertainment like the air show, fireworks, car shows and more on your private balcony. Within walking distance are great restaurants, shopping, nightlife, amusement parks, and plenty of water activities, and Pet Friendly.

The Hideaway By The Bay OCMD
Relax and enjoy your stay in this bright and welcoming waterfront, 1 bed, 1 bath condo. Bring your kayaks or paddle boards! This condo is located right off of 28th street, on the bay. It is a 14 minute walk to the beach and the Ocean City boardwalk, and within walking distance to many Ocean City attractions. All guests are provided with an electronic WELCOME BOOK prior to arrival which includes everything we think they will need to know about the condo and the surrounding area.

Sea Dunes King Suite, Exclusive Private Beach - DOG FRIENDLY!
Unwind and chill in this boho coastal inspired guest suite on the ocean side. At Sea Dunes' private guest king suite, the surf and sand are steps away. Get ready to pack your cooler and enjoy a day in the sun on this beautiful, private dog-friendly beach. Sea Dunes is located in Fenwick Island, DE and nestled between protected state nature parks. Just a short trip in the car to a marina with watersports, kayak adventures on the bay, local dining, farm markets and shopping.

Direct Oceanfront with a View and Amenities Galore
Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with full 100% view of the beach and ocean.

"Jolly"- Houseboat Getaway
#BoatLife! Jolly is a 42ft Holiday Mansion. Baywater Landing offers a laid back, coastal style. It buzzes with watermen & boaters by day & is a peaceful stargazing hotspot by night. She features a master suite & 3 outside deck areas to enjoy! Just 35 minutes from Ocean City, Assateague Island, and Chincoteague Island, this is the epicenter of everything coastal! A firepit in the sand just outside your door round out everything you'll need for a stress-free vacation.

Baywatch Upper-Waterfront & Roaming Ponies!
Calender open for super deals on weekly Summer rentals 2026. Beautiful space in and out! Vacation efficiency, situated right on the bay with views of Assateague across the way, Chincoteague ponies are on premises. Coastal charm at its finest, there are 2 queen bedrooms and livingroom/breakfast room, all with a view. No full kitchen. Microwave, toaster, small fridge, stocked Keurig coffee and tea station and shared outdoor cooking area, sink and bbq grill.

Secluded Waterfront 15mi to BeachâąKayaksâąFast WiFi
Casa Blue Heron is a 2,254 ftÂČ (209 mÂČ) custom home offering stunning water views, a firepit, and serene seclusion at our 3-bedroom waterfront sanctuary by Chincoteague Bay and near Assateague, Berlin, Ocean City, Snow Hill and much more. â "A private and tranquil setting where it is impossible not to relax and appreciate nature... Wish I had booked an extra day!" Add us to your wish list by clicking theâ€ïžin the upper-right corner.

Rumbley Cottage on the Tangier Sound-Private Beach
Rumbley Cottage, a custom-built home, provides a quiet stay in nature. Views from all windows. Look out at the mouth of the Manokin River at Tangier Sound on one side; wetlands on the other side. NO CLEANING OR PET FEE. Rumbley Cottage is enjoyed year- round with a great fireplace. WE PROVIDE THE FIREWOOD AND STARTERS. Many amenities including Molton Brown toiletries, kayaks, SPBs, bikes, beach equipment; well-stocked kitchen.

Cattail's Branch
Enjoy the lovely setting of this romantic spot in nature. Tiny house sits on Widow Hawkins Branch Creek and backs up to Johnson Wildlife Mtg Area. Great for bird watchers and nature lovers. Enjoy sitting by the fire pit or relaxing on spacious deck overlooking creek. Quiet and peaceful. Fully equipped kitchen, Queen bed, bathroom, pull out queen sofa bed with privacy wall to make 2rd bedroom. Close to beaches and town.

Bayfront Modern Retreat âą Dock, Kayaks, Views
Wake up to shimmering Chincoteague Bay views in this modern waterfront escape on Virginiaâs Eastern Shore. Spend mornings on the water, afternoons by the fire pit, and evenings under glowing sunsets. Kayaks, bikes, pools, golf, pickleball, and trails are moments away, with beaches a short drive. Bring the dog, unplug, and settle in. Your coastal reset starts here.
Popular amenities for waterfront rentals near Assateague Island National Seashore
Waterfront apartment rentals

Salty Sands 302 | Oceanfront| Balcony

Direct Oceanfront âą Sunrise Views âą Steps to Sand

Beach Hideaway!

âïžHuge Boardwalk Direct Ocean Front Pool New Floorâïž

Main Street Magic

Amazing oceanfront view 3 blocks from boardwalk

Beachy Getaway

Assateague Views! Top Floor -Assateague House #505
Waterfront house rentals

Riverfront Retreat-Kayaking/Fishing/Nearby Beaches

Charming Waterfront Cottage w/2 King Suites + Dock

Boardwalk Oasis Incredible Views, Pets Grill Bikes

Highbanks House

Waterfront-Views from all rooms-CI bay sunset

Chincoteague Island Creekside Cottage

Jay's Retreat: dock, kayaks, EV charger, bikes

Saltwater Cowgirls' Cottage
Waterfront condo rentals

One Bedroom Beachfront Apartment Mid-Town

Cozy beach side condo

Direct Oceanfront Condo with Expansive Ocean Views

Gorgeous New Beachfront! King Bed, Direct Sea View

Bayside Retreat in the Heart of Ocean City!

Oceanfront 2 Bedroom-Sleeps 6-Indoor/Outdoor Pool

Love Above the Waves-Best Ocean View & Heated Pool

Ocean Pines marina view condo
Other waterfront vacation rentals

The Little Paradise-Waterfront, pet-friendly Studio

Private pool, waterfront, kayaks, bikes, firepits!

Waterfront 4BR Home with pier amazing views

Extraordinary Oceanfront Penthouse - Unit 1210

Home of The Terrapin King

Stunning private waterfront suite

BeachParadise203-DOWNTOWNâąWATERFRONTâąLuxury Condo

The Boathouse: Charming & Historic Waterfront Stay
Quick stats about waterfront rentals near Assateague Island National Seashore

Total vacation rentals
Explore 80 vacation rentals in Assateague Island National Seashore

Nightly prices starting at
Assateague Island National Seashore vacation rentals start at G$8,368Â GYD per night before taxes and fees

Verified guest reviews
Over 2,180 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
80 of Assateague Island National Seashore vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Assateague Island National Seashore rentals

4.8 Average rating
Assateague Island National Seashore stays are highly rated by guestsâaveraging 4.8 out of 5!
Destinations to explore
- Rentals with a washer and dryer Assateague Island National Seashore
- Family-friendly rentals Assateague Island National Seashore
- House rentals Assateague Island National Seashore
- Rentals with a kayak Assateague Island National Seashore
- Rentals with pools Assateague Island National Seashore
- Rentals with beach access Assateague Island National Seashore
- Rentals with a fireplace Assateague Island National Seashore
- Rentals with a fire pit Assateague Island National Seashore
- Pet-friendly rentals Assateague Island National Seashore
- Rentals with outdoor seating Assateague Island National Seashore
- Rentals with a patio Assateague Island National Seashore
- Waterfront rentals Maryland
- Waterfront rentals United States
- Ocean City Beach
- Ocean City Boardwalk
- Chincoteague Island
- Bayside Resort Golf Club
- Jolly Roger Amusement Park
- Bear Trap Dunes
- Northside Park
- Cape Henlopen State Park
- Assateague State Park
- Fenwick Island State Park Beach
- Delaware Seashore State Park
- Lewes Public Beach
- Gordons Pond State Park Area
- Funland
- Trimper Rides of Ocean City
- Roland E Powell Convention Center
- Ocean City Boardwalk
- Bethany Beach Boardwalk
- Rehoboth Beach
- Salisbury Zoo
- Midway Speedway Park
- Old Pro Golf




