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Assateague Island vacation rentals

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Vacation rentals with weekly discounts - Assateague Island

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Image gallery for ♡ Beautiful Modern & Luxury Beach Home Next to Boardwalk With Bay View

Living area
10 out of 10, Exceptional, (35 reviews)
Exceptional
(35 reviews)

♡ Beautiful Modern & Luxury Beach Home Next to Boardwalk With Bay View

Ocean City

8% off
Price is $960
$6,718 for 7 nights
All fees included
♡ Beautiful Modern & Luxury Beach Home Next to Boardwalk With Bay View

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Find out more about Assateague Island

Why visit Assateague Island

  • Stunning Beaches: Enjoy the beautiful sandy beaches of Assateague Island, perfect for relaxation and family fun.
  • Wildlife Watching: Experience unique wildlife, including the famous Assateague ponies and diverse bird species.
  • Outdoor Activities: Engage in kayaking on Ayers Creek and explore the island's scenic trails.
  • Historic Sites: Discover the rich history and charming neighborhoods surrounding the island.
  • Variety of Accommodations: Choose from cozy cottages to waterfront rentals for a memorable stay.

Popular types of accommodation around Assateague Island

Discover the perfect getaway with vacation rentals in Assateague Island. Whether you prefer a cozy Assateague cottage, a spacious private vacation home, or a comfortable condo, there's something for everyone. Enjoy stunning waterfront rentals that offer breathtaking views and easy access to the beach. With a variety of accommodations available, you can find the ideal spot to relax and explore all that Assateague Island has to offer.

  • Condos: The top choice for visitors to Assateague Island, condos offer modern amenities and stunning views, perfect for a relaxing retreat.
  • Houses: These spacious homes are ideal for families or groups, providing comfort and privacy during your stay.
  • Apartments: A convenient option for couples or solo travelers, apartments provide a cozy home base near the island's attractions.
  • Cottages: Charming and quaint, cottages offer a unique, intimate experience amidst nature.
  • Caravan Parks: For a more adventurous stay, caravan parks allow you to enjoy the outdoors while having essential amenities close by.**

Top attractions near Assateague Island

Assateague Island is perfect for outdoor and beach family vacations, offering a variety of attractions such as the beautiful Assateague beaches and the Assateague Island National Seashore. Visitors can enjoy an eco-friendly experience while exploring the island, its historic sites, and the surrounding bay. Ideal for seaside getaways, Assateague Island presents a unique blend of natural beauty and family-friendly activities along the Eastern Shore.

  • Pope Island: Located 2 miles from Assateague Island, Pope Island offers a pristine beach atmosphere perfect for relaxing outdoors. Enjoy the gentle ocean breeze, stroll along the sandy shores, and soak up the sun in a tranquil setting.
  • Oyster Bay: A scenic bay situated 9 miles away, Oyster Bay is ideal for outdoor enthusiasts. Experience breathtaking views, engage in water activities, and revel in the natural beauty that surrounds this picturesque area.
  • Captain Timothy Hill House: This historic house, located 10 miles from Assateague Island, provides a glimpse into local culture. Explore its rich history and architecture, and learn about the area's heritage in a charming setting.

Things to do recommended for couples

For a romantic getaway at Assateague Island, enjoy a sunset walk along the pristine beaches, share a picnic amidst the wild ponies, or embark on a cozy kayak ride through the tranquil waters. Don't miss stargazing at night, where the sky comes alive with countless stars.

Things to do recommended for families

Families will love exploring the wild ponies of Assateague Island, taking a scenic bike ride along the trails, or enjoying a day of swimming and sunbathing on the beautiful sandy beaches. Don't miss the chance to spot unique wildlife and enjoy a picnic in the scenic surroundings.

Things to do recommended for groups

Groups visiting Assateague Island can enjoy a guided kayak tour through the serene marshes to spot wild ponies and diverse wildlife. They can also participate in beach bonfires and explore the island's scenic trails for hiking and birdwatching, creating unforgettable memories together.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Assateague Island

When planning your trip, whether you're traveling with a group, family, pets, or seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Assateague Island with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily apply filters for all these options and more on Vrbo.
  • Traveling to Assateague Island with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Assateague Island: For many families, a vacation isn't truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Assateague Island: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Assateague Island

Assateague Island offers a serene coastal escape perfect for families and outdoor enthusiasts alike. With its stunning sandy beaches and picturesque oceanfront views, visitors can unwind while exploring the natural beauty of the island. Nearby, charming neighborhoods provide a friendly atmosphere, making it easy to connect with locals. Don't miss the scenic Ayers Creek, where you can enjoy kayaking and wildlife watching, ensuring a memorable vacation experience on this enchanting island.

  • Assateague Island National Seashore: Nestled along the Atlantic coast, Assateague Island National Seashore is a natural retreat renowned for its stunning beaches and diverse wildlife. Just 0.8 miles from Assateague Island, this area offers an array of outdoor activities perfect for families, couples, and nature enthusiasts. Visitors can explore scenic boardwalks that lead to picturesque recreational areas and charming shopping spots. Must-see landmarks include the beautiful family beach and the serene esplanade, making it an ideal destination for those who seek adventure and tranquility amidst nature.
  • Chincoteague: Located 11 miles from Assateague Island, Chincoteague is a vibrant island town celebrated for its delightful beaches and romantic ambiance. This charming city is a haven for outdoor lovers, offering a lively boardwalk, ample recreational opportunities, and quaint shopping areas. Visitors can enjoy the local beaches, which are perfect for family outings, and take in the breathtaking views along the esplanade. With its unique blend of coastal charm and outdoor activities, Chincoteague is ideal for a memorable beach getaway.
  • Greenbackville: Situated 9 miles from Assateague Island, Greenbackville is a hidden gem known for its scenic beauty and outdoor experiences. This quaint city features a welcoming atmosphere and offers opportunities for golf, boardwalk strolls, and recreational activities. Its proximity to stunning family beaches and the tranquil bay makes it a perfect spot for those seeking relaxation and picturesque views. With its blend of outdoor adventure and serene scenery, Greenbackville is a delightful addition to your vacation itinerary.

Booking with Vrbo is simple

Are you hoping to save on your next getaway? Keeping your travel dates flexible can be a great way to take advantage of changing prices. Additionally, opting for an extended stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your trip.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and receive OneKeyCash on your total booking. Being the planner truly brings rewards. When you become a member of our travel rewards program, One Key, you’ll gain access to exclusive discounts and earn OneKeyCash on eligible bookings. Join us today and begin enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo's Trip Board is designed to help you plan your travels seamlessly. You can create new trips, pick up where you left off, or manage your existing bookings all in one place. Your saved or booked properties are conveniently organized into categories: Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Choose a vacation rental for your Assateague Island getaway

Experience the unique character of Assateague Island with a stay in a vacation home rental. There's no shortage of things to see and do in the area.Whether you're planning a family vacation, friends trip or romantic retreat, HomeAway has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Beachcombing on Assateague Island

Stretching for 2 miles along the coast, Assateague State Park showcases everything that's great about this whimsical barrier island. The beach is sheltered, which makes it a great place to swim, sunbathe, or unpack a picnic. If you're traveling with a pet, some areas are even dog friendly. Assateague Island vacation rentals make it easy to bring along Fido, with a fantastic lineup of pet-friendly properties. From wild ponies to migratory birds, the Chincoteague National Wildlife Refuge gets you up close and personal with the island's most famous residents.

Discover the Assateague Island seashore

Managed by the government, the Assateague Island National Seashore offers fun for the whole family. Whether you want to cruise along the 4-mile cycling trail, catch a ranger talk, or check out the exhibits at the visitor center, the seashore is made for discovery. Camping is available year-round, but if you'd rather not rough it Assateague Island vacation rentals put you just minutes from the island. Most are located in nearby Chincoteague, a characterful town that serves as the gateway to Assateague Island.

Lazy days in the Assateague sunshine

Summer brings high season in Assateague Island, with warm weather and calm waters that are perfect for unhurried beach days. Chincoteague kicks into full swing vacation mode, with plenty of breezy caf_s, seafood restaurants, and pony-themed gift stores to explore. Every July the island hosts the annual Chincoteague Wild Pony Swim. It's quite the event, with 10s of 1000s of visitors gathering on the seashore to watch the spectacle. Winter feels wild and windswept, and is the perfect time to enjoy a laid-back island escape.

Enjoy birdwatching on Assateague Island

Sitting just off the Delmarva Peninsula, Assateague Island is a constantly shifting ribbon of sand, shaped by powerful winds and waves. It backs onto the expanse of the Atlantic Ocean, with a mosaic of salt marshes, sand dunes, and maritime forests making up the interior. Beyond its famous wild ponies, Assateague Island is a bucket list destination for birders. Both resident and migratory birds flock to the 14,000 acre Chincoteague National Wildlife Refuge, where you can spot piping plovers, great blue herons, ruby-crowned kinglets, and northern saw-whet owls.

Frequently asked questions

How much does it cost to rent a vacation rental in Assateague Island?
Property type, season and length of stay are among the factors that can affect the price of a vacation home. Simply enter your dates of travel to find your perfect match. From cozy chalets to sprawling villas, all Vrbo vacation rentals provide unbeatable value.
How much does it cost to rent a beach house in Assateague Island?
When you travel and the size and style of the property will influence how much you'll pay for your beachside stay. Type in your Assateague Island travel dates to see all your options on Vrbo. Can't live without a private pool? Use the filters to pick the amenities and features you need.
How old do you have to be to rent a vacation rental in Assateague Island?
The minimum age is usually 16, 18 or 21. It can differ from one property to another on Vrbo, so check the rules of your chosen Assateague Island vacation home before booking your stay.
How long can I rent a vacation rental in Assateague Island for?
The amount of time you can book an Assateague Island vacation home for is down to each property. Just enter your dates of travel to browse available options offering longer term stays. They come with everything you need to make your extended break more comfortable such as kitchens and laundries. Some Vrbo vacation homes may also offer weekly or monthly discounts, so you can stay even longer for less.
Does Vrbo offer discounts for vacation homes in Assateague Island?
Short break or a well-deserved long vacation, Vrbo has some excellent value options in Assateague Island to suit your style and your budget. Take a look at our weekly and monthly discounts on vacation rentals, or see what's recently been added with one of our newly listed homes. Whatever it is you're after, you'll find the perfect place to stay — without spending a fortune.

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