Assateague Pointe vacation rentals

We found 66 vacation rentals — enter your dates for availability

Discover a selection of 27 homes and other vacation rentals in Assateague Pointe that are perfect for your trip. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll have the amenities you expect and more, which might include parking and a washer and dryer. Whatever you're looking for, you'll be sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.
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Find out more about Assateague Pointe

Find out more about Assateague Pointe

Why visit Assateague Pointe

  1. Outdoor Adventures: Assateague Pointe is perfect for fishing, paddle boating, and beach activities.
  2. Family-Friendly Attractions: Nearby theme parks and recreational areas offer fun for all ages.
  3. Charming Local Culture: Experience the welcoming atmosphere and friendly locals of Maryland's Eastern Shore.
  4. Diverse Accommodations: Enjoy a range of lodging options, from cozy condos to charming cottages.
  5. Access to Amenities: Benefit from Chincoteague Resort amenities, including a clubhouse and outdoor pools.

Popular types of accommodation around Assateague Pointe

Planning a getaway to Assateague Pointe? You're in for a treat! Our most popular vacation rentals include cozy condos, charming cottages, and spacious private homes. Enjoy the amenities of the Chincoteague resort, unwind at the clubhouse, and take a dip in the outdoor pools. Whether you're seeking relaxation or adventure, Assateague Pointe offers the perfect home away from home for your next vacation.

  • Condos: The top choice for vacation rentals in Assateague Pointe, offering modern amenities and close proximity to attractions.
  • Cottages: A cozy and charming option, perfect for those seeking a quaint getaway surrounded by nature.
  • Houses: Ideal for families or groups, these spacious homes provide a home-like atmosphere for your stay.
  • Apartments: A convenient option for travelers looking for a comfortable place with all the essentials.
  • Villas: Luxurious accommodations that offer ample space and upscale features for an indulgent experience.**

Top attractions around Assateague Pointe

Assateague Pointe in Berlin, Maryland, is ideal for outdoor and family adventures, offering a range of attractions like beaches, the esplanade, and nearby state parks. Visitors can enjoy activities such as fishing from the pier, paddle boating, and exploring exciting theme parks. Whether you're seeking relaxation on the coast or thrilling experiences, Assateague Pointe has something for everyone, making it a perfect vacation destination.

  1. Ocean City Boardwalk: A lively 4-mile esplanade perfect for family outings and romantic strolls. Enjoy various shops, eateries, and entertainment options while soaking in the vibrant outdoor atmosphere.
  2. Ocean City Beach: Located 4 miles away, this stunning beach is ideal for sunbathing, swimming, and beach sports, offering a classic beach vibe that lets you unwind and enjoy the sun and surf.
  3. Roland E. Powell Convention Center: Situated 6 miles from Assateague Pointe, this venue hosts various events and conferences, making it a hub for business activities while still being close to the beach excitement.

Things to do recommended for couples

For a romantic getaway near Assateague Pointe, tee off at the luxurious Ocean Pines Golf and Country Club, enjoy fun at Ember's Island Miniature Golf, or savor fine wines at Costa Ventosa Vineyard and Winery for a perfect blend of adventure and romance.

Things to do recommended for families

Families visiting Assateague Pointe can splash around at the nearby Frontier Town Water Park, enjoy relaxation at Northside Park, or have fun skating at the Carousel Ice Skating Rink, all offering exciting experiences for kids and adults alike.

Things to do recommended for groups

Groups visiting Assateague Pointe can enjoy a thrilling evening at the Casino at Ocean Downs, explore the vibrant Tanger Outlet Center for shopping, and savor unique spirits at Seacrets Distilling Company, all within a short drive for an unforgettable local experience.

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

If you're traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your preferences during your search. Here are some helpful Vrbo booking tips to assist you.

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

Where to stay around Assateague Pointe

Discover the charm of Assateague Pointe, where outdoor adventures and family-friendly activities await. Explore the picturesque towns of Maryland's Eastern Shore, relax on sandy beaches, and immerse yourself in a welcoming atmosphere filled with friendly locals. Whether you're seeking a romantic getaway or a fun-filled vacation spot, Assateague Pointe offers the perfect balance of relaxation and adventure for every traveler.

  • Ocean City: Located approximately 4 miles from Assateague Pointe, Ocean City is a vibrant beach town that attracts visitors with its scenic boardwalk and lively atmosphere. Ideal for outdoor enthusiasts and families, Ocean City offers a variety of activities, from sunbathing on the expansive beach to enjoying thrilling rides at the local water park. Don't miss the shopping area where you can find unique souvenirs and delicious local cuisine. The esplanade is perfect for a leisurely stroll, allowing you to soak in the beautiful coastal views and unwind in a romantic setting.
  • Bayside: Just 0.6 miles away from Assateague Pointe, Bayside is a charming neighborhood known for its family-friendly atmosphere and outdoor recreational opportunities. This area features a lovely boardwalk and a recreational area where families can enjoy various activities together. Golf enthusiasts will appreciate the local courses, while the nearby beaches offer a perfect spot for relaxation. The esplanade adds to the appeal, providing a picturesque setting for walks or picnics, making Bayside an inviting destination for visitors seeking romance and outdoor fun.
  • Sinepuxent: Situated about 2 miles from Assateague Pointe, Sinepuxent is an adventurous city that offers a range of outdoor activities perfect for families and thrill-seekers alike. Explore the local recreational area, which includes a scenic boardwalk and shopping venues that cater to all tastes. The nearby beach is ideal for a day of sun and surf, while the national state park offers opportunities for hiking and wildlife observation. Sinepuxent's parks provide a perfect backdrop for a family picnic or a nature walk, making it a must-visit on your vacation.

Best time to go to Assateague Pointe

If you're planning a trip to Assateague Pointe, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January38.1°F (3.4°C)Light RainMostly SunnyLowModerately Low
February40.1°F (4.5°C)Light RainMostly SunnyAverageModerately Low
March45.3°F (7.4°C)Light RainMostly SunnyAverageAverage
April54.5°F (12.5°C)Light RainMostly SunnyAverageAverage
May63.1°F (17.3°C)Light RainMostly SunnyAverageAverage
June72.0°F (22.2°C)Light RainMostly SunnyHighModerately High
July77.5°F (25.3°C)Light RainMostly SunnyHighModerately High
August76.3°F (24.6°C)Light RainMostly SunnyHighModerately High
September71.2°F (21.8°C)Light RainMostly SunnyAverageAverage
October62.1°F (16.7°C)Light RainMostly SunnyAverageAverage
November50.9°F (10.5°C)Light RainMostly SunnyLowAverage
December44.1°F (6.7°C)Light RainMostly SunnyLowModerately Low

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Also, extending your stay can lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner definitely has its perks! When you enroll in our travel rewards program, One Key, you’ll gain immediate access to member savings and the ability to earn and redeem OneKeyCash™ on qualifying reservations. Sign up now and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's Trip Board is designed to help you effortlessly manage your travel plans. Whether you're starting a new adventure, picking up where you left off, or organizing your existing itineraries, you'll find everything you need in one convenient place. You can easily access the properties you've saved or booked by checking out your Potential, Upcoming, or Current Trips. To explore the features of Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Assateague Pointe?
According to our data, cottages are the most popular type of vacation rental in Assateague Pointe. But naturally, everyone’s idea of the perfect stay can differ. Vrbo has vacation homes of all sizes and shapes, and we’ll help you discover your perfect match.
How much does it cost to rent a vacation rental in Assateague Pointe?
Property type, length of stay and season are some of the conditions that can influence the price of a vacation home. Simply add your travel dates to find your dream escape. From comfy cabins to expansive villas, all Vrbo vacation rentals offer terrific value.
How much does it cost to rent a beach house in Assateague Pointe?
Prices for beach houses in Assateague Pointe can vary depending on the style and size of the property and time of year you’re traveling. Just enter your travel dates into Vrbo and the number of guests to view vacation rental options and prices. From there you can use our filter tool to narrow your search results by amenities, ratings, nearby activities and more.
Are there pet-friendly vacation rentals in Assateague Pointe?
Yes. There are. You’ll have a choice of 29 vacation rentals that allow pets in Assateague Pointe. Lots of our pet-friendly vacation rentals have an outdoor area for your four-legged friend to play in, dog beds, complimentary treats and proximity to parks or green space. Apply the “Pets allowed” filter to find a vacation home on Vrbo that’s pawfect.
Can I rent a house with a pool in Assateague Pointe?
Add another level of fun to your trip by booking your family into one of the 28 houses with a private pool in Assateague Pointe. Use our handy search filter to find the kind of property you want on Vrbo, and then spend your downtime splashing around in a swimming pool that’s all yours.
What are popular rental amenities in Assateague Pointe?
A swimming pool, a garden and a water view head the list of most popular rental amenities in Assateague Pointe. Whether you’re traveling solo, with your spouse or a group of dear friends, Vrbo can help you find a vacation home that suits your tastes with all the conveniences you’re looking for.
Are there large group vacation rentals in Assateague Pointe?
Take your pick of 28 Vrbo vacation homes in Assateague Pointe that can sleep five or more people. You’ll get all the space and privacy you need to spend time with your nearest and dearest — and no one else.
Are there vacation rentals in Assateague Pointe that welcome kids?
Gather your entire family for a fun-filled adventure in Assateague Pointe at one of our 29 family-friendly properties. These stays offer conveniences that are great for getaways with children, like dining rooms, multiple bedrooms and entertainment areas. Simply click on the “Properties good for families” filter and decide on your favorite.
Can I find two-bedroom vacation rentals in Assateague Pointe?
Choose from 25 two-bedroom vacation properties in Assateague Pointe. Put your little ones in the second room or maybe fill it with a couple of your best buddies. There’s a comfy spot for whoever’s lucky enough to be joining your adventure.
Are there vacation rentals with WiFi in Assateague Pointe?
Assateague Pointe has 11 vacation rentals with WiFi, so you’ll be able to stay connected during your vacation. Simply check the “WiFi” box in our handy search filter for a list of properties with this feature. From streaming movie blockbusters to updating your social media, these Vrbo homes make it a cinch to go online.
How can I find vacation rentals with air conditioning in Assateague Pointe?
Assateague Pointe has 15 vacation rentals where you can relax in air-conditioned comfort. To find a property on Vrbo featuring this perk, choose your travel dates and use the filters to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Assateague Pointe?
The age limit can vary across properties on Vrbo, so check the rules of the vacation home in Assateague Pointe you want to book. But normally, it’s 16, 18 or 21.
How long can I rent a vacation rental in Assateague Pointe for?
The amount of time you can stay in an Assateague Pointe vacation rental for varies depending on the property. Simply enter your travel dates to view options that offer long-term stays. They have all you need to make your extended vacation more comfortable and convenient, such as air conditioning and kitchens. Some vacation rentals may also offer discounted weekly or monthly prices, so you can stick around for longer for less.
Does Vrbo offer discounts for vacation homes in Assateague Pointe?
In Assateague Pointe, you’ll find great deals and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re off on a mini escape or a few weeks away, we offer a host of options to suit your needs and budget.

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