Assateague Pointe holiday lettings

We found 66 holiday rentals — enter your dates for availability

Discover a selection of 26 homes and other holiday rentals in Assateague Pointe that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a garden. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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Why visit Assateague Pointe

  • Stunning natural beauty: Experience the breathtaking landscapes of Assateague Pointe, including pristine beaches and scenic parks.
  • Outdoor adventures: Engage in a variety of activities such as hiking, swimming, and wildlife watching at Assateague State Park.
  • Family-friendly attractions: Enjoy local amusement parks and kid-friendly activities for a memorable family holiday.
  • Charming local towns: Explore nearby communities filled with friendly locals and rich history.
  • Diverse accommodation options: Choose from cosy cottages, spacious homes, or modern condos to suit your holiday needs.

Popular types of accommodation around Assateague Pointe

At Assateague Pointe, you'll find a variety of holiday rentals perfect for your getaway. Whether you prefer a cosy cottage, a spacious private vacation home, or a modern condo, there's something to suit every traveller's needs. Explore our selection of vacation rentals near Assateague Pointe for a memorable stay, ensuring you have the ideal rental home to relax and enjoy the stunning surroundings.

  • Condos: The top choice for holidaymakers at Assateague Pointe, offering modern amenities and a convenient lifestyle.
  • Houses: A popular second option, these homes provide a cosy atmosphere for families and groups.
  • Cottages: Ideal for a quaint getaway, these charming retreats capture the essence of coastal living.
  • Apartments: A practical choice for those seeking comfort and flexibility during their stay.
  • Villas: These spacious accommodations offer luxury and relaxation, perfect for a lavish holiday experience.**

Top attractions near Assateague Pointe

Assateague Pointe is an ideal destination for outdoor adventures and family holidays, with attractions such as the esplanade, beach, and amusement park. Explore the stunning Assateague State Park and Assateague Beach, perfect for a coastal getaway. This area offers a delightful blend of outdoor activities and cultural experiences, making it a wonderful choice for travellers seeking to immerse themselves in nature and family fun.

  • Ocean City Boardwalk: This vibrant esplanade is perfect for romantic strolls or family outings. Lined with shops, eateries, and arcades, it offers a lively atmosphere with stunning views of the ocean, just 2.5km from Assateague Pointe.
  • Ocean City Beach: A pristine stretch of sand, this beach invites relaxation and fun in the sun, featuring beach vibes ideal for sunbathing, swimming, and beach games, located merely 2.5km away.
  • Jolly Roger Amusement Park: This thrilling amusement park, situated 3.7km from Assateague Pointe, boasts family-friendly rides and adventure activities, making it a fantastic destination for making unforgettable memories.

Things to do recommended for couples

For a romantic escape near Assateague Pointe, indulge in a round of mini-golf at Embers Island, only 3.1km away. Explore the enchanting Costa Ventosa Vineyard and Winery, 6.8km distant, or enjoy a lively evening at Seacrets, located 4.3km from your stay.

Things to do recommended for families

Families will have a fantastic time at Frontier Town Water Park, just 373m from Assateague Pointe, enjoying splashes and slides. For a thrilling adventure, head to Grand Prix Amusements and Baja Amusements, both 1.9km away, offering go-karting and arcade fun for all ages.

Things to do recommended for groups

Enjoy a delightful visit to Seacrets Distilling Company for some local spirits, shop at the nearby Tanger Outlet Centre for unique finds, or hit the greens at Eagle's Landing Golf Course for a fantastic outdoor experience. Each activity promises fun and camaraderie for your group.

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

If you are travelling with a group, as a family, with pets, or seeking extended stays, be sure to apply the appropriate filters based on your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Assateague Pointe with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas suitable for group gatherings. Fortunately, you can refine your search for all of these options, and much more, on Vrbo.
  • Traveling to Assateague Pointe with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Assateague Pointe: For many families, a trip wouldn’t feel complete without their beloved pet by their side. If this resonates with you, take a look at Vrbo properties that are pet-friendly. Most of these accommodations offer feeding bowls and beds, ensuring that all family members feel comfortable and at home.
  • Planning for a long term stay visiting Assateague Pointe: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly accommodations. Don't forget to include preferences such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Assateague Pointe

Assateague Pointe offers a delightful escape for families and adventurers alike, nestled on the scenic Eastern Shore. Nearby, you'll find charming towns with friendly locals, perfect for a relaxing holiday. Explore the beautiful beaches, immerse yourself in local history, and enjoy the picturesque scenery. With its pleasant location and inviting atmosphere, Assateague Pointe is the ideal base for your next family-friendly vacation, where you can create lasting memories amidst nature's splendour.

  • Ocean City: Located a mere 2.5km from Assateague Pointe, Ocean City is a vibrant seaside resort town that offers an abundance of outdoor, romantic, and family experiences. The renowned boardwalk is a must-visit, lined with shops, eateries, and entertainment options. Enjoy a day at the beach or indulge in thrilling water park adventures. With local landmarks such as the esplanade and family beach, Ocean City is perfect for making unforgettable holiday memories.
  • Bayside: Just 373m from Assateague Pointe, Bayside is a charming neighbourhood that caters to outdoor enthusiasts and families alike. The area boasts a delightful boardwalk and recreational spaces, ideal for leisurely strolls or picnics. Golf enthusiasts will appreciate the nearby golf course, while local attractions like the beach and esplanade provide ample opportunities for relaxation and fun. Bayside’s inviting atmosphere makes it a wonderful spot for a romantic escape or a family outing.
  • Sinepuxent: Situated 1.2km from Assateague Pointe, Sinepuxent is a quaint village that beckons adventure seekers and families. With access to recreational areas, a lively boardwalk, and a golf course, there’s no shortage of activities to enjoy. Nearby attractions include beautiful beaches and a national state park, offering a perfect blend of nature and outdoor excitement. Sinepuxent’s serene environment and stunning landscapes make it an ideal destination for those looking to connect with the great outdoors.

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 December to February tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January38.1°F (3.4°C)Light RainMostly SunnyLowSlightly Low
February40.1°F (4.5°C)Light RainMostly SunnyLowSlightly Low
March45.3°F (7.4°C)Light RainMostly SunnyAverageSlightly Low
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 SunnyHighSlightly High
July77.5°F (25.3°C)Light RainMostly SunnyHighSlightly High
August76.3°F (24.6°C)Light RainMostly SunnyHighSlightly 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 SunnyAverageAverage
December44.1°F (6.7°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is simple

Are you hoping to save on your next holiday? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, opting for a longer stay can lead to considerable savings. To discover a Vrbo property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, refine your itineraries, or manage your existing bookings. Your saved or reserved properties are thoughtfully categorised into Potential, Upcoming, or Current Trips for easy access. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental in Assateague Pointe?
In Assateague Pointe, holiday houses are the most popular rental option, with about 27 available in the area. These houses typically feature multiple bedrooms, fully equipped kitchens, and spacious living areas, making them ideal for families or groups. Many properties also include outdoor decks or patios where guests can relax and enjoy the surrounding natural beauty. Additionally, several charming cottages can be found, offering a cozier atmosphere and often located closer to scenic spots like Assateague Island National Seashore.
Are there any beach house rentals in Assateague Pointe?
In Assateague Pointe, Maryland, there are approximately 16 beach house rentals available, offering a delightful choice for visitors seeking a coastal getaway. These beach houses are typically located in serene neighbourhoods, providing easy access to the beautiful Assateague Island and its renowned wild ponies. Most rentals feature spacious living areas, fully equipped kitchens, and outdoor decks or patios, ideal for enjoying the fresh sea air. Many properties also come with amenities such as private gardens, BBQ facilities, and sometimes even hot tubs, making them superb for families or groups looking to relax and unwind by the beach.
How much does it cost to rent a holiday home in Assateague Pointe?
Prices for holiday rentals in Assateague Pointe vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Assateague Pointe to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Assateague Pointe holiday house rentals?
You can find great discounts on house rentals in Assateague Pointe on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Assateague Pointe holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Assateague Pointe with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Assateague Pointe?
A long-stay holiday rental in Assateague Pointe is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Assateague Pointe for a holiday rental?
The best time to visit Assateague Pointe is during the peak summer season, which runs from June to August, with July being particularly popular among holidaymakers. This vibrant period attracts families and beach enthusiasts eager to soak up the sun and enjoy the natural beauty of the area. Warm temperatures, typically around 30°C, create an inviting environment for outdoor activities like swimming, kayaking, and exploring the stunning Assateague Island National Seashore, famous for its wild ponies and pristine beaches.

While summer is bustling with activity, those looking for a more tranquil experience may find December to be an appealing option. This quieter month offers a chance to appreciate the region's serene winter landscape, great for peaceful walks along the shore or cozy evenings by the fireplace in a holiday rental.
Are there any remote work holiday rentals in Assateague Pointe?
In Assateague Pointe, Maryland, there are several options for remote work holiday rentals, with around 17 properties available. This charming area is known for its proximity to the picturesque Assateague Island, famous for its wild ponies and beautiful beaches. Many of the rentals offer amenities suitable for remote work, such as high-speed Wi-Fi, dedicated workspaces, and comfortable seating areas to ensure productivity during your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Assateague Pointe holiday rental?
Book your Assateague Pointe holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Assateague Pointe home rental booking on Vrbo?
To find Assateague Pointe holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Assateague Pointe holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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