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Discover Your Perfect Assateague Island Rentals by Owner

Assateague Island Rentals by Owner

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10.0 (1 Review)
House
Gallops Point
  • Air Conditioner
  • Parking
  • Pet Friendly
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More Top-Rated Rentals by Owner in Assateague Island Area

Why Choose Rent By Owner for your Assateague Island vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Assateague Island Rentals by Owner

Where are the best neighborhoods to stay in Assateague Island?

When planning your stay near Assateague Island, choosing the right neighborhood can enhance your entire experience. Whether you prefer to be close to the tranquil beaches or within easy reach of local amenities, each area offers unique advantages for your getaway. As you explore rental options by owner through Rent By Owner, you'll find that selecting the ideal neighborhood ensures a seamless and memorable visit to this scenic coastal destination. Trust in the reliable rental process to help you find accommodations that perfectly suit your preferences on Assateague Island.

West Ocean City

Staying in West Ocean City offers easy access to the beaches and attractions of the region, making it a convenient choice for exploring the area while enjoying comfortable rental accommodations. Here, you can experience the local charm and tranquility that make this destination ideal for a relaxing getaway.

View 128+ Rentals in West Ocean City

Piney Island

Set amidst natural beauty, Piney Island provides a peaceful retreat where you can immerse yourself in the serenity of the region, perfect for those seeking a quiet stay close to outdoor activities and scenic views. The area’s rental options by owner ensure a trustworthy and seamless booking experience for your visit.

View 35+ Rentals in Piney Island

Best Times to Visit Assateague Island

When should you plan your Rentals by Owner stay?

Choosing the right time to vacation here ensures you enjoy the region's natural beauty and serenity while making the most of your rental by owner experience in Assateague Island, USA.

Peak Season Highlights

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Late Spring to Early Summer (May to June)

During this period, you can enjoy the warm weather and longer daylight hours, making it ideal for outdoor activities and exploring the region's natural beauty.

Average Temperature Daytime: 75°F - 85°F - Nighttime: 55°F - 65°F
summer
Mid to Late Summer (July to August)

Peak summer months bring vibrant energy and full access to outdoor adventures, with visitors flocking here for sunbathing and water activities in the area.

Average Temperature Daytime: 80°F - 90°F - Nighttime: 60°F - 70°F

Off-Season Highlights

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Early Fall (September to October)

As the summer crowds diminish, you'll find quieter beaches and cooler temperatures, perfect for scenic walks and relaxing escapes in the region.

Average Temperature Daytime: 70°F - 80°F - Nighttime: 50°F - 60°F
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Late Winter to Early Spring (January to March)

The off-peak season offers a serene environment with cooler weather, providing a peaceful retreat away from the busy months at this coastal destination.

Average Temperature Daytime: 50°F - 60°F - Nighttime: 35°F - 45°F

Weekly Weather Forecast for Assateague Island

How to Book Your Assateague Island vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Assateague Island

More Top-Rated Rentals by Owner in Assateague Island Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor grilling with a private barbecue or grill area to prepare meals amidst nature
  • Take advantage of spacious decks, patios, or porches for relaxing and soaking in the scenic views
  • Benefit from direct access to walking trails and scenic pathways that wind through the area
  • Use outdoor shower facilities to rinse off after a day at the nearby beaches or nature reserves
  • Relax in private or shared outdoor seating areas designed for gathering with friends or family
  • Utilize dedicated parking spaces close to your rental for easy access during your stay
  • Access outdoor recreational gear storage for bikes, kayaks, or surfboards to explore the surroundings

Top Attractions Around Assateague Island

What attractions are nearby?

In this scenic region, you can enjoy a variety of outdoor activities such as kayaking, birdwatching, and exploring pristine beaches, all just moments from your rental by owner on Assateague Island.

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Family Activities

  • Wild Pony Observation Tours: Embark on a guided tour to see the famous free-roaming ponies that inhabit the area and learn about their history and conservation efforts.
  • Beachcombing and Shell Collecting: Spend time along the sandy shores discovering unique shells, marine life, and enjoying the natural beauty of this coastal destination.
  • Nature and Wildlife Walks: Explore the scenic trails through marshes and dunes, where you can spot various bird species and enjoy the tranquil landscape.
  • Family Fishing Experiences: Take advantage of the many designated fishing spots perfect for families looking to catch local fish and create memorable moments together.
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Adult Activities

  • Wildlife Watching Tours: Discover the region’s diverse wildlife, particularly the famous wild horses, on guided tours that deepen your appreciation of this unique environment.
  • Kayaking Adventures: Explore the scenic waterways and marshlands by kayak, offering a peaceful way to observe nature and enjoy the tranquil surroundings of the area.
  • Beach Relaxation and Sunbathing: Unwind on the pristine beaches, soaking up the sun and listening to the calming sounds of the ocean in this coastal destination.
  • Nature Photography: Capture stunning vistas and memorable moments amid the natural beauty of the region, making it an ideal spot for photography enthusiasts.

Other Places to Stay in Assateague Island, MD

Assateague Lighthouse
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Chincoteague National Wildlife Refuge
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Assateague State Park
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Assateague Island National Seashore
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Assateague Island Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Wildlife Viewing: Arrive early in the mornings or late in the afternoons to observe the diverse wildlife that inhabits this coastal area without disturbing their natural habitat.
  • Choose a Rental with Proximity to Nature Trails: Select accommodations close to nature trails to maximize your opportunities for outdoor exploration and scenic walks within the region.
  • Pack Sun and Insect Protection: Ensure you bring ample sun protection and insect repellent to comfortably enjoy the outdoor activities and pristine beaches here.
  • Respect Local Regulations and Preserve the Environment: Follow posted guidelines and practice responsible tourism to help maintain the area's natural beauty and ecosystems for future visitors.

Transportation Options

  • Personal Vehicle: Driving your own car is the most flexible way to explore the area and access your rental near Assateague Island, offering convenience and control during your stay.
  • Shuttle Services: Shuttle options operate seasonally around the region, providing reliable transportation to and from popular spots on or near the island for ease of travel.
  • Public Transit: Local bus services connect various parts of the nearby communities, offering an economical choice for getting around without the hassle of parking or driving yourself.
  • Bicycle Rentals: Renting bikes is a popular eco-friendly transportation method, allowing you to enjoy the scenic views and natural beauty here at a relaxed pace.

Local Customs Options

  • Respect for Marine Life: You should observe local guidelines that encourage respectful interactions with the region’s wild horses and native wildlife on the island.
  • Fire Safety Practices: When enjoying the outdoor areas, adhere to established fire safety customs to help preserve the natural beauty of this coastal destination.
  • Leave No Trace: It’s customary here to keep the environment pristine by packing out all trash and minimizing your impact during your stay.
  • Wildlife Observation Etiquette: Approaching animals like the famous wild horses with caution and from a distance is an important local tradition to ensure their protection.

Frequently Asked Questions About Assateague Island Rentals by Owner

1. What are the top vacation rentals in Assateague Island?

There are a lot of options in Assateague Island. If you plan on staying in the Assateague Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Assateague Island:

2. How many Rentbyowner vacation rentals are available in Assateague Island?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 947 in the Assateague Island area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Assateague Island. 

3. What is the cancellation policy for a rental by owner in Assateague Island?

Cancellation policies vary by listing, so it’s important to review the specific terms outlined in the rental agreement or contact the owner directly for detailed information.

4. How do I get in touch with the property owner before booking my stay?

You can reach out to the owner through the messaging feature on the rental platform to ask questions or clarify any details about your potential stay here.

5. Are there any specific check-in and check-out procedures for rentals by owner on Assateague Island?

Check-in and check-out instructions are provided in the listing or communicated directly by the owner; be sure to review these details prior to your arrival.

6. What amenities are typically included in a rental by owner in this destination?

Amenities vary between properties, so it’s best to consult each listing for specifics. Common features often include kitchens, outdoor spaces, and Wi-Fi, but confirm with the owner for exact amenities.

7. Is it possible to modify or extend my stay once I have booked a rental by owner in the region?

Extensions or modifications depend on the owner’s availability and policies; contact the owner directly as soon as possible to discuss any changes to your reservation.

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More Top-Rated Rentals by Owner in Assateague Island Area