Discover Your Perfect Perry Point Vacation Homes

Perry Point Large Vacation Homes

5.0 (2 Reviews)
House
Riverside Retreat: Port Deposit
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
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Why Choose Rent By Owner for your Perry Point Vacation Rental Homes?

What makes our Vacation Rentals 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.

Best Times to Visit Perry Point

When should you plan your Vacation Rentals stay?

Finding the ideal time to visit this destination ensures you can enjoy all that the area has to offer at its best, whether you're seeking a quiet retreat or lively local events within this charming Maryland region.

Peak Season Highlights

summer
Late Spring to Early Summer (May - June)

During this period, the area experiences warm weather and vibrant natural scenery, making it ideal for outdoor activities and exploring your surroundings in comfort.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
autumn
Early Fall (September - October)

This season offers mild temperatures and less crowded conditions, providing a peaceful atmosphere for enjoying the region’s scenic beauty and tranquility.

Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F

Off-Season Highlights

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Winter (December - February)

The winter months bring cooler temperatures and fewer visitors, presenting a quiet time to appreciate the area's serene landscape and cozy accommodations.

Average Temperature Daytime: 40-50°F - Nighttime: 30-40°F
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Late Fall (November)

As the region transitions into colder weather, you'll find fewer crowds, making it a good time to enjoy the natural scenery and peaceful environment without the peak-season rush.

Average Temperature Daytime: 50-60°F - Nighttime: 40-45°F

Weekly Weather Forecast for Perry Point

How to Book Your Perry Point Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. 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 Perry Point

More Top-Rated Vacation Rentals in Perry Point Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals 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 dining options with a picnic table or barbecue grill to make the most of the pleasant weather.
  • Relax and unwind on spacious private patios or decks that offer scenic views of the surrounding region.
  • Take advantage of well-maintained gardens or landscaped yards perfect for outdoor activities or peaceful strolls.
  • Benefit from access to outdoor pools or hot tubs, ideal for relaxation after exploring the area.
  • Step outside to find dedicated fire pits or fireplaces for cozy evenings under the stars.
  • Utilize available outdoor recreational amenities such as walking trails or biking paths nearby.
  • Make use of desirable waterfront features like docks, piers, or direct water access when staying in this part of Maryland.

Top Attractions Around Perry Point

What attractions are nearby?

When staying here, you'll find a variety of outdoor activities and scenic spots nearby to enjoy the natural beauty and maritime history that make this destination truly unique.

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Family Activities

  • Maryland State Veteran's Cemetery: Experience a respectful visit to this historic cemetery, offering a peaceful setting for family reflection and community history in the area.
  • Perry Point Park: Enjoy outdoor activities at this scenic park, ideal for picnics, nature walks, or relaxing by the water with your loved ones.
  • Susquehanna State Park: Explore hiking trails and scenic views along the Susquehanna River, perfect for family adventures and appreciating the natural beauty nearby.
  • The Chesapeake Bay Maritime Museum: Discover maritime history through engaging exhibits and hands-on experiences that are fun and educational for all ages here in Maryland's region.
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Adult Activities

  • Explore the Perry Point Veterans Medical Center: Discover the rich history and serene grounds of this renowned medical facility, offering a peaceful environment for reflection and learning.
  • Enjoy outdoor activities at the Perry Point Nature Reserve: Engage with nature through scenic walking trails and birdwatching opportunities that showcase the natural beauty of the area.
  • Visit the nearby Ma & Pa Railroad Heritage Trail: Experience a leisurely bike ride or walk along this historic trail that highlights the region’s transportation heritage.
  • Dine at local eateries in Perryville: Savor regional flavors at charming dining establishments that provide authentic Maryland cuisine close to your rental accommodations.

Perry Point Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining options: Take advantage of the area's renowned eateries to enjoy authentic regional flavors during your stay.
  • Plan outdoor activities: Engage in nearby parks and waterfronts to experience the natural beauty that makes this destination special.
  • Check for seasonal events: Stay informed about local festivals or events happening during your visit to immerse yourself in the community's culture.
  • Utilize nearby amenities: Make the most of regional facilities and attractions to enhance your overall experience here.

Transportation Options

  • Car Rentals: Renting a car offers you the flexibility to explore Perry Point and its surroundings at your own pace, making it an ideal transportation option for visiting local attractions and amenities.
  • Public Transit: Local bus services provide a cost-effective and convenient way to navigate through the area, especially if you prefer not to drive during your stay here.
  • Taxis and Rideshare Services: Taxis and rideshare options such as Uber and Lyft are readily available in the region, ensuring quick and reliable transportation for your daily excursions.
  • Private Shuttle Services: Private shuttle services can be arranged for comfortable, door-to-door transfers, perfect for traveling to and from nearby airports or special destinations within the region.

Local Customs Options

  • Celebration of Maryland Crab Feast: Participating in the region’s famous crab feasts offers a chance to indulge in local seafood traditions that are central to Perry Point's culinary culture.
  • Historic Civil War Commemoration: Observing annual civil war reenactments and memorial events provides insight into the area's rich historical heritage.
  • Fishermen’s Traditions: Engaging in or observing local fishing customs along the Chesapeake Bay highlights the community’s longstanding relationship with water-based livelihoods.
  • Community Festivals: Attending seasonal fairs and festivals showcases the area's vibrant local culture and fosters a sense of community among residents and visitors alike.

Frequently Asked Questions About Perry Point?

1. What are the top vacation rentals in Perry Point?

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

2. How many vacation rentals have private pools in Perry Point?

There are 1 vacation rentals with private pools near Perry Point. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Perry Point are best for families?

If you are looking for a family-friendly vacation home in Perry Point, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Perry Point:

4. How many Rentbyowner vacation rentals are available in Perry Point?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 180 in the Perry Point 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 Perry Point. 

5. What is the cancellation policy for vacation rentals in Perry Point?

Cancellation policies vary by listing, so you should review the specific property's terms before booking. Detailed information is typically available on the listing page, and you can also contact the property owner directly for clarification.

6. Are there any house rules I should be aware of when staying at a rental in Perry Point?

Yes, each vacation rental has its own set of house rules that are provided in the listing details. These may include policies on pets, smoking, or noise restrictions. It's recommended to read these rules carefully prior to confirming your reservation.

7. How do I know if my preferred vacation rental in Perry Point is available on my travel dates?

Availability is updated in real-time on the listing page. If your dates are shown as available, you can proceed with the booking. For further confirmation or special requests, contacting the property owner is advised.

8. What amenities are typically included in Perry Point vacation rentals?

Most vacation rentals in the area offer amenities such as Wi-Fi, fully equipped kitchens, parking, and outdoor spaces. Specific amenities are listed on each property’s page, so reviewing these details will help you find the best fit for your needs.

9. Is there a specific check-in and check-out process for rental properties in Perry Point?

Check-in and check-out procedures vary depending on the property. Details regarding key pickup, late check-in options, and check-out times are usually provided in the listing description or sent directly by the host after booking. Contacting the owner can ensure a smooth arrival and departure.