- USA
- Maryland
- Perryville
- Perry Point
- Rentals by Owner
Discover Your Ideal Perry Point, Perryville Rental by Owner for a Comfortable Stay in Maryland
Discover Your Perfect Perry Point Rentals by Owner
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Rentals by Owner
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Perry Point Rentals by Owner
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pool
- Air Conditioner
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- TV
- Air Conditioner
- View
- Security/Safety
- Air Conditioner
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- Pet Friendly
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- Accessibility
- Security/Safety
- Air Conditioner
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- TV
- Air Conditioner
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- Pool
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pool
- Air Conditioner
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- Pet Friendly
Why Choose Rent By Owner for your Perry Point vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Perry Point
When should you plan your Rentals by Owner stay?
Choosing the right time to vacation in Perry Point ensures you can enjoy the region’s unique charm and natural beauty, making your stay in this destination truly memorable and tailored to your preferences.
Peak Season Highlights
Spring (March to May)
During spring, the area experiences mild temperatures and blooming landscapes, making it an ideal time to explore and enjoy your stay. This season attracts visitors seeking pleasant weather and scenic views.
Summer (June to August)
Summertime here brings warmer days and longer daylight hours, perfect for outdoor activities and relaxing by the water. Many travelers choose this period for its lively atmosphere and vibrant surroundings.
Off-Season Highlights
Fall (September to November)
As the region transitions into autumn, cooler temperatures and colorful foliage create a peaceful setting for your visit. This is a quieter time when you can enjoy the natural beauty without the crowds.
Winter (December to February)
During winter, the area cools significantly, offering a serene environment for those seeking a quiet retreat. While outdoor activities may be limited, it's a cozy time for relaxation indoors or exploring local scenery.
Weekly Weather Forecast for Perry Point
How to Book Your Perry Point vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Perry Point
Common Rentals by Owner Amenities
What amenities can you expect?
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 spacious outdoor seating areas, perfect for relaxing and dining al fresco.
- Take advantage of private or shared patios with scenic views of the surrounding region.
- Make use of backyard grills or outdoor cooking facilities for memorable cookouts.
- Benefit from well-maintained walking trails or pathways directly accessible from your rental.
- Relax in outdoor hammocks or lounging areas to unwind amidst nature.
- Utilize multiple outdoor recreational equipment options such as kayaks or paddleboards, depending on the property.
- Experience the convenience of dedicated outdoor parking or covered carports for your vehicle.
Top Attractions Around Perry Point
What attractions are nearby?
Nearby, you can enjoy a variety of outdoor activities and scenic spots that showcase the natural beauty and local charm of this destination.

Family Activities
- Perry Point Nature Walks: Explore scenic trails along the waterfront that offer families a peaceful outdoor experience amidst the natural beauty of the region.
- Mariner's Museum & Park: Discover maritime history and enjoy interactive exhibits perfect for engaging young minds while learning about the area's naval heritage.
- Perryville Historic District:** Take a step back in time by wandering through preserved streets filled with charming architecture, ideal for educational family outings.
- Local Fishing Spots: Spend quality time together by trying your luck at nearby fishing areas, which are popular spots for relaxation and bonding in this coastal region.
Adult Activities
- Exploring Chesapeake Bay: You can enjoy scenic boat tours and kayaking, immersing yourself in the natural beauty of the bay that borders this area.
- Visiting Perry Point Military Museum: Discover local history and military artifacts at this informative museum situated nearby, offering a meaningful experience for history enthusiasts.
- Fishing on the Potomac River: Cast your line along the river's abundant waters, renowned for its excellent freshwater fishing opportunities close to here.
- Golfing at local courses: Tee off at nearby golf courses, perfect for those seeking a leisurely day on the greens amidst peaceful surroundings.
Perry Point Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Take advantage of the natural beauty here by engaging in nearby parks and waterways to fully immerse yourself in the area's scenic surroundings.
- Plan your stay around seasonal events: Check the neighborhood calendar for community events and festivals that can enrich your experience in this charming region.
- Utilize local dining options: Discover the area’s culinary scene by visiting nearby eateries, which offer authentic flavors and a taste of local hospitality.
- Choose strategic accommodation locations: Select a rental by owner that provides easy access to key attractions and transportation routes within the region for convenience during your trip.
Transportation Options
- Local Bus Services: Public transportation options are available for easy access around the area, making it simple to explore nearby attractions without a car.
- Taxi and Rideshare Services: Reliable taxi and rideshare providers operate here, offering convenient point-to-point transportation when staying in the region.
- Car Rentals: Several rental agencies nearby provide a variety of vehicles, giving you flexibility to explore the broader Maryland region at your own pace.
- Private Shuttle Services: Private shuttle options are available for quick and comfortable transfers between key destinations within this destination and its surroundings.
Local Customs Options
- Respect for Local History: It is customary to honor the area's rich history by observing quiet reverence when visiting historical sites and landmarks.
- Community Engagement: Engaging politely with residents and respecting local customs helps you embrace the welcoming spirit of this destination.
- Environmental Preservation: As part of your experience, adhering to eco-friendly practices like proper waste disposal and conservation efforts is appreciated here.
- Festivals and Celebrations: Participating in regional festivals with an open mind and respectful attitude enriches your stay in this area.
Frequently Asked Questions About Perry Point Rentals by Owner
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:
- Captivating Chesapeake experience
- Nancy’s Touch, A Waterfront Paradise!
- Waterfront house with amazing views. Top of the Chesapeake
- Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay
- Victorian home just a block from the water in historic Havre de Grace!
- Water View House in Charlestown, MD
- Private 3 room Queen Suite w/Kitchenette
- Pool House by the North East River
- Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront
- Catching Sunsets on the Chesapeake Bay
2. 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 135 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.
3. What is the cancellation policy for rentals booked through Rent By Owner in this area?
4. How do I contact the owner to ask questions about the rental property in Perry Point?
5. Are there any additional fees I should be aware of when booking a rental here?
6. What amenities are usually included in rentals by owner in this region?
7. Is there a minimum stay requirement for booking a rental in Perry Point through Rent By Owner?
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