Discover Your Perfect Piney Point Vacation Homes

Piney Point Luxury Rentals

Why Choose Rent By Owner for your Piney 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 Piney Point

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as different seasons in this destination offer unique opportunities for relaxation and exploration that perfectly suit your vacation plans.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this time, you can enjoy warm weather and longer days, making it ideal for outdoor activities and exploring the natural beauty of the area.

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

This period offers pleasant temperatures and fewer crowds, providing a great opportunity to relax and experience the region’s tranquil surroundings.

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

Off-Season Highlights

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Winter (December to February)

Visiting during the colder months allows you to enjoy a peaceful retreat with fewer visitors and a cozy atmosphere in this destination.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 30°F to 40°F
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Late Fall to Early Winter (November to early December)

This time is perfect for experiencing the quiet charm of the region before the holiday season picks up pace, with cooler temperatures and serene landscapes.

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

Weekly Weather Forecast for Piney Point

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.

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 seating areas perfect for relaxing and unwinding amidst scenic views.
  • Take advantage of private waterfront access for fishing, kayaking, or simply soaking in the tranquil waters.
  • Utilize spacious decks or patios ideal for outdoor dining and entertaining with family and friends.
  • Make use of lush lawns or gardens to host outdoor activities or picnics in the fresh air.
  • Benefit from outdoor grills or barbecue setups to enhance your culinary experience here.
  • Explore nearby walking trails or nature paths that allow you to immerse yourself in the region’s natural beauty.
  • Relax in outdoor hammocks or lounge chairs designed for peaceful moments under the sun or stars.
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Family Activities

  • Maryland Fisheries Museum: Discover the region's rich maritime history through interactive exhibits and engaging activities tailored for families.
  • Piney Point Lighthouse Museum: Explore this historic lighthouse, which offers a fun and educational experience about the area's nautical heritage.
  • St. George Island State Park: Enjoy a day of outdoor fun with hiking, picnicking, and birdwatching in this scenic coastal park perfect for family adventures.
  • Potomac River Water Activities: Experience kayaking, paddleboarding, or boat rentals along the Potomac River to make lasting memories together here.
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Adult Activities

  • Kayaking and Paddleboarding: Explore the serene waters surrounding Piney Point with kayak or paddleboard rentals, offering a peaceful way to enjoy the scenic Chesapeake Bay.
  • Deep-Sea Fishing: Embark on a fishing excursion from the area’s marinas to experience exciting deep-sea fishing adventures in the abundant Chesapeake Bay waters.
  • Hiking and Nature Walks: Discover the natural beauty of the region by hiking along local trails that highlight the area's wildlife and coastal scenery.
  • Birdwatching: Visit nearby wildlife refuges and marshlands to observe diverse bird species in their natural habitat, perfect for nature enthusiasts staying here.

Other Places to Stay in Piney Point, MD

Piney Point Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the local waterways: Take advantage of the area's scenic rivers and creeks to enjoy boating, fishing, or relaxing by the water during your stay.
  • Visit nearby outdoor attractions: Discover natural parks or nature reserves close to this destination to immerse yourself in the region’s tranquil landscapes.
  • Plan for local dining experiences: Savor regional cuisine at nearby eateries that highlight fresh, local ingredients and authentic flavors of the area.
  • Choose a well-equipped vacation rental: Select a property with amenities suited for outdoor activities and comfort to enhance your overall experience here.

Transportation Options

  • Public Transportation: You can rely on regional bus services that connect Piney Point to nearby towns and transportation hubs, making it easy to explore the area without a car.
  • Rental Cars: Several local agencies offer rental cars in the region, providing flexible and convenient options for travelers wanting to navigate here at their own pace.
  • Taxi Services: Taxis and ride-sharing services operate within the destination, offering quick and comfortable transport for day trips or airport transfers.
  • Private Shuttle Services: Private shuttles are available for booking, ideal for group travel or those seeking a hassle-free way to reach popular destinations nearby.

Local Customs Options

  • Local Seafood Cuisine: Savor the region's renowned seafood, especially Maryland crabs, which are a staple in the area's culinary traditions.
  • Maritime Heritage: Respect for maritime history is evident through community events and local storytelling centered around the area's connection to the Chesapeake Bay.
  • Community Festivals: Participate in seasonal festivals that celebrate local customs, crafts, and the rich cultural history of this southern Maryland destination.
  • Respect for Nature: Visitors are encouraged to embrace eco-friendly practices to preserve the pristine waters and natural beauty that define the area’s outdoor experiences.

Frequently Asked Questions About Piney Point?

2. Which vacation homes in Piney Point are best for families?

If you are looking for a family-friendly vacation home in Piney 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 Piney Point:

3. How many Rentbyowner vacation rentals are available in Piney Point?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 30 in the Piney 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 Piney Point. 

4. What is the cancellation policy for vacation rentals in Piney Point, Maryland?

Cancellation policies vary depending on the specific property and owner. It is recommended to review the listing details or contact the host directly to understand the cancellation terms before booking.

5. How do I confirm availability for a vacation rental in this area?

Availability can be checked by viewing the property's calendar on the listing page. If you have specific dates in mind, reaching out to the property owner can ensure your preferred stay dates are secured.

6. Are there any additional fees I should be aware of when booking in this region?

Additional fees such as cleaning charges, service fees, or taxes may apply. These details are usually disclosed during the booking process or in the listing description, so reviewing them thoroughly is advisable.

7. What amenities are typically included with vacation rentals here?

Most properties offer amenities such as Wi-Fi, parking, and kitchen facilities. For a detailed list of what's included, refer to the specific listing details or contact the owner directly.

8. Is it possible to modify or cancel my reservation after booking?

Reservation modifications or cancellations depend on the policies set by each property owner. You should review these policies on the listing page or reach out directly to the host to clarify available options.