Discover Your Perfect Pilot Point Vacation Homes

Pilot Point Luxury Rentals

10.0 (1 Review)
House
Historic Lewes, Steps to the Beach
  • Air Conditioner
  • Security/Safety
  • Wellness Facilities
View Availability
See More Pilot Point Luxury Vacation Rentals
Find More Pilot Point Villas, Resorts, & Rentals on BedroomVillas

Pilot Point Pet Friendly Vacation Rentals

See More Pet-Friendly Vacation Rentals in Pilot Point on PetFriendly.io

Pilot Point Large Vacation Homes

8.5 (2 Reviews)
House
Rehoboth Beach - 70 BRYAN DR
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
View Availability
See More Family Vacation Rentals in Pilot Point on FVR

Why Choose Rent By Owner for your Pilot Point Vacation Rental Homes?

What makes our Vacation Rentals special?

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

Best Times to Visit Pilot Point

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit can enhance your experience here, as the region offers distinct benefits for travelers depending on the season and weather conditions.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you'll experience warm weather ideal for enjoying the region's outdoor activities and beaches.

Average Temperature Daytime: Highs around 85°F to 88°F - Nighttime: Lows near 65°F to 70°F
autumn
Fall (September to November)

Early fall offers mild temperatures and vibrant foliage, making it a perfect time for scenic exploration and outdoor relaxation.

Average Temperature Daytime: Highs approximately 75°F to 78°F - Nighttime: Lows about 55°F to 60°F

Off-Season Highlights

image
Winter (December to February)

The winter season features cooler temperatures and quieter surroundings, providing a peaceful retreat in this destination.

Average Temperature Daytime: Highs around 45°F to 50°F - Nighttime: Lows near 30°F to 35°F
image
Early Spring (March to April)

In early spring, you can enjoy fewer crowds while witnessing the budding signs of the new season in this area.

Average Temperature Daytime: Highs roughly 50°F to 60°F - Nighttime: Lows approximately 35°F to 45°F

Weekly Weather Forecast for Pilot Point

How to Book Your Pilot 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 Pilot Point

More Top-Rated Vacation Rentals in Pilot 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 with a private patio or deck that offers scenic views of the surrounding area.
  • Relax in a backyard space featuring a spacious lawn, perfect for outdoor activities and gatherings.
  • Make use of a swimming pool or hot tub to unwind after exploring the nearby beaches and nature trails.
  • Take advantage of outdoor grilling facilities for family cookouts and social events.
  • Benefit from access to well-maintained walking paths or gardens designed for leisurely strolls.
  • Participate in water sports with easy access to boat docks or waterfront areas.
  • Utilize shaded lounging areas or sun decks ideal for soaking up the Delaware sunshine during your stay.

Top Attractions Around Pilot Point

What attractions are nearby?

Within this charming area, you can enjoy a variety of outdoor activities and explore scenic beaches, nature trails, and local attractions that make your stay in Lewes truly memorable.

image
image

Family Activities

  • Lewes Beach: Enjoy a relaxing day at the beautiful Lewes Beach, perfect for families seeking sun, sand, and gentle waves close to your vacation rental.
  • Cape Henlopen State Park: Explore miles of scenic trails, picnic areas, and nature programs that make this nearby state park a family favorite in the region.
  • Delaware Seashore State Park: Experience outdoor adventures such as swimming, kayaking, or birdwatching at this popular coastal park just a short drive away.
  • Historic Lewes: Discover the charming streets, local museums, and historic sites that provide educational and fun experiences for all ages here in the area.
image

Adult Activities

  • Birdwatching Tours: Discover the region’s diverse bird species on guided tours that showcase the natural beauty of the area’s wetlands and coastal habitats.
  • Fishing Excursions: Enjoy a day on the water with fishing trips that cater to both beginners and experienced anglers, offering a relaxing way to experience local marine life.
  • Wine Tasting Experiences: Indulge in wine tasting at nearby wineries, where you can sample regional vintages and learn about the area's viticulture heritage.
  • Historic Sightseeing: Explore the rich history of this destination through visits to local museums and historic landmarks that tell the story of the region’s past.

Pilot Point Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Experiences: Take advantage of the area's charming eateries to enjoy fresh, regional cuisine and immerse yourself in the local food scene.
  • Plan Outdoor Activities: Discover the region’s natural beauty through outdoor pursuits such as walking along scenic trails or relaxing on nearby beaches during your stay.
  • Utilize Nearby Amenities: Make the most of the accessible amenities and services available around your vacation rentals to enhance comfort and convenience.
  • Arrive Prepared for the Climate: Check the weather forecast ahead and pack appropriately to fully enjoy everything this destination has to offer throughout your visit.

Transportation Options

  • Lewes Transit Connector: This local bus service offers convenient transportation within the area, making it easy to explore the region around your vacation rental.
  • Car Rentals: Several rental agencies near here provide the flexibility to travel at your own pace throughout this destination and its scenic surroundings.
  • Taxi Services: Available for quick, reliable trips, taxis offer a straightforward way to reach nearby attractions or travel to and from the airport.
  • Biking and Walking Paths: The area features designated paths and trails ideal for exploring the region comfortably and while enjoying the coastal scenery.

Local Customs Options

  • Fishing Traditions: Locals in the area often participate in fishing activities, reflecting a deep-rooted appreciation for the region's maritime history.
  • Seafood Cuisine: Enjoy a cuisine that emphasizes fresh seafood, with many establishments and gatherings celebrating this regional culinary heritage.
  • Community Celebrations: Seasonal festivals and events are common, fostering a sense of togetherness among residents and visitors alike.
  • Respect for Nature: There is a strong emphasis on environmental conservation and enjoying the scenic coastal surroundings responsibly.

Frequently Asked Questions About Pilot Point?

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

There are a lot of options in Pilot Point. If you plan on staying in the Pilot 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 Pilot Point:

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

There are 21 vacation rentals with private pools near Pilot Point. Top-rated RBO homes that have access to a swimming pool include:

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 420 in the Pilot 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 Pilot Point. 

5. What is the cancellation policy for vacation rentals in Pilot Point, Lewes?

Cancellation policies vary by property; you should review the specific listing details or contact the owner directly to understand the terms and any applicable fees before booking.

6. How can I confirm availability for a vacation rental in Lewes?

Availability is updated regularly on the listing. To ensure your preferred dates are open, you can check the real-time calendar or reach out to the owner for confirmation.

7. Are there any special requirements or house rules for staying in Lewes vacation rentals?

Each property may have its own set of rules and requirements. It is recommended to read the listing description carefully or contact the owner to clarify any questions before booking your stay.

8. What amenities are typically included with vacation rentals near Lewes?

Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. For a detailed list, review the property listing or contact the owner directly.

9. How do I secure my reservation and what is the payment process for Lewes vacation rentals?

Reservations are secured through the booking platform, which provides secure payment options. Specifics about deposits or full payments can be found in the listing details or confirmed with the owner.

Pilot Point Top Rated Vacation Rentals

See More Pilot Point Vacation Rentals