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  2. Kentucky
  3. Pilgrim
  4. Rentals by Owner

Pilgrim Rentals by Owner

10.0 (38 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
|
10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
9.2 (7 Reviews)
Cabin
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities

Why Choose Rent By Owner for your Pilgrim 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.

Best Times to Visit Pilgrim

When should you plan your Rentals by Owner stay?

Choosing the right time to vacation here can enhance your experience, as each season offers unique opportunities to enjoy the area's natural beauty and local charm through your Rent By Owner rental.

Peak Season Highlights

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Summer (June to August)

During the summer months, the area experiences its peak visitation as travelers seek warm weather and outdoor activities, making it an ideal time to explore rentals that maximize the season's appeal.

Average Temperature Daytime: 85°F - Nighttime: 65°F
autumn
Fall (September to November)

Autumn draws visitors with its vibrant foliage and pleasant climate, offering a perfect backdrop for enjoying your rental accommodations in this popular season.

Average Temperature Daytime: 75°F - Nighttime: 55°F

Off-Season Highlights

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Winter (December to February)

The winter period sees fewer visitors, giving you a peaceful environment to enjoy your rental without the crowds and at potentially lower rates.

Average Temperature Daytime: 45°F - Nighttime: 30°F
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Early Spring (March to May)

Before the summer rush, early spring offers mild weather and fewer tourists, providing a more relaxed experience when booking a rental here.

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

Weekly Weather Forecast for Pilgrim

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

  • You can enjoy a spacious outdoor seating area, perfect for relaxing and taking in the scenic views of the region.
  • Many rentals offer access to a private or shared outdoor pool to enhance your leisure time during the warmer months.
  • Expect well-maintained outdoor grilling stations or BBQ areas for preparing delicious meals outdoors.
  • Most properties feature lush gardens or landscaped yards where you can unwind amidst natural beauty.
  • Look for accommodations with a fire pit or outdoor fireplace, ideal for cozy evenings under the stars.
  • You'll often find a designated patio or deck space, providing an excellent spot for outdoor dining or social gatherings.
  • Some rentals include access to nearby hiking trails or outdoor recreation spaces to explore the area's natural landscape.
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Family Activities

  • Pilgrim Nature Trails: Explore scenic pathways perfect for family walks and discovering local flora and fauna in the heart of this welcoming region.
  • Local Heritage Museum: Engage with the area's history through interactive exhibits and educational tours designed to entertain and educate visitors of all ages.
  • Community Park & Playground: Enjoy outdoor fun at a spacious park featuring playground equipment, picnic areas, and open spaces ideal for family gatherings.
  • Fishing at Nearby Lakes: Spend quality time fishing in the region's tranquil lakes, which offer accessible spots for both beginners and seasoned anglers.
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Adult Activities

  • Visiting local wineries: You can enjoy tastings and tours at the region's renowned wineries, experiencing the area's rich viticulture.
  • Exploring outdoor trails: Take advantage of scenic hiking and biking paths that showcase the natural beauty surrounding here, perfect for outdoor enthusiasts.
  • Discovering historic sites: Immerse yourself in the region’s past by visiting preserved landmarks and museums that tell the story of this destination.
  • Enjoying local dining experiences: Savor regional cuisine at charming restaurants and eateries that highlight the culinary traditions of the area.

Pilgrim Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor activities: Take advantage of the area’s scenic parks and trails for a memorable outdoor experience during your stay.
  • Connect with the community: Engage with local events or markets to gain authentic insights and enhance your visit here.
  • Choose strategic accommodation locations: Opt for rentals close to key attractions or natural sites to maximize your time in this region.
  • Plan your visits during off-peak hours: Visiting popular spots early in the day can help you avoid crowds and enjoy a more relaxed experience here.

Transportation Options

  • Car Rentals: Renting a car here offers flexibility and ease of exploring the region at your own pace, making it ideal for visiting nearby attractions and scenic spots.
  • Public Transportation: Local bus services provide an affordable and convenient way to navigate this destination without the hassle of parking or driving.
  • Taxi Services: Taxis and ride-sharing options are readily available for quick, reliable transportation around the area and its surroundings.
  • Bicycle Rentals: Biking is an eco-friendly choice that allows you to enjoy the natural beauty of this destination while staying active during your stay.

Local Customs Options

  • Kentucky Derby Traditions: Participating in or observing the region’s renowned horse racing events offers a glimpse into local heritage and festive spirit.
  • Southern Hospitality: Expect warm welcomes and courteous manners that showcase the area's friendly community and welcoming atmosphere.
  • Local Festivals and Fairs: Engaging in regional celebrations provides authentic experiences rooted in the area's cultural and historical roots.
  • Cuisine Etiquette: Savor regional dishes with an appreciation for traditional Southern hospitality and dining customs unique to here.

Frequently Asked Questions About Pilgrim Rentals by Owner

2. How many Rentbyowner vacation rentals are available in Pilgrim?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 42 in the Pilgrim 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 Pilgrim. 

3. What is the cancellation policy for rental properties in this area?

Cancellation policies vary by listing. You should review the specific property's cancellation terms before booking or contact the owner directly for detailed information.

4. How do I contact the property owner for special requests or questions?

You can reach out to the owner through the messaging platform provided on Rent By Owner. Always communicate your requests prior to booking to ensure a smooth stay.

5. Are there any additional fees or charges I should be aware of when booking?

Additional fees, such as cleaning or service charges, are typically listed with the property details. For clarification, consult the listing or contact the owner directly.

6. Is there a minimum stay requirement for rentals here?

Minimum stay requirements depend on the individual property. You can find this information in the listing details or inquire with the owner directly.

7. What amenities are typically included in the rental properties in this region?

Most rentals include essential amenities like Wi-Fi, linens, and kitchen facilities. For specifics, always review the property listing or communicate with the owner before finalizing your booking.

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