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  2. Kentucky
  3. Madisonville
  4. Cromwell
  5. Rentals by Owner

Discover Your Perfect Cromwell Rentals by Owner

Cromwell Rentals by Owner

10.0 (16 Reviews)
House
Quiet Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
View Availability
More Top-Rated Rentals by Owner in Cromwell Area

Why Choose Rent By Owner for your Cromwell 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 Cromwell

When should you plan your Rentals by Owner stay?

Knowing the ideal time to visit ensures you enjoy your stay in this destination at its prime, making it easier to find the perfect rental by owner through Rent By Owner in Cromwell, Kentucky, USA.

Peak Season Highlights

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Spring (March to May)

During spring, the area experiences mild and pleasant weather, making it an ideal time to explore the natural beauty and enjoy outdoor activities in this destination.

Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
autumn
Fall (September to November)

Autumn brings cooler temperatures and vibrant foliage, providing a picturesque setting for your stay while avoiding larger crowds commonly seen during peak times.

Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F

Off-Season Highlights

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Summer (June to August)

In mid-summer, you might find fewer visitors here, as the heat can be quite warm, but it’s still a good season to enjoy the region's outdoor spaces early or late in the day.

Average Temperature Daytime: 80-90°F - Nighttime: 60-70°F
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Winter (December to February)

During winter, the area sees fewer travelers, offering a quieter experience. Keep in mind that temperatures can drop, so packing accordingly will enhance your stay.

Average Temperature Daytime: 40-50°F - Nighttime: 25-35°F

Weekly Weather Forecast for Cromwell

How to Book Your Cromwell vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 Cromwell

More Top-Rated Rentals by Owner in Cromwell Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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 access to spacious outdoor patios or decks perfect for relaxing and entertaining.
  • Take advantage of private or shared outdoor grilling areas to prepare delicious meals.
  • Make the most of scenic views with balconies or outdoor seating options that showcase the region’s natural beauty.
  • Explore nearby walking or hiking trails that are easily accessible from your rental.
  • Utilize outdoor recreational facilities such as swimming pools or tennis courts, available at select properties.
  • Benefit from well-maintained gardens or landscaped yards that enhance your outdoor experience.
  • Access convenient parking spaces within outdoor areas designed for easy loading and unloading for your stay.

Top Attractions Around Cromwell

What attractions are nearby?

Nearby, you can enjoy a variety of outdoor activities such as fishing, boating, and exploring scenic trails that showcase the natural beauty of this destination, making it an ideal spot for a relaxing and adventurous stay in the region.

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Family Activities

  • Explore the local parks: Enjoy a family picnic and outdoor activities at nearby parks that showcase the scenic beauty of this destination.
  • Visit community events: Participate in seasonal festivals and family-friendly gatherings organized in the area, perfect for creating lasting memories.
  • Discover engaging museums: Learn about the region's history and culture through interactive exhibits designed for visitors of all ages.
  • Enjoy water activities: Take advantage of nearby lakes or rivers offering boating, fishing, or relaxing waterfront experiences suitable for families visiting here.
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Adult Activities

  • Wine Tasting at a Local Vineyard: Experience the area's renowned wineries, where you can enjoy guided tastings and learn about regional viticulture.
  • Paddleboarding and Kayaking on the Lake: Take advantage of the tranquil waters by renting equipment to explore the scenic lake scenery firsthand.
  • Hiking and Nature Trails: Discover the region’s natural beauty through well-maintained trails that cater to all skill levels.
  • Visit the Regional Art Galleries: Explore local art scenes with galleries showcasing regional artists, offering a cultural escape for art enthusiasts.

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Cromwell Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Check the area's event calendar to align your stay with local festivals or activities, ensuring an authentic experience during your visit to this charming region.
  • Create a Personalized Itinerary: Explore nearby attractions and outdoor activities, customizing your schedule to make the most of your time in the area’s natural beauty and local culture.
  • Select a Well-Located Rental: Opt for accommodations that are centrally situated to minimize travel time and maximize your enjoyment of what this destination has to offer.
  • Communicate Your Needs Clearly: Contact your rental host in advance to clarify amenities and special requests, ensuring a comfortable and stress-free stay here.

Transportation Options

  • Personal Vehicles: Renting or driving your own car offers the most flexibility to explore this area at your own pace.
  • Local Taxi Services: Taxis provide convenient transportation options for short trips within the region, ensuring you reach nearby attractions comfortably.
  • Public Transit: Bus services connect key parts of the area, making it an economical choice for getting around without a vehicle.
  • Rideshare Options: Rideshare apps are widely available here, offering a reliable and easy way to travel between rental properties and local destinations.

Local Customs Options

  • Southern Hospitality:** You’ll notice that warm, welcoming gestures are a cherished tradition in this area, making your stay feel like visiting family.
  • Local Cuisine Etiquette:** When enjoying regional dishes, it’s customary to show appreciation through polite conversation and shared community dining experiences.
  • Respect for Nature:** Visitors often observe a deep respect for the natural surroundings, reflected in local conservation efforts and outdoor recreation customs.
  • Community Events:** Participating in seasonal festivals and gatherings is a valued way to connect with residents and embrace the area's cultural heritage.

Frequently Asked Questions About Cromwell Rentals by Owner

1. What are the top vacation rentals in Cromwell?

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 289 in the Cromwell 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 Cromwell. 

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

Cancellation policies vary depending on the individual listing. It’s recommended to review the specific terms outlined on the property page or contact the owner directly to understand the refund options and any applicable fees.

4. How do I ensure the rental by owner meets my needs before booking?

You should carefully review the property description, amenities, photos, and guest reviews on the listing. If you have specific questions, reach out to the owner for additional details to confirm it fits your travel plans.

5. Are there any specific check-in and check-out procedures I should be aware of?

Check-in and check-out times are typically detailed in the listing. Contact the owner beforehand to clarify any specific procedures or requirements to ensure a smooth arrival and departure.

6. Is the rental property in this region suitable for family vacations or group stays?

Many rentals cater to families and groups, but amenities and size vary. Review the listing details and communicate with the owner to confirm it suits your group's needs.

7. What safety and cleanliness measures are implemented by owners in this destination?

Owners often include information about their cleaning protocols and safety measures in the listing. For specific concerns, contact the owner directly to ensure the property upholds your standards for health and safety.

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