Discover Your Perfect Pleasant Vacation Homes

Pleasant Luxury Rentals

9.6 (17 Reviews)
House
Sleepy Hollow Chateau near Old Town
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
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Why Choose Rent By Owner for your Pleasant 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 Pleasant

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you experience this destination at its best, whether you're seeking pleasant weather or specific seasonal activities, making it easier to find perfect vacation rentals that suit your plans in the area.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, you can enjoy pleasant weather ideal for exploring the area’s scenic surroundings, making it a popular time for visitors to book vacation rentals here.

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

This season offers mild temperatures and fewer crowds, providing a comfortable environment for those seeking a tranquil getaway in this destination.

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

Off-Season Highlights

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Mid Winter (January to February)

With colder temperatures and less tourist activity, this time of year presents a quieter experience for travelers who prefer a peaceful retreat in the region.

Average Temperature Daytime: 40°F - Nighttime: 20°F
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Late Fall (November to December)

As the region transitions into winter, the cooler weather and holiday preparations lead to fewer visitors, making it an ideal choice for those seeking affordability and solitude.

Average Temperature Daytime: 50°F - Nighttime: 30°F

Weekly Weather Forecast for Pleasant

How to Book Your Pleasant 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 Pleasant

More Top-Rated Vacation Rentals in Pleasant 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 a private outdoor space with a spacious patio or deck for relaxation and entertaining.
  • Take advantage of on-site grilling facilities for outdoor dining amidst scenic surroundings.
  • Benefit from access to beautifully maintained gardens or landscaped yards that enhance your stay.
  • Experience outdoor activities such as hiking or nature walks nearby, perfect for exploring the region.
  • Relax by a private or shared swimming pool available at select properties in the area.
  • Utilize outdoor fire pits or fireplaces for cozy evenings under the stars.
  • Make the most of expansive lawns or open spaces ideal for picnics and family gatherings.

Top Attractions Around Pleasant

What attractions are nearby?

Here, you can enjoy a variety of outdoor activities and explore local parks, making it easy to experience the natural beauty that surrounds this destination.

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Family Activities

  • Pleasant Park: Spend quality time outdoors at this family-friendly park, offering playgrounds, picnic areas, and scenic walking trails that showcase the natural beauty of the area.
  • The Pleasant Community Center: Engage in a variety of family-oriented activities and events held at the local community center, perfect for making memories together.
  • Local Nature Trails: Explore the numerous nearby nature trails that are ideal for hiking, biking, and connecting with the region’s outdoor environment as a family.
  • Community Festivals and Events: Participate in seasonal festivals and local events that provide entertainment, educational opportunities, and a chance to experience the region’s vibrant community spirit.
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Adult Activities

  • Exploring Local Art Galleries: Discover the region’s vibrant art scene by visiting local galleries that showcase talented Kansas-based artists.
  • Enjoying Scenic Park Trails: Take a relaxing walk or bike ride along scenic trails in nearby parks, perfect for unwinding and enjoying the area's natural beauty.
  • Visiting Historic Sites: Immerse yourself in the area's history by exploring preserved landmarks and museums that tell fascinating stories of this destination.
  • Sampling Regional Cuisine: Indulge in delectable dishes at local restaurants offering flavors unique to the region, ideal for food enthusiasts seeking authentic Kansas culinary experiences.

Other Places to Stay in Pleasant, KS

Rose Hill
Rose Hill Vacation Rentals
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Pleasant Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Check the area's event calendar when booking your vacation rentals to align your stay with local festivals or community gatherings that enhance your experience.
  • Explore Nearby Natural Spots: Take advantage of the region's natural beauty by selecting accommodations close to parks or outdoor recreation areas for an authentic outdoor adventure.
  • Utilize Local Resources: Gather information from nearby visitor centers or online guides to discover hidden gems and the best dining options around your vacation rentals.
  • Choose a Central Location: Opt for vacation rentals situated in the heart of the area to enjoy convenient access to key attractions and amenities during your visit.

Transportation Options

  • Pleasant Transit Bus Service: This regional bus network offers convenient transportation within the area, making it easy for you to explore local attractions and amenities.
  • Private Car Rentals: Renting a car provides flexibility and comfort, ideal for navigating the region at your own pace during your stay.
  • Shared Shuttle Services: Scheduled shuttle options connect travelers to nearby airports and key destinations, streamlining your travel plans.
  • Bicycle Rentals: For eco-friendly and active exploration, bicycle rentals allow you to enjoy the scenery and get around here sustainably.

Local Customs Options

  • Community Gatherings: Participating in local events such as town festivals and parades is a cherished tradition that reflects the welcoming spirit of this area.
  • Respect for Agriculture: Supporting agricultural heritage by engaging in farm visits and respecting farming practices is a common custom here.
  • Morning Greetings: Exchanging friendly hellos and waves with neighbors exemplifies the close-knit community vibe often experienced during your stay.
  • Local Dining Etiquette: Appreciating regional cuisine at family-owned diners showcases the area's commitment to preserving its culinary traditions.

Pleasant Vacation Rental Frequently Asked Questions

1. What are the top vacation rentals in Pleasant?

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

2. How many vacation rentals have private pools in Pleasant?

There are 18 vacation rentals with private pools near Pleasant. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Pleasant are best for families?

If you are looking for a family-friendly vacation home in Pleasant, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Pleasant:

4. How many Rentbyowner vacation rentals are available in Pleasant?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 330 in the Pleasant 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 Pleasant. 

5. What is the cancellation policy for vacation rentals in Pleasant, Kansas?

Cancellation policies vary by listing. To understand the specific terms for your booking, please review the cancellation policy outlined in the property details or contact the property owner directly.

6. How do I ensure my reservation in Pleasant, Kansas, is secure and confirmed?

Reservations are confirmed once you complete the booking process and receive a confirmation email. For added security, verify the listing details carefully and reach out to the host if you have any questions before finalizing your reservation.

7. Are there any house rules or restrictions I should be aware of when staying in this destination's vacation rentals?

Yes, each property has its own house rules and restrictions, which are detailed on the listing page. Review these before booking to ensure your stay aligns with the host’s expectations and regional regulations.

8. What amenities can I expect to find at vacation rentals here in Pleasant, Kansas?

Amenities vary between properties, so it’s best to check the listing specifics for your chosen rental. Many rentals in the area offer essentials like Wi-Fi, parking, and kitchen facilities to make your stay comfortable.

9. How do I contact the property owner if I have questions before or during my stay in this region?

You can contact the property owner directly through the messaging system provided on the booking platform. It's recommended to clarify any concerns or special requests well in advance of your arrival to ensure a smooth stay.