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  2. New York
  3. Olean
  4. Rentals by Owner

Olean Rentals by Owner

Why Choose Rent By Owner for your Olean 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 Olean

When should you plan your Rentals by Owner stay?

Knowing the best time to visit here can help you enjoy a memorable getaway, as the region offers distinct experiences throughout the year that cater to your preferred travel season and activities.

Peak Season Highlights

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Summer (June to August)

During the peak summer months, you can enjoy warm days and vibrant outdoor activities in this area, making it an ideal time for outdoor enthusiasts seeking a lively atmosphere.

Average Temperature Daytime: around 78°F (26°C) - Nighttime: around 58°F (14°C)
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Fall (September to November)

Autumn brings colorful foliage and pleasant temperatures, providing a beautiful backdrop for exploring the region’s natural scenery and enjoying outdoor excursions.

Average Temperature Daytime: around 65°F (18°C) - Nighttime: around 45°F (7°C)

Off-Season Highlights

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Winter (December to February)

In the winter months, the area experiences colder weather and fewer tourists, offering a quiet retreat for those who prefer cozy indoor stays or winter sports.

Average Temperature Daytime: around 30°F (-1°C) - Nighttime: around 15°F (-9°C)
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Early Spring (March to April)

As the region transitions out of winter, early spring sees mild temperatures and less crowds, creating a peaceful setting for visitors looking for a quieter experience.

Average Temperature Daytime: around 50°F (10°C) - Nighttime: around 30°F (-1°C)

Weekly Weather Forecast for Olean

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 dining areas perfect for picnics and gatherings amid the scenic surroundings.
  • Take advantage of private patios or decks to relax and unwind in the fresh air.
  • Make the most of spacious yards or gardens suitable for outdoor activities and play.
  • Utilize barbecue grills available for preparing delicious meals outdoors.
  • Relax by outdoor fire pits, ideal for evening conversations and marshmallow roasting.
  • Access nearby hiking trails or nature walks directly from the rental property.
  • Benefit from outdoor entertaining spaces designed for enjoying the regional natural beauty.
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Family Activities

  • Ole Burnham Park: You can enjoy a relaxing day outdoors by exploring the scenic walking trails, playgrounds, and picnic areas within this beloved local park.
  • Olean Public Library: This welcoming community hub offers engaging storytimes and educational programs perfect for keeping young minds curious and entertained during your visit.
  • Allegany State Park: Embark on family-friendly hikes, nature walks, or discover the opportunity for outdoor adventures in this expansive regional park nearby.
  • Olean Point: Enjoy a casual family outing by visiting this waterfront area that features beautiful views and spaces for leisure activities close to the downtown region.
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Adult Activities

  • Explore the scenic outdoors at Rock City Park: You can enjoy a leisurely walk through this historic park, taking in the natural beauty and rugged rock formations unique to the area.
  • Visit the Olean Public Library: This destination offers a peaceful environment for reading, engaging in community events, or exploring local history relevant to the region.
  • Discover local art at the Olean Center for Contemporary Art: Immerse yourself in regional creativity and possibly participate in workshops or exhibitions that showcase the area's artistic talent.
  • Enjoy a round of golf at Willow Creek Golf Course: Perfect for a relaxing day outdoors, where you can hone your skills amidst the picturesque landscape of the region.

Other Places to Stay in Olean, NY

Gargoyle Park
Cutco-Ka-Bar Visitors Center
Westons Mills

Olean Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Attractions: Take time to discover the unique spots in the area, ensuring your stay is filled with memorable experiences while enjoying your rental by owner.
  • Plan Your Activities Ahead: Organize outdoor adventures or cultural visits in advance to make the most of your visit here and maximize your time in this destination.
  • Support Nearby Businesses: Engage with local eateries and shops to experience authentic regional flavors and cultivate a deeper connection to the region.
  • Utilize Convenient Transportation Options: Use available transportation services or consider renting a vehicle to easily access all parts of this destination and enhance your overall trip.

Transportation Options

  • Olean Transit System: This local bus service offers convenient transportation across the area, making it easy for you to explore the region without a car.
  • Amtrak Station in Olean: For longer journeys, you can rely on Amtrak’s rail services connecting here to major cities and providing a comfortable travel option.
  • Rental Car Agencies: Several rental car providers are available near here, giving you the flexibility to discover the region at your own pace.
  • Taxis and Rideshare Services: Taxis and rideshare options like Uber and Lyft operate locally, offering quick and reliable transportation around here and beyond.

Local Customs Options

  • Local Festivals and Events: Participating in the area's seasonal festivals offers a glimpse into its rich cultural traditions and community spirit.
  • Traditional Appalachian Cuisine: Savoring regional dishes reflects the area's history and local ingredients, making it a memorable part of your stay.
  • Respect for Outdoor Spaces: Maintaining cleanliness and respecting natural parks showcases the community’s commitment to preserving its scenic beauty.
  • Community Greetings and Etiquette: Friendly exchanges and courteous behavior demonstrate the welcoming nature of the region's residents.

Frequently Asked Questions About Olean Rentals by Owner

1. How many Rentbyowner vacation rentals are available in Olean?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 16 in the Olean 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 Olean. 

2. What is the cancellation policy for rental properties by owner in Olean, New York?

Cancellation policies vary depending on the individual listing. You should review the specific rental's cancellation terms on the listing page or contact the owner directly to ensure you understand their policies before booking.

3. How do I communicate with the property owner when booking a rental in this region?

Communication typically occurs through the platform's messaging system. You can send inquiries or additional questions about the rental directly to the owner via the listing page or app, allowing you to clarify details before confirming your reservation.

4. Are there any additional fees associated with rentals here that I should be aware of?

Additional fees such as cleaning, service charges, or taxes might apply, and these are usually detailed in the listing. It’s advisable to review the full fee breakdown on the listing or ask the owner directly for clarification.

5. Is it possible to modify or cancel my reservation after booking a rental in this area?

Modification and cancellation options depend on each owner's policies. You should refer to the specific rental listing or contact the owner to understand their procedures and any potential fees involved in changing your reservation.

6. What amenities should I expect in a rental by owner in Olean, New York?

Amenities can vary widely between listings, so it’s best to review the detailed description on the property’s page. If you have specific needs, contacting the owner directly can help confirm availability of essentials like Wi-Fi, kitchen facilities, or parking.