1. USA
  2. New York
  3. Olean
  4. Short Term Stay

Olean Short Term Stay

9.4 (24 Reviews)
Bed & Breakfast
  • Parking
  • Balcony/Terrace
  • Security/Safety

Why Choose Rent By Owner for your Olean Short Term Stay?

What makes our Short Term Stay 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 Short Term Stay stay?

Choosing the ideal time for your vacation can enhance your experience here, as seasonal weather and local events in this destination often influence the best periods for exploring the region's unique charm and ensuring a comfortable stay.

Peak Season Highlights

summer
Summer (June to August)

During the warmest months, this destination experiences lively outdoor activity, making it ideal for exploring the region’s natural beauty and enjoying comfortable weather.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

As the foliage changes, visitors flock here to enjoy the vibrant autumn colors and mild temperatures, creating a picturesque setting for your stay.

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

Off-Season Highlights

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Winter (December to February)

Temperatures drop significantly, offering a quieter atmosphere for those who prefer solitude and winter scenery in the area.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
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Early Spring (March to May)

The region transitions into warmer weather, but it remains less crowded, providing a peaceful environment for exploring local surroundings.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F

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

  • You can enjoy a private outdoor space with a furnished patio or deck to relax and unwind.
  • Many properties offer access to scenic hiking trails or nature walks right from your doorstep.
  • Expect outdoor grilling areas or barbecue setups for preparing meals amidst the fresh air.
  • Some rentals feature a spacious yard or garden, perfect for outdoor activities or picnics.
  • Look for accommodations with a fire pit or outdoor fireplace to gather around during cooler evenings.
  • Outdoor recreational facilities such as a swimming pool may be available for your enjoyment.
  • You might find options that include a covered porch or verandah for enjoying the peaceful surroundings in all weather conditions.
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Family Activities

  • Olean Community Theater Enjoy a family-friendly performance or theatrical production that offers entertainment and cultural enrichment in this local arts venue.
  • Lyndon Park Spend an afternoon exploring this scenic park, perfect for picnicking, playing, and outdoor activities for all ages within the region.
  • Heritage Center & Museum Discover the area's rich history through interactive exhibits and engaging displays suitable for curious young minds and their families.
  • Olean Aquatic Center Cool off and have fun at the community's aquatic center, featuring pools and water activities ideal for family outings in the local area.
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Adult Activities

  • Olean Central Park Enjoy a leisurely stroll or a relaxing picnic in the scenic Central Park located in the heart of the city, perfect for unwinding after your stay.
  • Jazz at the Olean Point Experience live jazz performances at this popular venue, offering a vibrant atmosphere to enjoy an evening out in the area.
  • Rock City Park Explore the unique rock formations and hiking trails at this local natural attraction, ideal for outdoor enthusiasts seeking adventure.
  • Theater Performances at Olean Theater Take in a live production or cultural event at the historic theater, providing entertainment that showcases local talent.

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 dining options: Take advantage of the area's unique cuisine by trying locally recommended restaurants to fully experience the regional flavors during your stay.
  • Visit natural spots nearby: Discover scenic outdoor venues in or around here that provide a peaceful escape and enhance your overall travel experience.
  • Plan your activities ahead: Research available recreational opportunities in this destination to maximize your time and enjoy all the region has to offer.
  • Utilize convenient transportation: Make use of local transit or rental options to easily access key attractions and amenities, ensuring a smooth visit.

Transportation Options

  • Olean Municipal Airport This regional airport offers convenient access for travelers arriving by air, with options to connect to larger hubs for national flights.
  • Interstate Highway 86 Traveling by car is straightforward via this major highway, providing easy drives to nearby cities and attractions in the region.
  • Amtrak Rail Service While limited in the area, this rail service connects you to broader rail networks for comfortable journeys across the country.
  • Local Bus Services Regional bus lines serve Olean and the surrounding communities, offering affordable transportation options for exploring here.

Local Customs Options

  • Olean's Local Festivals: Participating in regional festivals offers a glimpse into the area's vibrant community spirit and rich cultural heritage.
  • Traditional Southern Cooking: Savoring local cuisine emphasizes the region’s unique culinary traditions, often shared during community gatherings.
  • Respect for Nature: Visitors are encouraged to embrace outdoor customs that prioritize environmental preservation and appreciation of the natural landscape.
  • Historic Preservation Practices: The area values maintaining its historical sites and architecture, reflecting a deep respect for its past and local history.

Frequently Asked Questions About Olean Short-term Rentals

1. What are the top Short Term Stays in Olean?

2. How many Short Term Stays are available in Olean?

Currently, the total number of properties listed by RBO in 2026 is over 38 in the Olean area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Short Term Stays in Olean. 

3. What is the cancellation policy for a short term stay in this destination?

Cancellation policies vary depending on the property listing. To understand the specific terms, please review the details provided in the listing or contact the property owner directly.

4. How do I confirm my reservation for a short term stay in this area?

Reservations are confirmed once you complete the booking process and receive a confirmation email. For additional assistance, reach out to the property owner through the platform.

5. Are there any house rules I should be aware of during my stay?

House rules are detailed in each property listing. It's recommended to read these carefully before booking or contacting the owner for clarification.

6. What amenities can I expect during my short term stay in this region?

Amenities vary by property; details are listed on each property page. You can also contact the owner for more specific information about the amenities available.

7. Is parking available at the rental property?

Most listings include parking options; however, availability and specifics differ. Please check the property details or contact the owner to confirm parking arrangements.

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