Olean holiday lettings

We found 29 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Olean to find one that's perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the best amenities for hanging out with the people that matter most, such as parking and air conditioning. Whatever you're looking for, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Olean

Showing deals for:7 Nov - 14 Nov
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Why visit Olean

  • Outdoor Adventures: Olean is perfect for nature enthusiasts, offering numerous trails, lakes, and parks for hiking and exploration.
  • Historic Colleges: Visit the area's historic colleges to appreciate their architecture and cultural significance.
  • Charming Neighbourhoods: Explore Olean's picturesque neighbourhoods, each with its unique character and charm.
  • Family-Friendly Activities: Enjoy a variety of attractions suitable for families, ensuring fun for all ages.
  • Cosy Accommodations: Choose from a range of delightful holiday rentals, including charming chalets and cabin retreats.

Popular types of accommodation in Olean

Olean boasts an array of delightful vacation rentals, including private homes, charming chalets, and cosy cabins. Whether you're seeking a spacious apartment in Olean or a quaint retreat, our platform offers a variety of options to suit your needs. With Olean rental apartments and holiday homes at your fingertips, you can enjoy a memorable getaway with transparency and savings, ensuring your stay is as reassuring as it is enjoyable.

  • Houses: The most sought-after option in Olean, these homes offer a spacious and personalised experience for families, friends, or couples.
  • Chalets: A delightful choice for those seeking a scenic retreat, chalets provide a charming, mountainous atmosphere.
  • Cabins: Perfect for nature enthusiasts, cabins offer a rustic and tranquil getaway amidst the great outdoors.
  • Condos: These modern accommodations offer convenience and comfort, ideal for a hassle-free stay.
  • Cottages: Our coziest option, cottages provide a warm and inviting atmosphere for a quaint escape.**

Top attractions in and around Olean

Olean, New York, is perfect for those seeking outdoor adventures and scenic beauty. The area boasts a variety of attractions, including historic colleges, urban parks, and picturesque lakes. Whether you're travelling with family or looking for cultural experiences, Olean offers numerous points of interest that cater to all types of visitors. Embrace the charm of this delightful location on your next holiday.

  • St. Bonaventure University: A historic institution steeped in culture, St. Bonaventure University offers visitors a glimpse into its rich academic heritage. The picturesque campus features beautiful architecture and serene landscapes, perfect for leisurely strolls.
  • Gargoyle Park: Situated in the heart of Olean, Gargoyle Park is an urban oasis, ideal for families. With ample green space, playgrounds, and walking paths, it's a delightful spot to enjoy outdoor activities amidst the city's vibrancy.
  • Reilly Center: Just a few miles from Olean, the Reilly Center is a hub of entertainment and family fun. This arena hosts various events, from sports to concerts, ensuring a lively atmosphere for all ages.

Things to do recommended for couples

For a romantic getaway in Olean, consider a visit to Birch Run Country Club for a touch of luxury. Alternatively, enjoy the outdoor adventures at Holiday Valley Resort or HoliMont, perfect for couples seeking skiing and sports excitement.

Things to do recommended for families

Families visiting Olean can have a thrilling day at Holiday Valley Tubing Park for tobogganing, enjoy adventure at Sky High Aerial Adventure Park, and experience the excitement of the Sky Flyer Mountain Coaster. Each attraction promises fun for the whole family, making it a memorable holiday.

Things to do recommended for groups

Explore the Cutco-Ka-Bar Visitors Center for unique gifts, catch a film at the Main Street Movie House, or indulge in delightful treats at Watson's Chocolates, all perfect for a memorable group outing in and around Olean.

What do I need to keep in mind when booking a vacation in 'Olean

If you're travelling with a group, family, or pets, or if you're considering a longer stay, it's important to filter your options according to your specific needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Olean with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily narrow down your options on Vrbo to include all of these preferences and more.
  • Traveling to Olean with young kids: Travelling with young children can be quite demanding. It’s essential to prioritise their comfort and safety, as well as provide suitable amenities for their age, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Olean: For many, a family holiday feels incomplete without their furry companion by their side. If you can relate, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Olean: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider including amenities such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay in and around Olean

Olean, New York, offers a delightful blend of outdoor adventures and family-friendly activities, making it an ideal holiday destination. Explore the scenic beauty of the region, with its charming neighbourhoods and historical sites. Nearby cities provide a rich cultural atmosphere, perfect for excursions and romantic getaways. Don't miss the local beaches and the chance to experience the vibrant community spirit while discovering all that Olean and its surroundings have to offer.

  • Allegany: Allegany, a charming city located a mere 1.9km from Olean, invites travellers to immerse themselves in stunning outdoor experiences and breathtaking scenery. Known for its adventurous spirit, Allegany is perfect for those who enjoy recreational activities such as skiing and exploring local ski resorts. The area boasts natural attractions like a national state park and picturesque lakes, alongside the historic allure of a renowned college university. Whether hiking through lush landscapes or enjoying a winter wonderland, Allegany offers a memorable escape into nature.
  • Saint Bonaventure: Just 1.9km from Olean, Saint Bonaventure is a vibrant city that beautifully blends culture with the great outdoors. Visitors are drawn to its rich cultural heritage, educational institutions, and scenic landscapes. The city features an entertainment arena and opportunities for skiing, making it a hub for both cultural and outdoor activities. Nearby, you can explore the historic college university, the national state park, and serene lakes, ensuring a fulfilling visit that caters to diverse interests.
  • Westons Mills: Nestled within the vicinity of Olean, Westons Mills is a quaint village that offers a romantic and scenic retreat. Ideal for those seeking outdoor leisure, the village is near beautiful lakes and expansive parks, making it perfect for leisurely strolls and picnics. With local shops contributing to its charm, Westons Mills is an inviting destination where you can unwind amidst nature while enjoying the tranquil atmosphere of this picturesque village.

Best time to go to Olean

If you're planning a trip to Olean, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in June to July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January23.0°F (-5.0°C)Light RainVery CloudyAverageSlightly High
February24.8°F (-4.0°C)Light RainVery CloudyAverageSlightly High
March32.9°F (0.5°C)Light RainMostly CloudyAverageAverage
April44.1°F (6.7°C)Light RainMostly CloudyAverageSlightly Low
May56.3°F (13.5°C)Light RainMostly CloudyAverageAverage
June63.5°F (17.5°C)Light RainMostly SunnySlightly HighAverage
July68.4°F (20.2°C)Light RainMostly SunnySlightly HighAverage
August66.4°F (19.1°C)Light RainMostly SunnyAverageSlightly Low
September60.3°F (15.7°C)Light RainMostly SunnySlightly HighSlightly Low
October49.3°F (9.6°C)Light RainMostly CloudySlightly LowAverage
November37.4°F (3.0°C)Light RainMostly CloudySlightly LowAverage
December30.0°F (-1.1°C)Light RainVery CloudySlightly LowSlightly High

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming getaway? Being flexible with your travel dates can be beneficial, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo accommodation that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides you with a dedicated area to plan new adventures, refine your existing arrangements, or review and manage your bookings. Your saved or reserved properties are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Delight in the natural landscape of Olean

The area's architecture and history are just some of the reasons to come on holiday to Olean. Renowned for its restaurants, shopping and safari tours, this city welcomes all visitors. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Olean

Do you want to find top things to see and do while you're in town? Venture out of your cosy holiday rental and check out everything that Olean has to offer. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Holiday Valley Resort (17.5 mi / 28.1 km)
  • HoliMont (18.5 mi / 29.7 km)
  • Snow Pine Village (16.6 mi / 26.7 km)
  • Sky High Aerial Adventure Park (17.5 mi / 28.1 km)
  • Winery of Ellicottville (18.3 mi / 29.5 km)
  • Birch Run Country Club (5.1 mi / 8.1 km)

Exploring the natural landscape of Olean

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Olean is a great place to get out in nature. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Cuba Lake (13.7 mi / 22.1 km)
  • Cuba Lake Beach (14.1 mi / 22.7 km)
  • Gargoyle Park (2.2 mi / 3.6 km)
  • Rock City Park (5 mi / 8.1 km)
  • Potato Creek Trailhead (17.5 mi / 28.1 km)
  • Nannen Arboretum (18.6 mi / 29.9 km)

Transport to and around Olean

The nearest airport is in Olean, NY (OLE-Cattaraugus County), located 11.5 mi (18.6 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Bradford, PA (BFD-Bradford Regional), which is 22.2 mi (35.8 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Olean?
Houses are the most popular kind of holiday rental in Olean, according to our data. Even if you have something a little different in mind, Vrbo has properties in many sizes and shapes. Explore our options to find your ideal fit.
How much does it cost to rent a holiday rental in Olean?
The average price for a holiday rental in Olean is determined by a number of factors, such as property type, length of stay and time of year. Whether you're thinking about a sprawling house with room for friends and family or a cosy cabin just for the two of you, just add your dates of travel to view stays with amazing value.
How much does it cost to rent a beach house in Olean?
The average price for a holiday rental close to the beach in Olean depends on when you're visiting the area and the style and size of property you're searching for. Find prices quickly and easily on Vrbo by entering your dates of travel. Then use our filters to select the number of bedrooms and amenities that you prefer, like WiFi, air conditioning and a pool.
Are there pet-friendly holiday rentals in Olean?
Good news! Yes. You can pick from two holiday rentals that allow pets in Olean. Lots of our pet-friendly holiday rentals have a garden for your four-legged pal to have fun in, dog beds, complimentary treats and proximity to parks and green space. Apply the "Pets allowed" filter to find your place on Vrbo.
What are popular rental amenities in Olean?
The most popular rental amenities people are looking for in Olean are a garden, a firepit and a barbecue grill. Whether you're travelling with friends, family or even pets, Vrbo holiday rentals include the best amenities for hanging out with the people closest to you.
Are there holiday rentals in Olean that welcome kids?
Olean has two family-friendly holiday rentals to pick from. And tracking down a stay that welcomes children is simple with Vrbo's "Properties good for families" filter. In addition to having the entire place to yourselves, you'll get access to perks and conveniences such as dining rooms, full kitchens and yards.
What are the top attractions for families in Olean?
There's no room for boredom during your Olean trip with these family-friendly attractions:

  • Rock City Park
  • Gargoyle Park

How can I find holiday rentals with air conditioning in Olean?
There are two Vrbo holiday homes with air conditioning in Olean providing that cooling breeze and extra comfort level. Simply enter your preferred dates of travel and then use our filters to look for properties with air conditioning.
How old do you have to be to rent a holiday rental in Olean?
We advise checking with the Olean holiday rental you're looking at on Vrbo as age restrictions differ. However, it's generally 16, 18 or 21.
How long can I rent a holiday rental in Olean for?
The amount of time you can book an Olean holiday home for differs depending on the property. Just enter your travel dates to view available options offering longer term stays. They have all the things you need to make your extended trip more comfortable and enjoyable, such as kitchens and air conditioning. Some properties might also offer weekly or monthly discounts, so you can hang around longer for less.

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