Olean holiday rentals

We found 38 holiday rentals — enter your dates for availability
Discover a selection of 6 homes and other holiday rentals in Olean that are 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.

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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:

  • Snow Pine Village (16.6 mi / 26.7 km)
  • Holiday Valley Resort (17.5 mi / 28.1 km)
  • HoliMont (18.5 mi / 29.7 km)
  • Birch Run Country Club (5.1 mi / 8.1 km)
  • Winery of Ellicottville (18.3 mi / 29.5 km)
  • Watson's Chocolates (18.3 mi / 29.4 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)
  • 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 best area to stay in Olean when booking a holiday rental?
When considering a holiday rental in Olean, New York, the area around the city centre is particularly appealing for its convenience and charm. This neighbourhood offers a variety of properties, allowing visitors to choose from cosy apartments to family-sized homes. Staying here places you in close proximity to the vibrant Main Street, where you can explore a delightful array of shops and local eateries.Not far from the centre, you can also visit the beautiful Rock City Park, renowned for its stunning rock formations and scenic trails, superb for a leisurely hike or a picnic. Additionally, the nearby Allegheny River offers opportunities for outdoor activities, such as fishing or kayaking, making it an ideal spot for nature enthusiasts.
Where are the best Olean ski resort rentals?
For ski resort rentals near Olean, New York, travellers should consider accommodations in the nearby towns of Ellicottville and Holiday Valley, which are approximately a 20-minute drive away. Ellicottville is a charming village known for its vibrant setting and excellent skiing options at the Holiday Valley Resort. Here, visitors can find a range of rental properties, including cosy chalets and spacious condos, many of which come with amenities such as fully equipped kitchens, communal hot tubs, and fireplaces, making them great for après-ski relaxation.In Ellicottville, you'll also find properties conveniently located close to local shops, restaurants, and the lively nightlife that the town is known for. Some rentals even feature ski-in/ski-out access, allowing for easy mountain access right from your doorstep.Additionally, the surrounding area offers picturesque countryside views and opportunities for outdoor activities beyond skiing. Rentals may also include features like private decks or patios, ideal for enjoying the scenic winter landscape.
What is the most popular type of holiday rental accomodation in Olean?
In Olean, holiday houses are particularly popular, with several available throughout the area. These properties often provide spacious layouts, featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation, making them ideal for families or groups. Additionally, several apartments and cottages can be found, which offer a more intimate and cosy atmosphere. Apartments typically come with essential amenities such as kitchen facilities and comfortable living areas, while cottages provide a quaint retreat, often set in picturesque surroundings.
Are there any family house rentals in Olean?
In Olean, New York, there are several family-friendly house rentals available, making it a suitable destination for groups and families. The area offers a variety of homes, often featuring spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces great for children to play. Many properties come with amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay for all.Visitors can enjoy the local charm of Olean, with nearby parks and recreational areas providing opportunities for outdoor activities. For cultural experiences, the town is close to attractions like the historic downtown area, where travellers can explore unique shops and eateries.
Are there pet-friendly house rentals in Olean?
In Olean, there are several pet-friendly house rentals available, making it a suitable destination for travellers who wish to bring their furry companions along. Many of these properties feature essential amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy some fresh air. You can expect to find homes with comfortable furnishings and modern conveniences, ensuring a pleasant stay for both you and your pet.The area is also close to various parks and natural spaces, providing ample opportunities for walks and outdoor activities with your pet.
Are there any remote work holiday rentals in Olean?
In Olean, New York, there are around 21 remote work-friendly holiday rentals available. These properties are well-suited for those needing a productive environment while enjoying a getaway. Many rentals come equipped with reliable Wi-Fi, both in-room and in common areas, ensuring that guests can stay connected and work efficiently. Travellers can expect comfortable living spaces that often include dedicated work areas, allowing for a seamless blend of work and relaxation.Olean itself boasts a charming atmosphere, with access to local parks and outdoor activities that provide a refreshing break from work. Nearby attractions include the scenic Allegheny River and the beautiful Rock City Park, where visitors can explore nature trails and stunning rock formations. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Olean?
In Olean, popular holiday rental amenities include fully equipped kitchens, which allow guests to prepare their own meals, and blenders for making smoothies or other drinks. Many properties offer onsite parking, making it convenient for those travelling by car. Additionally, some rentals are pet-friendly, accommodating travellers who wish to bring their furry companions along. Air conditioning is also a common feature, ensuring comfort during warmer months.
When is the best time to visit Olean for a holiday rental?
July is the most popular month to visit Olean, New York, making it an ideal time for holiday rentals. With the peak season running from June to August, visitors flock to the area to enjoy warm summer temperatures, vibrant local events, and a number of outdoor activities. You'll find that July, in particular, offers a lively option, great for those who relish mingling with fellow travellers while exploring the beautiful surroundings.During the summer, you can expect average temperatures ranging from the mid-teens to low 30s Celsius, creating a comfortable climate for hiking, biking, and enjoying local festivals. Olean is located in a picturesque region, with opportunities for scenic drives and visits to nearby parks, making it convenient for outdoor adventures and sightseeing.For those seeking a more budget-friendly experience, consider visiting in December. While this month is part of the low season, it offers a unique charm with holiday festivities and a quieter atmosphere, allowing you to fully appreciate the winter landscape.Ultimately, your choice of when to visit Olean should reflect your preferences for either vibrant summer activities or the tranquil beauty of a quieter winter getaway.
What are the top attractions in Olean?
In Olean, New York, visitors can discover a range of attractions that highlight the area's natural beauty and local culture. The historic downtown area features charming shops and cafés, making it a pleasant spot for leisurely strolls. Just a short distance away, the Allegany River Valley offers scenic views and opportunities for outdoor activities such as hiking and fishing.Another top attraction is the nearby Rock City Park, known for its unique rock formations and hiking trails that provide panoramic views of the surrounding landscape. For those interested in history, the Olean Historical Society Museum showcases the rich heritage of the region.Families can enjoy a day at the Olean Recreation Park, which features playgrounds, picnic areas, and sports facilities, great for a relaxing day outdoors.
Are all fees included in the Olean holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Olean holiday homes with parking?
Stayz offers a wide selection of holiday homes in Olean with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Olean holiday homes?
You can find great discounts on holiday homes in Olean on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Olean holiday home booking on Stayz?
To find Olean holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Olean?
A long-stay holiday home in Olean is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Olean holiday home?
Book your Olean holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Olean?
Prices for holiday homes in Olean vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Olean to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.