Olean, New York Vacation Rentals

Explore 6 rental homes and villas in Olean, New York for your next vacation or business travel. With private vacation home rentals, enjoy a more personalized stay and a wide range of amenities such as Air Condition Homes, Best Affordable Homes and Great for Groups. With a wide range of homes to offer, pricing can start as low as $91 per night with homes containing as many as 8 bedrooms and 4 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

Types of vacation rentals in Olean

Where to stay in Olean

Show all homes

Booking a vacation rental in Olean, New York?

Here are some things to know to support your visit:

Olean Overview
Discover the hidden gem of Olean, a quaint city nestled in the heart of Western New York, where the allure of nature, history, and small-town charm converge to create an idyllic retreat. Olean is not just a stopover; it's a destination that invites you to immerse yourself in its serene beauty and engaging attractions. At the forefront of Olean's natural splendor is the majestic Allegheny National Forest, a stone's throw away, offering a verdant playground for outdoor enthusiasts. Here, the breathtaking Rock City Park captivates visitors with its colossal rock formations and panoramic hiking trails, perfect for those seeking to connect with nature. Whether you're an avid hiker, a mountain biker, or simply a lover of wildlife, Olean's proximity to these natural wonders provides an unforgettable backdrop for adventure, particularly during the autumn months when the foliage transforms into a vibrant tapestry of colors. Step back in time as you explore the historical treasures of Olean, such as the Fannie E. Bartlett House, a Victorian mansion that whispers tales of the city's storied past. The Olean Point Museum further enriches your understanding of the region with its fascinating collection of artifacts and exhibits. Olean's community spirit shines through its calendar of events, with highlights including the Taste of Olean, where gastronomy takes center stage, and the StrOlean street festival, a celebration of local culture with music, crafts, and entertainment that enlivens the city's streets. Artistic expression thrives in Olean, supported by the Cattaraugus County Arts Council and the Olean Theatre Workshop, which offer a cultural feast of art, workshops, and live performances that reflect the city's creative pulse. Imagine unwinding in a private home rental, a sanctuary where you can savor the tranquility of Olean all to yourself. Picture a morning coffee on the porch of a pet-friendly abode, or an evening dip in your own swimming pool, a feature that's not uncommon in this charming city. These homes provide a more intimate and personalized experience, allowing you to live like a local and create memories in a space that's uniquely yours. While Olean may not boast a beach or waterfront, its downtown area compensates with a tapestry of unique shops, quaint cafes, and inviting restaurants. The Four Mile Brewing Company stands out as a beacon for craft beer aficionados, offering an array of locally brewed selections in a convivial atmosphere. Olean is a treasure waiting to be discovered, a place where the pace slows down, and the simple pleasures of life are savored. It's a destination that offers a peaceful escape, rich with culture and brimming with adventure, making it an enchanting choice for your next getaway.
Cultural Attractions in Olean
Olean, New York, may not be the first place that comes to mind when thinking of a cultural hotspot, but this charming city in the Southern Tier of New York State offers a unique blend of arts, history, and local customs that can be quite appealing to the culturally inclined traveler. Begin your cultural exploration at the Cattaraugus County Arts Council (CCAC), which is dedicated to promoting the visual and performing arts. The CCAC hosts art exhibitions featuring local and regional artists, as well as workshops and classes for those interested in honing their artistic skills or learning new ones. For a deep dive into the area's history, the Olean Point Museum provides a window into the past with its collection of artifacts and exhibits that tell the story of Olean's development and the surrounding region. The museum is housed in a beautifully restored Victorian mansion, adding an architectural treat to your visit. Live music can be enjoyed at a variety of venues and events throughout the year in Olean. The city often hosts concerts in the park during the summer months, where you can experience everything from classical to contemporary music. Local bars and cafes also offer live performances, giving visitors a taste of the local music scene. Art enthusiasts will appreciate the range of galleries in Olean, such as the Art in the Park event, which showcases the work of local artists in an outdoor setting. This event not only allows you to appreciate art but also to engage with the artists and the community in a relaxed atmosphere. Olean's local customs are best experienced during its many festivals and events. The annual Taste of Olean is a food festival that celebrates the culinary delights of the region, while the Olean Strawberry Festival is a sweet treat for visitors, featuring local produce and plenty of community spirit. For those interested in the performing arts, the Olean Theatre Workshop offers a variety of plays and musicals throughout the year, providing an intimate setting to enjoy local talent and classic productions. While Olean may offer a more low-key cultural experience compared to larger cities, its dedication to the arts, its rich history, and the celebration of local customs make it a delightful destination for those looking to immerse themselves in the cultural fabric of a small American city.
Kids IconFamily friendly activities in Olean
Olean, New York, nestled in the enchanting foothills of the Allegheny Mountains, offers a variety of delightful experiences for families traveling with children. This small city is a gateway to outdoor adventures and engaging activities that will captivate the imaginations of young ones and provide a memorable family getaway. One of the highlights for families is the Rock City Park, known as the "World's Largest Rock City." Here, children can explore the massive rock formations, wander through crevices, and enjoy the scenic views from the lookout points. The park's nature trails are perfect for a family hike, and the picnic areas provide a great spot for a relaxing lunch surrounded by nature. For a day of fun and learning, the Olean Public Library offers a range of children's programs, including story times and educational activities that encourage reading and creativity. The library's welcoming environment is ideal for families looking to spend a quiet afternoon with a good book. During the warmer months, families can head to Franchot Park, which features a playground where children can swing, slide, and climb to their heart's content. The park also has sports fields and courts for a friendly game of soccer, basketball, or baseball. For a unique experience, visit the Pfeiffer Nature Center, where kids can connect with the natural world through hands-on environmental education. The center's trails are perfect for spotting wildlife, and the interactive exhibits teach children about the local ecosystem and conservation efforts. When it's time to cool off, the William O. Smith Recreation Center opens its doors to families looking for indoor swimming fun. The center's pool is a great place for kids to splash around and practice their swimming strokes. If your family enjoys winter sports, the nearby Holiday Valley Resort in Ellicottville provides skiing, snowboarding, and tubing opportunities for all skill levels. The resort's family-friendly atmosphere and ski school make it an excellent choice for introducing children to winter activities. Lastly, no visit to Olean would be complete without indulging in some sweet treats. Sprague's Maple Farms, a short drive away, offers a taste of the region's famous maple syrup. Kids will love the pancake meals and the chance to learn about the maple syrup-making process. In Olean, New York, families will find a charming blend of outdoor adventure, educational opportunities, and small-town hospitality, ensuring that both children and adults have an enjoyable and enriching visit.
Nature IconOutdoor activities in Olean
Olean, New York, nestled in the enchanting foothills of the Allegheny Mountains, is a treasure trove for outdoor enthusiasts and nature lovers. The region's lush landscapes, rolling hills, and serene waterways offer a plethora of activities for those seeking to connect with the natural world. One of the area's crown jewels is Allegany State Park, New York's largest state park, located just a short drive from Olean. With over 65,000 acres of forests, lakes, and mountains, the park is a haven for hikers, campers, and wildlife watchers. The park's extensive network of trails, including the popular North Country Trail, provides opportunities for both leisurely walks and challenging treks. In the winter, these trails transform into a wonderland for snowshoeing and cross-country skiing. Rock City Park, known as the "Eighth Wonder of the World," is another natural attraction that draws visitors to Olean. This prehistoric ocean floor is a massive expanse of towering quartz conglomerate rock formations, offering unique geological exploration and panoramic views of the surrounding countryside. For those who enjoy water-based activities, the Allegheny River provides a scenic backdrop for kayaking, canoeing, and fishing. The river's gentle flow is perfect for a peaceful day on the water, with the lush riverbanks and abundant wildlife adding to the experience. Birdwatchers will find a paradise at the Pfeiffer Nature Center, where the diverse habitats support a wide array of bird species. The center's programs and guided walks offer insights into the local ecosystem and the chance to spot some of the area's feathered residents. Cycling enthusiasts can take advantage of the area's picturesque roads and trails. The Pat McGee Trail, a multi-use path that stretches for 12 miles, is perfect for a bike ride through the countryside, offering views of wetlands, forests, and farmland. For a more relaxed outdoor experience, visit the Olean's city parks, such as War Veterans Park, which provide tranquil settings for picnicking, leisurely walks, and enjoying the fresh air. Whether you're seeking adventure or a peaceful retreat into nature, Olean and its surrounding areas offer a wealth of outdoor activities and natural wonders that are sure to satisfy any nature lover's wanderlust.
Weather IconWeather in Olean
Olean, New York, nestled in the enchanting Southern Tier region, experiences a four-season climate that offers a diverse range of weather conditions throughout the year, each with its own unique appeal. Winter, from December to February, is characterized by cold temperatures and a picturesque snowy landscape. Average high temperatures hover around the freezing mark, while lows can dip well below, especially during January, the coldest month. Snowfall is significant, with Olean receiving an average of 80-100 inches annually, making it a wonderland for winter sports enthusiasts. Spring, from March to May, brings a gradual warming trend, with temperatures rising from the 30s to the 60s Fahrenheit. This season can be unpredictable, with late snowfalls possible in early spring, but as the season progresses, the snow melts away to reveal blooming flora. Precipitation is common, so visitors should be prepared for rain showers interspersed with sunny days. Summer, from June to August, offers the warmest weather, with average high temperatures in the 70s to low 80s Fahrenheit. Humidity levels can rise during this time, but the warmth is generally comfortable, perfect for exploring the lush greenery and outdoor activities that the region has to offer. Thunderstorms are not uncommon, contributing to the area's green landscapes. Autumn, from September to November, is a particularly pleasant time to visit Olean. The temperatures start to cool, ranging from the 50s to the 70s Fahrenheit, and the humidity drops, making for crisp, enjoyable days. This season is also when the region's foliage turns into a vibrant display of reds, oranges, and yellows, attracting leaf-peepers from all over. The most popular weather conditions tend to be prevalent in the late spring to early fall, when the temperatures are mild and the natural beauty of the area is at its peak. The autumn months are especially pleasant, not only for the comfortable climate but also for the spectacular fall foliage that adorns the landscape. Whether you're looking to enjoy winter sports, witness the renewal of spring, bask in the warmth of summer, or marvel at the autumn colors, Olean offers a distinct experience in each season. Visitors should always be prepared for a variety of weather conditions and pack accordingly to make the most of their time in this charming New York destination.
Transportation in Olean
Olean, New York, nestled in the enchanting Southern Tier region, offers a modest array of transportation options suitable for visitors and residents alike. While Olean does not have its own commercial airport, travelers can fly into the nearby Bradford Regional Airport in Pennsylvania, approximately 20 miles away, or the Buffalo Niagara International Airport, which is about 70 miles north of Olean. From these airports, car rentals and shuttle services are available to complete the journey to Olean. For those who enjoy the romance of rail travel, the nearest Amtrak station is located in Buffalo, providing a scenic route to the region. Additionally, Olean is accessible by bus, with intercity bus services such as Coach USA offering routes that connect Olean to other cities. Once in Olean, visitors will find that the city's public transportation options are somewhat limited. The Olean Area Transit System (OATS) provides bus service within the city and to surrounding communities, but the frequency and coverage may not meet the needs of all travelers. Therefore, many visitors opt for car rentals to afford them the flexibility to explore the area at their leisure. Driving in Olean is relatively stress-free compared to larger cities, with less traffic congestion and ample parking. This makes it an ideal way to visit nearby attractions such as the Allegany State Park, Rock City Park, and the scenic routes of the Enchanted Mountains. Olean itself is moderately walkable, particularly in the downtown area where shops, restaurants, and some attractions are within easy walking distance. Strolling through the city's historic districts can be a pleasant way to spend an afternoon. However, to fully experience the natural beauty and attractions of the wider region, having access to a car is recommended. In conclusion, while Olean may not boast the extensive transportation infrastructure of a major metropolis, it offers sufficient options for travelers to arrive and explore the area. Whether you're flying in and renting a car or taking a scenic bus ride, Olean is a gateway to the picturesque landscapes and outdoor adventures of Western New York.