Holiday rentals in Olean

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Top-rated holiday rentals in Olean

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Top guest favourite
A rustic cottage is shown from a distance, set against a backdrop of rolling hills adorned with autumn foliage. The property features a gray metal roof, wooden siding, and well-kept gardens with colorful shrubs and trees. A paved driveway leads to the home.
Cottage in Hinsdale
5 out of 5 average rating, 65 reviews

Old barn to modern cottage in 250 private acres

In the midst of 250 private acres this tranquil setting will entice you to relax. Perfect for birders or an energetic hike with maintained trails in grasslands and woods. Just 6 miles from Olean with restaurants and shopping or St Bonaventure University. Ellicottville with ski resorts and nightlife is a scant 12 mile drive. Well stocked kitchen is a cooks delight. Large deck, Webber grill, outdoor furniture, fire pit. New pond completed a month ago, dock, deck, gazebo and fire pit coming soon

Superhost
A spacious studio is furnished with a queen-size bed adorned with decorative pillows and a comfortable couch. Natural light filters in through windows, illuminating the dart board and foozeball table. A bathroom door is visible at the back, contributing to an open and inviting atmosphere.
Guest house in Olean
4.86 out of 5 average rating, 184 reviews

Cozy Country Get Away Suite

If you're passing through town on your travels or a local looking for a private get away, this is the perfect place to kick back, relax and enjoy some peace and quiet. You can sit by the fire, look across to see fireflies in the field or tilt your head back to have an amazing star-gazing experience. A one of a kind property to make memories with friends, family, or for a special romantic get away. Access to 93 acres with trails to walk or mountain bike on, fields to wander through and wildlife.

Top guest favourite
A cabin is nestled among tall pine trees, showcasing a rustic wooden exterior and a welcoming porch. The surrounding landscape reveals vibrant autumn foliage in hues of orange and red, creating a serene and secluded atmosphere.
Cabin in Ellicottville
4.95 out of 5 average rating, 144 reviews

Stylish & Secluded Hideaway, 5 mins to EVL

This private space is quietly tucked away in a stand of pines in the woods alongside Bryant Hill Creek. A wall of windows brings nature and natural light pouring into the space, and a fully-equipped kitchen and European bathroom provide modern comfort. Less than 4 miles outside of E-ville, it comfortably sleeps 2 adults and offers a chic and romantic setting for a couple to hide away with easy access to downtown. 4x4 a must in the snow, or simply park at the foot of the driveway. Tv & wifi.

Guest favourite
A welcoming wooden sign reading 'WILDFLOWER' is prominently displayed at the entrance, framed by well-maintained greenery and colorful landscaping. The stone base adds an earthy texture, while nearby trees are dotted with budding branches, suggesting a peaceful environment.
Apartment in Ellicottville
4.95 out of 5 average rating, 370 reviews

Loft Condo in Wildflower

This is a ground level loft condo that is bright, clean and nicely updated. We are minutes from the Holiday Valley Resort and a short walk to the Village of Ellicottville. This condo offers AC for the summer and a gas fireplace for the winter. We have complimentary coffee and tea with cream and sugar on site. Kitchen is equipped with some spices, oils and cookware. We also supply clean linens and towels. This place is great for 2 to 6 guest for family or close friends with 3 beds and a futon .

Guest favourite
A spacious living area is highlighted by green walls and natural light filtering through two windows. A stone fireplace serves as a focal point, with a television mounted above. Comfortable seating includes a dark sectional sofa and a leather armchair. A wooden coffee table occupies the center.
Loft in Olean
4.96 out of 5 average rating, 156 reviews

Joe's Cozy Loft

Joe's Cozy Loft is now under new management! Expect the same great accommodations and amenities as before but with seamless and Superhost service. Your stay with us includes wifi, off street parking after business hrs, a luxurious 2 person jet tub, laundry capabilities, a private deck with grill and more. We are a short walk or drive to many local restaurants and taverns. We are nestled in the heart of the the Enchanted Mountains with easy access to Ellicottville skiing, Buffalo and much more!

Guest favourite
The cottage exterior features a stone façade, complemented by a welcoming porch and large windows. Greenery surrounds the entrance, with potted plants adding a touch of life. The front door, framed by glass panels, offers a glimpse into the cozy interior.
Cottage in Olean
4.83 out of 5 average rating, 191 reviews

Artists cottage - mid century

The perfect spot to relax, read, write meditate. View birds, wildlife in an old forest along the Allegany River from the porch, deck or large picture windows. Take a walk. (fast Wi Fi, 32 inch TV and echo dot) Families and dog owners will like the large yard (no fence, warning ticks and Lyme disease in the area). My grandmother designed the cottage around a vintage house trailer (tiny house)1956. There are many unique and cleaver features. Family mementos through history are on display.

Top guest favourite
An open floor plan showcases a spacious living area, featuring a large sectional sofa and a dining table surrounded by several chairs. A central kitchen island with granite countertops provides additional seating. Natural light filters through large windows, enhancing the warm, inviting atmosphere.
Guest house in Great Valley
4.98 out of 5 average rating, 102 reviews

Pole Barn Base Camp-Near Ellicottville/Casino/ASP

Centrally located .This space is a 40 by 32 two story new build. Features 3 bedrooms- 3q, 2f, 1t. One bathroom with tile shower. Open floor plan with full kitchen , living room, dining room highlighted by a 16ft concrete bar and 16 ft high ceilings Locker/ cubby room with washer and dryer. Outdoor fire pit with firewood provided. 60 inch smart TV -WiFi -Radiant floor heat. Self check in. Holiday Valley 6.9 mi Seneca Allegany casino 8.1 mi. Ellicottville 7.9 mi Allegany State Park 12 mi

Top guest favourite
A spacious living area is highlighted by a large brown leather sectional sofa adorned with decorative pillows. A vintage wooden trunk serves as a coffee table, topped with a lantern, a decorative orb, and a small plant. Soft light filters through sheer curtains.
Home in Allegany
4.96 out of 5 average rating, 170 reviews

Stylish 3-bedroom home near Ellicottville, NY

Stylish, entire residential 3 bedroom/ 1 bath home. Close to Ellicottville/skiing -30 mins., St. Bonaventure University, Cutco, Rock City Park, Allegany State Park, kayak launch, biking, and walking trail. Niagara Falls is a 1.5-hour drive, Zippo 30 minutes. Walmart and movie theater are 2 miles away. Many restaurants are nearby. A seasonal 2 screen drive-in movie theater-20 min. drive. 2 queen beds , 1 double bed, and a chair converts to a twin size bed. Fully equipped kitchen.

Guest favourite
A newly constructed cabin is nestled among green trees and vibrant foliage. The orange exterior is complemented by a sloped roof. Surrounding the cabin are diverse plants, indicating a naturally rich landscape. The setting offers a sense of seclusion and a connection with nature.
Cabin in Rushford
4.88 out of 5 average rating, 206 reviews

A tranquil cabin with a nice view on 90 acres.>

A semi remote, off the grid, newly constructed,comfortable 14' x 24' cabin with a 8' x 14' porch. Solar powered with running hot water and heat. Located on 90 acres of recreational and hunting land. The electricity is sourced from an on-site solar system, with a remote start generator to assure never losing power. This location is for those who are looking for an experience different from the hotel/motel setting. However, still providing all basic amenities Hunting is available.

Top guest favourite
The exterior of a modern chalet is shown, featuring a striking wooden facade with large triangular windows. Surrounded by lush greenery, the building is complemented by a stone walkway and simple outdoor seating, creating a peaceful entryway to the inviting natural surroundings.
Chalet in Ellicottville
4.97 out of 5 average rating, 256 reviews

Firefly Chalet

Ideal private chalet getaway in Ellicottville NY. The property is located at the top of a hill on a private drive, giving you a beautiful overlook of the valley. The location is a 5 min drive to downtown Ellicottville and 3min drive to Holiday Valley. There are many state land hiking trails off of the private drive. Convenient location for families looking to ski for the weekend, hike locally/at Allegany State Park, and visit the beautiful town of Ellicottville NY.

Top guest favourite
A charming cabin with a wooden exterior is set against a green lawn. The structure features multiple windows, allowing natural light to enter. A small staircase leads to the entrance, while a fenced yard surrounds the property, offering a sense of privacy and space.
Barn in Cuba
4.98 out of 5 average rating, 209 reviews

Stylish & Inviting, Close to lake, 1BR-Sleeps 2

This unique place has a style all its own. This 1BR space "delivers" when it comes to comfort and convenience. Comes with a fully equipped kitchen and all the amenities to make your stay as comfortable and easy as possible. Has a deck if you would like to just relax or enjoy a meal. This cozy space is on the second story so if you have a hard time with stairs sadly we aren't the place for you. Try us out, you won't be disappointed!!

Top guest favourite
A spacious living room features a large sectional sofa adorned with a cozy blanket. A modern electric fireplace is mounted on the wall beneath a flat-screen TV, while a glass sliding door leads to a patio area with outdoor views.
Apartment in Ellicottville
4.94 out of 5 average rating, 126 reviews

Ski-in/out Condo, King Bed, 2 Full Baths

Upscale SnowPine Village condo, perfect for outdoor fun and year-round relaxation. ⛷️ Ski-In/Ski-Out – Patio gate to slopes 🛏️ King, Queen + Trundle beds 🛁 2 Full Baths 🔥 Electric Fireplace 🍳 Fully stocked kitchen 📍 Minutes to Town – Close to shops & dining 📶 Fast WiFi + 55” Roku TV 🚗 Ample Parking – Limit 2 during ski season 🏓 Pickleball Court Nearby 🏡 Private Patio w/ seating & grill ❄️ Portable A/C

Popular amenities for Olean holiday rentals

When is the best time to visit Olean?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price₹9,011₹9,103₹9,287₹8,827₹9,563₹10,022₹11,218₹10,574₹9,654₹10,574₹12,873₹10,482
Avg. temp-3°C-2°C2°C8°C15°C20°C22°C21°C17°C11°C5°C0°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Olean?

    Olean has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Olean?

    Experience the best of Olean with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Olean?

    Four-legged friends are welcome in Olean. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Olean?

    Yes! Work meets play with ease at over 20 vacation rentals in Olean featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Olean have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Olean. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Olean have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Olean. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Olean have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Olean. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Olean have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Olean. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Olean

  • Total holiday rentals

    Explore 50 holiday rentals in Olean

  • Nightly prices starting at

    Olean holiday rentals start at ₹4,597 per night before taxes and fees

  • Verified guest reviews

    Over 2,050 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Olean holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Olean rentals

  • 4.8 Average rating

    Olean stays are highly rated by guests – averaging 4.8 out of 5!

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