Holiday rentals in Olean

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Top-rated holiday rentals in Olean

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Top guest favourite
A winter scene reveals a private guest house nestled among tall trees, blanketed in fresh snow. Soft light emanates from the windows, contrasting with the serene white landscape. The surrounding area is quiet, with snow covering the ground and gently dusting the tree branches.
Farm stay in Cattaraugus
5 out of 5 average rating, 157 reviews

The Guest House at Burdick Blueberries Farm

Share the peaceful beauty of our working family blueberry and flower farm with organic and sustainable practices. Located in East Otto, New York. During the blueberry season experience the joyful bustle of the pick-your-own blueberries and flowers, Mid-July - August. Private guest house attached to farmhouse. Enjoy our patio and spacious lawns plus in-ground pool. Walk along the blueberry bushes, farm roads and woodland trails. Guest space has a simple & natural aesthetic, a relaxing haven.

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, 155 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.

Top 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, 377 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, 158 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!

Top guest favourite
A spacious living area features a comfortable couch and armchair arranged around a coffee table. A stone fireplace anchors one wall, while a dining table is positioned nearby. The kitchen area, visible in the background, is equipped with modern appliances and wooden cabinetry.
Cottage in Great Valley
4.95 out of 5 average rating, 168 reviews

Country get away

Beautiful private country setting. Perfect spot to take in the fall foliage and count the stars as you sit around the fire. Newly remodeled cozy country cottage . Full kitchen and washer and dryer available . Perfect get away from the hustle and bustle of the city . Central location to all of the area attractions like Holiday Valley ski resort , Ellicottville shopping and restaurants and Seneca Allegany casino. WiFi and dish network provided in a clean and sanitized space. Gas grill available

Top guest favourite
The exterior of the cottage features warm wooden siding, complemented by large windows that provide views of the surrounding nature. Two skis are mounted on the wall, hinting at outdoor recreational activities. Lush greenery and a small deck are visible next to the cottage.
Cottage in Fillmore
4.97 out of 5 average rating, 235 reviews

Iris Cottage, Nature on Higgins Creek

Iris cottage is set on a quiet road in WNY just 15 mi. from Letchworth State Park and 5 mi. from Houghton College. Gas fire place greets guests on chilly days and a large deck overlooks woods and Higgins Creek. The kitchen is well stocked and fully equipped. Whether summer or winter this is the perfect place to enjoy WNY nature at its best and get away from it all. 2 bedrooms open to open plan living, kitchen and dining. Onsuite master has a second electric fireplace and deck access.

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, 174 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.

Top guest favourite
The interior of the suite features warm wood accents and a combination of natural light and soft lighting. A spacious living area is furnished with a comfortable chair, while an inviting kitchenette is visible in the background. A rustic decor piece stands along one wall, enhancing the cozy ambiance.
Guest suite in Springville
4.99 out of 5 average rating, 218 reviews

Hallmark like cabin suite with panoramic view

Take it easy at this unique and tranquil getaway. Perfect for one or two Adults. Comfortable King Size Bed, private bath, kitchenette (not a kitchen) with airfryer/toaster oven, microwave and keurig. Take time away from the hustle and bustle and stay closer to nature in this lovely private suite. Linens, towels and numerous kitchen items provided. Plenty of popular activities and scenery in the surrounding towns and villages. Complimentary WIFI is available but can be unreliable.

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, 131 reviews

SnowPine Condo, King Bed, 2 Full Baths

Upscale SnowPine Village condo, perfect for outdoor fun and year-round relaxation. Ski-in/ski-out access when the snow falls! 🌿 Great for hiking, biking & outdoor adventure 🏌️ Golf & pickleball courts nearby 🏡 Private patio w/ seating & grill 🛏️ King, queen + trundle beds, sleeps 5 🛁 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) ❄️ Portable A/C

Superhost
The exterior of a charming two-story house is showcased, featuring light yellow siding and dark brown shutters. A wide front porch with white railings invites relaxation, while neatly trimmed green bushes line the walkway. Lush grass enhances the welcoming appearance of the property.
Home in Olean
4.85 out of 5 average rating, 118 reviews

Olean Ny 4 bedrms. entire house. St. Bonaventure

One 58 inch tv. 1940's home . Location is perfect! 2 miles from St. Bonnies.Rock City is close.Niagra Falls 1.5hr,Ellicotville, You can walk everywhere Pizza place across the street Grocery store is 3 blocks away and the movies &Walmart only a mile.Great restaurants stones throw away.We have a fire pit/ grill. Price depends on how many people. $15 per person per night over 5&must tell owner about extra day visitors and they are 5.00 per person. dog fee 35. a nt

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, 258 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, 212 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!!

Popular amenities for Olean holiday rentals

When is the best time to visit Olean?

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Avg. price₹9,151₹9,244₹9,431₹8,964₹9,711₹10,178₹11,392₹10,738₹9,804₹10,738₹13,072₹10,645
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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 house rentals in Olean?

    Experience the best of Olean with our house rentals, starting at about $80 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 apartment rentals in Olean have air conditioning?

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

  • Do apartment rentals in Olean have a kitchen?

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

  • Do apartment rentals in Olean have wifi?

    Absolutely! We offer over 10 apartment 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 ₹3,735 per night before taxes and fees

  • Verified guest reviews

    Over 2,110 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

  • 4.9 Average rating

    Olean stays are highly rated by guests – averaging 4.9 out of 5!

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