
Holiday rentals in Olean
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Top-rated holiday rentals in Olean
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

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 .

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!

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

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.

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.

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.

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

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

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.

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
Other great holiday rentals in Olean

Zippo Mansion Garden Cottage

Bring a Pet: Historic Downtown Olean Apartment

Aranar Landscape Hotels & Villas

Our Little Red Cabin

cuba lake bears den

Cozy Country Get Away Suite

Cozy Lakeview Cottage w/ Hot Tub

Cozy Cabin with a Vista - 500 Private Acres
When is the best time to visit Olean?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | -3°C | -2°C | 2°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 11°C | 5°C | 0°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 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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