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

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

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.

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!

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.

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

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.

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.

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!!

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 vacation rentals
Other great vacation rentals in Olean

Olean Ny 4 bedrms. entire house. St. Bonaventure

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SlopesideSerenity: Updated ski in/out luxe retreat

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Moose cabin at mystic water resort
When is the best time to visit Olean?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $133 CAD | $134 CAD | $137 CAD | $130 CAD | $141 CAD | $148 CAD | $166 CAD | $156 CAD | $142 CAD | $156 CAD | $190 CAD | $155 CAD |
| 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 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 vacation rentals in Olean

Total vacation rentals
Explore 50 vacation rentals in Olean

Nightly prices starting at
Olean vacation rentals start at $68 CAD per night before taxes and fees

Verified guest reviews
Over 2,050 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Olean vacation 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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