
Holiday rentals in Olean
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Top-rated holiday rentals in Olean
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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!

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.

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.

The Lemon Drop
Your family will be close to everything while you enjoy your stay at "The Lemon Drop." This is a three-bedroom home with a full-size kitchen, central air, washer, and dryer. You'll be within walking distance of Bonas, the Burton, the OP, Hometown Grill, and all the cute shops downtown. A local coffee shop is half a mile away. There is ample parking for up to three vehicles. The Riley Center is less than a mile away, and the Allegany River Trail is half a mile from our front door!

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.

Houghton Brookside Retreat
Relax in this spacious, serene space, surrounded by nature. Enjoy your morning coffee on the large deck. Perfect for a get-away; close to hiking, hunting, fly fishing, skiing. Walking distance to Houghton University. In the well appointed and stocked kitchen you will be greeted by homemade bread, coffee, fruit, and breakfast essentials. This private space is on the lower level so guests must be able to navigate a set of stairs. Off-street parking.

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 holiday rentals
Other great holiday rentals in Olean

Hilltop 3 bedroom cabin with million dollar views!

Larchwood Lodge - Ellicottville, NY

Entire Cabin, Holiday Valley Ski, Ellicottville

Seneca Heights Oasis with Hot Tub

Allegheny National Forest and Kinzua Reservoir

cuba lake bears den

*Winter Vacation* Fireplace, Skiing, Hiking

Allegheny Mountain Cabin Retreat
When is the best time to visit Olean?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹9,062 | ₹9,155 | ₹9,340 | ₹8,877 | ₹9,617 | ₹10,079 | ₹11,282 | ₹10,634 | ₹9,710 | ₹10,634 | ₹12,946 | ₹10,542 |
| 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 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 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 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 house rentals in Olean have free parking?
Absolutely! We offer over 10 house 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 ₹4,624 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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