Olean Vacation Rentals

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Check prices for these dates

In two weeks
Oct 10 - Oct 12
In one month
Oct 24 - Oct 26
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21

Vacation Rentals in Olean

Cozy Country Get Away Suite with a view of the Enchanted Mountains
Exterior detail

Cozy Country Get Away Suite with a view of the Enchanted Mountains

9.6 out of 10, Exceptional, (17)
"I loved staying here and would def come again. "
The price is ￥11,824
￥21,701 total
includes taxes & fees
Sep 25 - Sep 26
Cozy Country Get Away Suite with a view of the Enchanted Mountains
One of a kind Treehouse on the Genesee River
Exterior

One of a kind Treehouse on the Genesee River

9.0 out of 10, Wonderful, (41)
"Our treehouse stay was absolutely amazing and the perfect way to kick off summer for our family. Tucked away just off a main road, it felt secluded and peaceful, yet made for a great base to take little day trips and explore the charming surrounding towns.One of the highlights was the field full of fireflies at night—it felt truly magical under a sky blanketed with stars. Being right on the Genesee River and White Creek gave us the chance to explore the shoreline, our 8 year old son loved...
One of a kind Treehouse on the Genesee River
Charming Log Cabin on Private Pond Nestled in Woods Near Holiday Valley Resort
Fridge, microwave, oven, stovetop

Charming Log Cabin on Private Pond Nestled in Woods Near Holiday Valley Resort

10.0 out of 10, Exceptional, (349)
"We had a wonderful and relaxing time with our dogs. The place was exactly what we wanted and needed! Can't wait to go back!"
Charming Log Cabin on Private Pond Nestled in Woods Near Holiday Valley Resort
Quality in Town, Hot Tub Great Reviews!CLEAN! Comfy Beds Photo wall Game room
Fridge, microwave, oven, stovetop

Quality in Town, Hot Tub Great Reviews!CLEAN! Comfy Beds Photo wall Game room

9.8 out of 10, Exceptional, (151)
"Myself, husband, dad, 3 children (including the grad), her significant other, and best friend all stayed in elicottville so that we were a reasonable distance away from her college. Accommodations were great and well suited for our group"
The price is ￥29,374
￥104,583 total
includes taxes & fees
Oct 6 - Oct 7
Quality in Town, Hot Tub Great Reviews!CLEAN! Comfy Beds Photo wall Game room
Ellicottville all-Season chalet
Smart TV, fireplace, video games, DVD player

Ellicottville all-Season chalet

9.8 out of 10, Exceptional, (253)
"This was the perfect house for a family getaway! They had everything you could need for the weekend. I would definitely recommend this to others! "
Ellicottville all-Season chalet
Family & Friends Retreat w/HotTub, Amazing Views, 5 big bedrooms & 14 acres
Exterior

Family & Friends Retreat w/HotTub, Amazing Views, 5 big bedrooms & 14 acres

9.2 out of 10, Wonderful, (10)
"Perfect for our large group with lots of beds, and close proximity to skiing and downtown. "
Family & Friends Retreat w/HotTub, Amazing Views, 5 big bedrooms & 14 acres
33 W. Washington - Large Village Home with Room for the Whole Family!
Dining

33 W. Washington - Large Village Home with Room for the Whole Family!

9.6 out of 10, Exceptional, (79)
"Had a great stay as always!"
The price is ￥41,331
￥91,200 total
includes taxes & fees
Oct 1 - Oct 2
33 W. Washington - Large Village Home with Room for the Whole Family!
Charming and cozy studio in Ellicottville, NY
Fridge, microwave, oven, stovetop

Charming and cozy studio in Ellicottville, NY

10.0 out of 10, Exceptional, (23)
"Great accommodations!"
The price is ￥17,873
￥23,535 total
includes taxes & fees
Sep 25 - Sep 26
Charming and cozy studio in Ellicottville, NY
3 Bedroom Townhouse with Hot Tub
Terrace/patio

3 Bedroom Townhouse with Hot Tub

9.4 out of 10, Exceptional, (20)
"Very nice time will definitely return."
3 Bedroom Townhouse with Hot Tub
Come and enjoy some peace and quiet at the Pumpkin hollow Inn
Property grounds

Come and enjoy some peace and quiet at the Pumpkin hollow Inn

9.8 out of 10, Exceptional, (134)
"Nice and quiet little get a way. Would recommend to anyone looking for a breather from everyday life. "
Come and enjoy some peace and quiet at the Pumpkin hollow Inn
Cozy, upgraded, pet friendly cabin, formerly Cuba Lake Vintage Duck House.
Terrace/patio

Cozy, upgraded, pet friendly cabin, formerly Cuba Lake Vintage Duck House.

9.8 out of 10, Exceptional, (16)
"Great spot, friendly owner, lot's of fun things to do, just an overall great time! "
Cozy, upgraded, pet friendly cabin, formerly Cuba Lake Vintage Duck House.
Rustic Creekside Cabin
Dining

Rustic Creekside Cabin

9.8 out of 10, Exceptional, (71)
"We loved this place. For being rustic, everything was well thought of to make this a relaxing and refreshing experience. When leaving, we felt a bittersweet feeling. We enjoyed the wildlife and taking walks. A lovely area! The one thing it needed...cows on the hillside with bells around their necks! As I said in the beginning, we LOVED this place! "
The price is ￥21,699
￥31,937 total
includes taxes & fees
Oct 15 - Oct 16
Rustic Creekside Cabin
Large Ski Home + Pool & Hot Tub
Property grounds

Large Ski Home + Pool & Hot Tub

9.8 out of 10, Exceptional, (162)
"Had a few friends come down for the weekend - was a great place to host and hang out. "
Large Ski Home + Pool & Hot Tub
Cozy 2 bedroom cabin on a 20 acre lake
Dining

Cozy 2 bedroom cabin on a 20 acre lake

10.0 out of 10, Exceptional, (13)
"Great place to get away, quiet and peaceful, enjoyable spot for individuals or familiar. "
Cozy 2 bedroom cabin on a 20 acre lake
NEWLY BUILT condo - premium features, game room, firepit, short walk to village
Interior

NEWLY BUILT condo - premium features, game room, firepit, short walk to village

10.0 out of 10, Exceptional, (17)
"Thank you for a great stay"
The price is ￥53,043
￥101,666 total
includes taxes & fees
Sep 25 - Sep 26
NEWLY BUILT condo - premium features, game room, firepit, short walk to village
Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville
Exterior

Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville

9.6 out of 10, Exceptional, (7)
"Great time, perfect place for our little getaway. Loved the hot tub!"
The price is ￥19,189
￥32,526 total
includes taxes & fees
Sep 25 - Sep 26
Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville
Breathtaking views, modern container design
Aerial view

Breathtaking views, modern container design

2.0 star property
10.0 out of 10, Exceptional, (2)
"Quiet, beautiful, great views of the stars, sunset and sunrise! Would love to go back."
The price is ￥22,732
￥49,748 total
includes taxes & fees
Oct 6 - Oct 7
Breathtaking views, modern container design
Across from Holiday Valley, sleeps 10, entire TH, walk to VLG, CLEAN, updated
Fridge, microwave, oven, stovetop

Across from Holiday Valley, sleeps 10, entire TH, walk to VLG, CLEAN, updated

9.8 out of 10, Exceptional, (53)
"Great location, great communication with owner, great snow! Perfect size for family of 4. "
The price is ￥33,212
￥65,552 total
includes taxes & fees
Oct 1 - Oct 2
Across from Holiday Valley, sleeps 10, entire TH, walk to VLG, CLEAN, updated
Charming 2-bedroom condo in superb Ellicottville with AC, WiFi
Exterior

Charming 2-bedroom condo in superb Ellicottville with AC, WiFi

9.8 out of 10, Exceptional, (7)
"It was very clean and quiet and lots of space. Will definitely be back for another stay. "
The price is ￥32,474
￥47,704 total
includes taxes & fees
Sep 25 - Sep 26
Charming 2-bedroom condo in superb Ellicottville with AC, WiFi
Stunning Chalet with Breathtaking Holimont Views – Perfect for Families
Interior

Stunning Chalet with Breathtaking Holimont Views – Perfect for Families

6.8 out of 10, (3)
"This spacious chalet perfectly met the needs of our family. Communication with our hosts was efficient and friendly - so easy to work with. We had a tire blow out — they immediately responded with recommendations and we had the tire fixed in less than 12 hours! We spent our days on the slopes, hit a couple of restaurants in town and hung out in the living space playing games and watching movies. We were also thrilled to bring our doodle with us so the whole family could be together. Would love...
Stunning Chalet with Breathtaking Holimont Views – Perfect for Families
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Olean Hotel Reviews

White Pine Lodge

White Pine Lodge

10/10 Excellent
"I travel a lot, and i have been disappointed in the quality of the premier hotels. I was impressed on the cleanliness, and overall excellence of this hotel. Will come back and recommend to my other coworkers this place for sure. "
Amye 1-night trip
Posted 5 days ago
White Pine Lodge

Find out more about Olean

Find out more about Olean

Search for holiday rentals in Olean on Expedia! You can easily find your home rentals, villas, holiday apartments in Olean using one of the methods below:

  • View our selection of featured holiday rentals in Olean
  • Use the map to find apartments and other holiday homes in the Olean neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Olean while they last

Look no further and take a look at our great range of rental properties in Olean!

Frequently asked questions

Are there vacation rentals in Olean?

Yes, you can find vacation rentals close to top attractions in Olean, or you can select a more secluded option if you want a relaxing place to stay. Our travelers say Olean has a good selection of restaurants. Make sure you have time to check out the architecture and shopping during your trip.

What's the top vacation rental that Olean has to offer?

Stunning Chalet with Breathtaking Holimont Views – Perfect for Families: This vacation home rental near Olean offers a fireplace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a coffee maker, so you can cook with friends or family.

How many vacation rentals are there in Olean?

With 5 Expedia vacation rentals, you're sure to find just the right place for your Olean stay.

What’s there to see and do in Olean?

Allegheny River and Gargoyle Park are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find St. Bonaventure University and Cuba Lake.

What’s a vacation rental in Olean like?

Vacation rentals are private properties you can book for several days or more in Olean. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for family gatherings.