A river winding through a green landscape with a town in the background.

Olean Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Olean holiday rentals

A pathway lined with candles leading to a cabin in a forest.

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

Cozy Country Get Away Suite with a view of the Enchanted Mountains
Olean
9.0 out of 10, Wonderful, (32 reviews)
"Was a nice spot you relax while in town for a softball tournament!"
United States
Denise
The price is HK$607
HK$1,041 total
includes taxes & fees
23 Sept - 24 Sept
Cozy Country Get Away Suite with a view of the Enchanted Mountains
A modern kitchen with dark cabinetry, a white microwave, a stove, and a sink.

2. Working farmette at converted warehouse in the Allegany Mountains.

Working farmette at converted warehouse in the Allegany Mountains.
Allegany
10.0 out of 10, Exceptional, (65 reviews)
"Loved the place very spacious."
United States
Philip M.
The price is HK$1,294
HK$1,853 total
includes taxes & fees
24 Sept - 25 Sept
Working farmette at converted warehouse in the Allegany Mountains.
A modern kitchen with dark cabinets, a microwave, a stove, and a refrigerator. There is a dining table with chairs and a sofa with a patterned throw pillow.

3. Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway

Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway
Allegany
10.0 out of 10, Exceptional, (7 reviews)
"I wish there were more stars to give!The property is exquisite and the house brand new. There is nothing more you’d want or need staying here. The animals and experience being on the farm brought us serenity and peace. Chuck and Angela are the most wonderful hosts who have become friends. We are truly blessed to have stayed at the Barndominium!"
United States
Trish D.
The price is HK$1,451
HK$1,986 total
includes taxes & fees
23 Sept - 24 Sept
Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway
A house with a wooden deck and stairs leading to a covered porch.

4. Alpine Hideaway

Alpine Hideaway
Great Valley
10.0 out of 10, Exceptional, (2 reviews)
"neat and tidy all amenities comfortable beds only thing my son didn't like to pull out mattress we would come back in a minute thank you for your hospitality."
United States
Tim P.
Alpine Hideaway
A living room with a flat-screen TV, a sofa, a coffee table, and a patterned rug.

5. 2-bedroom guest house in charming Cuba with WiFi

2-bedroom guest house in charming Cuba with WiFi
Cuba
10.0 out of 10, Exceptional, (13 reviews)
"Cute little place in a nice small town."
United States
Abigail
The price is HK$902
HK$1,500 total
includes taxes & fees
23 Sept - 24 Sept
2-bedroom guest house in charming Cuba with WiFi
A hot tub on a wooden deck with a view of a hilly landscape.

6. The Eagles Nest, Couples Escape - Hot Tub & Views

The Eagles Nest, Couples Escape - Hot Tub & Views
4.5 star property
Ellicottville
9.2 out of 10, Wonderful, (7 reviews)
"its a very cute place. enjoyed the pool and hot tub. many of the light fixtures do not work. the drain in the bathroom sink was EXTREMELy slow"
United States
Bennette
The price is HK$2,389
HK$3,586 total
includes taxes & fees
23 Sept - 24 Sept
The Eagles Nest, Couples Escape - Hot Tub & Views
A modern living room with a spiral staircase, a fireplace, a sofa, and a television.

7. SnowPine Condo, Sleeps 6, Patio, A/C

SnowPine Condo, Sleeps 6, Patio, A/C
Ellicottville
9.8 out of 10, Exceptional, (79 reviews)
"Loved our stay!"
United States
Shannon S.
The price is HK$761
HK$1,604 total
includes taxes & fees
23 Sept - 24 Sept
SnowPine Condo, Sleeps 6, Patio, A/C
A wooden cabin with a snow-covered roof and a snow-laden evergreen tree in the foreground.

8. UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome

UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome
Ellicottville
10.0 out of 10, Exceptional, (73 reviews)
"We had a wonderful stay. Perfect place for family time. The host was super helpful with tips and all communication. Loved the restaurants he recommended. "
United States
Marcia Z.
The price is HK$2,189
HK$4,397 total
includes taxes & fees
23 Sept - 24 Sept
UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome
A hot tub on a wooden deck with a view of a hilly landscape.

9. The Eagles Nest – Couples Escape - Hot Tub & Views!

The Eagles Nest – Couples Escape - Hot Tub & Views!
Ellicottville
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful place. Relaxing w nice amenities"
United States
Bennette D.
The price is HK$2,862
HK$4,688 total
includes taxes & fees
23 Sept - 24 Sept
The Eagles Nest – Couples Escape - Hot Tub & Views!
A rustic log cabin with a porch, a fire pit, and a bench.

10. Rustic Creekside Cabin

Rustic Creekside Cabin
Shinglehouse
9.8 out of 10, Exceptional, (76 reviews)
"It was such a great gateway! We loved every second of it. And especially my dog who could run around. We explored a pond and a trail in the forest! Overall was so peaceful. A recharge much needed. It was a bit cool outside and so cozy in the cabin. There’s everything that you need there. Portable water. There’s a grill you can make food or just heat it on the stove. Hopefully, we’ll be able to come back. Thank you for amazing experience!"
United States
Kateryna P.
The price is HK$1,153
HK$1,681 total
includes taxes & fees
30 Sept - 1 Oct
Rustic Creekside Cabin
A living room with a stone fireplace, a flat-screen TV, a red armchair, and a spiral staircase.

11. SnowPine Condo, Sleeps 8, A/C, Fireplace

SnowPine Condo, Sleeps 8, A/C, Fireplace
Ellicottville
10.0 out of 10, Exceptional, (75 reviews)
"Great appliances, very clean and great spot to hop on the slopes! "
United States
Emma W.
The price is HK$816
HK$1,861 total
includes taxes & fees
28 Sept - 29 Sept
SnowPine Condo, Sleeps 8, A/C, Fireplace
A small wooden cabin with a deck, surrounded by trees and a gravel driveway.

12. Serenity Cabin:Authentic Rustic Forest Retreat/Mountain View Hiking/Pet friendly

Serenity Cabin:Authentic Rustic Forest Retreat/Mountain View Hiking/Pet friendly
Wellsville
9.6 out of 10, Exceptional, (67 reviews)
"What a great cabin. The view from the deck was amazing, and the cabin was truly secluded. We brought our dog, Kane, who also had an amazing time running up and down the slope of the property. They had everything we needed, and we enjoyed our trip. I came for the stars in the dark sky, and they did not disappoint. We will definitely stay again when we are in the area. "
United States
BARBARA F.
The price is HK$1,145
HK$2,224 total
includes taxes & fees
23 Sept - 24 Sept
Serenity Cabin:Authentic Rustic Forest Retreat/Mountain View Hiking/Pet friendly
A campfire in a forested area with a lake in the background.

13. Ebb~n~Flow-Rustic-Solar Cabin-Heated-Hiking-Biking-Pond-Wildlife-Dark Skies-Pets

Ebb~n~Flow-Rustic-Solar Cabin-Heated-Hiking-Biking-Pond-Wildlife-Dark Skies-Pets
Wellsville
9.8 out of 10, Exceptional, (21 reviews)
"Really enjoyed the isolated cabin on a beautiful property. We had a fantastic stay. "
United States
Anonymous traveller
The price is HK$1,098
HK$2,145 total
includes taxes & fees
25 Sept - 26 Sept
Ebb~n~Flow-Rustic-Solar Cabin-Heated-Hiking-Biking-Pond-Wildlife-Dark Skies-Pets
A compact kitchen with white cabinets, a stainless steel dishwasher, a microwave, and a wooden floor.

14. Walk to Slopes & Town Studio

Walk to Slopes & Town Studio
Ellicottville
9.8 out of 10, Exceptional, (43 reviews)
"Great place. Perfect for 2 people, neat and tidy, very comfortable, great location."
United States
John H.
The price is HK$840
HK$1,038 total
includes taxes & fees
23 Sept - 24 Sept
Walk to Slopes & Town Studio
A living room with a stone fireplace, a television mounted above it, and a spiral staircase leading to an upper level.

15. Holiday Valley Ski-In/Ski-Out Condo

Holiday Valley Ski-In/Ski-Out Condo
Great Valley
10.0 out of 10, Exceptional, (73 reviews)
"This place was great! Outstanding location for both summer activities and skiing. It was very clean, and Mikayla was very responsive. We'd definitely stay here again!"
United States
Chris B.
The price is HK$961
HK$2,150 total
includes taxes & fees
23 Sept - 24 Sept
Holiday Valley Ski-In/Ski-Out Condo
A row of blue houses with balconies by a calm pond, surrounded by greenery and a clear sky.

16. Across from Holiday Valley, sleeps 8, entire TH, walk to VLG, CLEAN, updated

Across from Holiday Valley, sleeps 8, entire TH, walk to VLG, CLEAN, updated
Ellicottville
9.8 out of 10, Exceptional, (63 reviews)
"Cute place, very clean, great location!"
United States
Marissa S.
The price is HK$1,405
HK$2,944 total
includes taxes & fees
23 Sept - 24 Sept
Across from Holiday Valley, sleeps 8, entire TH, walk to VLG, CLEAN, updated
A grassy field with a pond, a rainbow, and a forested hill in the background.

17. Stargazer-Magnificent Picturesque View-Dark Skies-Hiking-Biking-Wildlife-Pets

Stargazer-Magnificent Picturesque View-Dark Skies-Hiking-Biking-Wildlife-Pets
Wellsville
9.8 out of 10, Exceptional, (73 reviews)
"The history was responsive to needs and easy to reach before and during our trip. The house had everything we needed for a weekend stay. We only had to bring our own food and personal toiletries. The view was amazing and exactly as expected from the photos provided. The area was secluded and quiet, which made for a much needed peaceful weekend."
United States
celeste b.
The price is HK$1,177
HK$2,162 total
includes taxes & fees
23 Sept - 24 Sept
Stargazer-Magnificent Picturesque View-Dark Skies-Hiking-Biking-Wildlife-Pets
A living room with a fireplace, a sofa, a coffee table, a television, and a ceiling fan.

18. SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!

SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!
Ellicottville
10.0 out of 10, Exceptional, (73 reviews)
"Second time staying, absolutely beautiful place and great support and communication from host!"
United States
Kylie H.
The price is HK$1,405
HK$3,334 total
includes taxes & fees
24 Sept - 25 Sept
SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!
An outdoor seating area with a fire pit surrounded by stone seating and tables, set against a stone building with a balcony.

19. Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views

Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views
Ellicottville
9.8 out of 10, Exceptional, (84 reviews)
"nice place - peaceful and water was nice and relaxing! "
United States
Lisa D.
The price is HK$941
HK$1,800 total
includes taxes & fees
24 Sept - 25 Sept
Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views
A living room with a dark wooden floor, a white sofa, a round coffee table, a large mirror, and a flat-screen TV mounted on the wall.

20. Modern Chalet · 8 Min to Holiday Valley · Sleeps 6

Modern Chalet · 8 Min to Holiday Valley · Sleeps 6
East Otto
10.0 out of 10, Exceptional, (1 review)
"Such a beautiful home! We can’t wait to book again!"
United States
Tatiana
The price is HK$1,476
HK$2,515 total
includes taxes & fees
23 Sept - 24 Sept
Modern Chalet · 8 Min to Holiday Valley · Sleeps 6
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

Microtel Inn & Suites by Wyndham Olean/Allegany

Microtel Inn & Suites by Wyndham Olean/Allegany

10/10 Excellent
"Thia time the room was clean,the bed was comfortable, roo. Had no bad odors like it was the time before. The hotel stuff was super helpful. Love the coffee station and fruits"
Kristina 1-night trip
Posted 1 hour ago
Microtel Inn & Suites by Wyndham Olean/Allegany

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 holiday rentals in Olean?

Yes, there are holiday rentals close to the most popular sights in Olean, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Olean has a good selection of restaurants. Make sure you have time to check out the architecture and shopping during your trip.

What are some of the best holiday rentals that Olean has to offer?

Fantastic lake house on the south shore of Cuba Lake.: This holiday home rental outside of Olean is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Olean?

With 6 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find St. Bonaventure University and Cuba Lake.

What’s a holiday rental in Olean like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Olean. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.