Search Condos Rentals in Olean from CA $89

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Check prices for these dates

Next weekend
Apr 4 - Apr 6
In two weeks
Apr 11 - Apr 13
In one month
Apr 25 - Apr 27
In two months
May 23 - May 25

Browse Select Olean Condo Rentals

⛰️HISTORIC COMFY CONDO IN HEART OF ELLICOTTVILLE, PVT PARKING, FLEXIBLE CANCEL⛰️
Fridge, microwave, oven, stovetop

⛰️HISTORIC COMFY CONDO IN HEART OF ELLICOTTVILLE, PVT PARKING, FLEXIBLE CANCEL⛰️

9.8 out of 10, Exceptional, (31)
"Relaxing getaway cozy place"
⛰️HISTORIC COMFY CONDO IN HEART OF ELLICOTTVILLE, PVT PARKING, FLEXIBLE CANCEL⛰️
King Bed, A/C, Pickleball, Patio w/ Grill
TV, fireplace, video games, stereo

King Bed, A/C, Pickleball, Patio w/ Grill

9.8 out of 10, Exceptional, (69)
"The condo was clean, quiet, and comfortable and the host was easy to communicate with! I would definitely stay again."
The price is CA $119
CA $278 total
includes taxes & fees
Apr 1 - Apr 2
King Bed, A/C, Pickleball, Patio w/ Grill
King Bed, A/C, Pickleball, Patio w/ Grill
TV, fireplace, video games, stereo

King Bed, A/C, Pickleball, Patio w/ Grill

10.0 out of 10, Exceptional, (61)
"This updated condo was perfect for our stay at Holiday Valley. The condo was very comfortable and spacious enough for 4 adult men to share easily. You can't ask for a better location. We walked out of the condo and looked right at HV's famous Wall run. I gave it 5 stars because 6 wasn't an option."
The price is CA $165
CA $374 total
includes taxes & fees
Apr 1 - Apr 2
King Bed, A/C, Pickleball, Patio w/ Grill
Cozy Studio, Walk or Bike to Holiday Valley or Town, A/C
TV, fireplace

Cozy Studio, Walk or Bike to Holiday Valley or Town, A/C

10.0 out of 10, Exceptional, (10)
"Everything was as good or better than advertised. Clean unit and easy check-in/check-out!"
The price is CA $106
CA $245 total
includes taxes & fees
Apr 1 - Apr 2
Cozy Studio, Walk or Bike to Holiday Valley or Town, A/C
Holiday Valley Ski-In/Ski-Out Condo
TV, fireplace

Holiday Valley Ski-In/Ski-Out Condo

10.0 out of 10, Exceptional, (41)
"Clean, modern, beautiful condo."
The price is CA $213
CA $419 total
includes taxes & fees
Apr 3 - Apr 4
Holiday Valley Ski-In/Ski-Out Condo
Holiday Valley Hideaway, Newly Renovated Walking distance to Village & Slopes
Fridge, microwave, oven, stovetop

Holiday Valley Hideaway, Newly Renovated Walking distance to Village & Slopes

10.0 out of 10, Exceptional, (23)
"I was skiing at HV all week. I wanted a place close by the resort with a full kitchen. Everything was clean and worked well. I was great for one person."
Holiday Valley Hideaway, Newly Renovated Walking distance to Village & Slopes
King Bed, A/C, Pickleball, Patio w/ Grill
TV, fireplace, stereo

King Bed, A/C, Pickleball, Patio w/ Grill

9.8 out of 10, Exceptional, (11)
"Unit is freshly designed and maintained. Instructions and communications are clear and well organized. "
The price is CA $140
CA $324 total
includes taxes & fees
Apr 1 - Apr 2
King Bed, A/C, Pickleball, Patio w/ Grill
Ski In/Out Condo, King Bed
Terrace/patio

Ski In/Out Condo, King Bed

9.6 out of 10, Exceptional, (28)
"Easy check in and nice apartment"
The price is CA $89
CA $226 total
includes taxes & fees
Apr 1 - Apr 2
Ski In/Out Condo, King Bed
Renovated Ski In Ski Out Condo at Holiday Valley
TV, fireplace

Renovated Ski In Ski Out Condo at Holiday Valley

9.6 out of 10, Exceptional, (20)
"Easy ski in/ ski out condo at holiday valley. Friendly host with great communication. Would definitely stay here again."
Renovated Ski In Ski Out Condo at Holiday Valley
Rosie's Roost
4 bedrooms, WiFi, bed sheets

Rosie's Roost

10.0 out of 10, Exceptional, (1)
"Great stay, the property manager was very responsive and helpful."
Rosie's Roost
2BR 2 FB Tamarack Club Resort at Holiday Valley Condo Ski In/Out Sleeps 8
Exterior

2BR 2 FB Tamarack Club Resort at Holiday Valley Condo Ski In/Out Sleeps 8

10.0 out of 10, Exceptional, (3)
"We had a great family weekend at the Tamarak, everything was as described. Fantastic condo and resort."
2BR 2 FB Tamarack Club Resort at Holiday Valley Condo Ski In/Out Sleeps 8
23- Village Condo with all the extras-hot tub, fire pit, game room
Fridge, microwave, oven, stovetop

23- Village Condo with all the extras-hot tub, fire pit, game room

10.0 out of 10, Exceptional, (23)
"Could not have asked for a better set up for our ski trip. Four adults and five kids. Perfect weekend getaway."
23- Village Condo with all the extras-hot tub, fire pit, game room
King Bed, A/C, Pickleball, Patio w/ Grill
TV, fireplace, video games, stereo

King Bed, A/C, Pickleball, Patio w/ Grill

9.8 out of 10, Exceptional, (62)
"We were looking for a place close to Holiday Valley ski resort. We were able to walk outside and get on the ski trail in less than a minute. The property owners were amazing! They have great communication, and they stayed in touch with us to make sure we taken care of. The property was clean and very comfortable. We will definitely book this property again in the future! "
The price is CA $135
CA $300 total
includes taxes & fees
Mar 31 - Apr 1
King Bed, A/C, Pickleball, Patio w/ Grill
Luxurious ski in-ski out slopeside condo.
Fridge, microwave, oven, stovetop

Luxurious ski in-ski out slopeside condo.

10.0 out of 10, Exceptional, (7)
"Nice clean space "
The price is CA $229
CA $414 total
includes taxes & fees
Apr 5 - Apr 6
Luxurious ski in-ski out slopeside condo.
Ski-In/Out & Golf Condo w/ A/C at Holiday Valley!
Terrace/patio

Ski-In/Out & Golf Condo w/ A/C at Holiday Valley!

9.4 out of 10, Exceptional, (34)
"Great location! Very responsive! "
Ski-In/Out & Golf Condo w/ A/C at Holiday Valley!
Hillside Getaway ⛷ Ski- In: Ski- Out condo Sleeps 4 located in Ellicottville NY
Terrace/patio

Hillside Getaway ⛷ Ski- In: Ski- Out condo Sleeps 4 located in Ellicottville NY

9.8 out of 10, Exceptional, (20)
"We enjoyed a long weekend at Holiday Valley and really appreciated the convenience of ski in/out here. Short drive to Ellicottville for shopping, restaurants and coffee. The property was tidy and served us well. The condo unit is in a building with other condos, so there was the expected occasional noise related to that— mostly hearing the neighbors walking around. We’re glad we stayed here and would visit again. "
Hillside Getaway ⛷ Ski- In: Ski- Out condo Sleeps 4 located in Ellicottville NY
Tamarack Club At Holiday Valley Ski in/out Deluxe Condo w/ Mini Kitchen Sleeps 4
Exterior

Tamarack Club At Holiday Valley Ski in/out Deluxe Condo w/ Mini Kitchen Sleeps 4

9.8 out of 10, Exceptional, (16)
"Great spot for a ski weekend. Condo was large and has everything you need. Inderground parking with ski storage amd walk out to slopes. Heated outdoor pool and hot tubs. Helpful staff. "
Tamarack Club At Holiday Valley Ski in/out Deluxe Condo w/ Mini Kitchen Sleeps 4
3-bed, 2-bath, Condo, King Bed, A/C, Pickleball
TV, fireplace

3-bed, 2-bath, Condo, King Bed, A/C, Pickleball

10.0 out of 10, Exceptional, (14)
"Great location, clean and tastefully decorated, Had all the amenities we were looking for to enjoy an extended ski weekend. Kids loved having their own space in the loft! Would book again. "
3-bed, 2-bath, Condo, King Bed, A/C, Pickleball
Ski In / Ski Out Remolded Condo on Holiday Valley Resort!
Smart TV, fireplace

Ski In / Ski Out Remolded Condo on Holiday Valley Resort!

10.0 out of 10, Exceptional, (12)
"Very easy to get into, lots of amenities, very clean and as described. Would recommend "
Ski In / Ski Out Remolded Condo on Holiday Valley Resort!
Charming 2-bedroom condo in superb Ellicottville with AC, WiFi
Exterior

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

10.0 out of 10, Exceptional, (1)
"We came for my son’s birthday to go tubing. It was a great location and the house was great for our family of 5. There were games and movies. My kids LOVED the bunk beds. "
The price is CA $282
CA $392 total
includes taxes & fees
Apr 1 - Apr 2
Charming 2-bedroom condo in superb Ellicottville with AC, WiFi
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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Other property types 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

10.0 out of 10, Exceptional, (11)
"great little getaway, very beautiful places around to drive to!"
The price is CA $127
CA $204 total
includes taxes & fees
Mar 31 - Apr 1
Cozy Country Get Away Suite with a view of the Enchanted Mountains
Modern cottage located in 250 private acres Pond Fishing Hiking Fire Pit
Smart TV, fireplace, books

Modern cottage located in 250 private acres Pond Fishing Hiking Fire Pit

10.0 out of 10, Exceptional, (101)
"Our stay was amazing! The cabin was perfect for 2 adult couples. Very comfortable & clean. Will definitely rent the cabin again!Thank you, Dave!"
Modern cottage located in 250 private acres Pond Fishing Hiking Fire Pit
All-Season ski chalet in Ellicottville, NY, outdoor hot tub with stunning views!
Outdoor spa tub

All-Season ski chalet in Ellicottville, NY, outdoor hot tub with stunning views!

9.8 out of 10, Exceptional, (238)
"This was our second time as a group staying here. Had a great time as usual. Place was clean and organized. Would have liked to have the porch available to use but due to the snow understand that was not an option. Overall, great time and look forward to renting again next year. "
All-Season ski chalet in Ellicottville, NY, outdoor hot tub with stunning views!
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.

Frequently asked questions

Why book your condo in Olean with Expedia?
Getaways should be a walk in the park, so if you’re after condos at an affordable rate, Expedia has your back. Stick to the budget and opt for something cheap and cheerful, or splurge on a 5-star condo and pamper your loved ones. Our search filters make it simple to find a stay in Olean that meets your needs.
How can I find cheap condos in Olean?
Expedia can help you narrow your search for cheap condos in Olean. To lock in a fantastic stay in a few quick clicks, simply use the filter tool to refine your search by amenities, star rating and budget.
What is there to do in Olean near my condo?
After you’ve unpacked your suitcases, venture out and explore the cool things Olean has to offer. Gargoyle Park is a great attraction to add to your travel itinerary.