Search and Rent Olean Condos

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 33 Condo Rentals in Olean with updated reviews, rates, and availability.

⛰️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, (72)
"Our second time at this apartment, It is a great location, and we love the ski-in/ski-out feature"
The price is $198
includes taxes & fees
$175 per night
May 6 - May 7
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)
"Place was clean, great location, and plenty of room for us (8 people)."
The price is $251
includes taxes & fees
$223 per night
May 5 - May 6
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, (11)
"We loved our stay at this property. The location is perfect for skiing and going to the restaurants in town. The property was equipped with everything we needed for a comfortable stay. Would definitely stay here again!"
The price is $200
includes taxes & fees
$177 per night
May 13 - May 14
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)
"The place was perfect for our family. We loved the ability to ski in and out from Holiday Valley! Would definitely stay here again!"
The price is $320
includes taxes & fees
$283 per night
May 4 - May 5
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)
"Beautiful cozy condo. Perfect for a quick weekend getaway for 2 people. Loved the wood burning fireplace. "
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)
"Great location"
The price is $211
includes taxes & fees
$187 per night
May 6 - May 7
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, (29)
"Easy check in and nice apartment"
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)
"Wonderful place in a great location. Will definitely come back!"
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)
"Host was very responsive, helpful and friendly. House was perfect for our trip. "
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, (63)
"Quiet, clean, beautiful, comfortable "
The price is $208
includes taxes & fees
$184 per night
May 19 - May 20
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)
"Appreciated everything about this stay. "
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, (35)
"Great location on the mountain easy to work with the owner and clean/ ready to go when we arrived. "
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)
"Condo. was perfect for a long weekend. Clean and comfortable. Really liked being able to ski in and ski out. Owner was helpful and always responded to questions quickly. Would stay here 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 place to stay. The ski in / out was perfect. For a family of 5, there was plenty of room. We would absolutely stay here again. The responses where very fast and communication was great. "
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)
"Our second time staying in this unit. Great location, clean and has everything you need. "
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 $293
includes taxes & fees
$259 per night
May 2 - May 3
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.
Don't see what you're looking for?
See all available properties in Olean
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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, (12)
"great little getaway, very beautiful places around to drive to!"
The price is $157
includes taxes & fees
$139 per night
May 4 - May 5
Cozy Country Get Away Suite with a view of the Enchanted Mountains
Beautiful & Cozy home
Private kitchen

Beautiful & Cozy home

9.4 out of 10, Exceptional, (3)
"Great stay . "
The price is $254
includes taxes & fees
$225 per night
May 2 - May 3
Beautiful & Cozy home
Charming Historic Home ~ 1 Mi to Dtwn Olean!
Fridge, microwave, stovetop, dishwasher

Charming Historic Home ~ 1 Mi to Dtwn Olean!

8.8 out of 10, Excellent, (13)
"We all had a wonderful time The home was very spacious And beautiful I love being able to have family together :)"
Charming Historic Home ~ 1 Mi to Dtwn Olean!
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.