Search Condo Rentals in Olean

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
26 Sep - 28 Sep
In two weeks
3 Oct - 5 Oct
In one month
17 Oct - 19 Oct
In two months
14 Nov - 16 Nov

Condo Rentals in Olean

Our top choices for Olean condo rentals

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, (76)
"Great spot, ski in and ski out "
King Bed, A/C, Pickleball, Patio w/ Grill
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. "
Charming 2-bedroom condo in superb Ellicottville with AC, WiFi
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, (66)
"Rooms were clean and when we had a problem in the first room they switched us to a new room fast. Great customer service. Town was nice and had great places for eating. Close enough to Buffalo and Niagra Falls, we took a short drive and enjoyed a day there. Allegany State Park was amazing with lots of trails and lake to make a good day. "
King Bed, A/C, Pickleball, Patio w/ Grill
Holiday Valley Hideaway, Newly Renovated Walking distance to Village & Slopes
Exterior detail

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

10.0 out of 10, Exceptional, (24)
"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
Renovated 3BR, 2BA Condo w/ 2 King Beds
TV, fireplace

Renovated 3BR, 2BA Condo w/ 2 King Beds

10.0 out of 10, Exceptional, (19)
"Perfect place for a ski weekend at Holiday Valley. Truly ski-in/ski-out and super convenient to the shops and restaurants in town. Condo was very clean and well-maintained. "
Renovated 3BR, 2BA Condo w/ 2 King Beds
Holiday Valley Ski-In/Ski-Out Condo
TV, fireplace

Holiday Valley Ski-In/Ski-Out Condo

10.0 out of 10, Exceptional, (47)
"Had a great time!"
Holiday Valley Ski-In/Ski-Out Condo
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, (12)
"Great stay, very clean and many amenities! Hope to stay here again in the future!"
Cozy Studio, Walk or Bike to Holiday Valley or Town, A/C
⛰️HISTORIC COMFY CONDO IN HEART OF ELLICOTTVILLE, PVT PARKING, FLEXIBLE CANCEL⛰️
Exterior detail

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

9.8 out of 10, Exceptional, (32)
"Great location and the place was very clean"
⛰️HISTORIC COMFY CONDO IN HEART OF ELLICOTTVILLE, PVT PARKING, FLEXIBLE CANCEL⛰️
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
Hillside Getaway in Ellicottville w/ pool nearby! Sleeps 4!
Terrace/patio

Hillside Getaway in Ellicottville w/ pool nearby! Sleeps 4!

9.8 out of 10, Exceptional, (21)
"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 in Ellicottville w/ pool nearby! Sleeps 4!
Village retreat, new condo loaded with amenities hot tub, fire pit, game room
Fridge, microwave, oven, stovetop

Village retreat, new condo loaded with amenities hot tub, fire pit, game room

10.0 out of 10, Exceptional, (24)
"Property had everything you ever wanted in a weekend stay. Hot tub was amazing!!"
Village retreat, new condo loaded with amenities hot tub, fire pit, game room
Ski In/Out Condo, King Bed
Terrace/patio

Ski In/Out Condo, King Bed

9.4 out of 10, Exceptional, (31)
"Easy check in and nice apartment"
Ski In/Out Condo, King Bed
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!
Updated Ski In Ski Out Condo Holiday Valley
TV, fireplace

Updated Ski In Ski Out Condo Holiday Valley

9.6 out of 10, Exceptional, (32)
"This condo was perfect for my daughters and me. It was clean, quiet, and had everything we needed. The owner checked in regularly to see if we needed anything and was quick to respond the one time we had a question. We would highly recommend staying here during your visit to Ellicottville. We will definitely be coming back! "
Updated Ski In Ski Out Condo Holiday Valley
King Bed, A/C, Pickleball, Patio w/ Grill
Property grounds

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

10.0 out of 10, Exceptional, (62)
"Place was clean, great location, and plenty of room for us (8 people)."
King Bed, A/C, Pickleball, Patio w/ Grill
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, (22)
"Wonderful place in a great location. Will definitely come back!"
Renovated Ski In Ski Out Condo at Holiday Valley
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"
King Bed, A/C, Pickleball, Patio w/ Grill
Cozy Ski Condo Close to Ski Resorts!
Fridge, microwave, oven, stovetop

Cozy Ski Condo Close to Ski Resorts!

Cozy Ski Condo Close to Ski Resorts!
Luxurious ski in-ski out slopeside condo.
Property grounds

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.
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, (17)
"We love the Lodge and setting close to all the outdoor activities!"
Tamarack Club At Holiday Valley Ski in/out Deluxe Condo w/ Mini Kitchen Sleeps 4
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 2 days ago
White Pine Lodge

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.