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Check prices for these dates

Next weekend
Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6
In one month
Jul 18 - Jul 20
In two months
Aug 15 - Aug 17

Condo Rentals in Olean

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
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)
"Property had everything you ever wanted in a weekend stay. Hot tub was amazing!!"
$610 nightly
The price is $689
Jun 19 - Jun 20
Total includes taxes and fees
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, (73)
"Great location for skiing Holiday. Place was very clean and had everything we needed. Communication with the host was excellent! Very pleased with our stay "
$175 nightly
The price is $198
Jun 24 - Jun 25
Total includes taxes and fees
King Bed, A/C, Pickleball, Patio w/ Grill
Holiday Valley Ski-In/Ski-Out Condo
TV, fireplace

Holiday Valley Ski-In/Ski-Out Condo

10.0 out of 10, Exceptional, (42)
"The place was perfect for our family. We loved the ability to ski in and out from Holiday Valley! Would definitely stay here again!"
$212 nightly
The price is $240
Jun 18 - Jun 19
Total includes taxes and fees
Holiday Valley Ski-In/Ski-Out Condo
⛰️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, (32)
"Great location and the place was very clean"
⛰️HISTORIC COMFY CONDO IN HEART OF ELLICOTTVILLE, PVT PARKING, FLEXIBLE CANCEL⛰️
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, (2)
"It was very clean and quiet and lots of space. Will definitely be back for another stay. "
$259 nightly
The price is $293
Jun 18 - Jun 19
Total includes taxes and fees
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, (63)
"We had a wonderful time at this condo! It was beautifully decorated with many thoughtful touches and stocked so well! We were happy to use the ski in ski out. It’s only about a 5 minute drive into town with lots of fun things to do and shops to explore. Amazing dining too!"
$187 nightly
The price is $212
Jun 23 - Jun 24
Total includes taxes and fees
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)
"Perfect for a short ski trip! Thanks!"
Cozy Studio, Walk or Bike to Holiday Valley or Town, A/C
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
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
Holiday Valley 3-bedroom condo across from the Tamarack SLEEPS 10
Smart TV, fireplace

Holiday Valley 3-bedroom condo across from the Tamarack SLEEPS 10

Holiday Valley 3-bedroom condo across from the Tamarack SLEEPS 10
King Bed, A/C, Pickleball, Patio w/ Grill
Smart TV, fireplace, stereo

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

9.8 out of 10, Exceptional, (11)
"We loved everything about our stay at this condo. The location was perfect. We were able to ski right to the ski lift from the back porch. The condo is decorated so nice. We had everything we needed, and the host was always quick to respond. We hope to come back again! "
$196 nightly
The price is $222
Jun 30 - Jul 1
Total includes taxes and fees
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)."
$220 nightly
The price is $248
Jun 18 - Jun 19
Total includes taxes and fees
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, (20)
"Wonderful place in a great location. Will definitely come back!"
Renovated Ski In Ski Out Condo at Holiday Valley
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.
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, (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 in Ellicottville w/ pool nearby! Sleeps 4!
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!
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"
$153 nightly
The price is $173
Jun 18 - Jun 19
Total includes taxes and fees
Ski In/Out Condo, King Bed
Renovated 3BR, 2BA Condo w/ 2 King Beds
TV, fireplace

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

10.0 out of 10, Exceptional, (14)
"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
Updated Ski In Ski Out Condo Holiday Valley
Property grounds

Updated Ski In Ski Out Condo Holiday Valley

9.6 out of 10, Exceptional, (29)
"Enjoyed this property. Well maintained with nice accommodations. Good location for ski trip."
Updated Ski In Ski Out Condo Holiday Valley
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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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.