Search Condos Rentals in Olean from CA $166

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Browse Select Olean Condo Rentals

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, (30)
"Nothing but perfect , very satisfied , we will be back next year for sure ."
Ski-In/Out & Golf Condo w/ A/C at Holiday Valley!
Renovated Ski in/out Condo, King Bed, Patio, Grill
TV, fireplace

Renovated Ski in/out Condo, King Bed, Patio, Grill

9.8 out of 10, Exceptional, (58)
"Great set up for a group or family"
The price is CA $271
CA $446 total
includes taxes & fees
Jan 22 - Jan 23
Renovated Ski in/out Condo, King Bed, Patio, Grill
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, (16)
"Beautiful new, well appointed with high end finishes . Perfect location to town. We will rent again for sure. "
23- Village Condo with all the extras-hot tub, fire pit, game room
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, (8)
"The property was very clean and well-stocked. Even prettier than the pictures! It was perfect place for 5 of us to stay in town for a weekend wedding. Would definitely recommend and would love to return in the winter for skiing!"
Ski In / Ski Out Remolded Condo on Holiday Valley Resort!
2 Bed, 1 Bath Condo, Patio, A/C, Pickleball
TV, fireplace

2 Bed, 1 Bath Condo, Patio, A/C, Pickleball

9.8 out of 10, Exceptional, (17)
"The wife and I came down for a needed weekend get away and this was rental was just right for us. The hosts were great and very responsive. The unit was clean, nicely updated and had everything you need.. W would recommend and would rent again in the future. "
2 Bed, 1 Bath Condo, Patio, A/C, Pickleball
Renovated Ski in/out Condo, King Bed, Patio, Grill
TV, fireplace

Renovated Ski in/out Condo, King Bed, Patio, Grill

9.8 out of 10, Exceptional, (60)
"Place was great"
Renovated Ski in/out Condo, King Bed, Patio, Grill
Holiday Valley Ski-In/Ski-Out Condo
TV, fireplace

Holiday Valley Ski-In/Ski-Out Condo

10.0 out of 10, Exceptional, (34)
"Great location at the base of the wall. The place was clean and well stocked with anything you need for a short stay. Our only disappointment was with Holiday Valley who apparently did zero effort to open the Last Chance run - so we couldn't actually ski back to the condo. That's on Holiday Valley, not the property, but FYI if you're staying here and plan to ski back. It's a long hike out if you don't know this in advance."
The price is CA $431
CA $681 total
includes taxes & fees
Jan 13 - Jan 14
Holiday Valley Ski-In/Ski-Out Condo
Renovated Ski In Out Condo, King Bed, Patio, Grill
TV, fireplace

Renovated Ski In Out Condo, King Bed, Patio, Grill

9.8 out of 10, Exceptional, (6)
"Ok"
The price is CA $354
CA $564 total
includes taxes & fees
Jan 23 - Jan 24
Renovated Ski In Out Condo, King Bed, Patio, Grill
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, (19)
"We booked our stay last minute to catch the snow!! It was wonderful! "
Holiday Valley Hideaway, Newly Renovated Walking distance to Village & Slopes
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, (14)
"Nice little hotel room, but just an FYI there are no plates, glasses, or silverware in the wet bar cabinets so bring your own"
Tamarack Club At Holiday Valley Ski in/out Deluxe Condo w/ Mini Kitchen Sleeps 4
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, (2)
"Owner was very communicative in answering questions and rooms were clean, well maintained, and just as described. Very convenient for those taking in HV or Ellicottville."
2BR 2 FB Tamarack Club Resort at Holiday Valley Condo Ski In/Out Sleeps 8
Renovated Ski in/out Condo, King Bed, Patio, Grill
TV, fireplace

Renovated Ski in/out Condo, King Bed, Patio, Grill

10.0 out of 10, Exceptional, (56)
"We love staying here because it is scenic, quiet, comfortable, and in the most perfect location. Easy to town. Easy to summer hiking trails (and winter ski trails). Just easy. The beds are all comfortable. Having two bathrooms is a bonus. And the kitchen is well supplied with coffee makers, a plug-in hot water pot, great knives, and plenty of dishes, mugs, and glassware. The host responds quickly to messages. Highly recommended!"
The price is CA $299
CA $515 total
includes taxes & fees
Jan 22 - Jan 23
Renovated Ski in/out Condo, King Bed, Patio, Grill
⛰️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, (25)
"...with great location and good comms with the host."
The price is CA $352
CA $612 total
includes taxes & fees
Jan 19 - Jan 20
⛰️HISTORIC COMFY CONDO IN HEART OF ELLICOTTVILLE, PVT PARKING, FLEXIBLE CANCEL⛰️
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, (8)
"Super clean and extremely well equipped!!! Highly recommend this home for your vacays!!!"
3-bed, 2-bath, Condo, King Bed, A/C, Pickleball
Updated Ski In Ski Out Condo Holiday Valley
Property grounds

Updated Ski In Ski Out Condo Holiday Valley

9.6 out of 10, Exceptional, (28)
"The curtain rod was pulled off the wall and there was another thing missing a switch. The stairs are very narrow. It’s nice and clean and I loved it had extra towels and pillows. It was nice. The a/c wasn’t really big enough for the place. Upstairs was warm but it was unusually warm at the time. There needs to be a trash dumpster closer. It’s a cute condo. I’d go back! Reasonably priced too! "
Updated Ski In Ski Out Condo Holiday Valley
Ski In/Out Condo, King Bed
Terrace/patio

Ski In/Out Condo, King Bed

9.6 out of 10, Exceptional, (25)
"The unit was advertised as ground level with a photo of the patio door at ground level. there was no mention of how many stairs you had to go down to get to "ground levels". Unfortately, we did mange to go up and down all the 30 some stairs to get to the unit. my husband is 88 years old and has trouble traversing stairs. It took him quite a long time to get up and down to "ground level"... It was very disappointing. on such short order we could not find another place to accommodate...
Ski In/Out Condo, King Bed
King Bed, Walk or Shuttle to Holiday, Fireplace
TV, fireplace

King Bed, Walk or Shuttle to Holiday, Fireplace

10.0 out of 10, Exceptional, (6)
"Conveniently located just across the street from the slopes and a very short drive into town, the room was convenient, clean and well appointed. The bed and linens were high quality, very nice and comfortable. Communication was simple and easy and the owner responded to my inquiries in a timely fashion. Would definitely stay again and recommend to a friend. Thanks!"
The price is CA $166
CA $302 total
includes taxes & fees
Jan 15 - Jan 16
King Bed, Walk or Shuttle to Holiday, Fireplace
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, (17)
"Management offered recommendations on restaurants and entertainment. We had a wonderful time. Condo was clean and cozy. We would go back and highly recommend."
Hillside Getaway ⛷ Ski- In: Ski- Out condo Sleeps 4 located in Ellicottville NY
4-bedroom condo just a 12-minute walk to Holiday Valley Resort
Smart TV, fireplace

4-bedroom condo just a 12-minute walk to Holiday Valley Resort

The price is CA $1,152
CA $1,546 total
includes taxes & fees
Jan 12 - Jan 13
4-bedroom condo just a 12-minute walk to Holiday Valley Resort
1BR 1BA Full Kitchen Ski In/Out Golf Tamarac Club Holiday Valley Condo Sleeps 4
Exterior

1BR 1BA Full Kitchen Ski In/Out Golf Tamarac Club Holiday Valley Condo Sleeps 4

8.8 out of 10, Excellent, (8)
"We had a wonderful time and enjoyed the property"
1BR 1BA Full Kitchen Ski In/Out Golf Tamarac Club Holiday Valley Condo 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.
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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 $128
CA $205 total
includes taxes & fees
Jan 18 - Jan 19
Cozy Country Get Away Suite with a view of the Enchanted Mountains
New & Stunning Chalet!⛷ A+ Reno, Hot-Tub, Barrel Sauna, Slope Views, Fire Pit🔥
Terrace/patio

New & Stunning Chalet!⛷ A+ Reno, Hot-Tub, Barrel Sauna, Slope Views, Fire Pit🔥

10.0 out of 10, Exceptional, (30)
"The Chalet was exactly what we needed for our large family to feel cozy and rejuvenated. The layout of the home allowed everyone to spread out for privacy and personal space, while also allowing ample space in the common areas for gathering together for fellowship and group activities. The setting of the home in the hills and farmlands is just stunningly picturesque, complete with wildlife and gorgeous vistas. The fire pit area was a hit for making s’mores and sharing stories. The decks and...
New & Stunning Chalet!⛷ A+ Reno, Hot-Tub, Barrel Sauna, Slope Views, Fire Pit🔥
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, (98)
"This is our favorite "home away from home". We've stayed many times and it's always wonderful!"
Modern cottage located in 250 private acres Pond Fishing Hiking Fire Pit
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

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What is there to do in Olean near my condo?
The best travel accessory is a well-planned itinerary. Gargoyle Park is a wonderful spot to kick off your sightseeing in Olean.