
Apartment holiday rentals in Olean
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Top-rated apartment rentals in Olean
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Olean apartment rentals
Weekly apartment rentals

The Vault
I stayed here for a month and it was perfect for me. The place was as described and the hosts were more than responsive. 100% my first choice when I’m in the area. 5 stars across the board!

Downtown Must by Madigans!
Great stay! From 10p - 2:10a you do loudly hear the bass, non-stop, for every song at Madigan's in the bedroom (the wall of Madigan's is about 4 feet from the bed's headboard) but we skiied hard and slept better than we expected! Besides, it's just people having fun in a party town and it was fun to peek at the dancefloor tee hee! Would not want to stay with a child. Host is refreshingly responsive and communication was outstanding! The flat is sparkly clean and cute and located right downtown. Just as pictured, and I was surprised that there are 2 bathrooms (one full, one half), and 2 balconies - one I front and a small one off the bedroom. Easy walking access to restaurants, shopping... from early morning coffee to evening ice cream. Holiday Valley is a top rated ski area and is only about a mile away. Grocery store is just a few hundred yards down the street. It is a great ski town!

Swain Hill Hideaway 2 Bedrooms, 2 Full Bathrooms
A very cute apartment with a great view of the hills.

Cozy Comfortable on the Main
The pics are spot on. Nicely decorated. Right on Main Street. Walk to restaurants supermarket very close. Beds were comfortable as was seating area. Loved the window shades. Even though it is listed as 1c there are about 5 steps down to the apt.

Historic Springville Depot Inn Hotel Apartment
We stayed two nights & just loved our accommodations. It was tastefully decorated, had every amenity & was very quiet & comfortable. Valarie was very helpful & accommodating. The historic significance of the depot makes it a truly special experience. We enjoyed visiting Ellicottville for shopping & lunch. We stopped by Griffith Sculptural Park, dined at Arts Cafe and visited the Alpacas at Sugarcreek Farm. We plan on returning!

The Village Loft
Alan was a great host! He had quick responses and gave us great recommendations! The place was private and was easy to find/access. It was perfect for our little weekend trip. The place was clean and beautiful! I would 100% recommend Alan and his place!

Lovely 2-bedroom rental unit in Ellicottville, NY
Everything is perfect as described. The location is sooooo good for skii!!!

Art's Cafe Apartment with Green Roof
Very artistic place. Everyone around the place was super friendly. I was able to walk to a couple of places on that block that were super cool. There were also close restaurants, gas stations and fast food places. Seth was a great host and gave good instructions about the place. The Cafe had very good food just gets a little packed sometimes but overall had a great experience!
Private apartment rentals

Ski in Ski out Hidden Gem on Holiday valley Resort
Stayed here again after a great stay last year. It’s well suited for younger kids (4 total, ages 4-9) and great access to the slopes. Thanks again!

Wellsville home where you'll feel at home.
Need two bedroom, hot shower and usable kitchen in Wellsville? Then this is a great choice. Nice neighborhood and close to everything. Off street parking. Quiet neighborhood. Everything works. Nice to be able to cook and relax and live normally.

One More Run EVL. Ski in-Ski Out
Pretty nice place. The apartment was absolutely stunning with beautiful views to wake up to and had all the amenities listed. Would come here again

Grey Gardens inspired 2 br with fabulous balcony
Steven was a very nice guy. His taste was impeccable. When I entered his place my son looked at me, knowing my taste and said, "what do you think?" My answer "Oh my goodness." The place looked as if I had decorated it myself. I absolutely loved everything about it--the decor, the antiques, the wallpaper, the ambiance, the music he had was awesome. I danced around the room. The gorgeous quilts on the beds, the comfy bed and pillows, the French doors to the wonderful front porch overlooking the adorable quaint village of Angelica with it's wonderful antique stores and friendly folks that live there. I wanted to stay there forever. I couldn't have been happier staying at Steven's place and would love to stay there again. Thank you so very much Steven Timothy, this is one of my favorite places I have ever stayed. I would recommend you to everyone.

The Sweet City Suite
Perfect place to stay for our family, dogs included! Thank you!

The Post On Main
by far, this was the most beautiful airbnb we have ever stayed. we wanted to sell our house and move in there. The age of construction leant to an old world charm of extra high ceilings, original old world wood finishes, extra large windows. the bathroom was as large as a bedroom. I will stay there again and again.

Henley Hideaway
Great place. Very clean. Nice hosts. Great for a quick stay. Though, Beds were extremely firm and uncomfortable. Overall it was still a great stay and I’d still give it 5 stars. I personally wouldn’t stay long term due to the beds, but it was a great spot and price for one night!
Apartment rentals with a hot tub

Peak Convenience- Spacious Slopeside Valley Village Retreat
Cozy, clean, and perfect for a week or weekend ski trip. Our family of 5 had a nice stay at this rental. Ski in/ ski out to Holiday Valley Ski Resort. Would highly recommend it!

EVL Hideaway:game room,hot tub,steps 2 town&trails
Had an amazing experience staying at Michelle’s place! Every room was very clean, nicely decorated, and felt like home away from home. The backyard was definitely a favorite of mine!

Old World Charmer Heart of Town
We stayed for three nights at Greg’s place to try skiing for the first time with our 3 kids. The place was just how it was described, and had a “cabin/ski feel” which was fun. There was a bunk bed and double bed in one room and another bed in the other room, which worked well for our family of 5. Location was great, we walked everywhere. It was about a 5 minute drive to holiday valley and Holimont, which was very convenient. Greg was very responsive and we felt like any questions or issues were addressed immediately. Would stay again!

EVL Village 2Bed
Great place, great location, great host. My first preference to stay here everytime I'm in town.
Quick stats about flat rentals in Olean
Total rentals
20 properties
Nightly prices starting at
£31 before taxes and fees
Total number of reviews
1.2K reviews
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
Local attractions
Beef-N-Barrel Restaurant, Perkins Restaurant & Bakery and Friendly's
Destinations to explore
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