Apartment holiday rentals in Olean

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Popular amenities for Olean apartment rentals

Weekly apartment rentals

Superhost
Flat in Olean
4.73 out of 5 average rating, 15 reviews

The Vault

DylanRating, 5 stars2 months ago
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!
Superhost
Flat in Ellicottville
4.92 out of 5 average rating, 26 reviews

Downtown Must by Madigans!

ChristineBRating, 5 stars3 weeks ago
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!
Guest favourite
Flat in Swain
4.8 out of 5 average rating, 10 reviews

Swain Hill Hideaway 2 Bedrooms, 2 Full Bathrooms

RebekahRating, 5 stars6 months ago
A very cute apartment with a great view of the hills.
Guest favourite
Flat in Wellsville
4.97 out of 5 average rating, 29 reviews

Cozy Comfortable on the Main

DianeRating, 5 stars6 days ago
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.
Top guest favourite
Flat in Springville
5 out of 5 average rating, 14 reviews

Historic Springville Depot Inn Hotel Apartment

DebbieRating, 5 stars2 months ago
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!
Top guest favourite
Flat in Gowanda
5 out of 5 average rating, 38 reviews

The Village Loft

AlexandraRating, 5 stars1 month ago
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!
Superhost
Flat in Ellicottville
4.96 out of 5 average rating, 28 reviews

Lovely 2-bedroom rental unit in Ellicottville, NY

ShuaiRating, 5 stars27 months ago
Everything is perfect as described. The location is sooooo good for skii!!!
Guest favourite
Flat in Springville
4.96 out of 5 average rating, 52 reviews

Art's Cafe Apartment with Green Roof

HaleyRating, 5 stars1 week ago
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

Guest favourite
Flat in Ellicottville
4.92 out of 5 average rating, 51 reviews

Ski in Ski out Hidden Gem on Holiday valley Resort

TimRating, 5 stars2 months ago
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!
Guest favourite
Flat in Wellsville
4.88 out of 5 average rating, 85 reviews

Wellsville home where you'll feel at home.

ScottRating, 5 stars4 months ago
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.
Superhost
Flat in Ellicottville
4.92 out of 5 average rating, 48 reviews

One More Run EVL. Ski in-Ski Out

RohanRating, 5 stars3 weeks ago
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
Flat in Angelica
4.83 out of 5 average rating, 118 reviews

Grey Gardens inspired 2 br with fabulous balcony

DonnaleeRating, 5 stars5 months ago
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.
Top guest favourite
Flat in Bradford
5 out of 5 average rating, 12 reviews

The Sweet City Suite

CourtneyRating, 5 stars4 months ago
Perfect place to stay for our family, dogs included! Thank you!
Top guest favourite
Flat in Mount Jewett
4.98 out of 5 average rating, 53 reviews

The Post On Main

PatrickRating, 5 stars5 months ago
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.
Guest favourite
Flat in Olean
4.95 out of 5 average rating, 66 reviews

Henley Hideaway

KianaRating, 5 stars1 month ago
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

Superhost
Flat in Ellicottville
4.75 out of 5 average rating, 4 reviews

Peak Convenience- Spacious Slopeside Valley Village Retreat

RobRating, 5 stars1 month ago
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!
Guest favourite
Flat in Ellicottville
4.92 out of 5 average rating, 83 reviews

EVL Hideaway:game room,hot tub,steps 2 town&trails

MiaRating, 5 stars6 days ago
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!
Flat in Ellicottville
4.7 out of 5 average rating, 20 reviews

Old World Charmer Heart of Town

NicoleRating, 5 stars2 weeks ago
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!
Guest favourite
Flat in Ellicottville
4.87 out of 5 average rating, 60 reviews

EVL Village 2Bed

Deepak LRating, 5 stars1 week ago
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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  4. Cattaraugus County
  5. Olean
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