Apartment holiday rentals in Olean

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Popular amenities for Olean apartment rentals

Weekly apartment rentals

Superhost
Flat in Olean
4.75 out of 5 average rating, 16 reviews

The Vault

ChristyRating, 5 stars6 days ago
This was our 2nd stay at Mason’s “The Vault”. The weather was cold and the extra heaters that had been installed were greatly appreciated! We will always try to stay at The Vault whenever we are back in the Olean area. Mason and Joseph are fantastic hosts!
Superhost
Flat in Ellicottville
4.93 out of 5 average rating, 27 reviews

Downtown Must by Madigans!

JenniferRating, 5 stars2 weeks ago
Oh my goodness…this is the cutest little apartment!! Great location, the decks are perfect for outdoor time and many amenities! We loved our stay and will be back for another fun weekend in the future!
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 stars3 weeks 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 Suite w/ Private Patio

DebbieRating, 5 stars3 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, 39 reviews

The Village Loft

JenniferRating, 5 stars3 weeks ago
Beautiful place 😍 very clean, comfortable. Easy and responsive communication. Would definitely stay again.
Superhost
Flat in Ellicottville
4.96 out of 5 average rating, 28 reviews

Lovely 2-bedroom rental unit in Ellicottville, NY

ShuaiRating, 5 stars28 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, 53 reviews

Art's Cafe Apartment with Green Roof

CaleyRating, 5 stars2 weeks ago
My family stayed here mid-week. The place was easy to find and get into with clear instructions. The apartment was spacious and clean. Bed was comfortable and cozy. It had everything that we needed and we felt right at home. Incredible host and service. Great activities and community at the art center; it’s a true treasure. Bakery is top notch & the coffee is delicious. Roof-top garden is magical.

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 stars5 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 stars1 month 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
4.82 out of 5 average rating, 119 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, 54 reviews

The Post On Main

IanRating, 5 stars2 weeks ago
Very nice place that a group of us booked for the opening weekend of trout season. Very clean, well stocked and comfortable.
Guest favourite
Flat in Olean
4.96 out of 5 average rating, 68 reviews

Henley Hideaway

BonnieRating, 5 stars1 week ago
This is my 2nd stay at the Henley Hideaway and we have always been so comfortable and at home here. The place is clean and well put together. Mitch has thought through all the details and it is a pleasure to stay.

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 stars2 months 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
4.9 out of 5 average rating, 84 reviews

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

MiaRating, 5 stars3 weeks 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 stars1 month 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, 63 reviews

EVL Village 2Bed

Deepak LRating, 5 stars2 weeks ago
Always been my go to place when I'm in town

Quick stats about flat rentals in Olean

  • Total rentals

    20 properties

  • Nightly prices starting at

    £38 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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  2. United States
  3. New York
  4. Cattaraugus County
  5. Olean
  6. Flat rentals