Olean Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Olean vacation rentals

1 bedroom, desk, iron/ironing board, free WiFi

Cozy Country Get Away Suite with a view of the Enchanted Mountains

Cozy Country Get Away Suite with a view of the Enchanted Mountains
Olean
8.8 out of 10, Excellent, (23 reviews)
"I loved staying here and would def come again. "
United States
Kaitlyn
The price is ￥12,550
￥23,033 total
includes taxes & fees
May 12 - May 13
Cozy Country Get Away Suite with a view of the Enchanted Mountains
Terrace/patio

Rustic Creekside Cabin

Rustic Creekside Cabin
Shinglehouse
9.8 out of 10, Exceptional, (72 reviews)
"The perfect getaway! Serene landscape with babbling brook right outside the front porch. Plenty of firewood for a cold winter night. The PERFECT escape. Will be back! "
United States
Sean E.
The price is ￥23,032
￥33,567 total
includes taxes & fees
May 14 - May 15
Rustic Creekside Cabin
Property grounds

Ebb~n~Flow-Rustic-Solar Cabin-Heated-Hiking-Biking-Pond-Wildlife-Dark Skies-Pets

Ebb~n~Flow-Rustic-Solar Cabin-Heated-Hiking-Biking-Pond-Wildlife-Dark Skies-Pets
Wellsville
9.8 out of 10, Exceptional, (21 reviews)
"Really enjoyed the isolated cabin on a beautiful property. We had a fantastic stay. "
United States
Anonymous traveler
The price is ￥22,562
￥43,891 total
includes taxes & fees
May 12 - May 13
Ebb~n~Flow-Rustic-Solar Cabin-Heated-Hiking-Biking-Pond-Wildlife-Dark Skies-Pets
Property grounds

Stargazer-Magnificent Picturesque View-Dark Skies-Hiking-Biking-Wildlife-Pets

Stargazer-Magnificent Picturesque View-Dark Skies-Hiking-Biking-Wildlife-Pets
Wellsville
9.8 out of 10, Exceptional, (63 reviews)
"A great choice for a peaceful, relaxing get away. Property is clean & comfortable with a beautiful view. Great communication from host. Easy check-in."
United States
Heather C.
The price is ￥24,912
￥43,891 total
includes taxes & fees
May 13 - May 14
Stargazer-Magnificent Picturesque View-Dark Skies-Hiking-Biking-Wildlife-Pets
Property grounds

Blue Moon - Dark Skies, Spacious, Quiet, Fully Furnished Campsite

Blue Moon - Dark Skies, Spacious, Quiet, Fully Furnished Campsite
Wellsville
10.0 out of 10, Exceptional, (1 review)
"Fantastic camp, so very well thought out and charming. Highly recommended!"
United States
Kal W.
The price is ￥14,101
￥29,084 total
includes taxes & fees
May 12 - May 13
Blue Moon - Dark Skies, Spacious, Quiet, Fully Furnished Campsite
Exterior detail

2-bedroom guest house in charming Cuba with WiFi

2-bedroom guest house in charming Cuba with WiFi
Cuba
10.0 out of 10, Exceptional, (9 reviews)
"Incredible home we felt very comfortable "
United States
Kevin L.
The price is ￥17,235
￥29,085 total
includes taxes & fees
May 12 - May 13
2-bedroom guest house in charming Cuba with WiFi
Microwave, oven, stovetop, dishwasher

Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home

Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home
Smethport
9.8 out of 10, Exceptional, (7 reviews)
"We enjoyed a cozy weekend to celebrate an early Christmas. The house is very spacious with lots of comfy beds and plenty of bathrooms. It's within walking distance to a grocery store and hardware store. It's right next to a beer distributor in case you need some bevs for your stay! The hosts are very easy to get a hold of and are very responsive if you need anything. Check in and check out process was easy-peasy. I would recommend this place!"
United States
Caitie H.
The price is ￥18,755
￥24,140 total
includes taxes & fees
May 13 - May 14
Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home
Exterior

Serenity-Private, Secluded Cabin-Scenic Deck View of Sunset- Hiking-Pet friendly

Serenity-Private, Secluded Cabin-Scenic Deck View of Sunset- Hiking-Pet friendly
Wellsville
9.6 out of 10, Exceptional, (66 reviews)
"Great location, great view off the deck. Maintained hiking trails was a great feature."
United States
Bryan G.
The price is ￥25,852
￥47,944 total
includes taxes & fees
May 12 - May 13
Serenity-Private, Secluded Cabin-Scenic Deck View of Sunset- Hiking-Pet friendly
Premium Villa, Mountain View | Terrace/patio

The Eagles Nest, Couples Escape - Hot Tub & Views

The Eagles Nest, Couples Escape - Hot Tub & Views
4.5 star property
Ellicottville
9.6 out of 10, Exceptional, (5 reviews)
"Our stay was perfect. The property manager, Jess, is very nice and was very relaxed and accommodating. The home had everything we needed and then some. Lots of space to relax, amazing views, and very peaceful. "
United States
Erin
The price is ￥44,889
￥68,430 total
includes taxes & fees
May 12 - May 13
The Eagles Nest, Couples Escape - Hot Tub & Views
Fridge, microwave, oven, stovetop

Working farmette at converted warehouse in the Allegany Mountains.

Working farmette at converted warehouse in the Allegany Mountains.
Allegany
9.8 out of 10, Exceptional, (52 reviews)
"Host was great"
United States
Bob M.
The price is ￥25,852
￥36,826 total
includes taxes & fees
May 12 - May 13
Working farmette at converted warehouse in the Allegany Mountains.
Interior

Active “farmette” New apartment (the Knotty Pine). Nearby restaurants, fitness

Active “farmette” New apartment (the Knotty Pine). Nearby restaurants, fitness
Allegany
10.0 out of 10, Exceptional, (10 reviews)
"Angela is a PERFECT host!We have truly enjoyed staying on her property!Both units we have rented have been clean, cozy and well equipped! LOVE LOVE LOVE our visits to their farm!"
United States
Claire M.
The price is ￥24,285
￥35,055 total
includes taxes & fees
May 17 - May 18
Active “farmette” New apartment (the Knotty Pine). Nearby restaurants, fitness
Property grounds

Tahoe Studio

Tahoe Studio
Ellicottville
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful tiny home in a perfect place. Nice amenities, paved walk ways. Nice parking lot. Quiet and beautiful area."
United States
Allison H.
The price is ￥31,336
￥59,665 total
includes taxes & fees
May 12 - May 13
Tahoe Studio
Living area

Telluride Bungalow

Telluride Bungalow
Ellicottville
10.0 out of 10, Exceptional, (2 reviews)
"My family and I enjoyed our stay at Basecamp. Very close to Holimont. "
United Kingdom
Brian H.
The price is ￥31,336
￥57,718 total
includes taxes & fees
May 12 - May 13
Telluride Bungalow
Property grounds

Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views

Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views
Ellicottville
9.8 out of 10, Exceptional, (82 reviews)
"This is the one of the best properties we have rented. The apartment is fantastic, super clean, professionally finished all around with great taste! "
United States
Alexei
The price is ￥18,802
￥35,587 total
includes taxes & fees
May 12 - May 13
Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views
Living area

Vail Bungalow

Vail Bungalow
Ellicottville
9.8 out of 10, Exceptional, (6 reviews)
"This cute little place was perfect for 2 adults and 2 dogs. Close to ski resorts, bars and restaurants. Great for a quick ski get away."
United Kingdom
M L.
The price is ￥31,336
￥57,718 total
includes taxes & fees
May 12 - May 13
Vail Bungalow
Front of property

The Allen House

The Allen House
3.5 star property
Ellicottville
The price is ￥44,215
￥67,198 total
includes taxes & fees
May 12 - May 13
The Allen House
Exterior

UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome

UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome
Ellicottville
10.0 out of 10, Exceptional, (71 reviews)
"We had a wonderful stay. Perfect place for family time. The host was super helpful with tips and all communication. Loved the restaurants he recommended. "
United States
Marcia Z.
The price is ￥43,714
￥91,888 total
includes taxes & fees
May 12 - May 13
UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome
Exterior

SnowPine Condo, King Bed, 2 Full Baths

SnowPine Condo, King Bed, 2 Full Baths
Ellicottville
9.8 out of 10, Exceptional, (20 reviews)
"Great location to the slopes. "
United States
Michelle L.
The price is ￥14,258
￥34,164 total
includes taxes & fees
May 12 - May 13
SnowPine Condo, King Bed, 2 Full Baths
TV, fireplace, video games, stereo

SnowPine Condo, Sleeps 6, Patio, A/C

SnowPine Condo, Sleeps 6, Patio, A/C
Ellicottville
9.8 out of 10, Exceptional, (73 reviews)
"Outstanding! Great location. Nicely remodeled. Nice beds and pillows. Flexible and accommodating. Loved it!"
United States
Tim C.
The price is ￥14,101
￥31,508 total
includes taxes & fees
May 13 - May 14
SnowPine Condo, Sleeps 6, Patio, A/C
Living area

Zermatt Loft

Zermatt Loft
Ellicottville
10.0 out of 10, Exceptional, (8 reviews)
"This was a really nice place and I would stay here again. It was also very convenient and close to everything."
United Kingdom
andy j.
The price is ￥37,603
￥67,809 total
includes taxes & fees
May 12 - May 13
Zermatt Loft
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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Top Olean Hotel Reviews

The Inn At Holiday Valley

The Inn At Holiday Valley

10/10 Excellent
"Very nice Ellicottville lodging. Great views, sufficient breakfast "
Anjela 2-night trip
Posted 3 hours ago
The Inn At Holiday Valley

Find out more about Olean

Search for holiday rentals in Olean on Expedia! You can easily find your home rentals, villas, holiday apartments in Olean using one of the methods below:

  • View our selection of featured holiday rentals in Olean
  • Use the map to find apartments and other holiday homes in the Olean neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Olean while they last

Look no further and take a look at our great range of rental properties in Olean!

Frequently asked questions

Are there vacation rentals in Olean?

Yes, you can find vacation rentals close to top attractions in Olean, or you can select a more secluded option if you want a relaxing place to stay. Our travelers say Olean has a good selection of restaurants. Make sure you have time to check out the architecture and shopping during your trip.

What's the top vacation rental that Olean has to offer?

⛰️☀️ SKIING, HIKING, VILLAGE OF ELLICOTTVILLE MOUNTAIN ESCAPE: This vacation home rental near Olean is located on a lake and has a fireplace, a patio, and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Olean?

With 4 Expedia vacation rentals, you're sure to find just the right place for your Olean stay.

What’s there to see and do in Olean?

Allegheny River and Gargoyle Park are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find St. Bonaventure University and Cuba Lake.

What’s a vacation rental in Olean like?

Vacation rentals are private properties you can book for several days or more in Olean. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for family gatherings.