A river winding through a green landscape with a town in the background.

Olean Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Olean vacation rentals

Property grounds

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
9.0 out of 10, Wonderful, (27 reviews)
"cute little place with great views. "
United States
cheryl manzella Danny m.
The price is AED 370
AED 626 total
includes taxes & fees
8 Jul - 9 Jul
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, (73 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 AED 540
AED 787 total
includes taxes & fees
7 Jul - 8 Jul
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 AED 529
AED 1,029 total
includes taxes & fees
2 Jul - 3 Jul
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, (67 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 AED 551
AED 1,004 total
includes taxes & fees
6 Jul - 7 Jul
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 AED 331
AED 682 total
includes taxes & fees
5 Jul - 6 Jul
Blue Moon - Dark Skies, Spacious, Quiet, Fully Furnished Campsite
Property grounds

Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley

Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley
Ellicottville
9.8 out of 10, Exceptional, (31 reviews)
"Perfect for our stay. Great location and accommodating host "
United States
Johanna G.
The price is AED 459
AED 967 total
includes taxes & fees
22 Jul - 23 Jul
Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley
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)
"nice place - peaceful and water was nice and relaxing! "
United States
Lisa D.
The price is AED 459
AED 867 total
includes taxes & fees
5 Jul - 6 Jul
Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful 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, (57 reviews)
"Wonderful hosts! Place was clean and just right for our stay. "
United States
JOE S.
The price is AED 606
AED 867 total
includes taxes & fees
2 Jul - 3 Jul
Working farmette at converted warehouse in the Allegany Mountains.
Exterior detail

Cozy Forest Cabin Near Allegheny Reservoir; Fire Pit, Porch, Pet Friendly

Cozy Forest Cabin Near Allegheny Reservoir; Fire Pit, Porch, Pet Friendly
Bradford
10.0 out of 10, Exceptional, (2 reviews)
"We will defiantly return! One of the most quiet, clean and comfortable places we have ever stayed. I would recommend this place over and over."
United States
Corry J.
The price is AED 735
AED 917 total
includes taxes & fees
8 Jul - 9 Jul
Cozy Forest Cabin Near Allegheny Reservoir; Fire Pit, Porch, Pet Friendly
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, (75 reviews)
"We had a great time. It was clean and they had everything we needed to make our stay comfortable. Thanks!"
Canada
Jenny R.
The price is AED 455
AED 905 total
includes taxes & fees
7 Jul - 8 Jul
SnowPine Condo, Sleeps 6, Patio, A/C
Smart TV

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, (11 reviews)
"Great place to stay "
United States
Beth B.
The price is AED 404
AED 682 total
includes taxes & fees
12 Jul - 13 Jul
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
9.2 out of 10, Wonderful, (10 reviews)
"Such a great place to stay. Clean, welcoming and great communication with everything. Highly recommend for future visits!"
United States
Rhiana A.
Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home
Living area

Steamboat Bungalow

Steamboat Bungalow
Ellicottville
10.0 out of 10, Exceptional, (6 reviews)
"Excellent tiny house and convenient location."
United States
Mark M.
The price is AED 735
AED 1,312 total
includes taxes & fees
2 Jul - 3 Jul
Steamboat Bungalow
Interior

Cozy Studio Near Holiday Valley & Village

Cozy Studio Near Holiday Valley & Village
Ellicottville
10.0 out of 10, Exceptional, (18 reviews)
"outstanding well equipped so cute clean i would totally recommend this Host the location awesome the little town super cute"
United States
Crewzilla K.
The price is AED 437
AED 830 total
includes taxes & fees
5 Jul - 6 Jul
Cozy Studio Near Holiday Valley & Village
TV

Magical views, luxury living container house

Magical views, luxury living container house
Little Valley
10.0 out of 10, Exceptional, (3 reviews)
"Gorgeous views, not far away from the ski hills, well kept and tidy. Will be returning for sure! "
United States
Jacob C.
The price is AED 720
AED 1,429 total
includes taxes & fees
7 Jul - 8 Jul
Magical views, luxury living container house
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)
"Great!"
United States
Maria
The price is AED 1,165
AED 1,732 total
includes taxes & fees
9 Jul - 10 Jul
The Eagles Nest, Couples Escape - Hot Tub & Views
Interior

Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway

Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway
Allegany
10.0 out of 10, Exceptional, (2 reviews)
"I wish there were more stars to give!The property is exquisite and the house brand new. There is nothing more you’d want or need staying here. The animals and experience being on the farm brought us serenity and peace. Chuck and Angela are the most wonderful hosts who have become friends. We are truly blessed to have stayed at the Barndominium!"
United States
Trish D.
The price is AED 612
AED 886 total
includes taxes & fees
2 Jul - 3 Jul
Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway
Outdoor dining

2-bedroom apartment in Village of Ellicottville perfect for your getaway.

2-bedroom apartment in Village of Ellicottville perfect for your getaway.
Ellicottville
10.0 out of 10, Exceptional, (1 review)
"Very great place to stay with friends and family or even a solo get away. It’s in the heart of downtown Ellicotville, walkable distance to shops, restaurants, and much more. The apartment itself was very clean and the pictures matched exactly to the in person experience. Loved spending the nights on the balcony enjoying the fresh air. Close enough to feel apart of the downtown vibe without being direct in line with the main foot traffic. If I ever find myself in the area again this on the top of...
United States
Mark D.
The price is AED 621
AED 1,158 total
includes taxes & fees
6 Jul - 7 Jul
2-bedroom apartment in Village of Ellicottville perfect for your getaway.
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 AED 735
AED 1,353 total
includes taxes & fees
20 Jul - 21 Jul
Telluride Bungalow
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)
"It was even nicer than it looked in the photos. The beds were very comfortable and location regarding short distance from ski mountains and Ellicottville was great. It was so sweet too that they had snacks and a bottle of wine out as a welcome gift when we arrived. Loved this place. "
United States
Lindsay M.
The price is AED 1,025
AED 2,154 total
includes taxes & fees
8 Jul - 9 Jul
UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Olean Hotel Reviews

The Lincoln Boutique Motel

The Lincoln Boutique Motel

10/10 Excellent
"Beautiful and quiet location"
Heather 2-night trip
Posted 1 hour ago
The Lincoln Boutique Motel

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?

SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY! : This vacation home rental near Olean is located near skiing and has a fireplace, a balcony, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Olean?

With 5 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.