Peaceful countryside landscape in Olean, NY with river, hills, green pastures under blue sky and clouds

Olean Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

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
8.8 out of 10, Excellent, (26 reviews)
"cute little place with great views. "
United States
cheryl manzella Danny m.
$128 nightly
The price is $145
Jun 29 - Jun 30
Total with taxes and fees
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.
$193 nightly
The price is $213
Jun 22 - Jun 23
Total with taxes and fees
Rustic Creekside Cabin
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.
$225 nightly
The price is $253
Jun 22 - Jun 23
Total with taxes and fees
Stargazer-Magnificent Picturesque View-Dark Skies-Hiking-Biking-Wildlife-Pets
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
$246 nightly
The price is $277
Jun 22 - Jun 23
Total with taxes and fees
Ebb~n~Flow-Rustic-Solar Cabin-Heated-Hiking-Biking-Pond-Wildlife-Dark Skies-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.
$165 nightly
The price is $186
Jun 23 - Jun 24
Total with taxes and fees
Blue Moon - Dark Skies, Spacious, Quiet, Fully Furnished Campsite
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, (10 reviews)
"Great place to stay "
United States
Beth B.
$165 nightly
The price is $186
Jul 12 - Jul 13
Total with taxes and fees
2-bedroom guest house in charming Cuba with WiFi
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.
$273 nightly
The price is $307
Jul 9 - Jul 10
Total with taxes and fees
Serenity-Private, Secluded Cabin-Scenic Deck View of Sunset- Hiking-Pet friendly
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
9.4 out of 10, Exceptional, (9 reviews)
"Such a great place to stay. Clean, welcoming and great communication with everything. Highly recommend for future visits!"
United States
Rhiana A.
$199 nightly
The price is $220
Jul 6 - Jul 7
Total with taxes and fees
Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home
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, (56 reviews)
"Wonderful hosts! Place was clean and just right for our stay. "
United States
JOE S.
$208 nightly
The price is $235
Jun 22 - Jun 23
Total with taxes and fees
Working farmette at converted warehouse in the Allegany Mountains.
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, (1 review)
"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.
$213 nightly
The price is $240
Jun 30 - Jul 1
Total with taxes and fees
Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway
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.
$197 nightly
The price is $223
Jun 26 - Jun 27
Total with taxes and fees
Active “farmette” New apartment (the Knotty Pine). Nearby restaurants, fitness
Exterior

Lincoln Boutique Motel- Lower Room #6

Lincoln Boutique Motel- Lower Room #6
Ellicottville
10.0 out of 10, Exceptional, (2 reviews)
" Place is small but very nice and has everything you need for a night or two. Walking distance to the slopes and attached to a fun restaurant / bar "
United States
Andrea K.
$204 nightly
The price is $231
Jun 22 - Jun 23
Total with taxes and fees
Lincoln Boutique Motel- Lower Room #6
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, (1 review)
"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.
$226 nightly
The price is $250
Jun 28 - Jun 29
Total with taxes and fees
Cozy Forest Cabin Near Allegheny Reservoir; Fire Pit, Porch, 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)
"Great!"
United States
Maria
$451 nightly
The price is $509
Jul 21 - Jul 22
Total with taxes and fees
The Eagles Nest, Couples Escape - Hot Tub & Views
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.
$519 nightly
The price is $586
Jun 22 - Jun 23
Total with taxes and fees
UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome
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
9.6 out of 10, Exceptional, (30 reviews)
"Perfect for our stay. Great location and accommodating host "
United States
Johanna G.
$204 nightly
The price is $231
Jun 22 - Jun 23
Total with taxes and fees
Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley
TV, fireplace

Holiday Valley Ski-In/Ski-Out Condo

Holiday Valley Ski-In/Ski-Out Condo
Great Valley
10.0 out of 10, Exceptional, (69 reviews)
"We had a great time everybody commented on how nice it was , how clean, great access and quiet location "
United States
john d.
$251 nightly
The price is $283
Jun 22 - Jun 23
Total with taxes and fees
Holiday Valley Ski-In/Ski-Out Condo
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, (74 reviews)
"We had a great time. It was clean and they had everything we needed to make our stay comfortable. Thanks!"
Canada
Jenny R.
$186 nightly
The price is $209
Jun 23 - Jun 24
Total with taxes and fees
SnowPine Condo, Sleeps 6, Patio, A/C
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
$180 nightly
The price is $203
Jun 22 - Jun 23
Total with taxes and fees
Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views
Exterior detail

Cozy Studio Near Holiday Valley & Village

Cozy Studio Near Holiday Valley & Village
Ellicottville
10.0 out of 10, Exceptional, (17 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.
$164 nightly
The price is $184
Jun 22 - Jun 23
Total with taxes and fees
Cozy Studio Near Holiday Valley & Village
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

Best Western Plus Bradford Inn

Best Western Plus Bradford Inn

8/10 Good
"Stay was overall fine. Property is conveniently located, rooms and common areas are okay. Breakfast was nice in the morning. Bartender was so rude. She should look for another job if she is that miserable."
Dina 1-night trip
Posted 9 hours ago
Best Western Plus Bradford Inn

Find out more about Olean

Everything you need to know about Olean vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Olean vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Olean vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Olean vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Olean. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Olean in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $145 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Olean rentals

At Expedia, we put the best Olean vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Olean rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Olean vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Olean. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

33 W. Washington - Large Village Home with Room for the Whole Family!: Located near Olean, this vacation home rental offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 Rock City Park.

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.