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

Olean Vacation Rentals

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    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Olean vacation rentals

Property grounds

1. 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, (30 reviews)
"Was a nice spot you relax while in town for a softball tournament!"
United States
Denise
$115 nightly
The price is $130
Sep 14 - Sep 15
Total with taxes and fees
Cozy Country Get Away Suite with a view of the Enchanted Mountains
Coffee/tea maker, fridge, microwave, oven

2. Working farmette at converted warehouse in the Allegany Mountains.

Working farmette at converted warehouse in the Allegany Mountains.
Allegany
10.0 out of 10, Exceptional, (61 reviews)
"Loved the place very spacious."
United States
Philip M.
$190 nightly
The price is $214
Aug 17 - Aug 18
Total with taxes and fees
Working farmette at converted warehouse in the Allegany Mountains.
Interior

3. 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, (6 reviews)
$212 nightly
The price is $239
Aug 18 - Aug 19
Total with taxes and fees
Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway
Smart TV

4. 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, (12 reviews)
"Great place to stay "
United States
Beth B.
$166 nightly
The price is $187
Aug 17 - Aug 18
Total with taxes and fees
2-bedroom guest house in charming Cuba with WiFi
Premium Villa, Mountain View | Terrace/patio

5. The Eagles Nest, Couples Escape - Hot Tub & Views

The Eagles Nest, Couples Escape - Hot Tub & Views
4.5 star property
Ellicottville
9.2 out of 10, Wonderful, (7 reviews)
"its a very cute place. enjoyed the pool and hot tub. many of the light fixtures do not work. the drain in the bathroom sink was EXTREMELy slow"
United States
Bennette
$460 nightly
The price is $519
Aug 17 - Aug 18
Total with taxes and fees
The Eagles Nest, Couples Escape - Hot Tub & Views
Terrace/patio

6. Rustic Creekside Cabin

Rustic Creekside Cabin
Shinglehouse
9.8 out of 10, Exceptional, (74 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.
$196 nightly
The price is $216
Aug 18 - Aug 19
Total with taxes and fees
Rustic Creekside Cabin
Exterior

7. 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, (73 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
Aug 17 - Aug 18
Total with taxes and fees
UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome
TV, fireplace

8. Holiday Valley Ski-In/Ski-Out Condo

Holiday Valley Ski-In/Ski-Out Condo
Great Valley
10.0 out of 10, Exceptional, (70 reviews)
"We had a great time everybody commented on how nice it was , how clean, great access and quiet location "
United States
john d.
$221 nightly
The price is $250
Aug 18 - Aug 19
Total with taxes and fees
Holiday Valley Ski-In/Ski-Out Condo
Interior

9. SnowPine Condo, Sleeps 8, A/C, Fireplace

SnowPine Condo, Sleeps 8, A/C, Fireplace
Ellicottville
10.0 out of 10, Exceptional, (74 reviews)
"Great appliances, very clean and great spot to hop on the slopes! "
United States
Emma W.
$273 nightly
The price is $307
Aug 18 - Aug 19
Total with taxes and fees
SnowPine Condo, Sleeps 8, A/C, Fireplace
Interior

10. Hideaway • Walk to Town & Slopes • Hot Tub

Hideaway • Walk to Town & Slopes • Hot Tub
Ellicottville
9.6 out of 10, Exceptional, (7 reviews)
"Beautiful place and location was perfect for holimont & holiday valle and walking into town. Very close to train tracks, but train doesn’t pass often. 10am check out seems kinda early, but not a deal breaker. The host was very communicative and attentive. Over all the stay was a great time "
United Kingdom
Steven K.
$332 nightly
The price is $359
Aug 19 - Aug 20
Total with taxes and fees
Hideaway • Walk to Town & Slopes • Hot Tub
Dining

11. Walkable to Town, 3 Bed 2.5 Bath

Walkable to Town, 3 Bed 2.5 Bath
Ellicottville
10.0 out of 10, Exceptional, (66 reviews)
"Beautiful stay all around! "
United States
Annmarie T.
$558 nightly
The price is $630
Aug 17 - Aug 18
Total with taxes and fees
Walkable to Town, 3 Bed 2.5 Bath
TV, fireplace, video games, stereo

12. SnowPine Condo, Sleeps 6, Patio, A/C

SnowPine Condo, Sleeps 6, Patio, A/C
Ellicottville
9.8 out of 10, Exceptional, (78 reviews)
"We had a great time. It was clean and they had everything we needed to make our stay comfortable. Thanks!"
Canada
Jenny R.
$212 nightly
The price is $238
Aug 18 - Aug 19
Total with taxes and fees
SnowPine Condo, Sleeps 6, Patio, A/C
Property grounds

13. Luxurious ski in-ski out slopeside condo.

Luxurious ski in-ski out slopeside condo.
Great Valley
9.8 out of 10, Exceptional, (14 reviews)
"Nice place to stay, worked perfect for our weekend getaway."
United States
Jimm B.
Luxurious ski in-ski out slopeside condo.
Smart TV, fireplace

14. SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!

SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!
Ellicottville
10.0 out of 10, Exceptional, (72 reviews)
"Second time staying, absolutely beautiful place and great support and communication from host!"
United States
Kylie H.
$356 nightly
The price is $402
Aug 17 - Aug 18
Total with taxes and fees
SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!
Terrace/patio

15. The Eagles Nest – Couples Escape - Hot Tub & Views!

The Eagles Nest – Couples Escape - Hot Tub & Views!
Ellicottville
10.0 out of 10, Exceptional, (8 reviews)
"We had a wonderful overnight stay. House was ready early and host was very responsive. We would definitely stay again in the future! "
United States
Jenna W.
$549 nightly
The price is $621
Aug 18 - Aug 19
Total with taxes and fees
The Eagles Nest – Couples Escape - Hot Tub & Views!
Coffee/tea maker, fridge, microwave, oven

16. Walk to Slopes & Town Studio

Walk to Slopes & Town Studio
Ellicottville
9.8 out of 10, Exceptional, (41 reviews)
"Great place. Perfect for 2 people, neat and tidy, very comfortable, great location."
United States
John H.
$145 nightly
The price is $164
Aug 30 - Aug 31
Total with taxes and fees
Walk to Slopes & Town Studio
Property grounds

17. 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.
$205 nightly
The price is $232
Aug 24 - Aug 25
Total with taxes and fees
Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views
Exterior

18. Charming 2-bedroom condo in superb Ellicottville with AC, WiFi

Charming 2-bedroom condo in superb Ellicottville with AC, WiFi
Ellicottville
9.6 out of 10, Exceptional, (12 reviews)
"Beautiful place, felt very homey and comfortable. I am definitely looking to stay again in February. "
United States
Karen K.
$463 nightly
The price is $523
Aug 17 - Aug 18
Total with taxes and fees
Charming 2-bedroom condo in superb Ellicottville with AC, WiFi
Family House, Hill View | Living area | 30-inch LED TV with digital channels

19. The Allen House

The Allen House
3.5 star property
Ellicottville
$380 nightly
The price is $429
Aug 17 - Aug 18
Total with taxes and fees
The Allen House
Smart TV, fireplace

20. Cozy Condo with Ski Hill Views

Cozy Condo with Ski Hill Views
Ellicottville
9.8 out of 10, Exceptional, (12 reviews)
"Great location for skiing. The condo had everything we needed for cooking our meals, keeping warm, and resting well!"
United States
Rostyslav P.
$204 nightly
The price is $231
Aug 24 - Aug 25
Total with taxes and fees
Cozy Condo with Ski Hill Views
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

Seneca Allegany Resort & Casino

Seneca Allegany Resort & Casino

10/10 Excellent
"Exceptional all the way from valet to checkout. Our only complaint was at the cafe. Took a long time to be seated even though there was plenty of open tables/booths, wait time to place our order and receive our food. The food was okay, could have been better if served hot. Other than that the casino is HUGE! The rooms were spacious and clean, the beds and pillows were were very comfortable! We were passing thru from Texas to Toronto and stayed there on the way up and on the way back. Wish we lived closer to visit more often!"
Mary 1-night trip
Posted 1 hour ago
Seneca Allegany Resort & Casino

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 $130 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?

Quality in Town, Hot Tub Great Reviews!CLEAN! Comfy Beds Photo wall Game room : This vacation home rental near Olean is located in the city center and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Olean?

With 6 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.