Olean Vacation Rentals from $132: Search Short-Term Rentals

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Our top choices for Olean vacation rentals

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

Olean

Denise

$117 nightly

Sep 18 - Sep 19

Total with taxes and fees

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

Allegany

Trish D.

$214 nightly

Aug 26 - Aug 27

Total with taxes and fees

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

Allegany

Philip M.

$191 nightly

Aug 26 - Aug 27

Total with taxes and fees

4. 2-bedroom guest house in charming Cuba with WiFi

Cuba

Abigail

$172 nightly

Aug 24 - Aug 25

Total with taxes and fees

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

Ellicottville

Emma W.

$276 nightly

Aug 24 - Aug 25

Total with taxes and fees

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

Great Valley

john d.

$254 nightly

Aug 23 - Aug 24

Total with taxes and fees

7. SnowPine Condo, King Bed, 2 Full Baths

Ellicottville

Michelle L.

$225 nightly

Aug 24 - Aug 25

Total with taxes and fees

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

Ellicottville

Jenny R.

$194 nightly

Aug 25 - Aug 26

Total with taxes and fees

9. Lincoln Boutique Motel- Lower Room #6

Ellicottville

Andrea K.

$212 nightly

Sep 14 - Sep 15

Total with taxes and fees

10. Lincoln Boutique Motel- Lower King #3

Ellicottville

Lori R.

$219 nightly

Aug 27 - Aug 28

Total with taxes and fees

11. Honest Abe Frame @ Sunrise

Ellicottville

PARTH

$264 nightly

Sep 14 - Sep 15

Total with taxes and fees

12. The Six Pack Suite @ Sunrise

Ellicottville

$382 nightly

Aug 24 - Aug 25

Total with taxes and fees

13. Across from Holiday Valley, sleeps 8, entire TH, walk to VLG, CLEAN, updated

Ellicottville

Julie J.

$378 nightly

Sep 9 - Sep 10

Total with taxes and fees

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

Ellicottville

Karen K.

$463 nightly

Aug 23 - Aug 24

Total with taxes and fees

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

Ellicottville

Thomas

$213 nightly

Aug 23 - Aug 24

Total with taxes and fees

16. Walk to Slopes & Town Studio

Ellicottville

John H.

$140 nightly

Sep 9 - Sep 10

Total with taxes and fees

17. Cozy Studio Near Holiday Valley & Village

Ellicottville

Crewzilla K.

$189 nightly

Aug 24 - Aug 25

Total with taxes and fees

18. Cozy Condo with Ski Hill Views

Ellicottville

Rostyslav P.

$203 nightly

Sep 1 - Sep 2

Total with taxes and fees

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

Ellicottville

Steven K.

$344 nightly

Sep 1 - Sep 2

Total with taxes and fees

20. Après 4 All | Game Room, Hot Tub, Walkable

Ellicottville

Kevin W.

$831 nightly

Sep 1 - Sep 2

Total with taxes and fees

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Top Olean Hotel Reviews

The Lincoln Boutique Motel

10/10 Excellent

"Had a great stay and would definitely stay here again! Very clean and modern and great location!"

Best Western Plus Bradford Inn

8/10 Good

"Nice hotel in center of town. Its obviously used a lot by working people. There were a lot of trucks parked outside, never seen so many at a town hotel before. The rooms were quite nice. The first one we were offered was on the ground floor next to the pool. We did not like it (just gave me bad vibes) and asked for upstairs and that was really nice. The good thing about working people is they are tired and want to sleep not party so it was really quiet. The outdoor pool was nice a little cold but pleasant it did have a smell of weed around it but there were none in the rooms. The rooms were clean and comfortable. The hotel receptionist did not seem to like non working men in her hotel and was a sharp and not very helpful, unusual but I guess they don’t get many tourists?"

Best Western Plus University Inn

8/10 Good

"My first observation was that I missed the turn into the parking lot because the sign is so small and partially hidden behind a tree branch. Front desk was pleasant and helpful. The room was tidy and comfortable, only issue was the "privacy curtains" did not close all of the way - there was a gap for outside light to come in. Water temps were fine, the refrigerator and TV worked and the bed was a little squishy for me but that's a personal preference. The breakfast was more robust than I andticipated and the workout space, although small, had more equipment that I expected. Parking was easy and it's location is great."

Holiday Inn Express Olean by IHG

10/10 Excellent

"The older lady in charge of the breakfast room was so sweet!!! A nice, welcoming face to see in the morning. And everything was super clean down there. Five stars for her. She is a total gem! The room was clean, but the walls are thin. I could hear the dude next door in the bathroom. Ew. The bed was extremely soft, but it turned out to be a nice night's sleep."

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 $132 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.

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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.

Olean Vacation Rentals

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Check prices for these dates

Our top choices for Olean vacation rentals

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

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

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

4. 2-bedroom guest house in charming Cuba with WiFi

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

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

7. SnowPine Condo, King Bed, 2 Full Baths

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

9. Lincoln Boutique Motel- Lower Room #6

10. Lincoln Boutique Motel- Lower King #3

11. Honest Abe Frame @ Sunrise

12. The Six Pack Suite @ Sunrise

13. Across from Holiday Valley, sleeps 8, entire TH, walk to VLG, CLEAN, updated

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

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

16. Walk to Slopes & Town Studio

17. Cozy Studio Near Holiday Valley & Village

18. Cozy Condo with Ski Hill Views

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

20. Après 4 All | Game Room, Hot Tub, Walkable

Find vacation rentals that suit your style

Top Olean Hotel Reviews

The Lincoln Boutique Motel

Find out more about Olean

Explore a world of travel with Expedia

Frequently asked questions

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