Olean Vacation Rentals from AED 533: Search Short-Term Rentals

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

Fantastic lake house on the south shore of Cuba Lake. : This vacation home rental near Olean is located on a lake and has a balcony, a garden, and a barbecue grill 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. Make the most of the selection of games in this rental home to help you unwind.

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Our top choices for Olean vacation rentals

A pathway lined with candles leading to a cabin in a forest.

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

Olean

Sean

AED 533 total

includes taxes & fees

28 Oct - 29 Oct

A kitchen with wooden cabinets, a stove, a microwave, and a dining area with a table and chairs.

2. WOW! OleanGrt PriceEntire house! 4 bedrooms 2.5 baths 30 mins to Ellicotville

Olean

John C.

AED 1,249 total

includes taxes & fees

28 Oct - 29 Oct

A modern kitchen with dark cabinetry, a white microwave, a stove, and a sink.

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

Allegany

Virginia (Ginger) S.

AED 905 total

includes taxes & fees

28 Oct - 29 Oct

A modern kitchen with dark cabinets, a microwave, a stove, and a refrigerator. There is a dining table with chairs and a sofa with a patterned throw pillow.

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

Allegany

Joseph M.

AED 1,013 total

includes taxes & fees

28 Oct - 29 Oct

A large, multi-story house with a snow-covered lawn and a white fence.

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

Ellicottville

Johanna G.

AED 851 total

includes taxes & fees

28 Oct - 29 Oct

6. SnowPine Condo, King Bed, 2 Full Baths

Ellicottville

Michelle L.

AED 867 total

includes taxes & fees

3 Nov - 4 Nov

7. Cozy Studio Near Holiday Valley & Village

Ellicottville

Crewzilla K.

AED 746 total

includes taxes & fees

28 Oct - 29 Oct

A compact kitchen with white cabinets, a stainless steel dishwasher, a microwave, and a wooden floor.

8. Walk to Slopes & Town Studio

Ellicottville

John C.

AED 942 total

includes taxes & fees

2 Nov - 3 Nov

A neatly made bed with striped bedding and a tufted headboard.

9. Huge 3 Bedroom apartment in Bolivar NY

Bolivar

Matt B.

AED 740 total

includes taxes & fees

28 Oct - 29 Oct

A cozy room with a wooden ceiling, a chandelier, a dining table with a bench, a fireplace, and a large window with curtains.

10. Cozy Studio with Fireplace, King Bed, A/C

Ellicottville

Kim V.

AED 746 total

includes taxes & fees

10 Nov - 11 Nov

A living room with a stone fireplace, a television mounted above it, and a spiral staircase leading to an upper level.

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

Great Valley

Chris B.

AED 1,000 total

includes taxes & fees

28 Oct - 29 Oct

A bedroom with a bed, wooden headboard, a television, a dresser, a window with curtains, and a fireplace.

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

Great Valley

Olivia C.

AED 808 total

includes taxes & fees

2 Nov - 3 Nov

A modern living room with a spiral staircase, a fireplace, a sofa, and a television.

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

Ellicottville

Shannon S.

AED 774 total

includes taxes & fees

3 Nov - 4 Nov

A black triangular cabin with a wooden door, a small porch, and a window.

14. Honest Abe Frame @ Sunrise

Ellicottville

PARTH

AED 1,023 total

includes taxes & fees

28 Oct - 29 Oct

A row of blue houses with balconies by a calm pond, surrounded by greenery and a clear sky.

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

Ellicottville

Marissa S.

AED 1,436 total

includes taxes & fees

28 Oct - 29 Oct

A living room with a stone fireplace, a flat-screen TV, a red armchair, and a spiral staircase.

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

Ellicottville

Emma W.

AED 951 total

includes taxes & fees

10 Nov - 11 Nov

A spacious living room with a high ceiling, a spiral staircase, a large window, and a fireplace.

17. Cozy Condo with Ski Hill Views

Ellicottville

Rostyslav P.

AED 1,175 total

includes taxes & fees

28 Oct - 29 Oct

A hot tub on a wooden deck with a view of a hilly landscape.

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

Ellicottville

Bennette

AED 1,679 total

includes taxes & fees

1 Nov - 2 Nov

A wooden deck with a table and chairs, a blue umbrella, and a house in the background.

19. 2-bedroom apartment in Village of Ellicottville perfect for your getaway.

Ellicottville

Robert P.

AED 965 total

includes taxes & fees

10 Nov - 11 Nov

A compact living space with a kitchen area, a dining table, a sofa, and a TV mounted on the wall.

20. Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville

Ellicottville

Jenna W.

AED 843 total

includes taxes & fees

29 Oct - 30 Oct

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Top Olean Hotel Reviews

Microtel Inn & Suites by Wyndham Olean/Allegany

10/10 Excellent

"Very convenient location for college visit."

Gallets House B&B

10/10 Excellent

"We enjoyed our stay at this sweet B&B. Joan met us at the door and gave us the door code and WiFi password (they were posted as well), provided a little history of the beautiful home and arranged a time for breakfast the following morning. The room was clean. We had a jetted tub and a thermostat for our room (which Joan had turned on the heat prior to our arrival). There was an air conditioner in the window of the room. Breakfast every morning was delicious! We will definitely be returning when we ski this winter!"

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

8/10 Good

"Loved the location in a beautiful rural area not far from town, which was very peaceful and quiet. Enjoyed the new deck, lovely nature setting, and lighted pathway with flickering lantern lights in the evening. Host was responsive to any of our questions. Could only stay a day, but could easily have stayed longer."

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?

Fantastic lake house on the south shore of Cuba Lake.: This vacation home rental near Olean is located on a lake and has a balcony, a garden, and a barbecue grill 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. Make the most of the selection of games in this rental home to help you unwind.

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.

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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. WOW! OleanGrt PriceEntire house! 4 bedrooms 2.5 baths 30 mins to Ellicotville

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

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

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

6. SnowPine Condo, King Bed, 2 Full Baths

7. Cozy Studio Near Holiday Valley & Village

8. Walk to Slopes & Town Studio

9. Huge 3 Bedroom apartment in Bolivar NY

10. Cozy Studio with Fireplace, King Bed, A/C

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

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

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

14. Honest Abe Frame @ Sunrise

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

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

17. Cozy Condo with Ski Hill Views

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

19. 2-bedroom apartment in Village of Ellicottville perfect for your getaway.

20. Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville

Find vacation rentals that suit your style

Top Olean Hotel Reviews

Microtel Inn & Suites by Wyndham Olean/Allegany

Gallets House B&B

Wingate by Wyndham Ellicottville

Quality Inn & Suites Bradford

The Lincoln Boutique Motel

Old Library Inn Olean NY

Fairfield Inn & Suites by Marriott Olean

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

Frequently asked questions

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