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Featured Holiday Homes in Olean

Beautiful & Cozy home

Beautiful & Cozy home

Olean
The price is AU$406 per night from 5 Apr to 6 Apr
AU$406
includes taxes & fees
5 Apr - 6 Apr
Located in Olean, this vacation home is a 3-minute drive from Cutco-Ka-Bar Visitors Center and 6 minutes from St. Bonaventure University.
Beautiful & Cozy home
Beautiful 6 bedroom Ellicottville Chalet

Beautiful 6 bedroom Ellicottville Chalet

Mansfield
With a stay at this vacation home in Salamanca, you'll be in the mountains, within a 15-minute drive of Holiday Valley Resort and HoliMont.
Beautiful 6 bedroom Ellicottville Chalet
-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC

-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC

Ellicottville
The price is AU$859 per night from 9 Apr to 10 Apr
AU$859
includes taxes & fees
9 Apr - 10 Apr
With a stay at this vacation home in Ellicottville, you'll be within a 5-minute drive of Holiday Valley Resort and Watson's Chocolates.
-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC
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Charming and cozy studio in Ellicottville, NY

Charming and cozy studio in Ellicottville, NY

Ellicottville
The price is AU$305 per night from 5 Apr to 6 Apr
AU$305
includes taxes & fees
5 Apr - 6 Apr
With a stay at this vacation home in Ellicottville, you'll be a 5-minute walk from Holiday Valley Resort and 7 minutes by foot from Sky High Aerial Adventure ...
Charming and cozy studio in Ellicottville, NY
Charming, Pet Friendly, Lake View Home. Pontoon and/or Slip Available

Charming, Pet Friendly, Lake View Home. Pontoon and/or Slip Available

Cuba
Located in Cuba, this vacation home is on a lake, a 1-minute drive from Cuba Lake Beach and 5 minutes from Seneca Oil Springs.
Charming, Pet Friendly, Lake View Home. Pontoon and/or Slip Available
Luxury 4-Bed Full Home with Deck

Luxury 4-Bed Full Home with Deck

Olean
Located in Olean, this vacation home is within a 5-minute drive of Allegheny River and Cutco-Ka-Bar Visitors Center.
Luxury 4-Bed Full Home with Deck
Quality in Town, Hot Tub Great Reviews!CLEAN! Comfy Beds Photo wall Game room

Quality in Town, Hot Tub Great Reviews!CLEAN! Comfy Beds Photo wall Game room

Ellicottville
With a stay at this vacation home, you'll be centrally located in Ellicottville, within a 5-minute drive of Holiday Valley Resort and Winery of ...
Quality in Town, Hot Tub Great Reviews!CLEAN! Comfy Beds Photo wall Game room
Large home near Holiday Valley, outdoor swimming pool & hot tub!

Large home near Holiday Valley, outdoor swimming pool & hot tub!

Ellicottville
With a stay at this vacation home in Ellicottville, you'll be within a 15-minute walk of Holiday Valley Resort and Sky High Aerial Adventure Park.
Large home near Holiday Valley, outdoor swimming pool & hot tub!
The Eagles Nest – Couples Escape

The Eagles Nest – Couples Escape

Ellicottville
The price is AU$846 per night from 4 May to 5 May
AU$846
includes taxes & fees
4 May - 5 May
With a stay at this vacation home in Ellicottville, you'll be in the mountains, within a 15-minute drive of Holiday Valley Resort and HoliMont.
The Eagles Nest – Couples Escape
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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.

Olean Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Olean vacation homes are the perfect way for you to wing it.

Holiday houses in Olean let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Olean in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Olean adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Olean with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Olean vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Olean Holiday Homes essential information

Accommodation
202 Holiday Homes
Lowest Price
AU$162
Highest Price
AU$859
Popular accommodation
Beautiful & Cozy home , Beautiful 6 bedroom Ellicottville Chalet, -RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC , Charming and cozy studio in Ellicottville, NY , Charming, Pet Friendly, Lake View Home. Pontoon and/or Slip Available, Luxury 4-Bed Full Home with Deck, Quality in Town, Hot Tub Great Reviews!CLEAN! Comfy Beds Photo wall Game room , Large home near Holiday Valley, outdoor swimming pool & hot tub!, The Eagles Nest – Couples Escape

Top trending hotels in Olean

Holiday Inn Express Olean by IHG

Holiday Inn Express Olean by IHG

2.5 out of 5
101 Main St, Olean, NY
Fully refundable
The price is AU$215 per night from 27 Apr to 28 Apr
AU$215
includes taxes & fees
27 Apr - 28 Apr
A stay at Holiday Inn Express Olean by IHG places you in the heart of Olean, within a 10-minute drive of St. Bonaventure University and Rock City Park.
Holiday Inn Express Olean by IHG
Microtel Inn & Suites by Wyndham Olean/Allegany

Microtel Inn & Suites by Wyndham Olean/Allegany

2 out of 5
3234 Nys Route 417, Olean, NY
Fully refundableReserve now, pay when you stay
The price is AU$162 per night from 11 Apr to 12 Apr
AU$162
includes taxes & fees
11 Apr - 12 Apr
With a stay at Microtel Inn & Suites by Wyndham Olean/Allegany in Olean, you'll be 19.1 mi (30.8 km) from Seneca Allegany Casino and 25.8 mi (41.6 km) from Holiday ...
Microtel Inn & Suites by Wyndham Olean/Allegany
Best Western Plus University Inn

Best Western Plus University Inn

2.5 out of 5
3051 W State Street Olean, Olean, NY
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 29 Apr to 30 Apr
AU$177
includes taxes & fees
29 Apr - 30 Apr
With a stay at Best Western Plus University Inn in Olean, you'll be within a 15-minute walk of Gargoyle Park and St. Bonaventure University.
Best Western Plus University Inn
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Fairfield Inn & Suites by Marriott Olean

Fairfield Inn & Suites by Marriott Olean

2.5 out of 5
3270 Route 417, Olean, NY
Fully refundableReserve now, pay when you stay
The price is AU$239 per night from 13 Apr to 14 Apr
AU$239
includes taxes & fees
13 Apr - 14 Apr
With a stay at Fairfield Inn & Suites by Marriott Olean in Olean, you'll be 0.1 mi (0.1 km) from St. Bonaventure University and 19.1 mi (30.7 km) from Seneca ...
Fairfield Inn & Suites by Marriott Olean
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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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^Subject to availability and chosen travel dates.