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Olean Holiday Rentals

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50 rentals in Olean.
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Enchanted home in center of Olean
4 bedrooms
3 bathrooms
Sleeps 8
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Fishing Getaway
1 bedroom
1 bathroom
Sleeps 4
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Olean Ny right in town 100 night
4 bedrooms
2 bathrooms
Sleeps 11
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Ellicottville cabin - 4 miles from Holiday Valley
3 bedrooms
2 bathrooms
Sleeps 6
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Across from Holiday Valley
1 bedroom
1 bathroom
Sleeps 5
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Lovely Cottage That Is Completely New With All The Luxuries You Would Want!
2 bedrooms
2 bathrooms
Sleeps 7
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Allegany State Park Rental in the Forest
3 bedrooms
2 bathrooms
Sleeps 6
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Charming Lakefront Ranch
3 bedrooms
2 bathrooms
Sleeps 6
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Spacious Charming Country Home for All Seasons -Golf-Ski-Relax
4 bedrooms
4 bathrooms
Sleeps 13
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Modern Chalet Near Ellicottville, Holiday Valley and Holimont
5 bedrooms
4 bathrooms
Sleeps 12
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Beautiful and spacious 4 Bdrm Ski Chalet With Breathtaking Mountain View.
4 bedrooms
3 bathrooms
Sleeps 15
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Renovated ski-in/ski-out condo at Holiday Valley
2 bedrooms
1 bathroom
Sleeps 8
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IF YOUR LOOKING FOR PEACE AND QUIET THIS IS THE PLACE
2 bedrooms
1 bathroom
Sleeps 5
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Cozy, 3 BR 2 bath across from Holiday Valley, free ski shuttle, 1 mile to town
3 bedrooms
2 bathrooms
Sleeps 8
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Relax and unwind in our cozy townhome!
3 bedrooms
2 bathrooms
Sleeps 10
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Updated ski-in/ski-out condo Holiday Valley
1 bedroom
1 bathroom
Sleeps 7
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Spectacular Ski Townhouse across from Holiday Valley
4 bedrooms
4 bathrooms
Sleeps 14
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Updated townhome - Walking distance to Holiday Valley Ski Slopes!
4 bedrooms
2 bathrooms
Sleeps 12
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Walk to the slopes or The Village- Perfect Location
3 bedrooms
1 bathroom
Sleeps 6
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SPRING is where you need to stay!
3 bedrooms
2 bathrooms
Sleeps 8
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Condo Studio Loft with Ski Slope View
2 bedrooms
1 bathroom
Sleeps 5
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5 Bedroom Mansion within minutes to local attractions & shopping
5 bedrooms
5 bathrooms
Sleeps 10
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Last minute availability! Stylish, Modern & Walkable to Holiday Valley
3 bedrooms
3 bathrooms
Sleeps 13
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Great Spot on the Lake!
3 bedrooms
2 bathrooms
Sleeps 8
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Family getaway in beautiful Ellicottville!
1 bedroom
1 bathroom
Sleeps 6
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Spacious Home, Centrally Located, Great Nightlife and Beautiful Views
8 bedrooms
4 bathrooms
Sleeps 16
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Charming Woodland Log Cabin on Private Pond
1 bedroom
1 bathroom
Sleeps 4
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Special Ski Getaway 8 mins to Ski Resorts Holiday Valley & Holimont Skiing
3 bedrooms
2 bathrooms
Sleeps 14
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Newly renovated ski-in/out condo Holiday Valley
3 bedrooms
2 bathrooms
Sleeps 8
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Luxury Townhome across from Holiday Valley
4 bedrooms
4 bathrooms
Sleeps 11
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1920s Cuba Lake Cottage with 4 bedrooms and one bathroom, large yard, and dock.
4 bedrooms
1 bathroom
Sleeps 7
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Home away from Home! Great location in between the Village and Holiday Valley
5 bedrooms
3 bathrooms
Sleeps 10
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Ground floor, cozy and private
0 bedrooms
1 bathroom
Sleeps 4
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Bradford Flatiron. Iconic. Charming. Downtown.
2 bedrooms
2 bathrooms
Sleeps 4
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Fox Ridge 204 - An Updated Townhouse with Spectacular Views of the Slopes!
4 bedrooms
3 bathrooms
Sleeps 10
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Ski lodge in Ellicotville
3 bedrooms
2 bathrooms
Sleeps 8
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Mountaintop Ellicottville Home w/Deck Near Skiing!
5 bedrooms
4 bathrooms
Sleeps 14
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The Montana. Remote, private setting . No hidden fees!
3 bedrooms
2 bathrooms
Sleeps 8
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Great Valley Mtn. House on 30 Acres w/Pond & Grill
3 bedrooms
2 bathrooms
Sleeps 8
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Ellicottville Condo - Walk to Holiday Valley!
1 bedroom
1 bathroom
Sleeps 4
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Wildflower 85
2 bedrooms
2 bathrooms
Sleeps 8
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Wildflower 54
1 bedroom
1 bathroom
Sleeps 4
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Fox Ridge 204
4 bedrooms
3 bathrooms
Sleeps 10
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Alpine Meadows 30
2 bedrooms
2 bathrooms
Sleeps 9
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Deer Valley
5 bedrooms
3 bathrooms
Sleeps 12
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Myers Chalet
3 bedrooms
3 bathrooms
Sleeps 10
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Sugartown Chalet
4 bedrooms
3 bathrooms
Sleeps 8
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Chalet Rosche -Best location to experience Ellicottville - Luxury Fox Ridge home
3 bedrooms
2 bathrooms
Sleeps 7
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Home on a Hill
0 bedrooms
0 bathrooms
Sleeps 0
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NEW! Ski-In Ski-Out Condo at Holiday Valley Resort
4 bedrooms
2 bathrooms
Sleeps 10
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