Olean holiday homes
We found 465 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals near Olean, NY (OLE-Cattaraugus County) that provide the perfect home base for your trip. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for spending time at your holiday home, which might include Wi-Fi and a washer and dryer. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Olean, NY (OLE-Cattaraugus County)
Showing deals for:1 Aug - 8 Aug
Image gallery for The Pines on Maples~ Hot Tub ~ Fire Pit & Indoor Fireplace - Game Room
9.89.8 out of 10 rating
Exceptional
(10 reviews)
The Pines on Maples~ Hot Tub ~ Fire Pit & Indoor Fireplace - Game Room
Little Valley, NY
16% off
Price is NZ$7,469
NZ$7,469
NZ$1,067 per night
includes taxes & fees
Image gallery for Beautiful Studio Condo with Murphy bed in Ellicottville walking distance to town
9.89.8 out of 10 rating
Exceptional
(23 reviews)
Beautiful Studio Condo with Murphy bed in Ellicottville walking distance to town
Ellicottville, NY
16% off
Price is NZ$2,689
NZ$2,689
NZ$384 per night
includes taxes & fees
Image gallery for New deck/exterior! Quiet retreat on the hill
1010 out of 10 rating
Exceptional
(26 reviews)
New deck/exterior! Quiet retreat on the hill
Ellicottville, NY
16% off
Price is NZ$3,502
NZ$3,502
NZ$500 per night
includes taxes & fees
Image gallery for Swiss Miss A-Frame Minutes from Ellicottville!
1010 out of 10 rating
Exceptional
(6 reviews)
Swiss Miss A-Frame Minutes from Ellicottville!
Little Valley, NY
7% off
Price is NZ$3,592
NZ$3,592
NZ$513 per night
includes taxes & fees
Image gallery for Ultimate Ellicottville Ski Experience: Cozy, comfortable and sleeps 17+
9.49.4 out of 10 rating
Exceptional
(29 reviews)
Ultimate Ellicottville Ski Experience: Cozy, comfortable and sleeps 17+
Ellicottville, NY
8% off
Price is NZ$7,617
NZ$7,617
NZ$1,088 per night
includes taxes & fees
Image gallery for Cozy Hillside Retreat- Hot Tub with Amazing Views
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Cozy Hillside Retreat- Hot Tub with Amazing Views
Ellicottville, NY
20% off
Price is NZ$4,514
NZ$4,514
NZ$645 per night
includes taxes & fees
Image gallery for Private Secluded Mountain Top Retreat Overlooking Ski Hills
1010 out of 10 rating
Exceptional
(11 reviews)
Private Secluded Mountain Top Retreat Overlooking Ski Hills
Ellicottville, NY
20% off
Price is NZ$10,115
NZ$10,115
NZ$1,445 per night
includes taxes & fees
Image gallery for UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome
1010 out of 10 rating
Exceptional
(61 reviews)
UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome
Ellicottville, NY
12% off
Price is NZ$4,649
NZ$4,649
NZ$664 per night
includes taxes & fees
Image gallery for Newly Renovated Modern 1-Bedroom In The Village Of Ellicottville
1010 out of 10 rating
Exceptional
(6 reviews)
Newly Renovated Modern 1-Bedroom In The Village Of Ellicottville
Ellicottville, NY
16% off
Price is NZ$2,207
NZ$2,207
NZ$315 per night
includes taxes & fees
Image gallery for Ellicottville vacation home.
1010 out of 10 rating
Exceptional
(11 reviews)
Ellicottville vacation home.
Ellicottville, NY
8% off
Price is NZ$7,877
NZ$7,877
NZ$1,125 per night
includes taxes & fees
Image gallery for Best views of Holiday Valley
1010 out of 10 rating
Exceptional
(12 reviews)
Best views of Holiday Valley
Ellicottville, NY
8% off
Price is NZ$5,581
NZ$5,581
NZ$797 per night
includes taxes & fees
Image gallery for NEWLY BUILT condo - premium features, game room, firepit, short walk to village
1010 out of 10 rating
Exceptional
(13 reviews)
NEWLY BUILT condo - premium features, game room, firepit, short walk to village
Ellicottville, NY
12% off
Price is NZ$6,079
NZ$6,079
NZ$868 per night
includes taxes & fees
Image gallery for The Alpine Wilderness Lodge
9.29.2 out of 10 rating
Wonderful
(36 reviews)
The Alpine Wilderness Lodge
Great Valley, NY
16% off
Price is NZ$4,669
NZ$4,669
NZ$667 per night
includes taxes & fees
Image gallery for Cozy Studio, Walk or Bike to Holiday Valley or Town, A/C
1010 out of 10 rating
Exceptional
(11 reviews)
Cozy Studio, Walk or Bike to Holiday Valley or Town, A/C
Ellicottville, NY
20% off
Price is NZ$1,811
NZ$1,811
NZ$259 per night
includes taxes & fees
Image gallery for Cozy private Cabin in the hills of Ellicottville
1010 out of 10 rating
Exceptional
(33 reviews)
Cozy private Cabin in the hills of Ellicottville
Ellicottville, NY
24% off
Price is NZ$3,077
NZ$3,077
NZ$440 per night
includes taxes & fees
Image gallery for Home away from Home! Great location in between the Village and Holiday Valley
1010 out of 10 rating
Exceptional
(71 reviews)
Home away from Home! Great location in between the Village and Holiday Valley
Ellicottville, NY
8% off
Price is NZ$4,852
NZ$4,852
NZ$693 per night
includes taxes & fees
Image gallery for Spectacular Ski Townhouse across from Holiday Valley
1010 out of 10 rating
Exceptional
(47 reviews)
Spectacular Ski Townhouse across from Holiday Valley
Ellicottville, NY
8% off
Price is NZ$9,435
NZ$9,435
NZ$1,348 per night
includes taxes & fees
Image gallery for Ellicottville Chalet with Game Room, 3 Full Baths, Fire Pit, Sleeps 13
1010 out of 10 rating
Exceptional
(11 reviews)
Ellicottville Chalet with Game Room, 3 Full Baths, Fire Pit, Sleeps 13
Great Valley, NY
16% off
Price is NZ$9,007
NZ$9,007
NZ$1,287 per night
includes taxes & fees
Image gallery for Modern Chalet, 2 Acre lot, HOT TUB and NEW OUTDOOR FIREPIT
9.69.6 out of 10 rating
Exceptional
(16 reviews)
Modern Chalet, 2 Acre lot, HOT TUB and NEW OUTDOOR FIREPIT
Ellicottville, NY
8% off
Price is NZ$7,692
NZ$7,692
NZ$1,099 per night
includes taxes & fees
Image gallery for 4 Bedroom, 3 full baths, 3200 sq. ft. Family Vacation Home near EVL, sleeps 12
1010 out of 10 rating
Exceptional
(65 reviews)
4 Bedroom, 3 full baths, 3200 sq. ft. Family Vacation Home near EVL, sleeps 12
Great Valley, NY
8% off
Price is NZ$7,692
NZ$7,692
NZ$1,099 per night
includes taxes & fees
Image gallery for Location, Location, Location! Book summer vaca now! Pets welcome.
1010 out of 10 rating
Exceptional
(26 reviews)
Location, Location, Location! Book summer vaca now! Pets welcome.
Ellicottville, NY
8% off
Price is NZ$4,039
NZ$4,039
NZ$577 per night
includes taxes & fees
Image gallery for Quiet, private countryside home in Ellicottville, NY - 4 bedrooms
1010 out of 10 rating
Exceptional
(19 reviews)
Quiet, private countryside home in Ellicottville, NY - 4 bedrooms
Ellicottville, NY
11% off
Price is NZ$3,800
NZ$3,800
NZ$543 per night
includes taxes & fees
Image gallery for Cozy townhome in tranquil Ellicottville with WiFi & Fireplace. Free ski shuttle
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Cozy townhome in tranquil Ellicottville with WiFi & Fireplace. Free ski shuttle
Ellicottville, NY
12% off
Price is NZ$2,386
NZ$2,386
NZ$341 per night
includes taxes & fees
Image gallery for MUST SEE Cozy Log Cabin with Amazing Mountain View’s Sleeps 10
9.89.8 out of 10 rating
Exceptional
(61 reviews)
MUST SEE Cozy Log Cabin with Amazing Mountain View’s Sleeps 10
Ellicottville, NY
12% off
Price is NZ$7,723
NZ$7,723
NZ$1,103 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Cottage
Villa
Chalet
Find the best place to stay - Olean
Beautiful & Cozy home
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
WOW! OleanGrt PriceEntire house! 4 bedrooms 2.5 baths 30 mins to Ellicotville
Sleeps 10 · 4 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
Cozy newly remodeled private home just 10 mins from Ellicottville.
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Cozy Cabin in the woods 2 br + 1 loft br, 1 bath. Large deck, beautiful views
Sleeps 7 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
45 reviews(45 reviews)
Creekside Cabins - Comet
Sleeps 2 · 1 bedroom · 1 bathroom
Not Your Everyday Mini Chalet, foot of Holiday Valley Resort! Walk to Downtown
Sleeps 6 · 1 bedroom · 1+ bathroom
1010 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value