A river winding through a green landscape with a town in the background.

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Olean holiday homes

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

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

WOW! OleanGrt PriceEntire house! 4 bedrooms 2.5 baths 30 mins to Ellicotville
Olean
9.6 out of 10, Exceptional, (41 reviews)
"Great location with plenty of stores and restaurant choices nearby. House was warm and cozy. "
United States
John C.
The price is HK$1,277
HK$2,665 total
includes taxes & fees
26 Oct - 27 Oct
WOW! OleanGrt PriceEntire house! 4 bedrooms 2.5 baths 30 mins to Ellicotville
A hot tub in a garden with a white fence and purple flowers in the background.

2. Seneca Heights Oasis with Hot Tub

Seneca Heights Oasis with Hot Tub
Olean
9.6 out of 10, Exceptional, (5 reviews)
"Location great, house was nice. Communication with Will was great"
United States
Bruce B.
Seneca Heights Oasis with Hot Tub
A covered porch with wicker furniture, a small table with a plant, and a view of a green landscape.

3. Shinglehouse. Pa. 2bdrm 2 bath stargaze nr Cherry Springs!

Shinglehouse. Pa. 2bdrm 2 bath stargaze nr Cherry Springs!
Shinglehouse
9.2 out of 10, Wonderful, (10 reviews)
"This is our second stay here. We truly enjoy this house and its location. Its always clean and welcoming. Its truly a slice of heaven and sure peaceful. "
United States
Jonathan B.
The price is HK$1,284
HK$2,610 total
includes taxes & fees
25 Oct - 26 Oct
Shinglehouse. Pa. 2bdrm 2 bath stargaze nr Cherry Springs!
A sign with the name 'WILDFLOWER' in a landscaped area with a stone wall, various plants, and a building in the background.

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

Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley
Ellicottville
9.6 out of 10, Exceptional, (34 reviews)
"Perfect for our stay. Great location and accommodating host "
United States
Johanna G.
The price is HK$980
HK$2,063 total
includes taxes & fees
26 Oct - 27 Oct
Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley
A kitchen with wooden cabinets, a stainless steel refrigerator, a gas stove, and a ceiling fan.

5. Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home

Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home
Smethport
9.6 out of 10, Exceptional, (16 reviews)
"Cozy is a great way to describe this house. We felt right at home when we checked in."
United States
Carissa C.
The price is HK$1,058
HK$1,809 total
includes taxes & fees
26 Oct - 27 Oct
Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home
A bedroom with a bed, a dresser, a lamp, and a door with a window.

6. 5-bedroom Home in Ellicottville view of Holiday Valley

5-bedroom Home in Ellicottville view of Holiday Valley
Ellicottville
The price is HK$2,116
HK$5,517 total
includes taxes & fees
25 Oct - 26 Oct
5-bedroom Home in Ellicottville view of Holiday Valley
A row of blue houses with balconies by a calm pond, surrounded by greenery and a clear sky.

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

Across from Holiday Valley, sleeps 8, entire TH, walk to VLG, CLEAN, updated
Ellicottville
9.8 out of 10, Exceptional, (63 reviews)
"Cute place, very clean, great location!"
United States
Marissa S.
The price is HK$1,404
HK$3,083 total
includes taxes & fees
26 Oct - 27 Oct
Across from Holiday Valley, sleeps 8, entire TH, walk to VLG, CLEAN, updated
A modern living room with a fireplace, a television, and a comfortable seating area.

8. 2-bed full kitchen, Downtown Ellicottville-Loft 12

2-bed full kitchen, Downtown Ellicottville-Loft 12
Ellicottville
The price is HK$1,411
HK$2,533 total
includes taxes & fees
27 Oct - 28 Oct
2-bed full kitchen, Downtown Ellicottville-Loft 12
A dining area with a hot tub, wooden ceiling, and a neon sign.

9. Best Location! NEW HOT TUB/Games/Bar/Yard/Outdoor Movie Theater/Etc!

Best Location! NEW HOT TUB/Games/Bar/Yard/Outdoor Movie Theater/Etc!
Ellicottville
10.0 out of 10, Exceptional, (49 reviews)
"We had a great stay. Perfect location and house was very clean"
United States
silene r.
The price is HK$1,583
HK$4,525 total
includes taxes & fees
11 Nov - 12 Nov
Best Location! NEW HOT TUB/Games/Bar/Yard/Outdoor Movie Theater/Etc!
A two-story building with a covered porch and a staircase leading to the upper level.

10. Lincoln Boutique Motel- Lower Room #6

Lincoln Boutique Motel- Lower Room #6
Ellicottville
8.8 out of 10, Excellent, (3 reviews)
" Place is small but very nice and has everything you need for a night or two. Walking distance to the slopes and attached to a fun restaurant / bar "
United States
Andrea K.
The price is HK$1,646
HK$2,099 total
includes taxes & fees
25 Oct - 26 Oct
Lincoln Boutique Motel- Lower Room #6
A modern kitchen with a large island, sliding glass doors to an outdoor area, and a wooden accent wall.

11. Village & Venture-Walkable Modern Comfort + Hot Tub

Village & Venture-Walkable Modern Comfort + Hot Tub
Ellicottville
10.0 out of 10, Exceptional, (6 reviews)
The price is HK$1,674
HK$3,943 total
includes taxes & fees
4 Nov - 5 Nov
Village & Venture-Walkable Modern Comfort + Hot Tub
A living room with a fireplace, a sofa, a coffee table, a television, and a ceiling fan.

12. SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!

SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!
Ellicottville
10.0 out of 10, Exceptional, (74 reviews)
"Second time staying, absolutely beautiful place and great support and communication from host!"
United States
Kylie H.
The price is HK$1,178
HK$3,040 total
includes taxes & fees
27 Oct - 28 Oct
SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!
A bedroom with a stone wall, a fireplace, a bed with fluffy pillows, and a view of greenery through a glass door.

13. Walk to Holiday Valley, Family-sized House, Sleeps 9, Shuffleboard, 2 fireplaces

Walk to Holiday Valley, Family-sized House, Sleeps 9, Shuffleboard, 2 fireplaces
Ellicottville
10.0 out of 10, Exceptional, (13 reviews)
"House was great and supper accessible to slopes and town. "
United States
Michael M.
The price is HK$2,821
HK$5,411 total
includes taxes & fees
26 Oct - 27 Oct
Walk to Holiday Valley, Family-sized House, Sleeps 9, Shuffleboard, 2 fireplaces
An outdoor patio with a grill, a table, and a view of a grassy field and hills.

14. New! Ideal location! Walk to Town! Family Fun! Mountain/Park Views! Pet Friendly

New! Ideal location! Walk to Town! Family Fun! Mountain/Park Views! Pet Friendly
Ellicottville
9.2 out of 10, Wonderful, (55 reviews)
"This house is very cozy and close to everything!"
United States
Kathleen L.
The price is HK$882
HK$2,440 total
includes taxes & fees
28 Oct - 29 Oct
New! Ideal location! Walk to Town! Family Fun! Mountain/Park Views! Pet Friendly
A bed with a wooden headboard, a blanket, and pillows. There are wall art pieces above the bed.

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

Après 4 All | Game Room, Hot Tub, Walkable
Ellicottville
10.0 out of 10, Exceptional, (5 reviews)
"Great house and description. Host communication was excellent and I appreciate all the help."
United States
Kevin W.
The price is HK$3,560
HK$7,283 total
includes taxes & fees
4 Nov - 5 Nov
Après 4 All | Game Room, Hot Tub, Walkable
A dining area with a round table, chairs, and a hanging light fixture.

16. Ellicottville Ski House - Walk to Holiday Valley or Downtown

Ellicottville Ski House - Walk to Holiday Valley or Downtown
Ellicottville
10.0 out of 10, Exceptional, (1 review)
"Great location - close to Holiday Valley and downtown E-Ville. Home was comfortable and plenty of space to relax after a day on the slopes."
United States
Danielle L.
The price is HK$2,038
HK$5,412 total
includes taxes & fees
15 Nov - 16 Nov
Ellicottville Ski House - Walk to Holiday Valley or Downtown
A spacious living room with a fireplace, a television mounted above it, and a kitchen in the background.

17. Modern Farmhouse near town and ski

Modern Farmhouse near town and ski
Ellicottville
10.0 out of 10, Exceptional, (46 reviews)
"Very cute little home! About a 10 min walk to the Main Street of shops and restaurants. Host was communicative, and available for questions if needed. Highly recommend!"
United States
Erin M.
The price is HK$1,489
HK$3,294 total
includes taxes & fees
27 Oct - 28 Oct
Modern Farmhouse near town and ski
A dining area with a wooden table and chairs, a chandelier, and a view of a house through large windows.

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

-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC
Ellicottville
10.0 out of 10, Exceptional, (53 reviews)
"One night stay, but very easy and in a great location!"
United States
Dennis L.
The price is HK$2,053
HK$4,171 total
includes taxes & fees
29 Oct - 30 Oct
-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC
An outdoor patio with a hot tub, string lights, and wicker furniture.

19. Gondola House | Hot tub, Arcade, Walkable Getaway, Fun Central! Game Room, Hot Tub, Steps to Village...

Gondola House | Hot tub, Arcade, Walkable Getaway, Fun Central! Game Room, Hot Tub, Steps to Village...
Ellicottville
10.0 out of 10, Exceptional, (21 reviews)
"Michelle was very accommodating and the property was lovely!"
United States
Larry P.
The price is HK$3,440
HK$7,128 total
includes taxes & fees
4 Nov - 5 Nov
Gondola House | Hot tub, Arcade, Walkable Getaway, Fun Central! Game Room, Hot Tub, Steps to Village...
★ Just a 5-minute stroll to shops, bars & restaurants + 5-minute drive to Ski

20. The Allen House: Chic & Colorful 3BR Downtown Ellicottville

The Allen House: Chic & Colorful 3BR Downtown Ellicottville
Ellicottville
8.8 out of 10, Excellent, (3 reviews)
"Great stay."
United States
Vince L.
The price is HK$1,881
HK$3,649 total
includes taxes & fees
26 Oct - 27 Oct
The Allen House: Chic & Colorful 3BR Downtown Ellicottville
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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Top Olean Hotel Reviews

Wingate by Wyndham Ellicottville

Wingate by Wyndham Ellicottville

10/10 Excellent
"Check in online was seamless and location was unbeatable for downtown Ellicottville."
Nicole 1-night trip
Posted 5 hours ago
Wingate by Wyndham Ellicottville

Find out more about Olean

Olean Vacation Homes information

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