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

Holiday Homes in Olean

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Olean holiday homes

Property grounds

1. 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)
"Wonderful condo! Great location, perfectly described with lots of amenities not listed. Easy check in. Stacey is a great host and we look forward to staying again! Great off season value too. So nice to just relax but also lots to do!"
United States
Thomas
The price is €204
includes taxes & fees
30 Aug - 31 Aug
Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley
Microwave, oven, stovetop, dishwasher

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

Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home
Smethport
9.4 out of 10, Exceptional, (13 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 €198
includes taxes & fees
1 Sept - 2 Sept
Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home
Smart TV, fireplace

3. 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, (72 reviews)
"Second time staying, absolutely beautiful place and great support and communication from host!"
United States
Kylie H.
The price is €344
includes taxes & fees
30 Aug - 31 Aug
SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!
Exterior

4. 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)
"Good stay"
United States
Julie J.
Across from Holiday Valley, sleeps 8, entire TH, walk to VLG, CLEAN, updated
Exterior

5. 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 €204
includes taxes & fees
30 Aug - 31 Aug
Lincoln Boutique Motel- Lower Room #6
Living area

6. Gorgeous 5-bedroom house in welcoming Ellicottville perfect for families

Gorgeous 5-bedroom house in welcoming Ellicottville perfect for families
Ellicottville
The price is €594
includes taxes & fees
31 Aug - 1 Sept
Gorgeous 5-bedroom house in welcoming Ellicottville perfect for families
Interior

7. The Devereaux House in Ellicottville NY

The Devereaux House in Ellicottville NY
Ellicottville
10.0 out of 10, Exceptional, (2 reviews)
"Great place! "
United States
Cathleen B.
The price is €353
includes taxes & fees
31 Aug - 1 Sept
The Devereaux House in Ellicottville NY
Coffee/tea maker, fridge, microwave, oven

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

Village & Venture-Walkable Modern Comfort + Hot Tub
Ellicottville
10.0 out of 10, Exceptional, (2 reviews)
"Pet-friendly, everything we needed."
United States
david c.
The price is €396
includes taxes & fees
2 Sept - 3 Sept
Village & Venture-Walkable Modern Comfort + Hot Tub
Outdoor dining

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, (46 reviews)
"We had a great stay. Perfect location and house was very clean"
United States
silene r.
The price is €510
includes taxes & fees
15 Sept - 16 Sept
Best Location! NEW HOT TUB/Games/Bar/Yard/Outdoor Movie Theater/Etc!
Interior

10. -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, (52 reviews)
"Responsive host, clean amenities and great location "
United States
Adam R.
The price is €456
includes taxes & fees
8 Sept - 9 Sept
-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC
Outdoor dining

11. 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.
New! Ideal location! Walk to Town! Family Fun! Mountain/Park Views! Pet Friendly
Smart TV, fireplace, video games, table football

12. Walkable, Pet friendly, Farmhouse

Walkable, Pet friendly, Farmhouse
Ellicottville
10.0 out of 10, Exceptional, (42 reviews)
"Great spot to stay for a ski weekend. The hosts were wonderful, and did their best to assist us to have a great stay. "
Canada
Francesca R.
Walkable, Pet friendly, Farmhouse
Outdoor spa tub

13. Northwood Chalet , exceptional view, 1mi to Village, Hot tub , A/C , fire pit

Northwood Chalet , exceptional view, 1mi to Village, Hot tub , A/C , fire pit
Ellicottville
9.8 out of 10, Exceptional, (106 reviews)
"Amazing property with tons of space, lots of amenities like 4 indoor fire places, hot tub, fire pit, and great views! Host had excellent communication and made everything easy and feel like a home away from home. Would definitely stay there again and recommend this place to anyone looking for a spot just outside of Ellicottville/ holiday valley, Holimont"
United States
andrew t.
The price is €514
includes taxes & fees
30 Aug - 31 Aug
Northwood Chalet , exceptional view, 1mi to Village, Hot tub , A/C , fire pit
Terrace/patio

14. The Eagles Nest – Couples Escape - Hot Tub & Views!

The Eagles Nest – Couples Escape - Hot Tub & Views!
Ellicottville
10.0 out of 10, Exceptional, (8 reviews)
"We had a wonderful overnight stay. House was ready early and host was very responsive. We would definitely stay again in the future! "
United States
Jenna W.
The price is €533
includes taxes & fees
3 Sept - 4 Sept
The Eagles Nest – Couples Escape - Hot Tub & Views!
6 bedrooms, iron/ironing board, WiFi, bed sheets

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

Après 4 All | Game Room, Hot Tub, Walkable
Ellicottville
10.0 out of 10, Exceptional, (4 reviews)
"Great house and description. Host communication was excellent and I appreciate all the help."
United States
Kevin W.
The price is €1,000
includes taxes & fees
11 Sept - 12 Sept
Après 4 All | Game Room, Hot Tub, Walkable
Dining

16. Modern Mountain Escape

Modern Mountain Escape
East Otto
The price is €263
includes taxes & fees
29 Aug - 30 Aug
Modern Mountain Escape
Smart TV, fireplace

17. 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 €397
includes taxes & fees
30 Aug - 31 Aug
The Allen House: Chic & Colorful 3BR Downtown Ellicottville
Dining

18. Walkable to Town, 3 Bed 2.5 Bath

Walkable to Town, 3 Bed 2.5 Bath
Ellicottville
10.0 out of 10, Exceptional, (66 reviews)
"Beautiful stay all around! "
United States
Annmarie T.
The price is €636
includes taxes & fees
11 Sept - 12 Sept
Walkable to Town, 3 Bed 2.5 Bath
Terrace/patio

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, (19 reviews)
"Everything was perfect!"
United States
Richard U.
The price is €786
includes taxes & fees
31 Aug - 1 Sept
Gondola House | Hot tub, Arcade, Walkable Getaway, Fun Central! Game Room, Hot Tub, Steps to Village...
3 bedrooms, desk, iron/ironing board, travel cot

20. 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 €627
includes taxes & fees
30 Aug - 31 Aug
Walk to Holiday Valley, Family-sized House, Sleeps 9, Shuffleboard, 2 fireplaces
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

Seneca Allegany Resort & Casino

Seneca Allegany Resort & Casino

10/10 Excellent
"Didn’t care for the breakfast at the Seneca Cafe. The service was very slow N the food wasn’t that good In their defense, they were understaffed."
Marcia 1-night trip
Posted less than an hour ago
Seneca Allegany Resort & Casino

Find out more about Olean

Olean Holiday Homes information

Number of reviews
511
Accommodation
188 Holiday Homes
Lowest Price
€198
Highest Price
€1,000