Peaceful countryside landscape in Olean, NY with river, hills, green pastures under blue sky and clouds

Olean Holiday Rentals

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Olean holiday rentals

Property grounds

Cozy Country Get Away Suite with a view of the Enchanted Mountains

Cozy Country Get Away Suite with a view of the Enchanted Mountains
Olean
8.8 out of 10, Excellent, (26 reviews)
"cute little place with great views. "
United States
cheryl manzella Danny m.
The price is HK$628
HK$1,152 total
includes taxes & fees
30 Jun - 1 Jul
Cozy Country Get Away Suite with a view of the Enchanted Mountains
Terrace/patio

Rustic Creekside Cabin

Rustic Creekside Cabin
Shinglehouse
9.8 out of 10, Exceptional, (73 reviews)
"The perfect getaway! Serene landscape with babbling brook right outside the front porch. Plenty of firewood for a cold winter night. The PERFECT escape. Will be back! "
United States
Sean E.
The price is HK$1,152
HK$1,670 total
includes taxes & fees
25 Jun - 26 Jun
Rustic Creekside Cabin
Property grounds

Stargazer-Magnificent Picturesque View-Dark Skies-Hiking-Biking-Wildlife-Pets

Stargazer-Magnificent Picturesque View-Dark Skies-Hiking-Biking-Wildlife-Pets
Wellsville
9.8 out of 10, Exceptional, (66 reviews)
"A great choice for a peaceful, relaxing get away. Property is clean & comfortable with a beautiful view. Great communication from host. Easy check-in."
United States
Heather C.
The price is HK$1,175
HK$2,133 total
includes taxes & fees
23 Jun - 24 Jun
Stargazer-Magnificent Picturesque View-Dark Skies-Hiking-Biking-Wildlife-Pets
Property grounds

Ebb~n~Flow-Rustic-Solar Cabin-Heated-Hiking-Biking-Pond-Wildlife-Dark Skies-Pets

Ebb~n~Flow-Rustic-Solar Cabin-Heated-Hiking-Biking-Pond-Wildlife-Dark Skies-Pets
Wellsville
9.8 out of 10, Exceptional, (21 reviews)
"Really enjoyed the isolated cabin on a beautiful property. We had a fantastic stay. "
United States
Anonymous traveller
The price is HK$1,254
HK$2,354 total
includes taxes & fees
20 Jun - 21 Jun
Ebb~n~Flow-Rustic-Solar Cabin-Heated-Hiking-Biking-Pond-Wildlife-Dark Skies-Pets
Property grounds

Blue Moon - Dark Skies, Spacious, Quiet, Fully Furnished Campsite

Blue Moon - Dark Skies, Spacious, Quiet, Fully Furnished Campsite
Wellsville
10.0 out of 10, Exceptional, (1 review)
"Fantastic camp, so very well thought out and charming. Highly recommended!"
United States
Kal W.
The price is HK$705
HK$1,455 total
includes taxes & fees
20 Jun - 21 Jun
Blue Moon - Dark Skies, Spacious, Quiet, Fully Furnished Campsite
Smart TV

2-bedroom guest house in charming Cuba with WiFi

2-bedroom guest house in charming Cuba with WiFi
Cuba
10.0 out of 10, Exceptional, (9 reviews)
"Great place to stay "
United States
Beth B.
The price is HK$862
HK$1,455 total
includes taxes & fees
12 Jul - 13 Jul
2-bedroom guest house in charming Cuba with WiFi
Exterior

Serenity-Private, Secluded Cabin-Scenic Deck View of Sunset- Hiking-Pet friendly

Serenity-Private, Secluded Cabin-Scenic Deck View of Sunset- Hiking-Pet friendly
Wellsville
9.6 out of 10, Exceptional, (66 reviews)
"Great location, great view off the deck. Maintained hiking trails was a great feature."
United States
Bryan G.
The price is HK$1,293
HK$2,407 total
includes taxes & fees
9 Jul - 10 Jul
Serenity-Private, Secluded Cabin-Scenic Deck View of Sunset- Hiking-Pet friendly
Microwave, oven, stovetop, dishwasher

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, (8 reviews)
The price is HK$1,093
HK$1,839 total
includes taxes & fees
30 Jun - 1 Jul
Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home
Fridge, microwave, oven, stovetop

Working farmette at converted warehouse in the Allegany Mountains.

Working farmette at converted warehouse in the Allegany Mountains.
Allegany
9.8 out of 10, Exceptional, (56 reviews)
"Wonderful hosts! Place was clean and just right for our stay. "
United States
JOE S.
The price is HK$1,293
HK$1,842 total
includes taxes & fees
30 Jun - 1 Jul
Working farmette at converted warehouse in the Allegany Mountains.
Interior

Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway

Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway
Allegany
10.0 out of 10, Exceptional, (1 review)
"I wish there were more stars to give!The property is exquisite and the house brand new. There is nothing more you’d want or need staying here. The animals and experience being on the farm brought us serenity and peace. Chuck and Angela are the most wonderful hosts who have become friends. We are truly blessed to have stayed at the Barndominium!"
United States
Trish D.
The price is HK$1,305
HK$1,890 total
includes taxes & fees
1 Jul - 2 Jul
Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway
Interior

Active “farmette” New apartment (the Knotty Pine). Nearby restaurants, fitness

Active “farmette” New apartment (the Knotty Pine). Nearby restaurants, fitness
Allegany
10.0 out of 10, Exceptional, (10 reviews)
"Angela is a PERFECT host!We have truly enjoyed staying on her property!Both units we have rented have been clean, cozy and well equipped! LOVE LOVE LOVE our visits to their farm!"
United States
Claire M.
The price is HK$1,215
HK$1,744 total
includes taxes & fees
30 Jun - 1 Jul
Active “farmette” New apartment (the Knotty Pine). Nearby restaurants, fitness
Exterior

Lincoln Boutique Motel- Lower Room #6

Lincoln Boutique Motel- Lower Room #6
Ellicottville
10.0 out of 10, Exceptional, (2 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$1,410
HK$1,797 total
includes taxes & fees
21 Jun - 22 Jun
Lincoln Boutique Motel- Lower Room #6
Exterior detail

Cozy Forest Cabin Near Allegheny Reservoir; Fire Pit, Porch, Pet Friendly

Cozy Forest Cabin Near Allegheny Reservoir; Fire Pit, Porch, Pet Friendly
Bradford
10.0 out of 10, Exceptional, (1 review)
"We will defiantly return! One of the most quiet, clean and comfortable places we have ever stayed. I would recommend this place over and over."
United States
Corry J.
The price is HK$1,567
HK$1,955 total
includes taxes & fees
27 Jun - 28 Jun
Cozy Forest Cabin Near Allegheny Reservoir; Fire Pit, Porch, Pet Friendly
Terrace/patio

The Eagles Nest, Couples Escape - Hot Tub & Views

The Eagles Nest, Couples Escape - Hot Tub & Views
4.5 star property
Ellicottville
9.6 out of 10, Exceptional, (5 reviews)
"Great!"
United States
Maria
The price is HK$2,486
HK$3,694 total
includes taxes & fees
24 Jun - 25 Jun
The Eagles Nest, Couples Escape - Hot Tub & Views
Exterior

UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome

UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome
Ellicottville
10.0 out of 10, Exceptional, (71 reviews)
"It was even nicer than it looked in the photos. The beds were very comfortable and location regarding short distance from ski mountains and Ellicottville was great. It was so sweet too that they had snacks and a bottle of wine out as a welcome gift when we arrived. Loved this place. "
United States
Lindsay M.
The price is HK$2,186
HK$4,560 total
includes taxes & fees
23 Jun - 24 Jun
UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome
Property grounds

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, (30 reviews)
"Perfect for our stay. Great location and accommodating host "
United States
Johanna G.
The price is HK$833
HK$1,862 total
includes taxes & fees
21 Jun - 22 Jun
Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley
TV, fireplace

Holiday Valley Ski-In/Ski-Out Condo

Holiday Valley Ski-In/Ski-Out Condo
Great Valley
10.0 out of 10, Exceptional, (69 reviews)
"Beautiful spot with easy ski access. "
United States
Ian P.
The price is HK$960
HK$2,218 total
includes taxes & fees
22 Jun - 23 Jun
Holiday Valley Ski-In/Ski-Out Condo
TV, fireplace, video games, stereo

SnowPine Condo, Sleeps 6, Patio, A/C

SnowPine Condo, Sleeps 6, Patio, A/C
Ellicottville
9.8 out of 10, Exceptional, (74 reviews)
"Great location and cozy comfy accommodations with all necessary amenities. Communication from host was excellent!"
United States
Heather C.
The price is HK$1,066
HK$2,054 total
includes taxes & fees
23 Jun - 24 Jun
SnowPine Condo, Sleeps 6, Patio, A/C
Property grounds

Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views

Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views
Ellicottville
9.8 out of 10, Exceptional, (82 reviews)
"This is the one of the best properties we have rented. The apartment is fantastic, super clean, professionally finished all around with great taste! "
United States
Alexei
The price is HK$1,019
HK$1,913 total
includes taxes & fees
22 Jun - 23 Jun
Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views
Exterior detail

Cozy Studio Near Holiday Valley & Village

Cozy Studio Near Holiday Valley & Village
Ellicottville
10.0 out of 10, Exceptional, (17 reviews)
"outstanding well equipped so cute clean i would totally recommend this Host the location awesome the little town super cute"
United States
Crewzilla K.
The price is HK$690
HK$1,470 total
includes taxes & fees
22 Jun - 23 Jun
Cozy Studio Near Holiday Valley & Village
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
"Great spot for a great price!"
Sean 1-night trip
Posted 17 hours ago
Seneca Allegany Resort & Casino

Find out more about Olean

Search for holiday rentals in Olean on Expedia! You can easily find your home rentals, villas, holiday apartments in Olean using one of the methods below:

  • View our selection of featured holiday rentals in Olean
  • Use the map to find apartments and other holiday homes in the Olean neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Olean while they last

Look no further and take a look at our great range of rental properties in Olean!

Frequently asked questions

Are there holiday rentals in Olean?

Yes, there are holiday rentals close to the most popular sights in Olean, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Olean has a good selection of restaurants. Make sure you have time to check out the architecture and shopping during your trip.

What are some of the best holiday rentals that Olean has to offer?

33 W. Washington - Large Village Home with Room for the Whole Family!: This holiday home rental outside of Olean offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Olean?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Olean stay.

What’s there to see and do in Olean?

Allegheny River and Gargoyle Park are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find St. Bonaventure University and Rock City Park.

What’s a holiday rental in Olean like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Olean. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.