Olean Holiday Homes
Apartment
10.0(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
800 ft²
Parking
Kitchen
Air Conditioner
Internet
US $270/Night
7 Nights - US $1,887
House
8.7(3 Reviews)
4 Bedrooms
3 Baths
8 Guests
5005.22 ft²
- Parking
- Internet
Pet Friendly
Child Friendly
US $282/Night
7 Nights - US $1,976
Bed & Breakfast
8.8(139 Reviews)
1 Bedroom
1 Bath
Breakfast- Parking
Balcony/Terrace- Kitchen
US $146/Night
7 Nights - US $1,020
Bed & Breakfast
10.0(3 Reviews)
1 Bedroom
1 Bath
2 Guests
5500 ft²
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $170/Night
7 Nights - US $1,187
Bed & Breakfast
8.3(37 Reviews)
9 Bedrooms
8 Baths
20 Guests
291.97 ft²
- Parking
- Balcony/Terrace
View- Kitchen
US $135/Night
7 Nights - US $945
House
10.0(1 Review)
1 Bedroom
1 Bath
3 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $223/Night
7 Nights - US $1,558
Apartment
2 Bedrooms
1 Bath
4 Guests
796.53 ft²
- Parking
- Internet
- Pet Friendly
- Child Friendly
US $243/Night
7 Nights - US $1,703
Bed & Breakfast
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
5500 ft²
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $169/Night
7 Nights - US $1,180
Hotel
9.2(102 Reviews)
1 Bath
368.67 ft²
Private Pool
EV Charge Station
Pool- Balcony/Terrace
US $164/Night
7 Nights - US $1,145
Bed & Breakfast
9.4(3 Reviews)
1 Bedroom
1 Bath
4 Guests
5500 ft²
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $173/Night
7 Nights - US $1,212
Hotel
9.0(47 Reviews)
4 Baths
336.37 ft²
- Private Pool
- Breakfast
- EV Charge Station
- Parking
US $147/Night
7 Nights - US $1,032
Bed & Breakfast
9.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
5500 ft²
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $168/Night
7 Nights - US $1,174
Why Choose Rent By Owner for your Olean Holiday Homes?
What makes our Holiday Homes special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Olean
How to Book Your Olean Holiday Homes
What's our booking process?
Our platform allows you to browse a curated selection of holiday homes. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Common Holiday Homes Amenities
What amenities can you expect?
Our Holiday Homes are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Olean, NY
Gargoyle Park
Cutco-Ka-Bar Visitors Center
Westons Mills
Frequently Asked Questions About Olean Holiday Rentals
1. What are the top Holiday Homes in Olean?
There are a lot of options in Olean. If you plan on staying in the Olean area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Holiday Homes in Olean:
- Hampton Inn & Suites Olean
- Fairfield Inn & Suites by Marriott Olean
- Microtel Inn & Suites by Wyndham Olean/Allegany
- Best Western Plus University Inn
- Holiday Inn Express Olean by IHG
- Old Library Inn Olean NY
- Microtel Inn & Suites by Wyndham Olean
- Best Western Plus University Inn, Olean NY
- 3-bedroom house on outskirts of Olean with peaceful porch back patio & fire pit
- Luxury 4-Bed Full Home with Deck
2. How many Holiday Homes are available in Olean?
Currently, the total number of properties listed by RBO in 2026 is over 41 in the Olean area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Holiday Homes in Olean.
More Rentals You May Like Near Olean
Hotel
8.4(127 Reviews)
7 Baths
390.57 ft²
- Private Pool
- Breakfast
- Parking
- Pool
US $115/Night
7 Nights - US $806
Cottage
8.8(30 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $174/Night
7 Nights - US $1,221
Bed & Breakfast
2 Bedrooms
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4 Guests
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- Breakfast
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US $295/Night
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Bed & Breakfast
1 Bedroom
1 Bath
2 Guests
5500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $198/Night
7 Nights - US $1,384
Bed & Breakfast
1 Bedroom
1 Bath
2 Guests
5500 ft²
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $198/Night
7 Nights - US $1,384
Bed & Breakfast
1 Bedroom
1 Bath
2 Guests
5500 ft²
- Breakfast
- Parking
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US $170/Night
7 Nights - US $1,187
![Historical District Getaway [Lower]](https://imgservice.rentbyowner.nz/640x287/historical-district-getaw-us-olean-ha-3214161571-0.jpg)
Apartment
2 Bedrooms
1 Bath
3 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $113/Night
7 Nights - US $793
![Historical District Getaway [Upper]](https://imgservice.rentbyowner.nz/640x287/historical-district-getaw-us-olean-ha-3213841093-0.jpg)
Apartment
2 Bedrooms
1 Bath
6 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $112/Night
7 Nights - US $786
New
House
10.0(1 Review)
5 Bedrooms
3 Baths
9 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $488/Night
7 Nights - US $3,413
House
9.6(39 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $242/Night
7 Nights - US $1,694
House
9.6(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
US $264/Night
7 Nights - US $1,847
New
House
9.0(22 Reviews)
4 Bedrooms
2 Baths
8 Guests
5000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $367/Night
7 Nights - US $2,567
