Top 10 Airbnb Vacation Rentals In Olean, New York - Updated 2023

| 4 min read

Olean, New York, has something for people of all ages, making it an ideal travel destination. So whether you’re looking to sample local cuisines, explore hidden treasures, or laze around a park, the city has got you covered. Being the biggest town in Cattaraugus County, you’re in for a treat of a lifetime in some unique attraction sites like Gargoyle Park, Olean Bartlett House, Pfeiffer Nature Center & Foundation, and Franchot Park. You’ll also be in a region that prides itself on having world-class accommodation facilities. The establishments include hotels, inns, cottages, and apartments and are located in different parts of the city. Read on below to find out more about the top Airbnb vacation rentals in Olean, New York.

1. Conveniently located, two-bedroom apartment (from USD 64)

Constructed in 1850, this apartment has been beautifully restored and decorated to bring out a homey feeling. Being centrally located makes it easier for you to walk to local attraction sites and social amenities like casinos, restaurants, and breweries. To add to the apartment’s charm, it’s located on the second floor, giving you panoramic views of the neighborhood and surrounding areas. Some places of interest nearby include Allegany River Rock City Park, Four Mile Brewery, and St. Bonaventure University.

Olean, New York, United States
318 reviews Superhost  Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the wifi password was clearly posted
cute space and very comfortable couch with large screen tv
the tv has roku which was nice for our kid
there is ac which made the temperature comfortable in the summer heat
love love loved this space great couch for hanging out and comfy beds
very clean and comfortable
place was clean and organized
very clean and personal touches were very much appreciated
it is very clean and private
zach's place was clean and comfortable
zachary was a great host
zachary is a great host
great host and a great place
host was extremely responsive and nice
zach was an excellent host and very accommodating we have a wonderful overnight stay
the location was perfect close to the venues
nice place and location is great
great place close to st bonaventure
location: this is a great location in olean with easy access to everything in the city
great value location was perfect for our needs
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2. Simple and comfortable loft in the heart of Olean (from USD 69)

This loft apartment is clean, comfortable, and updated in order to make it feel at home away from home. It’s in the center of Olean, making it a perfect spot for exploring the city. Additionally, social facilities like shops, restaurants, and art galleries are within a walking distance. You’ll love the open floor plan that will help you multi-task and that allows natural light into the facility. Josh, the host, is friendly and easy to communicate with so as to make your stay worthwhile.

Olean, New York, United States
134 reviews  Wifi Available
ENTIRE RENTAL UNIT 3 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
once the sun went down the air conditioner really helped to cool down the apartment
nice bathroom kitchen and the beds were comfortable
clean stylish space in olean
it was very clean
a really nice clean place
this place was very clean and well maintained
nice newly remodeled and clean
great host easy check in always a nice stay
very easy check in nice apartment and close to everything definitely recommend
very nice place and great location and we keep coming back
excellent place to explore allegany state park
great place don't be alarmed by the fact you are above a plumbing shop
the place is definitely worth the price
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3. Modern one-bedroom private rental (from USD 65)

Located above the historic Anderson Shortell Company, this loft is equipped with modern amenities to make you feel at home. It was creatively renovated and tastefully decorated in 2018 to bring out that contemporary feel. Besides that, it’s centrally located within Olean thus it is close to social facilities like pubs, restaurants, and art galleries. For fun outdoor activities, visit unique attraction sites near the establishment such as Holiday Valley, Seneca Allegany and Casino, The Beef and Barrel, and St. Bonaventure University.

Olean, New York, United States
136 reviews  Wifi Available
ENTIRE RENTAL UNIT 1 Bed 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
the bed is very nice and the fan/a/c worked really well in all parts of the day
amenities were really nice netflix on the tvs clean bathroom and kitchen comfortable couch
smartly designed and comfortable interior quiet evening environment smooth communicating
max relax huge tv in the living room
having a full kitchen is probably my favorite reason for staying in the loft
very clean and modern
clean & easy access
very clean and comfortable bed
clean felt comfortable and safe
everything was clean and well cared for
beautifully put together and the host is quick to respond to any questions you have
josh was a very gracious host and replied quickly when we had questions
josh responds very quickly to questions and was very helpful
great value very stylish accommodations and welcoming host
this place was beyond what i expected and the owner made sure i didn’t need or want for anything
location was great and you are close to everything you need
beautiful apartment in a very convenient location
great place very central and nicely renovated
it was a great location for my ski trip to holiday valley
we would definitely stay at this location for our next family reunion
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4. Adorable studio apartment with free Wi-Fi (from USD 49)

For a combination of convenience, comfort, and tranquility in Olean, make this facility a priority. It’s tastefully decorated and furnished to ensure a relaxing stay. Walk around the clean and quiet neighborhood to check out the spots as well as meet the locals. And because time spent indoors shouldn’t be boring, stream Netflix movies and documentaries or surf the internet with the help of fast Wi-Fi connectivity in the apartment. A short walk from the facility are entertainment spots, eateries, and shopping centers that you can visit to pass time or engage in fun leisure activities.

Olean, New York, United States
128 reviews  Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
there's a nice private entrance the bed is luxurious and the amenities are superb
the house was adorable and the room was perfect
the space was clean and well stocked
it’s perfect for 2 people very clean and comfortable
expect enough cleaning supplies towels quiet peace of mind very very easy check in
great place affordable and clean loved staying here and definitely would again
this is a lovely inviting stylish sparkling clean space
the people are friendly
had a great time patrice is a wonderful host
this place is amazing patrice is quick to respond and very hospitable
it is cozy in a great location and the communication with the host is superb
cute place to stay walking distance to many restaurants and stores
great value location close to allegany state park
this was an amazing stay we were close to everything but in a nice quiet street
this apartment was very cute very clean and close to downtown
it's a perfect place to stay for a little getaway
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5. Magnificent abode with a large outdoor deck (from USD 123)

Relax and unwind in a stylish and comfortable home that’s tucked in the woods. It’s not only spacious but also in a quiet location thus offering a tranquil retreat. To enjoy spectacular sunrise views from the facility, sit and relax at the back deck that comes equipped with a seating area. There’s also room-darkening shades that block excess light and offer privacy. For fun outdoor recreational activities like hiking and rock climbing, head to Rock City Park that’s approximately 9 miles (14.4 kilometers) away from the facility.

Olean, New York, United States
104 reviews Superhost  Wifi Available
ENTIRE HOME 3 Beds 6 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
there was good wi-fi which we needed for teenagers
keith’s place was super clean and enjoyable
keith was communicative and helpful
keith was an amazing host extremely responsive to any needs we had and thoughtful in how he responded
central to everything fun
we also highly recommend dewey's deli within walking distance of the house
great place to stay with young kids
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6. Luxurious four-bedroom home (from USD 175)

Enjoy pampering like no other in this spacious home that has state-of-the-art amenities like a 58-inch TV with Netflix and Hulu, surveillance cameras, high-speed Wi-Fi, and a barbecue grill. It’s centrally located in Olean, steps away from everything you’d need for a perfect stay. There’s also a pizza place right down the street from the home that’s a nice place to indulge your taste buds. And if you enjoy sitting outside, there’s a well-maintained backyard that has lush green grass.

Olean, New York, United States
60 reviews Superhost  Wifi Available
ENTIRE HOME 6 Beds 10 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
very cozy place with good amenities
cozy backyard perfect to sit and make s'mores
the place also have full linens clean and cozy beds both a keurig and coffee maker
the house was clean and fairly priced
the whole house was clean and fashioably decorated
this a beautiful and spotless home
debbies place was clean and well equipped for an older home but very up to date
quick and helpful responses from the host
debbie is an amazing host
this was such an amazing stay host answered almost immediately and was very kind
fantastic location walking distance to town
the house was in a great location
the place was also beautiful great location
this place is an excellent place to stay for a weekend or even a week
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7. Newly renovated two-bedroom apartment

Situated next to Dunkin Donuts and directly above a tavern is this spacious and clean apartment that’s restored with guests in mind. It has an open-plan design making movement easy and enhancing the free flow of air. There’s also an outdoor patio that’s a nice spot to see the neighborhood and its surroundings. And if you enjoy indulging in fun recreational activities, visit unique places of interest like Rock City Park, St. Bonaventure University, and Holiday Valley Resort that are a short distance away from the facility.

Olean, New York, United States
27 reviews
Entire apartment 3 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
the apartment looks brand new and was very nice
great communication and very clean
great place; clean and spacious
nice new clean apartment
the positives were the following :the place is meticulously clean from the bathroom kitchen and floors
very big space nice and clean in the middle of the town
host was very responsive
great place a short drive from bonas - very nice setup for a basketball weekend
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8. Lovely loft-style accommodation with a fully equipped kitchen

This lovely apartment prides itself on having unique, modern amenities like a masonry gas fireplace, large full masonry shower, smart TV, and cathedral ceilings. At your disposal is a well-stocked kitchen with pantry items, pans, pots, and appliances to cater to your cooking needs. What’s more, there’s an outdoor patio that’s perfect for morning coffee or yoga as you enjoy the Olean sunshine. Some attraction sites close to the establishment include Salt Cave, Rock City Park, and St. Bonaventure Museum. At these sites, you’re at liberty to engage in fun leisure activities like hiking, bird-watching, and shopping.

Olean, New York, United States
124 reviews
Entire loft 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the apartment is beautiful with new furniture kitchen and bathroom amenities and a large deck with grill accessibility
wifi gas stove washer/dryer bedroom and living room tvs lots of space great hosts
the space has very comfortable amenities that made for a very nice getaway
bedroom kitchen the bathroom is luxurious and the patio is great for yoga
great space the tub and shower are great very quiet and relaxing on the patio
very clean full apartment
dry clean and nice place to stay
extremely clean and stylish inside
the place was very clean and as advertised
it was really clean and comfortable
jillana and joe were very kind people
jill and joe were great hosts
the hosts are the best and always respond quickly
the host was easy to communicate with and helpful with the booking process
check in was easy joe and jillana were very helpful and responsive
it’s located conveniently in-town which was close to a variety of good restaurants
great fairly central location in olean
a great location for everything that we wanted to do
the apartment was beautiful and close to restaurants grocery stores etc
nicely renovated and comfortable apartment in a convenient central location
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9. Charming loft in downtown Olean

Nestled 10 minutes away from Rock City Park is this elegantly designed home that has been restored to its former glory. As it’s in the heart of Olean, attractions like art galleries, cafes, and casinos are a stone’s throw away. The home’s beautiful woodwork and cathedral ceilings make the ambiance accommodating, adding to its attractiveness. In addition, there are a number of Amish-made rocking chairs throughout the home. It can host up to seven guests in its two spacious bedrooms. Popular places of interest nearby are Beef and Barrel, Four Mile Brewing, Seneca Allegany Resort & Casino, and Holiday Valley.

Olean, New York, United States
48 reviews
Entire loft 4 Beds 2 Bedrooms 1 Bathrooms
Top guest reviews
Amenities & Room:
air conditioning is effective and welcome
the bright and airy sunroom was great for eating breakfast and drinking coffee
the sun room is absolutely fantastic to sit in the morning with a cup of coffee
the beds were comfortable and there were plenty of extra pillows and linens if needed
sparkling clean and so many little touches
the place is sparkling clean and so cozy
natalies space is so nice and clean great place for a big group
their place was extremely clean and centrally located
this is a vary quaint and super clean place to stay
the owners went above and beyond to provide a most comfortable dwelling
the host was very nice through messages and helpful
also some of the best hosts i've ever had
all the notes around the house were so helpful they were appreciated
natalie was an excellent host responded to my queries promptly and checking in and out was a breeze
walking distance to downtown and easy to get to
very close walking distance to some very cool restaurants and bars
nice driveway to park
this is such great value for a beautiful house and a terrific location
an amazing place with such an awesome and interesting layout
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10. Spacious and comfortable house

Stay in this big two-story house that’s tucked in a beautiful neighborhood and enjoy modern comforts. It’s within a walking distance to various social facilities like pubs and restaurants as well as attraction. To add to the comfort, bedrooms come with quality mattresses and fresh linens for a good night’s sleep. Brandon, the host, is friendly and accommodating and comes in handy for local tips and tricks.

Olean, New York, United States
33 reviews  Wifi Available
ENTIRE HOME 3 Beds 7 Guests 3 Bedrooms 1 Bathroom

Accommodates: 7

Top guest reviews
place was sparkling clean when we arrived
when i asked for some extra things for the kitchen brandon delivered them and has been helpful overall
great location close to everything easy check in and quick responses
Read more reviews

Accommodation with a difference

The above accommodation facilities may be different in things like size, appearance, and location but are all out to make you feel like you’re staying at a home away from home. So, while visiting Olean, New York, check out these rentals and you won’t go wrong. Enjoy every minute of your stay.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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William believes that we should strive to make the world a better place. He's passionate about landscapes, the ocean, and people. When not traveling, he enjoys swimming, hiking, and planning for...Read more

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