Do apartment rentals in Olean have air conditioning?

Absolutely! We offer over 10 apartment rentals with air conditioning in Olean. Enjoy a tailored experience with all the comforts you desire.

What are the most popular amenities for House Rentals in Olean?

Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Do house rentals in Olean have wifi?

Absolutely! We offer over 10 house rentals with wifi in Olean. Enjoy a tailored experience with all the comforts you desire.

Are there house rentals with a dedicated workspace in Olean?

Yes! Work meets play with ease at over 10 house rentals in Olean featuring dedicated workspaces. Stay connected and productive in your home away from home.

Are there family-friendly house rentals in Olean?

Olean has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Are there pet-friendly vacation rentals in Olean?

Four-legged friends are welcome in Olean. Choose from more than 10 vacation rentals for guests traveling with pets.

Do apartment rentals in Olean have a kitchen?

Absolutely! We offer over 10 apartment rentals with a kitchen in Olean. Enjoy a tailored experience with all the comforts you desire.

How much does it cost to stay in house rentals in Olean?

Experience the best of Olean with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Vacation rentals in Olean

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Olean

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

A spacious studio is furnished with a queen-size bed adorned with decorative pillows and a comfortable couch. Natural light filters in through windows, illuminating the dart board and foozeball table. A bathroom door is visible at the back, contributing to an open and inviting atmosphere.

Guesthouse in Olean

4.85 out of 5 average rating, 170 reviews

Cozy Country Get Away Suite

If you're passing through town on your travels or a local looking for a private get away, this is the perfect place to kick back, relax and enjoy some peace and quiet. You can sit by the fire, look across to see fireflies in the field or tilt your head back to have an amazing star-gazing experience. A one of a kind property to make memories with friends, family, or for a special romantic get away. Access to 93 acres with trails to walk or mountain bike on, fields to wander through and wildlife.

Guest favorite

A spacious living area is highlighted by green walls and natural light filtering through two windows. A stone fireplace serves as a focal point, with a television mounted above. Comfortable seating includes a dark sectional sofa and a leather armchair. A wooden coffee table occupies the center.

Loft in Olean

4.96 out of 5 average rating, 147 reviews

Joe's Cozy Loft

Joe's Cozy Loft is now under new management! Expect the same great accommodations and amenities as before but with seamless and Superhost service. Your stay with us includes wifi, off street parking after business hrs, a luxurious 2 person jet tub, laundry capabilities, a private deck with grill and more. We are a short walk or drive to many local restaurants and taverns. We are nestled in the heart of the the Enchanted Mountains with easy access to Ellicottville skiing, Buffalo and much more!

Top guest favorite

A spacious living area features a comfortable couch and armchair arranged around a coffee table. A stone fireplace anchors one wall, while a dining table is positioned nearby. The kitchen area, visible in the background, is equipped with modern appliances and wooden cabinetry.

Cottage in Great Valley

4.95 out of 5 average rating, 154 reviews

Country get away

Beautiful private country setting. Perfect spot to take in the fall foliage and count the stars as you sit around the fire. Newly remodeled cozy country cottage . Full kitchen and washer and dryer available . Perfect get away from the hustle and bustle of the city . Central location to all of the area attractions like Holiday Valley ski resort , Ellicottville shopping and restaurants and Seneca Allegany casino. WiFi and dish network provided in a clean and sanitized space. Gas grill available

Guest favorite

A spacious living area is highlighted by a large brown leather sectional sofa adorned with decorative pillows. A vintage wooden trunk serves as a coffee table, topped with a lantern, a decorative orb, and a small plant. Soft light filters through sheer curtains.

Home in Allegany

4.96 out of 5 average rating, 154 reviews

Stylish 3-bedroom home near Ellicottville, NY

Stylish, entire residential 3 bedroom/ 1 bath home. Close to Ellicottville/skiing -30 mins., St. Bonaventure University, Cutco, Rock City Park, Allegany State Park, kayak launch, biking, and walking trail. Niagara Falls is a 1.5-hour drive, Zippo 30 minutes. Walmart and movie theater are 2 miles away. Many restaurants are nearby. A seasonal 2 screen drive-in movie theater-20 min. drive. 2 queen beds , 1 double bed, and a chair converts to a twin size bed. Fully equipped kitchen.

Guest favorite

A covered deck is seen with a wooden railing, featuring a white bench and a dark door. The yard stretches beyond, highlighted by grass and surrounding trees, while sunlight filters in, creating a bright and open atmosphere.

Apartment in Olean

4.96 out of 5 average rating, 82 reviews

Henley Hideaway

Centrally located to downtown Olean, this 2 bedroom unit is sure to make you feel at home! Enjoy easy access to local restaurants, Four Mile Brewery, and the Allegheny River Trail for a bike ride or scenic walk. Includes free Wi-Fi, off-street parking, a fenced in yard, on site laundry, a full kitchen and more. Close to St. Bonaventure University, 30 min drive to Ellicottville & Holiday Valley. This is the back unit and will share a driveway with any guests staying in the front unit

Top guest favorite

A spacious living area features vaulted ceilings and hardwood floors. Two comfortable armchairs are placed beside a wooden coffee table, which is centered on a soft area rug. A modern kitchen is visible in the background, equipped with stainless steel appliances and a dining table.

Apartment in Port Allegany

4.98 out of 5 average rating, 188 reviews

Two bedroom apartment

Well-appointed, two bedroom apartment. Hardwood floors through out. All of the comforts of home are included. There's even a play loft for children! Country setting with lovely views of the surrounding hills and pond. Set in the heart of the Allegheny Mountains. Near by attractions include Allegany State Park(31 miles), Kinzua Bridge(22 miles), Cherry Springs State Park (32 miles), Ellicottville NY, ski country (47 miles) Just a few miles from The Four Sisters wedding venue.

Guest favorite

The exterior of a modern chalet is shown, featuring a striking wooden facade with large triangular windows. Surrounded by lush greenery, the building is complemented by a stone walkway and simple outdoor seating, creating a peaceful entryway to the inviting natural surroundings.

Chalet in Ellicottville

4.97 out of 5 average rating, 233 reviews

Firefly Chalet

Ideal private chalet getaway in Ellicottville NY. The property is located at the top of a hill on a private drive, giving you a beautiful overlook of the valley. The location is a 5 min drive to downtown Ellicottville and 3min drive to Holiday Valley. There are many state land hiking trails off of the private drive. Convenient location for families looking to ski for the weekend, hike locally/at Allegany State Park, and visit the beautiful town of Ellicottville NY.

Guest favorite

A comfortable living area is presented with a light-colored sofa, a black armchair, and a large area rug. Natural light is drawn through a window adorned with light curtains. A television is positioned on a wooden stand, adding to the space's functionality.

Apartment in Olean

4.9 out of 5 average rating, 61 reviews

Contemporary Comfort at 208

Charming lower level apartment. Close to downtown Olean, Rock City Park & South Union Street Launch for kayaking, and movie theatre. About 2 miles from St Bonaventure University. Ellicottville/Holiday Valley, Allegany State Park and Seneca Allegany Casino are within reasonable driving distance. Fully equipped kitchen. The master bedroom has a king size bed and the side room has a pull out twin loveseat to sleep 1. No pets and no smoking!

Guest favorite

A well-lit bedroom features a spacious bed adorned with decorative pillows. Elegant nightstands with lamps are positioned on either side. A minimalist dresser and a folding stool are visible, while a closet is neatly organized with extra towels. The natural wood ceiling adds warmth to the space.

Apartment in Olean

5 out of 5 average rating, 23 reviews

The King Loft

Welcome to “The King Loft”! Nestled in a quiet neighborhood, our loft offers upscale comfort and convenience. Just 1 mile from Olean General Hospital and 3 miles from St. Bonaventure University. Also discover the charming town of Ellicottville, only 20 miles away. Comfortable living space: Relax in the cozy living room which has a comfy bean bag and futon for extra sleeping space. Also enjoy the new 50 inch Smart TV. **YouTubeTV now available**

Top guest favorite

A charming cabin with a wooden exterior is set against a green lawn. The structure features multiple windows, allowing natural light to enter. A small staircase leads to the entrance, while a fenced yard surrounds the property, offering a sense of privacy and space.

Barn in Cuba

4.98 out of 5 average rating, 188 reviews

Stylish & Inviting, Close to lake, 1BR-Sleeps 2

This unique place has a style all its own. This 1BR space "delivers" when it comes to comfort and convenience. Comes with a fully equipped kitchen and all the amenities to make your stay as comfortable and easy as possible. Has a deck if you would like to just relax or enjoy a meal. This cozy space is on the second story so if you have a hard time with stairs sadly we aren't the place for you. Try us out, you won't be disappointed!!

Guest favorite

A spacious living room features a large sectional sofa adorned with a cozy blanket. A modern electric fireplace is mounted on the wall beneath a flat-screen TV, while a glass sliding door leads to a patio area with outdoor views.

Condo in Ellicottville

4.93 out of 5 average rating, 101 reviews

King Bed, A/C, Pickleball, Patio w/ Grill

Upscale SnowPine Village condo, perfect for outdoor fun and year-round relaxation. 🛏️ King Bed 🍳 Fully stocked kitchen 🏡 Private Patio with seating & grill ❄️ Portable A/C in each room 🛁 2 Full Baths 📶 Fast WiFi + 55” Roku TV 🏓 Pickleball Court Nearby 📍 Minutes to Town – Close to shops & dining 🔥 Electric Fireplace ⛷️ Ski-In/Ski-Out – Patio gate to slopes 🚗 Ample Parking – Limit 2 during ski season

Guest favorite

A wooden deck is presented, surrounded by towering trees and lush greenery. A small table with two folding chairs is visible, offering a tranquil spot to enjoy nature. Sunlight filters through the leaves, creating a serene outdoor setting.

Guest suite in Great Valley

4.92 out of 5 average rating, 393 reviews

Comfy studio nestled in the woods (New Listing)

Nestled in the forest only seven minutes’ drive from Holiday Valley, this contemporary style self-contained studio apartment is the perfect weekend getaway for skiing and nature-loving couples. With every luxury and convenience, you can home cook meals or barbecue on the deck overlooking the creek, with nothing but forest beyond. Relax and watch a movie on our LCD screen or use high speed Starlink internet.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations with great services and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Olean vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Olean

Top guest favorite

A well-maintained entrance features a brick façade, flanked by blooming azaleas in pink and white. Four blue chairs are arranged on a patterned rug, beneath a shade structure. A welcoming door is highlighted by an American flag, surrounded by lush greenery.

Cottage in Bradford

5 out of 5 average rating, 47 reviews

Zippo Mansion Garden Cottage

Guest favorite

A well-maintained lawn features manicured shrubs and a flower bed, surrounded by tall trees. In the background, a spacious building is visible, set against a clear blue sky, creating a serene and open atmosphere.

Home in Bolivar

5 out of 5 average rating, 8 reviews

The Deer Tales

The exterior of a charming two-story house is showcased, featuring light yellow siding and dark brown shutters. A wide front porch with white railings invites relaxation, while neatly trimmed green bushes line the walkway. Lush grass enhances the welcoming appearance of the property.

Home in Olean

4.85 out of 5 average rating, 108 reviews

Olean Ny 4 bedrms. entire house. St. Bonaventure

A charming exterior features a peaked roof with intricate white detailing and a stone chimney. The structure is complemented by a gravel pathway leading to a porch with a railing. Natural boulders are scattered in the foreground, surrounded by a bright, cloudy sky.

Home in Olean

5 out of 5 average rating, 3 reviews

Ho-Sta-Geh Retreat

Superhost

A spacious living area features a cozy seating arrangement with a gray sectional sofa and an armchair. A stone fireplace adds warmth, while large windows allow natural light. A wooden coffee table sits centrally, with a staircase leading to the upper level visible in the background.

Cabin in Kill Buck

4.93 out of 5 average rating, 96 reviews

Near Ellicottville, St. Bonaventure, Allegheny

Top guest favorite

A cozy tiny home is situated amid snow-covered trees, featuring a wooden exterior and large windows. A wraparound deck extends from the front, visible through the layers of snow. The surrounding area reflects a serene winter landscape.

Cabin in Great Valley

5 out of 5 average rating, 10 reviews

Modern Tiny Home, Wraparound Deck

Top guest favorite

A charming cabin is nestled among greenery, featuring a wooden deck with seating. The exterior showcases a red facade with white trim, surrounded by trees and patches of blue sky peeking through the leaves. The inviting setting highlights a peaceful retreat among nature.

Cabin in Cuba

5 out of 5 average rating, 15 reviews

Our Little Red Cabin

Guest favorite

The cottage exterior features a stone façade, complemented by a welcoming porch and large windows. Greenery surrounds the entrance, with potted plants adding a touch of life. The front door, framed by glass panels, offers a glimpse into the cozy interior.

Cottage in Olean

4.82 out of 5 average rating, 188 reviews

Artists cottage - mid century

Quick stats about vacation rentals in Olean

Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Frequently Asked Questions

Do apartment rentals in Olean have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Olean. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Olean?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Olean have wifi?
Absolutely! We offer over 10 house rentals with wifi in Olean. Enjoy a tailored experience with all the comforts you desire.
Are there house rentals with a dedicated workspace in Olean?
Yes! Work meets play with ease at over 10 house rentals in Olean featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly house rentals in Olean?
Olean has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there pet-friendly vacation rentals in Olean?
Four-legged friends are welcome in Olean. Choose from more than 10 vacation rentals for guests traveling with pets.
Do apartment rentals in Olean have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Olean. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Olean?
Experience the best of Olean with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Vacation rentals in Olean

Top-rated vacation rentals in Olean

Vacation rentals for every style

Popular amenities for Olean vacation rentals

Other great vacation rentals in Olean

Quick stats about vacation rentals in Olean

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with dedicated workspaces

Frequently Asked Questions

Destinations to explore