Do apartment rentals in Olean have wifi?

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

Are there vacation rentals with a dedicated workspace in Olean?

Yes! Work meets play with ease at over 20 vacation rentals in Olean featuring dedicated workspaces. Stay connected and productive in your home away from home.

Are there family-friendly vacation rentals in Olean?

Olean has more than 20 family-friendly stays. 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.

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, 146 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!

Guest favorite

A cozy living room features a gas fireplace set into a stone wall, complemented by a comfortable leather sofa and a green armchair. A large window offers natural light and views of the outdoors. Wall art and a wooden shelf with decorative items add a personal touch.

Condo in Ellicottville

4.91 out of 5 average rating, 271 reviews

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

Enjoy a modern condo at SnowPine Village—perfect for summer hiking and offering true ski-in/ski-out access when the snow falls! 🛏 King bedroom + loft w/ bunks & full bed – Sleeps 6 🍳 Fully stocked kitchen 🏓 Pickleball courts on-site ❄️ Mini-split A/C – Stay cool in summer 🏡 Covered patio w/ grill & seating 📶 High-speed WiFi + Roku TVs 📍 Minutes to Ellicottville & Holiday Valley fun ⛷️ Ski-in/ski-out winter 🚙 Plenty of parking (2-car limit in ski season) ☀️ Great for hiking & outdoor fun

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, 153 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 two-story country home is depicted, featuring blue siding and a welcoming porch. Surrounding greenery and trees frame the property, with a backdrop of colorful autumn foliage. The gravel driveway and well-maintained lawn create an inviting outdoor space, enhancing the peaceful rural setting.

Home in Great Valley

4.91 out of 5 average rating, 124 reviews

Serenity Creek

Clean and comfortable space to relax and enjoy the country area, just 8 miles from Ellicottville. Fully stocked kitchen! High-Speed WiFI with Smart TV. Country home in a quiet setting. Most people will have adequate cell service for text/talk. Enjoy watching the beautiful horses grazing the pastures of Whisper Mountain Ranch, right next door! Please message me if you would like more information on reserving a guided trail ride through the rolling hills behind this peaceful property.

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, 230 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, 60 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!

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, 182 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 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, 389 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.

Top guest favorite

A single-story ranch-style home is set in a lush, green environment. The exterior features a welcoming porch adorned with decorative bunting. The surrounding yard is well-maintained with neatly mowed grass and patches of diverse foliage, creating an inviting outdoor space.

Home in Hinsdale

5 out of 5 average rating, 18 reviews

Country Getaway

This home is out in the country close to St. Bonaventure University and Cuba Lake in a relaxed neighborhood. This two bedroom ranch style home has exactly what you need for a family get away. Two bedrooms available all on the same floor. The master bedroom has a King bed and the guest bedroom has a queen size bed for your stay. Full kitchen dining and living area with driveway parking for two cars.

Top guest favorite

An antique store building features a charming combination of stone and blue siding. Bright red signage displays 'Country Gentleman Antiques.' Colorful flower pots and greenery adorn the entrance, enhancing the inviting feel of the exterior. The structure displays a distinct A-frame roof.

Apartment in Olean

4.95 out of 5 average rating, 55 reviews

Country Gentleman 2 bedroom furnished loft-#1

This cozy 2 bedroom loft comes furnished with queen bed and tv with closets and single bed in other. LR has cozy fireplace large tv, paintings around, air conditioning , kitchen and bathroom furnished with essentials. Private entry, off street parking,coffee pot, microwave dishes and pots and pans. Live edge bar for kitchen dining

Vacation rentals for every style

Get the amount of space that is right for you

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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

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, 107 reviews

Olean Ny 4 bedrms. entire house. St. Bonaventure

Guest favorite

A single-story home is presented with a welcoming front porch and white railing, surrounded by a green lawn. A red shed is positioned to the left, while trees span the background against a clear blue sky.

Home in Smethport

4.95 out of 5 average rating, 40 reviews

Family Home

Guest favorite

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, 95 reviews

Near Ellicottville, St. Bonaventure, Allegheny

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, 12 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, 186 reviews

Artists cottage - mid century

Top guest favorite

A cozy corner features a striped loveseat adorned with several throw pillows. A small table with a lamp sits beside it, adding warmth to the space. Framed photographs decorate the walls, capturing local scenes, while light filters through a window dressed in sheer curtains.

Apartment in Cuba

4.9 out of 5 average rating, 10 reviews

Stay at our cozy Hometown Hideaway

Top guest favorite

A modern kitchen features light grey cabinetry and a stainless steel oven and microwave. A striped kitchen towel hangs from the oven handle. A coffee maker and toaster are positioned on the countertop beside a wood cutting board. Natural light filters through the window.

Home in Limestone

4.96 out of 5 average rating, 53 reviews

Parkside Meadows

Top guest favorite

A spacious studio loft is furnished with a comfortable seating area, including a dark sectional sofa and armchair. A wooden coffee table sits in front of the seating. Natural light filters in through skylights and a large window, illuminating the neutral-toned carpet and walls.

Barn in Smethport

5 out of 5 average rating, 18 reviews

Privacy by the pond.

Show all

Quick stats about vacation rentals in Olean

Total rentals
50 properties
Nightly prices starting at
$50 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 wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Olean. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Olean?
Yes! Work meets play with ease at over 20 vacation rentals in Olean featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Olean?
Olean has more than 20 family-friendly stays. 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.

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