Apartment holiday rentals in Olean

4.93 out of 5 average rating, 148 reviews

A gravel driveway leads up to a garage apartment situated behind a two-story house. Flower beds with vibrant plants line the path, while a lush green lawn extends on either side. Tall trees provide a natural backdrop, completing the serene outdoor setting.

Flat in Machias

Lime Lake 3 bedroom getaway

Lovely 3 bedroom garage apartment. Just a 5 minute walk down the road, you will find Lime Lake, and the Odosagih Bible Conference. We are only a short 20 minute drive from Ellicottville, a charming year round resort town, home to Holiday Valley & Holimont. If snowmobiling, hiking or mountain biking are what you are after, NY State Lands, Finger Lakes Trail, Sculpture Park, Letchworth & Allegany State Parks are nearby. Experience a classic, the Delevan Drive-in is just 5 miles away.

4.99 out of 5 average rating, 208 reviews

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.

Flat in Port Allegany

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.

4.98 out of 5 average rating, 145 reviews

A ranch-style home with a red metal roof is depicted, set against a backdrop of rolling hills and foliage. A paved driveway leads to the entrance, surrounded by well-maintained landscaping with bushes and a flowering tree nearby. Open green space is visible in the distance.

Flat in Great Valley

Willow Pond Retreat

Owner occupied duplex, private country ranch, 2 bedroom, laundry room, full bath with tub/shower & stand up shower, heated floors. Private country setting on paved county road with lots of green space, private small deck off master bedroom, 3 miles to Holiday Valley Ski Resort and popular downtown night life of Ellicottville. Large private parking area. 100s of acres of unobstructed views of foliage and wildlife. Uber service available upon request of comfort priority ride.

A studio apartment features exposed brick walls and warm wooden accents. A spacious bed is dressed in white linens, with an accent chair positioned nearby. A small table and chairs are situated next to a kitchenette outfitted with modern appliances. Natural light enters through the nearby windows.

4.99 out of 5 average rating, 184 reviews

Serenity King Suite in the HEART of Ellicottville!

Experience the charm of Ellicottville with the cozy King Suite, nestled in HEART of the Village! Situated upstairs above Nature's Remedy Natural Market & Holistic Center so natural goods + holistic therapies & services will be at your fingertips. . includes 2 FREE private parking spaces. . There are 2 more suites on the same floor. Sleeps 16 people if you rent all 3. . airbnb.com/h/ellicottvillesolsuite (sleeps 8) airbnb.com/h/serenitysuites3ellicottville (sleeps 6)

4.87 out of 5 average rating, 321 reviews

Pet Friendly ~Updated & Modern w/ King Bed

Renovated modern lower walk out basement apartment just 1.7 miles from the quaint Village of Ellicottville, NY sitting on 2 acres. Beautiful scenery and a fun town to shop, golf, hike or relax by fire pit! Apt. includes 1 bedroom (king bed), Living room w/ sofa (1 queen pull out), 1 full bath, large full kitchen, washer & dryer and Weber gas grill. Beautiful views!! *PETS considered please inquire.. *Please heart our listing to save and reference later.

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.

4.89 out of 5 average rating, 76 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!

A cozy living area features a light-colored sofa and a round blue armchair. A wooden coffee table sits on a plush area rug, with a flat-screen TV mounted above a modern gas fireplace. Large windows provide a view of the outdoor space.

4.98 out of 5 average rating, 122 reviews

NEW The Denali

Your BRAND NEW own private Idaho! This single unit is perfect for couples or if you're flying solo. This 1 bd queen, 1 full bath + full sofa bd memory foam mattress is fully equipt with full kitchen, smart TVs, gas fireplace, rain shower, laundry, dishwasher, wifi. Its cozy, has everything you need + awesome views + convenience of location. 1 min drive to village. 6 min to HV (2.2 miles), 4 min to Holimont (1.9miles) 2 night min

The living area features a light-toned sofa and armchair, complemented by decorative cushions. A wooden coffee table sits in front of the seating, with a small potted plant atop it. Large windows provide natural light, while a dining area with a dark wooden table is visible in the background.

4.83 out of 5 average rating, 124 reviews

Cozy Apartment with fireplace! Close to village

Beautiful, modern 2 bedroom/1 bathroom apartment perfect for a getaway with friends or a fun family weekend! **25% off for WEEKLY bookings** Equipped with all of the amenities of home including linens, kitchen wares, gas fireplace, washer and dryer and a TV in each room. Pull-out couch creates enough room for 6 people to stay. Located only 1 mile from the quaint Village of Ellicottville and 2 miles from the slopes!

4.88 out of 5 average rating, 292 reviews

A light-filled living area features large windows framed by soft curtains, revealing views of the surrounding forest. A comfortable sofa and a fold-out couch provide seating, while a low coffee table holds a decorative bowl and a magazine. Warm, neutral tones enhance the serene atmosphere.

Flat in Great Valley

Cozy apartment tucked into the forest (with sauna)

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

4.93 out of 5 average rating, 171 reviews

A spacious living area is furnished with a yellow sofa and a glass dining table surrounded by metal chairs featuring colorful cushions. Two large windows provide natural light, and a television is positioned across from the seating area against a dark-colored wall.

Flat in Coudersport

Olga's Upstairs II (Apartment near Cherry Springs)

Olga's Upstairs is situated in the heart of Coudersport’s downtown historical district right across from our Courthouse. Our apartment is in a 100 year old plus building that we are restoring & renovating. It's just steps away from Olga Gallery, Cafe, & Bistro, Yarn at Olga's, other eateries & shopping venues & only 15 miles from the dark sky capital of the East Coast, Cherry Springs State Park.

A cozy sleeping area features a dark upholstered headboard and a decorative throw pillow with the words 'OUR NEST.' The bedding displays an intricate navy pattern against a white background. Soft lighting is provided by a lamp with a textured shade, creating a warm ambiance.

4.96 out of 5 average rating, 186 reviews

Birds Nest Condo in the heart of Ellicottville

The Bird Nest located at 5 Park Square is an adorable newly renovated condo located in the heart of Ellicottville. It is truly one block from the village and one mile to the slopes - Holiday Valley Ski Resort and Holimont. Come explore what Ellicottville has to offer. Summer and Fall Festivals provide a fantastic weekend adventure!

4.91 out of 5 average rating, 136 reviews

The spacious main living area features a dark sofa and a wooden coffee table, complemented by a decorative area rug. A kitchenette is visible in the background, equipped with wooden cabinetry and essential appliances. A dining space with a small round table is also present, enhancing the functionality of the space.

Flat in Little Valley

Industrial Hidden Haven Close to Ellicottville

Welcome to The Hidden Haven, nestled in the heart of the Enchanted Mountains of WNY, just outside of Ellicottville. This unique renovated space within a large industrial building - once an old dairy farm, gives a cozy feel with wide open views. Stay close to town and slopes - approximately a 10 min idyllic drive.

Popular amenities for Olean apartment rentals

Kitchen

Wifi

Free parking on premises

Air conditioning

Weekly apartment rentals

The kitchen area features modern wooden cabinets with stained glass elements, complemented by a black appliance suite. A rustic dining table is surrounded by sturdy chairs, while a patterned couch offers a cozy seating option. A small wooden coffee table rests nearby, with shelves displaying various books.

4.93 out of 5 average rating, 257 reviews

Heart of Village, Monroe St Cutie (No. 2020-17)

4.96 out of 5 average rating, 50 reviews

A comfortable seating area is featured, centered around a dark coffee table with a decorative item. A light-colored sofa, adorned with patterned pillows, is complemented by a standing lamp. Dark curtains frame the window, while the floor is finished in a warm wood tone.

Flat in Coudersport

Relax & Explore: Cozy Apartment

A spacious living area features a comfortable sectional sofa and various seating options. Light beige walls complement the wooden flooring. Two windows allow natural light, while a ceiling fan provides airflow. A flat-screen TV is mounted on the wall opposite the sofa, enhancing the relaxation space.

4.88 out of 5 average rating, 8 reviews

Bring a Pet: Historic Downtown Olean Apartment

A covered porch features a mix of wicker furniture, including a couch, table, and chairs, arranged for comfortable seating. A view of the tree-lined street is visible beyond the railing, enhancing the outdoor ambiance.

Flat in Angelica

4.81 out of 5 average rating, 121 reviews

Grey Gardens inspired 2 br with fabulous balcony

A comfortable sleeping area features a spacious bed with layered bedding and decorative pillows. Soft lighting from bedside lamps complements the natural light coming through a nearby window. A cozy armchair adds an additional seating option, enhancing the room's functionality.

4.67 out of 5 average rating, 6 reviews

Modern Studio Apartment-Olean

An outdoor area of a lower apartment is seen in the evening, illuminated by soft lighting. The space features a covered patio with a swing and access to the upper balcony. Surrounding grass is well-maintained, while trees are visible in the backdrop.

4.83 out of 5 average rating, 24 reviews

Eagles Nest Retreat in Ellicottville

5 out of 5 average rating, 6 reviews

Best location in Ellicottville

4.79 out of 5 average rating, 97 reviews

Flat in Houghton

2nd Floor Nook @ The Falke Abode

Private apartment rentals

Superhost

A cozy living area features a stone fireplace surrounded by neutral-toned walls. A mounted landscape painting adds a colorful touch above a wooden mantel. A round coffee table sits on a textured rug, complemented by a plush couch. Sliding glass doors lead to a private patio.

4.85 out of 5 average rating, 82 reviews

Ski In/Ski Out Condo

4.98 out of 5 average rating, 43 reviews

A cozy living area features a blend of seating options, including a plush armchair and a wooden rocking chair. A vintage cabinet, adorned with decorative items, anchors the space. Soft natural light illuminates the plush carpet, enhancing the inviting ambiance.

Flat in Springville

Cozy Upper Apt with Balcony

5 out of 5 average rating, 25 reviews

A spacious living area is presented with a large sectional sofa and a circular coffee table. A sizable flat-screen TV is mounted on the wall, and a small workspace with a desk is visible. A geometric rug adds texture to the light-colored flooring.

Flat in Bradford

The Sweet City Suite

4.93 out of 5 average rating, 89 reviews

A cozy living area features two floral-patterned sofas positioned across from a bookshelf filled with games. Natural light filters through lace-trimmed curtains, illuminating a soft carpet. A simple desk is visible, enhancing the functionality of this welcoming space.

Flat in Belmont

Charming and comfortable. Centrally located.

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.

4.97 out of 5 average rating, 99 reviews

Henley Hideaway

5 out of 5 average rating, 62 reviews

A spacious living area features a neutral-toned sectional sofa paired with a coffee table. A large TV is mounted on the wall above an electric fireplace. The kitchen area offers wooden cabinetry and a breakfast bar with seating for three, creating an inviting space for relaxation and dining.

Flat in Gowanda

The Village Loft

4.94 out of 5 average rating, 54 reviews

A spacious two-story house is nestled among trees, featuring a blend of rustic and modern design elements. The exterior includes a mix of brown and blue siding, with a driveway leading to an attached garage. Soft evening lighting highlights the inviting entryway.

Flat in Smethport

Cozy Hideaway

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.

4.95 out of 5 average rating, 63 reviews

Country Gentleman 2 bedroom furnished loft-#1

Apartment rentals with a hot tub

An inviting outdoor seating area is arranged around a circular stone fire pit. Log-style chairs and a wooden table create a cozy atmosphere. A vibrant tree with red foliage can be seen in the background, complementing the green lawn and natural scenery.

4.91 out of 5 average rating, 98 reviews

Hideaway-Walk to Village+Resort-Hot Tub-Game Room

The spacious living area features leather seating arrangements, a central coffee table, and a fireplace. Large windows offer views of the surrounding trees, while a television is positioned near the fireplace. A bookshelf is visible, enhancing the cozy ambiance of the room.

4.94 out of 5 average rating, 17 reviews

Peak Convenience- Spacious Slopeside Valley Village Retreat

A spacious living area is furnished with a light gray couch and a wooden coffee table. Natural light enters through windows, illuminating the rustic decor. A doorway leads to a well-equipped kitchen, while another doorway opens to a nearby room, inviting exploration.

4.78 out of 5 average rating, 27 reviews

Old World Charmer Heart of Town

Superhost

New place to stay

Cute Cottage1/2 mile to Village, Hot Tub

An outdoor seating area is nestled beneath a covered patio, featuring two wooden chairs and a comfortable sofa. A serene koi pond with a gently flowing waterfall and a stone Buddha statue adds tranquility to the space, surrounded by lush greenery.

4.89 out of 5 average rating, 27 reviews

Zen Retreat-Walk to Everything!-Hot Tub, Game Room

A spacious living area is highlighted by a large sectional sofa with decorative cushions. Natural light enters through the two nearby windows, illuminating the wood-beamed ceiling. A modern kitchen with stainless steel appliances is visible in the background, along with a distinctive patterned backsplash.