Holiday rentals with a patio in Olean

4.95 out of 5 average rating, 115 reviews

A cabin is nestled among tall pine trees, showcasing a rustic wooden exterior and a welcoming porch. The surrounding landscape reveals vibrant autumn foliage in hues of orange and red, creating a serene and secluded atmosphere.

Cabin in Ellicottville

Stylish & Secluded Hideaway, 5 mins to EVL

This private space is quietly tucked away in a stand of pines in the woods alongside Bryant Hill Creek. A wall of windows brings nature and natural light pouring into the space, and a fully-equipped kitchen and European bathroom provide modern comfort. Less than 4 miles outside of E-ville, it comfortably sleeps 2 adults and offers a chic and romantic setting for a couple to hide away with easy access to downtown. 4x4 a must in the snow, or simply park at the foot of the driveway. Tv & wifi.

4.98 out of 5 average rating, 169 reviews

The kitchen and dining area feature a circular table set for four, complemented by black woven chairs. A full refrigerator and microwave are positioned against a green accent wall, while an exposed brick section adds character. Natural light fills the space through nearby windows.

Loft in Coudersport

Main Street Lofts - Deluxe suite with balcony

Cozy up in this spacious, newly renovated, downtown historic building! Our deluxe king suite is our latest addition. You will love the amazing kitchen and outdoor living space. We take pride in keeping our place extremely clean and our guests appreciate that! Step out the front door and all of our great shops and restaurants will be just a few steps away. Whether you are coming to stargaze at cherry springs or hike the Pennsylvania grand canyon, this is a great place to start your adventure!

Townhouse in Ellicottville

A row of condo units is seen nestled against a snow-dusted hillside, with ski slopes visible in the background. Tall trees line the property, while a clear sky enhances the picturesque view, providing a sense of calm and accessibility to outdoor activities.

4.88 out of 5 average rating, 112 reviews

Free Ski Shuttle Cozy 3BR Winter Escape |Near Golf

★ Enjoy the ultimate convenience with FREE shuttle access to the SKI SLOPES and near the Golf Course, making this one of the most accessible locations in Ellicottville! Unwind in this Cozy, Family-Friendly 3BR townhouse with just a 4-minute drive from downtown Ellicottville’s charming cafes and local eats. Whether you're skiing the slopes, exploring the trails, or relaxing , your favorite yearly vacation is right here! *THERE IS NO AIR CONDITIONING, however we have several fans in the unit.

4.85 out of 5 average rating, 213 reviews

A vibrant game room features a pool table at its center, surrounded by cheerful wall colors and eclectic furniture. An NEON 'GAME ON' sign illuminates one wall, while retro gaming machines and seating areas provide space for relaxation and entertainment.

Home in Ellicottville

Riverside Retreat 3BR-Games Room-Hot Tub-Fire Pit

Escape to the peacefulness of farm country, just seven minutes from Ellicottville. Our secluded three-bedroom, three-bath home offers stunning escarpment views from the outdoor patio with a hot tub, fire table, fire pit, and BBQ. Inside, enjoy fully furnished rooms and a modern kitchen, complete with a cozy gas fireplace. Our retreat is ideal for families, couples, and groups looking for comfort and convenience. Conveniently located for outdoor activities at nearby Holiday Valley & Holimont.

4.93 out of 5 average rating, 100 reviews

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

Near Ellicottville, St. Bonaventure, Allegheny

Welcome to Hemlock Hideaway, a cozy, renovated home that sleeps 8, nestled up a private drive in the pines. Just 20 min. from charming Ellicottville, NY, where you can enjoy skiing, golfing, dining, shopping, a salt cave, an aerial adventure course, and more. Head to the Allegheny National Forest to enjoy hiking and boating. The Seneca Casino is 10 min. west and Niagra Falls is 90 min. north. Year-round activities that are perfect for family and friends! Parents, 20 min. from St. Bonaventure!

Townhouse in Ellicottville

The open living area features a rustic farm table surrounded by wooden benches. A spiral staircase leads to the loft. A cozy seating area is arranged near large windows offering views of the outdoor landscape. A ceiling fan and a television are visible.

4.88 out of 5 average rating, 165 reviews

Cozy townhouse. Easy walk to HV and the village!

Enjoy a tastefully updated townhouse conveniently located for four-season fun. Walking distance to HV (or take the shuttle). Easy walk to the quaint village of Ellicottville. The space: Six guests can enjoy this cozy townhouse. 1-bedroom private loft . Super comfortable Murphy bed on the main floor, and sleeper sofa. Fully stocked kitchen and farm table to enjoy meals. Updated bathroom. Quaint living room with access to patio to enjoy the outdoor scenery. View of the ski slope from patio.

4.99 out of 5 average rating, 217 reviews

Cabin in Coudersport

Luxury Log Cabin | Hot Tub + Epic Stargazing

Escape to Great Bear Cabin, a custom log cabin retreat in PA’s Dark Skies region. This 3BR/3BA cabin features a cozy living room, a finished basement with a slate pool table, shuffleboard, arcade games, a 70” HDTV, and seating for 9. Enjoy the private hot tub, oversized fire pit, and stargazing field. Relax on the rocking chair front porch or explore the great outdoors. Pet-friendly and perfect for families and groups seeking comfort, adventure, and unforgettable memories.

A cozy living area features a purple sofa paired with two round side tables. Artwork depicting ski lifts adorns the walls. A small kitchen bar with stools can be seen in the background, alongside stainless steel appliances and warm lighting that creates an inviting space.

4.93 out of 5 average rating, 115 reviews

Ski in ski out ! Updated * Cozy

True Ski-in, Ski-out. Kick back & relax in this stylish 1 bedroom condo. Remodeled in 2021. Full kitchen with stainless steel appliances, butcher block counters & all the kitchen gadgets you might need. Bedroom: queen bed & sofa pull out (queen) as well. WiFi and two Roku TVs for those cozy binge-watching nights. On-site parking & laundry in building. Views of “The Wall” ski lift from private patio. In winter, there is an hourly shuttle to take you to main lodge.

4.97 out of 5 average rating, 111 reviews

A cozy sleeping space features a spacious bed with crisp white linens. A decorative throw blanket in golden hues is placed at the foot of the bed. A bedside table holds a lamp and a decorative bowl, while a window with sheer curtains allows natural light to enter.

Guest suite in Houghton

Houghton Brookside Retreat

Relax in this spacious, serene space, surrounded by nature. Enjoy your morning coffee on the large deck. Perfect for a get-away; close to hiking, hunting, fly fishing, skiing. Walking distance to Houghton University. In the well appointed and stocked kitchen you will be greeted by homemade bread, coffee, fruit, and breakfast essentials. This private space is on the lower level so guests must be able to navigate a set of stairs. Off-street parking.

4.98 out of 5 average rating, 201 reviews

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

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!!

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.

4.94 out of 5 average rating, 115 reviews

Ski-in/out Condo, King Bed, 2 Full Baths

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

A small balcony features a table surrounded by two chairs, accented with orange cushions. The scene is illuminated by moonlight, highlighting a distant mountain and well-kept landscaping. Soft lighting casts a warm glow on nearby homes, creating a serene nighttime atmosphere.

4.96 out of 5 average rating, 136 reviews

Mountain View at Wildflower walk to town 1 BR loft

Across from Holiday Valley this mountain view home has everything you need for a memorable stay in Ellicottville. A short walk to town. Walk or take the shuttle to the slopes. An ideal place to getaway and relax with family and friends. All the amenities of home. Just bring your favorite food and beverages and leave the rest to us. A well-appointed kitchen, comfy beds and nothing to do but enjoy your stay.

Popular amenities for rentals with patio in Olean

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Flat rentals with a patio

A cozy living area features a stone fireplace and a large flat-screen television mounted above. A coffee table is designed for foosball, surrounded by plush poufs. A mini fridge and shelving are visible, while large sliding doors open to an outdoor space.

4.92 out of 5 average rating, 53 reviews

Ski in Ski out Hidden Gem on Holiday valley Resort

A modern living area is presented with comfortable leather couches adorned with orange pillows. A decorative ottoman with a cowhide pattern sits centrally, while subtle lighting enhances the space. Wall art and a lamp add character, creating a cozy atmosphere for relaxation.

4.9 out of 5 average rating, 91 reviews

EVL Hideaway:game room,hot tub,steps 2 town&trails

A cozy living area features a brown sofa adorned with patterned throw pillows. Above, vintage skis are displayed on the wall, adding a rustic charm. A glass-top coffee table holds a small potted plant, creating a relaxed and inviting space.

4.87 out of 5 average rating, 45 reviews

Cozy 2 bedroom residential unit with private porch

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.

4.89 out of 5 average rating, 66 reviews

Ski In/Ski Out Condo

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

The bedroom features a spacious bed dressed in a black quilt with two contrasting decorative pillows. Nightstands with lamps are positioned on either side, while a woven wall decoration adds a unique touch to the dark accent wall behind the headboard.

4.94 out of 5 average rating, 36 reviews

Downtown Must by Madigans!

New place to stay

Luxury Living Looking Over SkiTown USA

4.97 out of 5 average rating, 93 reviews

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.

Flat in Olean

Henley Hideaway

House rentals with a patio

5 out of 5 average rating, 13 reviews

Home in Port Allegany

Mountain house getaway

4.9 out of 5 average rating, 60 reviews

A serene cabin rests in a wooded area under a star-filled sky. Soft lighting emanates from the windows, highlighting the natural surroundings. Shadows stretch across the grassy landscape, creating a tranquil nighttime ambiance.

Home in Franklinville

Welcome to Rosebud Retreat!

4.97 out of 5 average rating, 87 reviews

The exterior of a two-story red house is viewed from an elevated angle, showcasing a deck and surrounding landscaped yard. A peaceful, tree-lined area and Forks Creek can be seen in the background, under a bright blue sky with scattered clouds.

Home in Great Valley

Riverbend Retreat - 8 minutes to skiing or town!

4.93 out of 5 average rating, 141 reviews

A charming red two-story home is displayed, featuring white trim and multiple gabled roofs. A welcoming front porch adorned with railings is visible. Snow blankets the ground, and the driveway leads to a two-car garage, creating an inviting appearance against a backdrop of trees.

Home in Ellicottville

Walk to the Village. Cozy 4 Bedroom, 3 Bath Home

5 out of 5 average rating, 14 reviews

The kitchen features modern cabinetry in deep green, complemented by white countertops. A spacious island provides additional seating. Natural light filters through windows, illuminating the tiled backsplash and stainless steel appliances. A dining table with wooden chairs offers a cozy space for meals.

Home in Ellicottville

Modern Home Retreat

4.99 out of 5 average rating, 69 reviews

A spacious home is surrounded by lush greenery and includes a gravel pathway leading to the front. A large deck with steps is visible at the entrance, along with neatly arranged flower beds. An expansive yard features distant trees and a storage shed.

Home in Machias

Brookfield at the Lake

4.91 out of 5 average rating, 46 reviews

A gravel driveway leads to a well-maintained house surrounded by lush green lawns and trees. Colorful flower beds are visible along the path, enhancing the serene country setting. The home features a light-colored exterior and a welcoming front porch, set against a backdrop of rolling hills.

Home in Bradford

Birdwatcher's Dream

5 out of 5 average rating, 11 reviews

A charming multi-level house is surrounded by a snowy landscape, with a red roof contrasting against the clear blue sky. The exterior is partially shaded by trees blanketed in snow, while a spacious lawn stretches in front, inviting outdoor activities.

Home in Great Valley

The Gathering Place, 8 mins from Ellicottville!

Apartment rentals with a patio

A cozy living area is defined by a comfortable sectional sofa and an accent chair. A flat-screen television is mounted on the wall, while a stone fireplace adds warmth. Sliding glass doors provide access to an outdoor patio, with a small table and chairs visible outside.

4.97 out of 5 average rating, 95 reviews

The Nook at SnowPine Village Ski-in/Ski-out Condo

A living area features a stone fireplace with a wooden mantel, creating a focal point. A colorful armchair and ottoman are positioned nearby, with a wooden coffee table occupying the center. Large windows allow natural light and offer views of the outside.

5 out of 5 average rating, 54 reviews

Peaceful condo for 4 guests-between shops & slopes

Apartment in Great Valley

A welcoming family room is displayed, featuring a dark sectional sofa with decorative pillows. A coffee table occupies the center space, and a gas fireplace is positioned along the wall. Natural light streams through sheer curtains, enhancing the warm interior.

4.88 out of 5 average rating, 25 reviews

SlopesideSerenity: Updated ski in/out luxe retreat

A cozy living area is highlighted by a brown leather sofa and a rustic wooden coffee table. A mounted TV displays a scenic view. Natural light enters through sliding glass doors leading to an outdoor space, while a gas fireplace adds warmth to the setting.

4.87 out of 5 average rating, 103 reviews

Hillside Getaway Ski in Ski Out of Holiday Valley!

Apartment in Great Valley

A cozy living area features a dark sectional sofa positioned in front of a gas fireplace and a wall-mounted television. Natural light fills the space through sliding glass doors that lead to a private outdoor area. A dining table can be seen in the background.

5 out of 5 average rating, 12 reviews

Ski-In Ski Out Mountain Side Condo

The living room features a spacious sectional sofa with plush cushions and decorative throw pillows. A coffee table stands in the center, complementing the warm color scheme. Natural light enters through a window, enhancing the inviting atmosphere of the room.

4.71 out of 5 average rating, 21 reviews

Ellicottville Ski Condo • Near Holiday Valley

A cozy living area features a dark sectional sofa, paired with a coffee table. Natural light streams in through sliding glass doors that open to a small patio. The space is complemented by a stone fireplace and light-colored walls.

4.96 out of 5 average rating, 72 reviews

Cozy Condo in Ellicottville

A cozy living space features a seating area with a plush sofa and armchair beside a TV. A dining table with green chairs is illuminated by natural light from large windows framed with green curtains. A decorative vase with yellow flowers adds a touch of color.