Holiday rentals with a patio in Olean

4.95 out of 5 average rating, 140 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.

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.

4.92 out of 5 average rating, 153 reviews

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

Adventure awaits at this beautiful 4 bedroom home located a mile from the village of Ellicottville. Huge back patio to enjoy the sun all year long. Fireplace both inside and outside to enjoy on those winter and summer nights. Tastefully decorated and sparkling clean, with all the amenities and extras for the ideal spot for R & R. 3 baths, 4 bedrooms make this the perfect spot for families and couples. Short walk into town. Booking for your golf trip or summertime? Fear not, we have central air!

4.86 out of 5 average rating, 227 reviews

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, 106 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

A welcoming living area features large windows allowing natural light and offering views of the outdoors. A stone fireplace adds warmth, while comfortable sofas are arranged around a patterned area rug. A wall-mounted TV is positioned above the fireplace.

4.96 out of 5 average rating, 113 reviews

Slope Views & Close to Downtown E-Ville

You are right across the street from Holiday Valley to enjoy the main lodge and best slopes. Take a short walk or use the free shuttle. Then come back to warm up in front of the fireplace, use the fully stocked kitchen, and enjoy the slope views from our spacious deck. Full access to ski locker included. You are also less than a mile away from downtown Ellicottville, where you can shop or dine at the best local places all day & night. Free parking, pack n play, wifi, & netflix included.

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.

4.85 out of 5 average rating, 186 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.

Guest house in Great Valley

An open floor plan showcases a spacious living area, featuring a large sectional sofa and a dining table surrounded by several chairs. A central kitchen island with granite countertops provides additional seating. Natural light filters through large windows, enhancing the warm, inviting atmosphere.

4.98 out of 5 average rating, 100 reviews

Pole Barn Base Camp-Near Ellicottville/Casino/ASP

Centrally located .This space is a 40 by 32 two story new build. Features 3 bedrooms- 3q, 2f, 1t. One bathroom with tile shower. Open floor plan with full kitchen , living room, dining room highlighted by a 16ft concrete bar and 16 ft high ceilings Locker/ cubby room with washer and dryer. Outdoor fire pit with firewood provided. 60 inch smart TV -WiFi -Radiant floor heat. Self check in. Holiday Valley 6.9 mi Seneca Allegany casino 8.1 mi. Ellicottville 7.9 mi Allegany State Park 12 mi

4.97 out of 5 average rating, 107 reviews

The chalet is set in a lush, green landscape, featuring a spacious yard surrounded by trees. An outdoor patio with a covered seating area is visible, along with a hot tub and large deck that enhances the inviting atmosphere of this peaceful retreat.

Home in Little Valley

Countryside Chalet

Relax with the entire family at this peaceful chalet situated on 12 acres of private wooded land. Close enough to town but private enough to feel like you're far from it all. Tucked away in the rolling hills of Western New York, this cozy 3-bedroom chalet is perfect year-round for those wanting to explore all that Ellicottville has to offer. 7 minute drive to Holimont or downtown Ellicottville, 9 minutes to Holiday Valley. Short drive to Sculpture Park, Allegany State Park or Rock City

4.96 out of 5 average rating, 107 reviews

A charming cottage is surrounded by lush green grass and trees, featuring a gabled roof and multiple windows. The structure is painted in light colors, with dark shutters providing a subtle contrast. A peaceful, natural setting complements this inviting home.

Cottage in Fillmore

The Ridge Airbnb and Campground

Grandma‘s cottage (1250 sq ft) with some modern necessities and upgrades! Welcome to “The Ridge.” Enjoy a large creek a two minute walk away. Minutes to Houghton college. Letchworth State Park 21 min🏔️ 11 min Rushford Lake, there is public beach. 15 min to Arcade . We are Dog friendly! We always aim for five star service 🙂 I do ask that you list the number of guests .And if it’s one, it’s 1 and if it’s six it’s 6 🙃. P.S. We have 16 new ducklings! 🦆

4.97 out of 5 average rating, 114 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, 208 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, 125 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

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.

4.93 out of 5 average rating, 59 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.

4.91 out of 5 average rating, 97 reviews

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

4.78 out of 5 average rating, 18 reviews

A private deck is presented with a round table surrounded by four folding chairs. An umbrella provides shade, while a small potted plant rests on the table. The deck overlooks a green fenced yard, enhancing the outdoor relaxation space.

Flat in Smethport

Family Suite: No Stairs, Laundry, Deck/Backyard

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, 79 reviews

Ski In/Ski Out Condo

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.

4.95 out of 5 average rating, 39 reviews

Downtown Must by Madigans!

Luxury Living Looking Over SkiTown USA

4.97 out of 5 average rating, 99 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

5 out of 5 average rating, 6 reviews

One-Eight-Six

House rentals with a patio

5 out of 5 average rating, 16 reviews

Home in Port Allegany

Mountain house getaway

4.9 out of 5 average rating, 48 reviews

A spacious ranch cabin is set on a large grassy area, surrounded by trees. A stone patio features outdoor seating, while a pathway leads to the entrance. A secondary structure is visible in the background, enhancing the property’s rustic charm.

Home in Great Valley

The Woodland Haven

4.9 out of 5 average rating, 63 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!

5 out of 5 average rating, 8 reviews

A covered outdoor deck is shown, featuring a railing and a wooden floor. The surroundings include several homes, grassy areas, and lines of trees. A cloudy sky is visible, providing a neutral backdrop to the open space.

Home in Allegany

The Lemon Drop

5 out of 5 average rating, 18 reviews

Charming studio in Ellicottville NY

4.94 out of 5 average rating, 48 reviews

The spacious loft area features a view of the open concept living space below, illuminated by natural light streaming through large windows. A cozy sitting area with a plaid rug and comfortable furniture is visible, along with a unique hanging light fixture that adds character to the design.

Home in Great Valley

The Larches - cabin near Ellicottville

4.99 out of 5 average rating, 76 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

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.

5 out of 5 average rating, 21 reviews

Modern Home Retreat

Apartment rentals with a patio

5 out of 5 average rating, 4 reviews

ShnowFun - 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, 57 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.

4.91 out of 5 average rating, 32 reviews

SlopesideSerenity: Updated ski in/out luxe retreat

Apartment in Great Valley

New place to stay

Chic Ski-in Ski-Out Mountainside Retreat

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.

4.95 out of 5 average rating, 20 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.

4.67 out of 5 average rating, 27 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.

4.95 out of 5 average rating, 79 reviews

Cozy Condo in Ellicottville

An open concept living area features a modern kitchen with stainless steel appliances, including a microwave and oven. Natural light fills the space, highlighting the cozy seating area with a fireplace and a large TV. Sliding doors lead to a private outdoor patio.