Holiday rentals in Olean

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.

Loft Condo in Wildflower

This is a ground level loft condo that is bright, clean and nicely updated. We are minutes from the Holiday Valley Resort and a short walk to the Village of Ellicottville. This condo offers AC for the summer and a gas fireplace for the winter. We have complimentary coffee and tea with cream and sugar on site. Kitchen is equipped with some spices, oils and cookware. We also supply clean linens and towels. This place is great for 2 to 6 guest for family or close friends with 3 beds and a futon .

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!

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

Seneca Heights Oasis with Hot Tub

Beautiful home in the upscale Seneca Heights district with an incredible amount of entertainment features. Open floor plan includes kitchen with breakfast bar, living room, and sunroom/dining room. The Master Bedroom features a huge walk-in closet area. The multilevel back deck includes a hot tub and is perfect for grilling out in the summer months. With two gas fireplaces, you will stay cozy in the two living rooms. Spacious basement area is complete with a bar, wine cellar and putting mat.

Our Little Red Cabin

Just a few miles from Sprague's. 25 min. from Olean where you'll find just about anything you might need, and 15 min. from Cuba where you'll find the cutest small businesses and locally owned restaurants around! We have several parks, preserves, and kayak launches close. You'll be within 2 hours of Allegany State park, and Letchworth State park, and just 2.5 hours from Niagara Falls! Staying in? You'll find true serenity on the back porch, listening to the creek from your adirondack chair!

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.

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

The Oak Hill Historic District Hideaway

A guesthouse loft behind a Pre-war Tudor in the Oak Hill Park Historic District in the heart of Olean with a private entrance & address. More spacious than a hotel room with a full kitchen, washer/dryer, A/C, heat, Wi‑Fi and driveway parking. Walkable to downtown shops & restaurants, short drive to St Bonaventure & the hospital. Ideal for solo visits, work trips or couples seeking comfort and value. Note: One flight of stairs, sleeps 3 max - One queen bed and rollaway cot.

Olean Ny 4 bedrms. entire house. St. Bonaventure

One 58 inch tv. 1940's home . Location is perfect! 2 miles from St. Bonnies.Rock City is close.Niagra Falls 1.5hr,Ellicotville, You can walk everywhere Pizza place across the street Grocery store is 3 blocks away and the movies &Walmart only a mile.Great restaurants stones throw away.We have a fire pit/ grill. Price depends on how many people. $15 per person per night over 5&must tell owner about extra day visitors and they are 5.00 per person. dog fee 35. a nt

Ho-Sta-Geh Retreat

Something OLD, something NEW- Top of Rock City Hill with a VIEW! Renovated piece of Allegany/Olean History. Located in the former Ho-Sta-Geh Restaurant, a top the beautiful Enchanted Mountains of Cattaraugus County. Relax with family or celebrate with friends, enjoy our gorgeous 26 mile view, from our spacious deck during all four seasons. ATV and Snowmobile trails on site. Ample free parking on site, room for RV parking.

EVLs Yeti of the Pine (ski in/out,bike,pickleball)

The Yeti is a unique stay tucked into the Snowpine Village of Holiday Valley. Positioned on the Wall Chair, the condo is a ski in/ski out, hike in/hike out, bike in/bike out. Newly renovated as efficient and cozy, The Yeti will not disappoint. Managed and Owned by Scott and Kate