Holiday rentals in Olean

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Top-rated holiday rentals in Olean

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Guest favourite

Guest house in Olean

4.84 out of 5 average rating, 109 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.

13–20 Dec

€ 87 per night

Guest favourite

Loft in Olean

4.96 out of 5 average rating, 108 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!

21–28 Apr

€ 108 per night

Guest favourite

Cottage in Great Valley

4.94 out of 5 average rating, 123 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

24–31 Oct

€ 172 per night

Guest favourite

Home in Allegany

4.97 out of 5 average rating, 119 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.

26 Aug – 2 Sep

€ 125 per night

Guest favourite

Cottage in Olean

4.84 out of 5 average rating, 164 reviews

Artists cottage - mid century

View birds, wildlife in an old forest along the Allegany River from the porch, deck or large picture windows. Relax, renew, read a book, create, write, paint, unplug. (fast Wi Fi, 32 inch TV and echo dot) Families and dog owners will like the large yard (no fence, warning ticks and Lyme disease in the area). My grandmother designed the cottage around a vintage house trailer (tiny house). There are many unique and cleaver features. Family mementos through history are on display.

11–18 Sep

€ 115 per night

Guest favourite

Guest suite in Olean

4.99 out of 5 average rating, 196 reviews

Quiet, Comfortable and Spacious!

Quiet, Comfortable and Spacious Enjoy our bright and spacious guest suite with a private entrance. It also includes a private bath, a relaxing sitting area and off-street parking, along with the following: Coffee maker Microwave Small Refrigerator Wifi Roku TV Outdoor sitting area Walking distance to St. Bonaventure University (.3 mile) and the Allegheny River Rec. Trail (.2 mile), and half a mile to a large shopping plaza. 25 minutes from Holiday Valley and Allegany State Park.

10–17 Aug

€ 86 per night

Guest favourite

Home in Rixford

4.91 out of 5 average rating, 190 reviews

Rustic log cabin with all the amenities

Less than an hour from Ellicottville's Holiday Valley (downhill) and Allegany State Park (x-country) and the 500,000 acres of Allegheny National Forest For the non-adventurous type wishing to get away for some peace and quiet, this is a cozy hideaway where one can enjoy the winter beauty. Within an hour's drive: Kinzua Bridge State Park, the Pennsylvania elk in the Benezette area, the World War ll Museum in Eldred, and the Seneca Allegany Casino in Salamanca.

22–29 Dec

€ 102 per night

Guest favourite

Flat in Olean

4.89 out of 5 average rating, 356 reviews

Centrally located| Convienant| Cozy|1850 charmer#2

This farmhouse chic decorated home was built in 1850 and is Centrally located to the newly renovated downtown Olean! Charming decor with many modern updates! All the luxuries of a home. Close to St. Bonaventure University, 20 minutes to the Seneca allegany casino and 30 minutes to Ellicottville, NY. Lots of local restaurants nearby and in walking distance to the Four Mile Brewery. Perfect for any stay and meant to meet all your traveling needs!

7–14 Mar

€ 94 per night

Guest favourite

Barn in Cuba

4.97 out of 5 average rating, 119 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!!

27 Dec – 3 Jan

€ 117 per night

Guest favourite

Flat in Port Allegany

4.98 out of 5 average rating, 144 reviews

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)

15–22 Sep

€ 143 per night

Guest favourite

Guest suite in Great Valley

4.93 out of 5 average rating, 324 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.

25 Jul – 1 Aug

€ 114 per night

Guest favourite

Flat in Olean

4.96 out of 5 average rating, 23 reviews

Country Gentleman 2 bedroom furnished loft

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

10–17 Nov

€ 92 per night