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Olean Holiday Rentals

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    Don't let other travellers get your favourite Olean area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 21 Rentals in Olean
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    Fishing Getaway1 / 6
    (1)Excellent
    Olean
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Olean
    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    The following rentals are within 30 kilometres of Olean.
    Hunter's View Retreat on 30 Acres1 / 25
    (47)Very good
    Bradford
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    The Maples-Beautiful Views close to Holiday Valley - 5 bed, 3 bath sleeps 201 / 24
    (2)Excellent
    Ellicottville
    5 Bedrooms, 3 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2018
    The house was absolutely perfect with amazing views and a super short drive downtown. Very spacious for 11 guests!
    Reviewed 20 July 2018
    Spent the weekend here in July and what a peaceful location. I'm going to have to come back down during the fall to see the trees change. The house was great too. Very cozy.
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    About this property
    Book this ski season early and save! Can sleep from 8-20 very comfortably. When thinking of that perfect get-a-way, look no further! One look at the views and you will see why we fell in love with this place. Perfect for parties and fun family get together. -Fully Stocked Kitchen -4 Season Hot...
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    Ellicottville, New York 14731
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 20
    Stunning views of Enchanted Mountain and ski slopes1 / 30
    (3)Excellent
    Ellicottville
    6 Bedrooms, 4 Bathrooms, Sleeps 22 Quick View
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    Amenities & Details
    • Central Heating
    • Grill
    • DVD Player
    • Terrace
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 March 2018
    Spent the first weekend in March here with 3 other families and we had a great time! Kept hearing great job on picking this place. Across the road from Holimount and 7 min to...
    Reviewed 13 February 2018
    Amazing home close to town. Perfect house to entertain large group. What amazing views. Looking forward to doing it again
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    About this property
    This perfect ski chalet features floor to ceiling windows and a huge walk out deck with stunning views of the slopes! Bond with your family and friends in this rustic environment and enjoy the large stone fireplace without letting go of all of the modern amenities you are accustomed to. This...
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    Ellicottville, New York 14731
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 22
    Perfect location to the Village1 / 14
    (6)Excellent
    Ellicottville
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Mountain Views
    • Porch
    • Internet Access
    • DVD Player
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 December 2018
    This house was extremely clean & cozy. Centrally located for in town fun& slopes as well. We enjoyed our stay, as did our 11 guests!
    Reviewed 7 September 2016
    This house was great - it was clean, had everything we needed, and was nothing short of amazing. It was within walking distance to everything which was extremely convenient and...
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    About this property
    This home is a very short walk to all the action the village has to offer. It is the perfect place for your ski vacation, golf vacation, seminar, romantic getaway or retreat. The house is located in beautiful Ellicottville, NY, a charming town just 50 miles south of Buffalo, New York via the 219...
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    Ellicottville, New York 14731
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    Mountaintop Ellicottville Home w/Deck Near Skiing!1 / 29
    (1)Excellent
    Ellicottville
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Balcony
    • Cable/satellite TV
    • Skiing: Property Is In A Ski Resort
    • Patio
    • Air Conditioning
    • Washer
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 June 2018
    I booked this place for a weekend vacation with my closest friends and I cannot say enough good things about our stay. The place was beautiful and very well kept, the photos do...
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    About this property
    This beautiful 5-bedroom, 4-bathroom vacation rental chalet is settled on a private lot in Ellicottville, New York. Convenient to skiing areas and state parks, this is the perfect vacation home for your family reunion or family getaway. Up to 14 guests can spend days skiing in the winter and...
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    Location Information
    Ellicottville, New York 14731
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
    Awesome mountain home at Holimont for great summer fun1 / 14
    (1)Excellent
    Ellicottville
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Sauna
    • Cable/satellite TV
    • Hot Tub
    • Housekeeping Included
    • DVD Player
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 February 2019
    My husband, myself and family just spent 5 days at this lovely chalet. There was 9 of us at one point and plenty of room for everyone! The ground floor has the three guest...
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    About this property
    Large ski chalet, great for large families and multiple families. This is a privately owned home that is our ski chalet. Ski in and ski out at Holimont. For summer you can hike, bike, walk, enjoy the town of EVL, and golf close by! We can help you get guest passes to ski the private slopes of...
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    Location Information
    Ellicottville, New York 14731
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Charming Woodland Log Cabin on Private Pond1 / 13
    (6)Excellent
    Great Valley
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Porch
    • Mountain Views
    • Air Conditioning
    • Outdoor Dining Area
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2016
    My husband and I along with some friends spent a weekend here and it was more than we could have imagined. Bette is sweet and her cabin is a little slice of heaven.
    Reviewed 27 November 2014
    my husband and i spent 5 weeks in this cabin twice and have booked in for the month on may 2015. This cottage is great, just what you would hope to find for a getaway in the...
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    About this property
    My charming log cabin sits on 100 acres of private land which adjoins 2200 of New York State Forest. It overlooks a small pond which is stocked with bass. You are welcome to catch a few and cook them fresh on the Weber gas grill. The front porch is comfortable with beautiful views of the pond,...
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    Location Information
    Great Valley, New York 14741
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 4
    Lamoka Lake Getaway - Private 3/4 Acre Lot, Flat Lakefront with Dock1 / 14
    (2)Very good
    Bradford
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Private Garden
    • Patio
    • Parking
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 September 2019
    Most mornings during our stay were foggy and we saw a heron standing on the dock by the lake. The cabin had the basic amenities. We cooked all of our meals and one evening, made...
    Reviewed 28 July 2018
    My wife and I had a relaxing time at this quaint getaway. 20 minutes from Watkins Glen, but remote enough to have privacy. The lakefront feel was great. It was as advertised...
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    About this property
    Escape to 'HERON HIDEAWAY,' nestled on the scenic west side of Lamoka Lake on an over-sized, private lot with over 135' of LEVEL LAKEFRONT. At this secluded, cozy 2BR getaway, you'll enjoy the ENCLOSED PORCH, outdoor furniture, fire pit, PRIVATE DOCK, and canoe. Inside, you'll find a fully...
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    Location Information
    Bradford, Finger Lakes 14815
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    ELLICOTTVILLE TOWNHOUSE1 / 8
    (1)Excellent
    Ellicottville
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • DVD Player
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 January 2017
    Clean and orderly facility. Well equipped. Beds comfortable. Suggest that a log detailing how to lite gas/log stove, giving WIFI password, operation instruction for hot tub be...
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    About this property
    Cosy 3 bedroom townhouse with a gas fireplace in the living room. Our townhouse has views of the Ellicottville hills and the back yard backs on a park and has a brand new hot tub to enjoy. Nice quiet neighbourhood that's a 5 minute drive drive to Holiday Valley and Holimont and a convenient 10...
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    Location Information
    Ellicottville, New York 14731
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
    Creekside Escape-Sleeps up-to 191 / 26
    (1)Excellent
    Ellicottville
    6 Bedrooms, 5 Bathrooms, Sleeps 19 Quick View
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    Amenities & Details
    • Mountain Views
    • Washer
    • Cable/satellite TV
    • Housekeeping Included
    • Hot Tub
    • Patio
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2019
    The place was perfect for our needs. 10 adults and 10 children stayed here very comfortably. The place took us back in time with older home features that reminded us of homes...
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    About this property
    Come enjoy this 5 bedroom, 4 bath home (Sleeps 15 with option for 19 with the additional rental of the in-home Suite ). Just 9 (14km) miles from Holiday Valley(Ellicottville), settle in at home with 2 Master suites, 2 bedrooms with connecting bath and 1 private room. 8 person Hot Tub. 180 acres of...
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    Location Information
    Ellicottville, New York 14755
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 19
    Ellicottville
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Terrace
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Beautiful chalet. Great location in the village. A quiet area. Amazingly relaxing and entertaining. Large Home with large rooms. Modern Kitchen, Large Dining Room, 4 Large Bedrooms with Two Master Suites. Views of the slopes, hills; hiking next door; 5 mins to Holiday Valley/Holimont....
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    Location Information
    Ellicottville, New York 14731
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Great Valley
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Wi-Fi
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An idyllic Allegheny Mountain retreat awaits at this 3-bedroom, 1.5-bath vacation rental house. Set on 30 scenic acres with an open meadow and woodlands featuring a 1-acre pond, this Great Valley retreat promises a rejuvenating stay for 8 guests. The property boasts 2 spacious decks, a fire pit and...
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    Location Information
    Great Valley, New York 14741
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Ellicottville
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Parking
    • Cable/satellite TV
    • Washer
    • Terrace
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious chalet. Hot tub , awesome view , minutes to downtown.,pool table , WiFi ,daily, weekly and monthly rentals available . Other dates available. Family Chalet not typical rental. Golf , Mountain Biking , Wedding , Bachlorrettes Bedrooms (#) 3 bedrooms Bathrooms (#) 2 bathrooms Sleeps 12...
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    Location Information
    Ellicottville, New York 14731
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
    Ellicottville
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Northern Pine! We are excited for you to enjoy our newly listed 3 bedroom townhouse located just steps to downtown Ellicottville and the slopes! The home sleeps 8 comfortably with 3 bedrooms upstairs and a sofa in the Living Room. Plenty to do & not far to travel, the home is a short...
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    Location Information
    Ellicottville, New York 14731
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
    Shinglehouse, PA
    3 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    • Private Garden
    • Central Heating
    • Wi-Fi
    • Parking
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a 3 bedroom 1 bath farm house that is nestled in the Pennsylvania mountains. The house is about 10 minutes from the town of Shinglehouse and about 40 minutes to get to Olean NY. New kitchen and appliances, new washer/dryer, New furniture and mattress, New wall to wall carpeting upstairs in...
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    Location Information
    Shinglehouse, Potter County 16748
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 10
    Great Valley
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated just south of the village of Ellicottville this quaint 10 acre property is located in Great Valley. consisting of four private apartments. Recently updated and easily sleeps six (6) people. A storage or ski closet with lock also provided in the common entrance hall. The apartment is on top...
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    Location Information
    Great Valley, New York 14741
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Bradford Flatiron. Iconic. Charming. Downtown.1 / 18
    (2)Excellent
    Bradford, PA
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Secure Parking
    • Private Garden
    • Mountain Views
    • Wi-Fi
    • Housekeeping Included
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Spent 2 nights at the Flatiron and it was great. Came to Bradford to enjoy the fall foliage and be near to favorite hikes in Alleghany National Forest. Upon arrive we were...
    Reviewed 3 December 2018
    Stayed in this historical house for a week while helping a local business open. Great house and easily located in the middle of town. Kristen, the host, was extremely helpful...
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    About this property
    One-of-a-kind fully furnished home listed on the National Register of Historical Places. A flatiron shaped home with an artful and bright interior. Two bedrooms, one queen and two twins (can be converted to a king upon request). High Speed WiFi. First floor home office with meeting room and half...
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    Location Information
    Bradford, McKean County 16701
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Salamanca
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Grill
    • Mountain Views
    • Patio
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Secluded , Surrounded by New York State Wildlife Management Area. Access to both New York and Pennsylvania . Turkey and Deer/ Big Game Seasons. Host will act as chief cook and bottle washer and guide. Private swimming/fishing pond. Seneca Casino -27 miles away, Onoville Marina-3 miles;...
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    Location Information
    Salamanca, New York 14772
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Ellicottville
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Skiing: Property Is In A Ski Resort
    • Washer
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the ultimate getaway when you stay at this newly renovated vacation rental condo in Ellicottville, New York! The property is part of Wildflower Condominiums and has 1 lofted bedroom, 1.5 bathrooms, and sleeps 4. You'll love being less than half a mile from the popular Holiday Valley Resort...
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    Location Information
    Ellicottville, New York 14731
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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