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Olean Family & Kid Friendly Rentals

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    Don't let other travelers get your favorite Olean area vacation rental. You're so close to securing your perfect getaway. Book today.
    22 Matching Rentals in the Olean AreaView all 24 rentals
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    Fishing Getaway1 / 6
    (1)Excellent
    Olean
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    The following rentals are within 20 miles of Olean.
    The Maples-Beautiful Views close to Holiday Valley - 5 bed, 3 bath sleeps 201 / 21
    (2)Excellent
    Ellicottville
    5 Bedrooms, 3 Bathrooms, Sleeps 20 Quick View
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    Stunning views of Enchanted Mountain and ski slopes1 / 30
    (3)Excellent
    Ellicottville
    6 Bedrooms, 4 Bathrooms, Sleeps 22 Quick View
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    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
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Lamoka Lake Getaway - Private 3/4 Acre Lot, Flat Lakefront with Dock1 / 14
    (1)Very good
    Bradford
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Private Yard
    • Patio
    • Parking
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 28, 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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Perfect location to the Village1 / 14
    (5)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 September 7, 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...
    Reviewed March 8, 2015
    We rented the house for a girls weekend, there were seven of us. There was plenty of room and plenty of fun. The house was spotless, beds very comfortable, fully stocked kitchen...
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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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    Location Information
    Ellicottville, New York 14731
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Ellicottville
    6 Bedrooms, 5 Bathrooms, Sleeps 21 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Grill
    • Patio
    • Hot Tub
    • DVD Player
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy this 6 bedroom, 5 bath home (Sleeps 17 with option for 21). 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 This home is the perfect getaway from the stress of...
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    Location Information
    Ellicottville, New York 14755
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 21
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    Blue Lagoon - Lamoka Lake cottage1 / 42
    (26)Very good
    Bradford
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Balcony
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 19, 2018
    We had a wonderful five day stay. The weather was great with the eception of the last day. Sunsets were beautiful, lake was warm & great for swimming & fishing! The...
    Reviewed July 21, 2018
    I stayed here for 5 nights with my girlfriend and a friend and we all had a great time. You could easily see/catch tons of fish off of the dock which was a nice bonus. The whole...
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    About this property
    'BLUE LAGOON' COTTAGE ON LAMOKA LAKE Located directly on Lamoka Lake, this cottage is the perfect home base for enjoying all that the finger lakes have to offer. With a dock for fishing or launching your kayak and a deck overhanging the lake you can enjoy the warm waters of Lamoka Lake all day....
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    Location Information
    Bradford, Finger Lakes 14815
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    ELLICOTTVILLE TOWNHOUSE1 / 8
    (1)Excellent
    Ellicottville
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 1, 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
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Ellicottville
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Shared Indoor Pool
    • Balcony
    • Air Conditioning
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a relaxing vacation at the Tamarack Club located at Holiday Valley in Ellicottville, NY. The condos are located within a 3 minute drive from the quiet downtown of Ellicottville where you can indulge yourself in local restaurants, Ellicottville Brewing Company, Allegheny National Forest, as...
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    Location Information
    Ellicottville, New York 14731
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Hunter's View Retreat on 30 Acres1 / 50
    (43)Excellent
    Bradford
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Amenities & Details
    • Washer
    • Porch
    • Outdoor Dining Area
    • Parking
    • Grill
    • DVD Player
    • Private Yard
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    My boyfriend and I stayed here with my 2 labs, Bella and Murphy. Upon booking, I spoke to John, the owner and he was very pleasant and easy going!! He provided a lot of detail...
    Reviewed July 3, 2018
    My son and 6 of his friends stayed at Hunter's View for their Senior Week adventure. According to all of them the place was perfect! They liked everything about it. Hiking...
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    About this property
    Secluded, mountain-top cabin with long western views on 29 wooded acres for your Finger Lakes vacation getaway, race weekend or hunting retreat. Though located in relative seclusion in the Sugar Hill area of the Finger Lakes, the cabin is centrally located to many Finger Lakes attractions. The...
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    Location Information
    Bradford, Finger Lakes 14915
    Cabin - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    Ellicottville
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Mountain Views
    • Housekeeping Included
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    CASA AMICI - INQUIRE ABOUT WEEKDAY, OFF SEASON, AND EXTENDED STAY RATE DISCOUNTS! Casa Amici is without doubt one of the most sought after premiere vacation rentals in Ellicottville. This stunning chalet offers the most exquisite taste! You'll fall in love with the breath-taking views of the ski...
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    Location Information
    Ellicottville, New York 14731
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Allegany
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Private Yard
    • Grill
    • DVD Player
    • Wi-Fi
    • Washer
    • Parking
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Best 'Unplugged' Vacation Destination! When you're ready to totally unplug and get away from it all; to free your mind and go 'off the grid', then you're ready to treat yourself to the Ford Hollow Escape! This stellar 4 bedroom contemporary home will have you loving the assets of Mother...
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    Location Information
    Allegany, New York 14706
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ellicottville
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Sauna
    • Washer
    • Mountain Views
    • Hot Tub
    • Grill
    • Skiing: Property Is In A Ski Resort
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Ellicottville
    5 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Terrace
    • Parking
    • Washer
    • Balcony
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LOCATION! LOCATION! LOCATION! You can't beat the quite mountain location with ski in and ski out access to the Holimont Ski Resort and easy mile walk to the Village of Ellicottville. You truly are at the heart of everything. Enjoy the finer things at this unit. Built in 2004 this house is one...
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    Location Information
    Ellicottville, New York 14731
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 15
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    Downtown Ellicottville 'Independence' studio1 / 7
    (22)Very good
    Ellicottville
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 1, 2017
    We were looking for a short getaway and booked this because of the hot tub, which we very much enjoyed! The kitchen was fine for our breakfast and snacks and we appreciated the...
    Reviewed February 2, 2017
    This is so close to all of the restaurants and shops of Ellicottville! Cute and clean with a hot tub! We had a minor issue with the hot tub and the owners, Dave and Annette...
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    About this property
    Welcome to the 'Victorian Village' home situated in picturesque Ellicottville, NY, a charming town just 51 miles south of Buffalo, New York. The 'Independence' studio is perfect for a couple's private getaway weekend or if you and your spouse have two small children. It sleeps four with a...
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    Location Information
    Ellicottville, New York 14731
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ellicottville
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Hot Tub
    • Cable/satellite TV
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Sauna
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a relaxing vacation at the Tamarack Club located at Holiday Valley in Ellicottville, NY. The condos are located within a 3 minute drive from the quiet village of Ellicottville where you can enjoy local restaurants, unique shops, Ellicottville Brewing Company, Allegheny National Forest, ,...
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    Location Information
    Ellicottville, New York 14731
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ellicottville
    4 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Grill
    • Patio
    • Balcony
    • Mountain Views
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LOCATION! LOCATION! LOCATION! Walk everywhere - You can't beat the ski in and ski out access to the Holimont Ski Resort and easy half mile walk to the Village of Ellicottville. Be at the heart of everything. Enjoy the finer things at this unit...This unit is completely high end from top to bottom...
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    Location Information
    Ellicottville, New York 14731
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 13
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    Ellicottville
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Ellicottville
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Central Heating
    • Washer
    • DVD Player
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Seasonal Rental in the Heart of Ski Country Executive Townhouse Located on a Private 5 Acre Lot with a Gorgeous View of the Mountainside. Millcreek 18 is Located just Minutes from the Village of Ellicottville, NY and Holiday Valley Ski Resort. This Two Bedroom Townhouse is Fully Furnished with...
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    Location Information
    Ellicottville, New York 14731
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ellicottville
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Mountain Views
    • Grill
    • Balcony
    • Patio
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LOCATION! LOCATION! LOCATION! Walk everywhere - You can't beat the ski in and ski out access to the Holimont Ski Resort and easy half mile walk to the Village of Ellicottville. Be at the heart of everything. Enjoy the finer things at this unit...This unit is nice and cozy, having undergone a...
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    Location Information
    Ellicottville, New York 14731
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    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
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 7
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