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Vacation Rentals in Olean, NY and nearby

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    1 / 6
    Olean
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    The following rentals are within 20 miles of Olean, New York.

    1 / 14
    4.5 of 5 stars (12) Very good
    Bradford
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 4
    Salamanca
    3 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    1 / 10
    5 of 5 stars (8) Excellent
    Ellicottville
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
    • Washer
    • Satellite TV
    • Mountain Views
    • Secure Parking
    • Grill
    • Internet Access
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    2 bedroom apartment in the Village of Ellicottville NY. Conveniently located close to shops, restaurants and grocery store. Spacious Living Room offers gas fireplace, lots of natural light. There are two good sized bedrooms, both with queen size beds. Living room has a pull-out sofa. The... View all property information
    Location Information
    Ellicottville, New York 14731
    4 of 5 stars Reviewed yesterday
    The best part of this rental is the proximity to downtown Ellicottville. It's an easy, 2 minute walk to the bars, restaurants, shops etc. The Topps supermarket is even closer...
    5 of 5 stars Reviewed 1 week ago
    Just 2 of us girls on a getaway and this was a great choice to stay at. Very clean, loved sitting on front porch and closeness to town, We spent time in Olean dropping in to...
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    1 / 14
    5 of 5 stars (4) Excellent
    Ellicottville
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • Mountain Views
    • Porch
    • Internet Access
    • DVD Player
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Ellicottville, New York 14731
    5 of 5 stars 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...
    5 of 5 stars Reviewed January 29, 2015
    My brother with his young family plus my wife, our adult children and one grand child had a fantastic stay at Whootie House. Plenty of sleeping space for us all, and living space...
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    1 / 32
    5 of 5 stars (9) Excellent
    Ellicottville
    4 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    • Central Heating
    • Washer
    • Mountain Views
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Skiing: Property Is...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This chalet is a perfect place to hang out with friends and family and have the ability to enjoy nature and all the seasons! The chalet is a nicely decorated private home which features a wood burning fireplace on the first floor family room plus another family room with a Ping-Pong table in the... View all property information
    Location Information
    Ellicottville, New York 14731
    4 of 5 stars Reviewed March 8, 2016
    This was our 2nd stay at this chalet. It's a great fit for our family of 7. It's location is great; just a short "4 house" walk to the slopes. There is a nice coziness and...
    5 of 5 stars Reviewed January 4, 2016
    We had a wonderful time at this chalet - we had booked it because of the ski in/ski out but sadly, there was no snow! However, the place was perfect because the children had...
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    1 / 23
    Ellicottville
    6 Bedrooms, 5 Bathrooms, Sleeps 21 | Quick View
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    • Housekeeping...
    • Grill
    • Patio
    • Hot Tub
    • DVD Player
    • Washer
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Ellicottville, New York 14755
    1 / 26
    Ellicottville
    5 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Terrace
    • Parking
    • Washer
    • Balcony
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Ellicottville, New York 14731
    1 / 23
    Allegany
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Patio
    • Private Yard
    • Grill
    • DVD Player
    • Wi-Fi
    • Washer
    • Parking
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Allegany, New York 14706
    1 / 19
    Ellicottville
    3 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our vacation home is conveniently located to both Holimont and Holiday Valley ski resorts and the wonderful shops and restaurants in the village of Ellicottville. Our three bedroom three story 2.5 bath Townhome is directly across from the Meadow chairlift at Holimont. A new sidewalk has been... View all property information
    Location Information
    Ellicottville, New York 14731
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    1 / 23
    Ellicottville
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Welcome to this beautiful home located just outside the village of Ellicottville! Your family and friends will wine and dine in complete comfort after a day on the slopes in the spacious eat-in style kitchen complete with wine bar and gorgeous stone fireplace! Large garage with automatic door will... View all property information
    Location Information
    Ellicottville, New York 14731
    1 / 24
    Ellicottville
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Mountain Views
    • Housekeeping...
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Ellicottville, New York 14731
    1 / 12
    Ellicottville
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Wi-Fi
    • Patio
    • Central Heating
    • Washer
    • DVD Player
    • Mountain Views
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to our beautiful townhouse. It is located on 5 acres of land with a stunning flowing creek in the back yard, and a gorgeous view of the mountainside. Millcreek 17 is located just minutes from downtown Ellicottville, NY. This two bedroom townhouse is fully furnished. We offer the ability to... View all property information
    Location Information
    Ellicottville, New York 14731
    1 / 8
    4 of 5 stars (1) Very good
    Ellicottville
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • DVD Player
    • Washer
    • Parking
    • Balcony
    • Internet Access
    • Terrace
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Fox Ridge Townhomes are located within Holiday Valley, the premier destination ski, golf and conference resort of Western New York. No need for a car once you arrive for this vacation! The townhouse features cathedral ceilings, big bright windows throughout to let you enjoy the great view of... View all property information
    Location Information
    Ellicottville, New York 14731
    4 of 5 stars Reviewed February 3, 2015
    As advertised the townhouse was very nicely situated in close proximity to the ski slopes. The stay was very enjoyable with plenty of comfortable sleeping options . Beautiful...
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    1 / 10
    Ellicottville
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Shared Indoor Pool
    • Balcony
    • Air Conditioning
    • Skiing: Property Is...
    • Satellite TV
    • Wi-Fi
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Ellicottville, New York 14731
    1 / 9
    5 of 5 stars (1) Excellent
    Ellicottville
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Studio apartment in Wildflower. Queen size Murphy bed. Double bed. Fully equipped kitchen. Electric fireplace. Across the road from Holiday Valley. Shuttle service from Holiday Valley circles the condos from the hill. One mile from town. Restaurants within walking distance. No pets. No... View all property information
    Location Information
    Ellicottville, New York 14731
    5 of 5 stars Reviewed September 22, 2015
    Our stay at Paula's rental was very comfortable. It was exactly as it was advertised and had everything that a person would need. The location is perfect for walking to town and...
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    1 / 11
    Ellicottville
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Indoor Pool
    • Air Conditioning
    • Skiing: Property Is...
    • Satellite TV
    • Balcony
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Ellicottville, New York 14731
    1 / 6
    Ellicottville
    3 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Parking
    • Satellite TV
    • Washer
    • Terrace
    • Balcony
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Ellicottville, New York 14731
    1 / 1
    Ellicottville
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Internet Access
    • Grill
    • Washer
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Rental home on 34 acres of outdoor activities. Great for outdoor entertaining in spring, summer, fall and inside recreation room with bar and fireplace for stay home snuggly days. Ability to sleep more people by bringing air mattresses. Fun for all with that outdoor and country atmosphere.... View all property information
    Location Information
    Ellicottville, New York
    1 / 15
    Ellicottville
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Internet Access
    • Washer
    • Satellite TV
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    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    One Bedroom Loft, Sleeps 6 A recently remodeled condo across from the slopes at Holiday Valley and a short walk to the Village of Ellicottville for dining, shopping or site seeing. This unit has a queen bed in the loft as well as a queen Murphy bed and a sleeper sofa on the lower level.... View all property information
    Location Information
    Ellicottville, New York 14731
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    1 / 25
    5 of 5 stars (20) Excellent
    Bradford
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
    • Porch
    • Outdoor Dining Area
    • Parking
    • Grill
    • DVD Player
    • Private Yard
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    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, the cabin is centrally located to many Finger Lakes attractions. The cabin lies midway between Watkins Glen, NY &... View all property information
    Location Information
    Bradford, Finger Lakes 14915
    5 of 5 stars Reviewed 2 weeks ago
    My husband and I rented Hunters View about a week ago. It was exactly what we were looking for. It was nice, quiet, clean, and minutes from Watkins Glen. The owner gave us some...
    5 of 5 stars Reviewed 4 weeks ago
    My sister, son and I stayed at this comfortable homey cabin. John our host gave us detailed information (right down to menu choices) on areas to visit in the Finger Lakes. He was...
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    1 / 13
    5 of 5 stars (6) Excellent
    Great Valley
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
    • Satellite TV
    • Porch
    • Mountain Views
    • Air Conditioning
    • Outdoor Dining Area
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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,... View all property information
    Location Information
    Great Valley, New York 14741
    5 of 5 stars Reviewed 3 weeks ago
    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.
    5 of 5 stars Reviewed November 26, 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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    1 / 24
    Ellicottville
    4 Bedrooms, 2 Bathrooms, Sleeps 13 | Quick View
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    • Skiing: Property Is...
    • DVD Player
    • Grill
    • Patio
    • Balcony
    • Mountain Views
    • Washer
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Ellicottville, New York 14731
    1 / 10
    4.5 of 5 stars (3) Very good
    Ellicottville
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Parking
    • Hot Tub
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Ellicottville, New York 14731
    3 of 5 stars Reviewed December 31, 2015
    Traveled with our daughter. The studio was centrally located to all the shops & restaurants. The room is upstairs with no lock on the door and another apartment downstairs along...
    5 of 5 stars Reviewed February 4, 2015
    This place was wonderful! It was only a couple minutes to the ski resort and so close you could walk to the town in only a couple minutes! The place was exactly as it said...an...
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    1 / 24
    Ellicottville
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Mountain Views
    • Grill
    • Balcony
    • Patio
    • Skiing: Property Is...
    • DVD Player
    • Washer
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Ellicottville, New York 14731
    1 / 15
    Great Valley
    5 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Parking
    • Balcony
    • Washer
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Roomy chalet on two+ acres. Sleeps 17-18 $900/night in high season; $750/night in low season. Beautiful wide open country setting only 3 miles from the entrance to Holiday Valley Ski Area. 4 queen bedrooms, 4 baths, and large loft with 1/2 bath, 3 twins, a full and a queen bed. Sleeper sofa... View all property information
    Location Information
    Great Valley, New York 14741
    1 / 8
    Ellicottville
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
    • Air Conditioning
    • Satellite TV
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    • Balcony
    • Shared Indoor Pool
    • Housekeeping...
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Tamarack has something for every season. The resort is located slope side next to the main lodge at Holiday Valley. Immediate access to the ski slopes in winter and golf course in summer. A year round indoor-outdoor pool and two outdoor hot tubs are supplemented with the three pool complex and... View all property information
    Location Information
    Ellicottville, New York 14731
    1 / 21
    5 of 5 stars (2) Excellent
    Smethport, PA
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Balcony
    • Satellite TV
    • Air Conditioning
    • Mountain Views
    • Washer
    • Internet Access
    • Waterfront
    • Secure Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Hamlin Lake Haus Parkview Studio, Condo style, second floor, self-catered suite, at the Hamlin Lake Haus, 401 West Water Street, Smethport, PA 16749 Short-term Rental Lavishly furnished "jewel box" apartment by the day, week, month or longer. Immediately adjoining Hamlin Lake Park in Smethport,... View all property information
    Location Information
    Smethport, McKean County 16749
    5 of 5 stars Reviewed October 29, 2015
    The property was well maintained, furnished, and exceptionally clean. Our hosts were welcoming and gracious. Jovanna took time out to show us excellent walking trails and other...
    5 of 5 stars Reviewed September 8, 2014
    I have now visited Smethport PA Wilds 3 times and every time it is a better experience than before. The last 2 years we have stayed and the Lakehouse -- Yes, these folks have...
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    1 / 6
    Ellicottville
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • Smoking allowed
    • x
    About this property
    Conveniently located near Holiday Valley Resort, front door parking, fireplace, kitchen, within walking distance to Holiday Valley Resort, shuttle service to resort available.<BR><BR>2 queen beds - 1 is a murphy bed , the other is a queen sofa bed.<BR><BR>Kitchen has an electric oven, microwave,... View all property information
    Location Information
    Ellicottville, New York 14731
    1 / 6
    Ellicottville
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Mountain Views
    • Parking
    • Porch
    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Ellicottville, NY Funky seasonal rental available from Dec-March 2014-2015. Fully furnished, second floor studio in quiet private setting. Porch with a great view overlooking a pond and the woods. Private driveway and extra storage for ski and sports equipment upon request. No TV or Internet... View all property information
    Location Information
    Ellicottville, New York 14731
    1 / 5
    Ellicottville
    3 Bedrooms, 1 Bathroom, Sleeps 10 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • x
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    • x
    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... View all property information
    Location Information
    Ellicottville, New York 14731
    1 / 9
    Ellicottville
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Grill
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    2013/2014 Ski Season Rental: Location, location, location! This is a 3 Bedroom, 2 1/2 bath Townhouse that is walking distance to the slopes and walking to downtown shopping and restaurants! Even though its so close to town, its in a very private, quiet area. It has an open floor plan with a fully... View all property information
    Location Information
    Ellicottville, New York 14731
    1 / 6
    4 of 5 stars (1) Very good
    Ellicottville
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Parking
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Location!! Beautiful home in village or Tamarack Condo at HV Walk to shops & restaurants; 5 minutes from both Holiday Valley and Holimont Ski Resort. Beautifully layed out for two families. The house is fully furnished with queen beds, main floor master, couples suite; plasma televisions, direct... View all property information
    Location Information
    Ellicottville, New York
    4 of 5 stars Reviewed February 21, 2016
    This is the second year we've stayed at this rental and we've had a great time both times. Plenty of room for 2 or 3 families, nice kitchen set up and plenty of beds! Plus a very...
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