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Penn Yan Cottages

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    Don't let other travellers get your favourite Penn Yan area holiday rental. You're so close to securing your perfect getaway. Book today.
    35 Matching Rentals in the Penn Yan AreaView all 69 rentals
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    Penn Yan
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Edgewater Escape - Beautifully Remodeled Cottage on Keuka's East Side!1 / 47
    (6)Excellent
    Penn Yan
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Whispering Pines Cabin:'Secluded Lakefront Retreat'1 / 35
    (7)Very good
    Penn Yan
    1 Bedroom, 2 Bathrooms, Sleeps 5 Quick View
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    Year-Round Lakefront Home Situated on the Best Keuka Location.1 / 46
    (21)Excellent
    Penn Yan
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Penn Yan
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Merlot Bungalow - 'Slice of Heaven on Seneca Lake'1 / 33
    (7)Excellent
    Penn Yan
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Timber Ridge: 'Picturesque Lakeside Retreat'1 / 35
    (10)Excellent
    Penn Yan
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Penn Yan
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
    Romantic Waterfront w/Hot Tub on Wine Trail Accepts Pets1 / 27
    (48)Very good
    Penn Yan
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Willow Landing - Enjoy Breathtaking Sunrises on Keuka Lake!1 / 24
    (7)Excellent
    Penn Yan
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Penn Yan
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Pelican Cabin - Charming Lakeside Log Cabin Close to Penn Yan1 / 42
    (1)Very good
    Penn Yan
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
    Timber Lodge:'The Perfect Place to Enjoy the Finger Lakes Anytime of Year'1 / 50
    (5)Excellent
    Penn Yan
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    West Side, 101' Lake Frontage, Right on Wine Trail / From $100. P/N1 / 34
    (88)Excellent
    Penn Yan
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
    Long Point Retreat:'Beautiful Sunrises, Private, Serene!'1 / 37
    (7)Excellent
    Penn Yan
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 11
    Escape To Keuka Lake1 / 13
    (2)Excellent
    Penn Yan
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Terrace
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Romantic Private Rustic w/Hot Tub Wine Trail Pets Groups1 / 25
    (15)Excellent
    Penn Yan
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    The Cottages on Keuka ~ South Cottage1 / 31
    (10)Excellent
    Penn Yan
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    The Grape Escape - Contemporary Style Living on Seneca Lake!1 / 50
    (5)Average
    Penn Yan
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Penn Yan, Finger Lakes 14441
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    Schoolhouse Cottage - 5 Star Accommodations on Seneca Lake1 / 47
    (1)Excellent
    Penn Yan
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Crooked Lake Lodge:'A Lakefront Adirondack Style Home w/ Hot Tub '1 / 50
    (2)Excellent
    Penn Yan
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    Cedar Lodge - Timberframe Luxury & Level Lakefront!1 / 36
    (1)Excellent
    Penn Yan
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Patio
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
    At The Lake - 4 Bedroom, 3.5 Bath Contemporary1 / 45
    (6)Very good
    Penn Yan
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    The Cottages on Keuka ~ North Cottage1 / 20
    (1)Excellent
    Penn Yan
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Penn Yan
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
    The following rentals are within 10 kilometres of Penn Yan.
    Book NOW for gorgeous sunsets on Keuka Wine Trail! Charming and pet-friendly!1 / 20
    (11)Excellent
    Keuka Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Private Garden
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    Reviewed 3 September 2018
    We stayed a week in this charming, comfortable cottage right on the lake. It was very clean and well appointed with nearly everything you’d need for a week’s stay. Bryan was a...
    Reviewed 17 June 2017
    Very nice place -- on the water -- very peaceful. Would definitely stay here again but with a bit of better weather, that's why they invented cards. Thanks Bryan
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    About this property
    You'll be charmed by our 1870s-built cottage, with interior woodwork created by local artisans. We are in our 7th season of hosting guests from around the US and Europe. Right on the water, you can enjoy panoramic views and beautiful sunsets on the spacious deck, or in one of two Florida rooms. We...
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    Keuka Park, Finger Lakes 14527
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Keuka Park
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    About this property
    If you are in need of a quiet family getaway or a couples retreat come experience the classic lake charm at Flip Flop Inn. You'll bask in awe at this 3 bedroom home, tastefully adorned with lake décor, with no detail left unnoticed. Enter the home into the sitting room, which is the perfect...
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    Keuka Park, Finger Lakes 14527
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    Keuka Park
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    About this property
    Enjoy one 'Heavenly' vacation on the eastern shoreline of Keuka Lake. Privacy meets elegance at this stunning Colonial home, which features abundant living space inside and out and over 100 feet of natural, pebble lakefront. Gradual stone steps lead down from the parking area into a bright,...
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    Keuka Park, Finger Lakes 14527
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
    Bluff Point
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    With great space for relaxing lake living, both inside and out, and a location near many local hotspots of adventure, Edgewater Escape is ready to accommodate for the tastes and needs of any and all beach-goers! Descend the stairs from the road to this bright and airy classic beachside home...
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    Bluff Point, Finger Lakes 14527
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Bluff Point
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    About this property
    With great space for relaxing lake living, both inside and out, and a location near many local hotspots of adventure, Edgewater Escape is ready to accommodate for the tastes and needs of any and all beach-goers! Descend the stairs from the road to this bright and airy classic beach side home and...
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    Bluff Point, Finger Lakes 14527
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
    Bluff Point
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    About this property
    Located just five miles from downtown Penn Yan, this property is tucked away in a beautiful neighborhood on East Lake Road. Privacy is afforded by the ample space between neighboring homes. The cottage sits on the water's edge and has a gorgeous view of Keuka Lake. It has been renovated with...
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    Bluff Point, Finger Lakes 14527
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
    Dresden
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Inside, outside and all around Seneca Sunrae there is double the fun and leisure opportunity. From dual boat lifts off a central party dock, the double kayaks and mountain bikes, and the pair of cozy chairs on the second story gazebo—this lakeside cottage is actually a year-round home with all the...
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    Dresden, Finger Lakes 14441
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Keuka Park
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy one 'Heavenly' vacation on the eastern shoreline of Keuka Lake. Privacy meets elegance at this stunning Colonial home, which features abundant living space inside and out and over 100 feet of natural, pebble lakefront. Gradual stone steps lead down from the parking area into a bright,...
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    Location Information
    Keuka Park, Finger Lakes 14527
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
    Keuka Park
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Whether you're staying on Keuka Lake to visit Keuka College, attend a wedding at Norton Chapel or just hangin' out “A Walk in the Park” is the perfect vacation home for you! Less than a quarter a mile from Keuka College and all of the festivities the college brings, this gem is your ticket to...
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    Keuka Park, Finger Lakes 14478
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Bluff Point
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Located just five miles from downtown Penn Yan, this property is tucked away in a beautiful neighborhood on East Lake Road. Privacy is afforded by the ample space between neighboring homes. The cottage sits on the water's edge and has a gorgeous view of Keuka Lake. It has been renovated with...
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    Bluff Point, Finger Lakes 14527
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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