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Penn Yan

Holiday Homes in Penn Yan

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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.
    All 73 Rentals in Penn Yan
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    Historic Stone Farmhouse Recently Renovated1 / 22
    (2)Excellent
    Penn Yan
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Charming 3 Bedroom Waterfront Home1 / 22
    (1)Excellent
    Penn Yan
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Penn Yan
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Whispering Waters, a cozy lakefront home-away-from-home!1 / 26
    (3)Excellent
    Penn Yan
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    Reviewed 12 September 2019
    Cozy and comfy with amazing views! Close to town. Great sleeping arrangements. The house and grounds provide views, a great beach, a wonderful deck and a peaceful atmosphere...
    Reviewed 2 July 2019
    The sunsets are amazing !!! It was very charming and did not lack anything!!Wonderful location... !!!!
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    About this property
    Welcome to our Home-away-from-home! This is truly a charming retreat from the everyday rat-race. 'Whispering Waters' is a year-round home and is located only 3 minutes from downtown Penn Yan on the Sunny east-side of Keuka Lake. The property is deep, sitting well off the main road, perfect for...
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Penn Yan
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Willow Tree Lakefront and dog-friendly, Willow Tree Cottage is located on the western shores of Keuka Lake. It has been featured on HGTV’s Lakefront Bargain Hunt and is conveniently located just minutes from the quaint village of Penn Yan. Outdoors, you’ll find a large slate patio, firepit, and...
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Penn Yan
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    About this property
    Ivy League This dog-friendly home is a classic traditional Keuka Lake cottage that you’re sure to love. Spacious and boasting many must-have modern amenities, this is the perfect setting to create forever memories. On the northwestern shores of Keuka Lake, this home provides 105' of gradual entry...
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
    Penn Yan
    7 Bedrooms, 3 Bathrooms, Sleeps 18 Quick View
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    About this property
    Vines on the Corner is the perfect destination for those looking to experience the Finger Lakes region! Located in the heart of Penn Yan, this two story colonial home is accompanied by a beautifully maintained second floor apartment. These two gems are each newly remodeled and furnished with décor...
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 7 Bedrooms, 3 Bathrooms, Sleeps 18
    Penn Yan
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    About this property
    House of Vines is the perfect destination for those looking to experience the Finger Lakes region! Located in the heart of Penn Yan, this two story colonial home is elegantly furnished with guests' comfort in mind. The main entry is just off the parking area, and enters into a spacious foyer...
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    Beautiful home on east side. Great location. Very few steps.1 / 13
    (16)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
    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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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 5
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    Where Memories are Made!1 / 44
    (32)Excellent
    Penn Yan
    2 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 13
    Serenity Aloft House - Book your Finger Lakes vacation now!1 / 27
    (52)Excellent
    Penn Yan
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    Penn Yan
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    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
    Panoramic Keuka Lake Views And Breathtaking Sunsets!1 / 29
    (10)Excellent
    Penn Yan
    4 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 14
    Romantic Waterfront w/Hot Tub on Wine Trail Accepts Pets1 / 27
    (47)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
    Comfortable and Fun Keuka Lake House!  Unique Features!1 / 29
    (12)Very good
    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
    West Side, 101' Lake Frontage, Right on Wine Trail / From $100. P/N1 / 34
    (87)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
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    “LAKEHOLME”....BOOK NOW FOR 2020�‍♀️�‍♀️1 / 24
    (24)Excellent
    Penn Yan
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    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
    Gorgeous Beach, House, Lawn & Woods!1 / 35
    (13)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
    Cozy 3 bedroom cabin in the country, sleeps 61 / 27
    (5)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
    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
    Cedar Lodge - Timberframe Luxury & Level Lakefront!1 / 36
    (1)Excellent
    Penn Yan
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
    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
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    BRAND NEW LAKE FRONT VACATION HOME IN FINGER LAKES AREA1 / 24
    (11)Excellent
    Penn Yan
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Enjoy the Sweet Life on Tranquil Keuka Lake with breathtaking sunrises & sunsets1 / 24
    (4)Excellent
    Penn Yan
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    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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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Lakeside Log Cabin in the Heart of the Finger Lakes1 / 34
    (72)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
    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
    Willow Landing - Enjoy Breathtaking Sunrises on Keuka Lake!1 / 24
    (6)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
    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
    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
    Keuka Lake in the Finger Lakes, Spectacular views, level lakefront, hot tub+1 / 20
    (1)Excellent
    Penn Yan
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    The 'Keuka Kutie' is SO Comfy & Walking Distance to the Quaint Town of Penn Yan!1 / 17
    (3)Excellent
    Penn Yan
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
    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
    Penn Yan
    6 Bedrooms, 4 Bathrooms, Sleeps 19 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 19
    On the Beach! Year Round Chalet! * NEW OWNERS! *1 / 35
    (3)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
    Keuka Hydaway Charming Cabin in a Quiet Setting1 / 7
    (27)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
    Keuka Lake House in Penn Yan, NY1 / 8
    (6)Excellent
    Penn Yan
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Quiet And Cozy Cabin With 165 Ft. Private Beach On Seneca Lake. LGBTQ+ friendly1 / 33
    (106)Excellent
    Penn Yan
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Penn Yan, Finger Lakes 14527
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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