We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Homes in Penn Yan

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    R 5 002 Average
    |||
    |||
    R 0R 14 000+
    Suitability
    More filters
    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 20 Rentals in Penn Yan
    Sort by:
    Default
    Historic Stone Farmhouse Recently Renovated1 / 22
    (2)Excellent
    Penn Yan
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    BOOK NOW FOR 2018.......HWS COLLEGE GRAD WEEKEND AND MEMORIAL DAY WEEKEND OPEN1 / 25
    (3)Very good
    Penn Yan
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Penn Yan
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Whispering Waters, a cozy lakefront home-away-from-home!1 / 26
    (1)Excellent
    Penn Yan
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Waterfront
    • Grill
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 days ago
    Thank you Lori for sharing your warm and cozy home! We had a wonderful weekend sharing great memories and catching up! The cottage was warm and perfect for the seven of us, we...
    See all reviews
    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...
    View all property information
    Location Information
    14527, Penn Yan, Finger Lakes
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    The following rentals are within 15 kilometres of Penn Yan.
    Private Keuka Lake-front Chalet | Stunning Views & Game Room Sleeps 101 / 56
    (1)Excellent
    Dundee
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Balcony
    • Grill
    • DVD Player
    • Washer
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2018
    Right in the heart of Finger Lakes Wine country. This home has everything you want in a vacation rental- fully stocked kitchen- outdoor grill and fire pit, game room w/ pool...
    See all reviews
    About this property
    Lakefront Chalet on Keuka Lake Private Keuka Lake-front Chalet | Stunning Views Need a relaxing week to remember? Want to create memories that last a lifetime, with family and friends? Stay at “Ardmore Glenn Estate.” Ardmore Glenn is a private four-acre, hilltop home with over 171’ of shale beach...
    View all property information
    Location Information
    14837, Dundee, Starkey
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Enquiry
    Keuka Lake:  Private, Updated, Steps to the Water!1 / 15
    (17)Excellent
    Keuka Park
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Outdoor Dining Area
    • Private Garden
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 October 2014
    The weather wasn't perfect, but good enough, and the fall foliage was still beautiful. Some of the highlights: I, one daughter and one niece took a short dip in the lake...
    Reviewed 27 July 2014
    We arrived in beautiful weather and left in beautful weather. The week was perfect along with the accommodations. We kayaked, tubed & swam with our married children and...
    See all reviews
    About this property
    If you’re looking for the perfect, private location on Keuka Lake with one of the best views and best locations, you have found it at O’Cottage! This one-of-a-kind property is nestled off the end of the private extension of East Bluff Drive on a level lakeside lot. There is no drive-by traffic...
    View all property information
    Location Information
    14479, Keuka Park, Finger Lakes
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Enquiry
    The Kingfisher Chalet Vacation Rental: Amazing sunsets overlooking Keuka Lake1 / 44
    (2)Excellent
    Dundee
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Terrace
    • Patio
    • Parking
    • Air Conditioning
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 July 2018
    First, this lake house rental is absolutely equipped to handle all of your Keuka Lake vacationing needs! The decor is comfortable and casual, and helped to provide the feeling...
    Reviewed 10 June 2018
    We had a wonderful stay at the Kingfisher. Kate was a fantastic host who was very responsive and took the time to give lots of personalized recommendations for our group. The...
    See all reviews
    About this property
    The Kingfisher Chalet is a cozy vacation home with incredible views of Keuka Lake. Located on 6 private, wooded acres on Keuka's east side halfway between Hammondsport and Penn Yan. Close to several top-notch wineries, restaurants, and all that the Finger Lakes region has to offer. You will love...
    View all property information
    Location Information
    14837, Dundee, Starkey
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Branchport
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • Cable/satellite TV
    • Central Heating
    • DVD Player
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Evergreen Vista is a year-round exquisite private retreat nestled in the heart of the Finger Lakes wine country - a wooded beauty that changes with every season! Fish, canoe and hike on this lush and expansive estate; shoe-shoeing and x-country skiing in winter. The spacious, modern and unique...
    View all property information
    Location Information
    14418, Branchport, Finger Lakes
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Enquiry
    The Farmhouse at Fulkerson Winery1 / 14
    (1)Excellent
    Dundee
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Washer
    • Private Garden
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 June 2018
    Stayed here for my daughter's wedding at Glenora. Host was attemtive and the old Farmhouse was perfect especially since it is so close to the venue. The farmhouse had everything...
    See all reviews
    About this property
    An 1856 farmhouse re-finished to accommodate up to 10 people. 4 queen beds. Full kitchen, Living and Dining. Enjoy the beauty of Seneca Lake from the porch with your favorite Finger Lakes wine! Direct access to the Seneca Lake Wine Trail, lake access within 8 miles. Best view on the lake! 6...
    View all property information
    Location Information
    14837, Dundee, Starkey
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    ME Castle Cottage Center of the West side of Seneca lake1 / 23
    (1)Very good
    Himrod
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Grill
    • Waterfront
    • Private Garden
    • Washer
    • Internet Access
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It is a spacious ranch home, with parking for 4 cars Located On a town maintained paved road, right on the water small beach area and retaining wall, spacious flag dock, boat lift available, public boat launch 1 road north of cottage. Located in the center of the Seneca lakes west side. Many...
    View all property information
    Location Information
    14842, Himrod, Finger Lakes
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Save time - get the best Penn Yan rentals sent straight to your email!
    Get the List
    Book NOW for gorgeous sunsets on Keuka Wine Trail!1 / 20
    (11)Excellent
    Keuka Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Waterfront
    • Cable/satellite TV
    • Parking
    • Grill
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 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 16 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
    See all reviews
    About this property
    Please click on 'Availability' tab for our calendar of open dates, and on 'All Rates', on the right, for our nightly and weekly rates. This cottage is a lake lover's dream! It was completely remodeled in Spring 2013, and a new half-bath was added in Spring 2016. Right on the water, you can...
    View all property information
    Location Information
    14527, Keuka Park, Finger Lakes
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Branchport
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Patio
    • Balcony
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come relax and vacation in style at 'Maison Du Lac', which means 'Lake House' in French! This lakeside property feels fresh and inviting as you enter through the front door. The three levels of living space, a large deck with a new permanent dock, and a nice gradual lakefront, makes this the...
    View all property information
    Location Information
    14874, Branchport, Finger Lakes
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    Make Enquiry
    Keuka Park
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • Patio
    • Balcony
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    Suitability
    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,...
    View all property information
    Location Information
    14527, Keuka Park, Finger Lakes
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
    Make Enquiry
    Dresden
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Housekeeping Included
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We named this house 'Rise & Wine' because of the magnificent sunrises and its proximity to the Seneca Lake Wine Trail. The house is spacious, with 4 bedrooms and 2 full bathrooms it can comfortably accommodate groups up to 10 people. *** Now offering discounted mid-week rates*** “Rise & Wine”...
    View all property information
    Location Information
    14527, Dresden, Finger Lakes
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Enquiry
    Lawson's Place1 / 27
    (2)Very good
    Dundee
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 2018
    Good convienent location with an excellent view! Easy to find and close to great winery’s, waterfalls, restaurants, parks and more!
    See all reviews
    About this property
    Lawson’s Place is a newly-renovated, well-appointed home on 1.3 acres located in the literal heart of Finger Lakes wine country, with an incredible view of Seneca Lake and surrounding vineyards. The property will sleep up to ten, with five bedrooms and two-and-a-half baths, and has a modern...
    View all property information
    Location Information
    14837, Dundee, Starkey
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    Dresden
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Washer
    • Wi-Fi
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    View all property information
    Location Information
    14441, Dresden, Finger Lakes
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Keuka Park
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Patio
    • Balcony
    • Washer
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    View all property information
    Location Information
    14527, Keuka Park, Finger Lakes
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    Make Enquiry
    Himrod
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Patio
    • Washer
    • DVD Player
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Book 7 nights, get 1 of them free during September & October!** Relax and enjoy the 2 acres of wooded land and the view of Seneca Lake during your stay in Himrod! This ranch-style home has 3 bedrooms, 2 full bathrooms, and a sunroom that’s perfect for watching local wildlife. Located between...
    View all property information
    Location Information
    14842, Himrod, Finger Lakes
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Bluff Point
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Parking
    • Air Conditioning
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    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...
    View all property information
    Location Information
    14527, Bluff Point, Finger Lakes
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
    Make Enquiry
    Bluff Point
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Patio
    • DVD Player
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    View all property information
    Location Information
    14527, Bluff Point, Finger Lakes
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    List your property
    Owner log in