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Hillside Haven

Photo gallery for Hillside Haven

A covered outdoor deck with wooden flooring, metal railings, and furniture including chairs and a table. - Hillside Haven (Penn Yan)
A two-story wooden deck with a metal railing, supported by wooden pillars, overlooking a well-maintained lawn and trees. - Hillside Haven (Penn Yan)
A kitchen with wooden cabinets, a refrigerator, a stove, and a microwave. - Hillside Haven (Penn Yan)
A two-story house with a balcony, surrounded by lush greenery and trees. - Hillside Haven (Penn Yan)
A cozy living room with a fireplace, leather sofas, a wooden coffee table, and a bookshelf filled with books. - Hillside Haven (Penn Yan)
Golfing on site, a firepit, and a garden are just a few of the amenities provided at Hillside Haven. In addition to laundry facilities, guests can connect to free in-room WiFi, with speed of 250+ Mbps (good for 3–5 people or up to 10 devices).

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

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About this property

Hillside Haven

  • This private home has an amazing view of Keuka Lake. The newly remolded new deck is huge. Gorgeous vistas both ends of the day; sunrise and sunset. Can sleep 8-12 people. Large kitchen that is fully stocked to cook.

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About the neighborhood

Penn Yan is home to this vacation home. The area's natural beauty can be seen at Keuka Lake and Seneca Lake. Looking to enjoy an event or a game while in town? See what's going on at Dick Van Dyke Addiction Treatment Center, or consider a night out at Point of the Bluff Vineyards. Visit our Penn Yan travel guide
View more Vacation Homes in Penn Yan
Map
Penn Yan, NY

What's nearby

  • A white boat named 'Esperanza Rose' docked at a pier with a forested hill in the background.
    Keuka Lake
    8 min walk - 0.7 km
  • A white boat named 'Esperanza Rose' docked at a pier with a forested hill in the background.
    Seneca Lake
    13 min drive - 16.1 km
  • A vineyard with rows of grapevines, a lake, and autumn-colored trees in the background.
    Canandaigua Lake
    31 min drive - 43.2 km
  • A canyon with a waterfall and a river.
    Watkins Glen State Park
    42 min drive - 51.7 km
  • The Windmill Farm & Craft Market
    14 min drive - 17.0 km

Restaurants

  • McDonald's
    5 min drive
  • Seneca Farms
    3 min drive
  • Dunkin'
    4 min drive
  • Taco Bell
    4 min drive
  • Outlet 111
    4 min drive

Frequently asked questions

Is Hillside Haven pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Hillside Haven?

Check-in begins at 3:00 PM.

What time is check-out at Hillside Haven?

Check-out is at 11:00 AM.

Where is Hillside Haven located?

Situated in Penn Yan, this vacation home is within 3 mi (5 km) of Keuka Lake, Keuka College, and Arts Center of Yates County. Oliver House Museum is 2.8 mi (4.4 km) away.

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Reviews

Hillside Haven Reviews

9.8

Exceptional

9.8

Cleanliness

10

Location
Rating 10 - Excellent. 29 out of 35 reviews
Rating 8 - Good. 6 out of 35 reviews
Rating 6 - Okay. 0 out of 35 reviews
Rating 4 - Poor. 0 out of 35 reviews
Rating 2 - Terrible. 0 out of 35 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent Property

Beautiful place to stay with breathtaking views!
Stayed 2 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

This is very convenient to Penn Yan and many wineries. Great view from the deck and overall a cool place for up to 7 adults to stay during their visit to FLX.
Stayed 4 nights in Apr 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend get away

My husband daughter and I throughly enjoyed our stay at Hillside Haven. This home is beautifully appointed, wrap around deck with outstanding views of the lake and close to the many wineries, breweries and distilleries. Highly recommend this picturesque home for your next gathering.
Stayed 2 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Labor Day Stay

We stayed at Linda’s property on Labor Day weekend. We had a wedding at Crispin Hill and it was the perfect location, just above the venue, and very close to town, wineries and breweries. House was very clean, the deck was huge and lovely
Stayed 3 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location What a View

We stayed Oct 6-9. The house was exactly as stated. It's is in the heart of wine country. The deck has unbelievable views of Lake Keuka.
Stayed 3 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great View of the Lake

Bill & Linda were VERY accommodating to our special requests. Loved the floor plan and front deck. Beautiful view of Keuka Lake. It's basically a cottage with a large floor plan. I would stay here again.
Stayed 6 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wine country

We had a wonderful weekend and the veiw from the home was so beautiful, the leaves are changing and it was so nice and peaceful. The home was very clean and the setup was ideal for the family. It was a great weekend.
Stayed 3 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stunning views of Keuka Lake

Hillside Havens large deck offers stunning views of the lake. The house is comfortable with plenty of room. We were there for a girls trip and were not disappointed. Our hostess Linda was great and even left us wine and homemade cookies (which were delicious). Thanks again!
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house!

We booked this house for a long weekend surrounding my daughters graduation from Keuka College. The pictures on VRBO were nice but they did nothing for the character and overall beauty of this house and the amazing views! The host was beyond welcoming and very responsive when we reached out! It was an awesome time in beautiful PennYan!
Stayed 3 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Getaway

Our group of five adults enjoyed a great stay at Hillside Haven! The area feels like being in the countryside, yet it is only minutes from downtown Penn Yann. Spacious and charmingly decorated, we found that we had everything that we needed to make our stay easy and pleasant. Our hostess was very welcoming. We spent many hours on the generously sized deck while having an awesome view of beautiful Keuka Lake. We enthusiastically recommend Hillside Haven for any persons that are interested in visiting the area!
Stayed 2 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing place!

We had a friends wedding at crispin hill and this was the perfect location, as the house was right next door to the venue. The house was exactly as pictured and had everything we needed. The host even baked us fresh goods as a welcome gift! Responsive host and easy check in process. Very beautiful spot. 10/10
Stayed 2 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Happy Hillside Haven

Our family had a wonderful time at Hillside Haven. Since we had a group of 9 people the spaciousness of the house was perfect. The gorgeous views from the outside deck area were a highlight and provided unforgetable displays of the beauty of Keuka Lake. The property owners were so responsive to our every need and more than gracious in every way. I highly reccomend this place for a comfortable, beautiful and happy experience.
Stayed 11 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls wine weekend!

The location was close to some of our favorite spots. There was rain so it was damp but we had enough room for 4 ladies enjoying the finger lakes. The wedding location next door provided music in the evenings while we sat outside.
Stayed 4 nights in Jun 2024
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy
The description on the website was not correct as the number of beds was not accurate. The hosts brought in air mattresses. Other than that it was a very comfortable home, exceptionally clean!
Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful and peaceful.

This is a house with a $$$$ view (the listing picture does not do it justice). The covered extended deck can host everyone during a daydream session in the rain. The area, like the house, deserves more than a vacation to enjoy what it can offer. The host's LP collection gave us a lot to explore during down time.
Stayed 6 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family friendly

Stayed here with my husband, two kids and mother in law. We loved the partially covered porch with the breath taking view. The house was very clean and had everything that we needed for our stay. There is a wedding venue that you can see from the home. We could hear the music but it ended right at 10pm both evenings so overall not a huge issue. Overall we had a good experience here and would stay here again.
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday Celebration

Two sisters with two sisters-in-law planned a two-day getaway to explore and enjoy some wineries in the Finger Lakes area. The location of Hillside Haven turned out to be pretty ideal. Although we did not spend much time there, the house itself met our needs and was clean. Communication with the host was easy and access instructions were clear. The "welcome cookies" were a hit and the deck did not disappoint!
Stayed 2 nights in Sep 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great stay! Everything was as advertised and the property and views are fantastic. Host were very easy to deal with and everything went smoothly. The cookies were enjoyed by all!
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean and comfortable. Our children loved roasting smores at the firepit and us adults enjoyed the gorgeous view from the deck.
Stayed 2 nights in Aug 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Checked our boxes and a great view to boot!

We were in town for a quick family visit and it was a great alternative to staying in a hotel which would have cost more and been much less personal.
Stayed 3 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house with amazing views

Very nice house with amazing views and close to Watkins Glen
Stayed 2 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

July Wedding

The house was great. View from the beautiful deck was amazing. Wry clean would everything we needed for our stay
Stayed 2 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

A+++++ service and fresh treats just for us

A++++
Stayed 2 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Place to Stay

very well kept cottage with every facility you could think of for a comfortable getaway. It was equiped with full kitchen, laundry, linen supplies. Gas BBQ grill and firepit with abundant supply of wood were added joy. Linda is an amazing host, she brought new patio chairs for aitting around the fire. Pie and fresh flowers were nice welcome gifts. Cottage was well decorated and big enough for our family of 8. there were three bedrooms and one bath on main floor and one master bedroom and one bathroom in the basement. Lots of board games and activities for kids were also available. two family rooms one on each floor, tv with a choice of channels and movies made our day. Lake view from the deck was spectacular.
Stayed 2 nights in May 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

A deer place to visit!

This home offered us a wonderful view of the lake as well as daily meet and greets with some of the locals. The deer greeted us every afternoon as they foraged for apples in the field next door. The black cat would head down the road each morning in search of some breakfast and then climb back up triumphant. So funny. The house had all the comforts of home and then some. Would def stay here again. Loved the browning left by the owner. We bought some ice cream and made sundaes with our friends. Thank you so much! TV had cable and I did get to watch my favorite show! So happy.
Stayed 3 nights in Jul 2023