
House holiday rentals in Penn Yan
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Top-rated house rentals in Penn Yan
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Popular amenities for house rentals in Penn Yan
House rentals with a pool

Hazlitt Winery Poolhouse
We were blown away not only by how beautiful the property was but the fine attention to detail with the interior decor. An absolute gem of a place! The host was very friendly and helpful. We hope to plan another trip here soon.

pool, theater room, & fully equipped kitchen
Generously stocked kitchen and bathrooms. Unheated pool was a little too chilly the beginning of June, but great back yard space for grilling and visiting. A lounge chair with an adjustable back for reading would make it even more amazing. Loved that I could go for a walk on quiet country roads in the morning. Thank you Traci for all the extra's, your home worked out perfectly for us and we'll be back!

Haven Woods, quiet house, minutes to Ithaca w/ AC
This was a terrific stay. The hosts communication from beginning to end was as good as can be expected. The home was cozy and well appointed. The property was beautiful and peaceful. 5 stars, will recommend and return again. Thank you!

Lake View w/Pool, HotTub, & Fast Wi-Fi
I loved this place so much! We are definitely going back at some point in the summer for that pool! But everything was perfect and everyone had a great time! The house was so cozy but huge! It felt like we’ve been there forever when we got there, the hot tub was so relaxing especially with the view! I love this place and the driveway isn’t that bad but you will definitely need 4WD! It’s like a fun slow roller coaster lol😂! We also saw a group of turkeys every morning and they were so cute!

Charming Pittsford Home-Indoor Pool-4 bedrooms
Neil's place was the perfect spot for a family reunion. The house was located within walking distance of local restaurants and shops (or a very short drive) and had a nature walking trail just down the street. Neil clearly put great care into making the home comfortable for guests. It was well stocked and appointed. When we cooked dinner our last evening, there were sufficient plates and cooking supplies - a peeler, wine opener, etc. When it rained, we enjoyed the pool. We enjoyed the large dining table with a sufficient number of chairs (lots of cards games). There were plenty of rolls of toilet paper, paper towels, garbage bags, etc. The washer and dryer worked great and he provided the detergent. Will definitely be looking to book Neil's place in the future!

2 Bedroom pool house
We had a great stay here! Great location on a beautiful property. Would recommend to anyone needing a place to stay in the Bloomfield area. Thanks again to Kenneth for a great stay!

Modern Lakeside Villa with Pool and Hot Tub
The Villa and its host, Nicki, were excellent and exceeded our expectations. The Villa is set in the middle of a beautiful wine grape vineyard with mountain views -- very memorable. The inside is beautifully decorated with luxury amenities throughout. Nicki was incredibly proactive in her communication and extended our stay to ensure that we were able to maximize our enjoyment. This was one of the most comfortable and relaxing stays we've ever experienced. I highly recommend the Villa and Nicki to anyone, thank you!

Perfect secluded ski house, lake views, hot tub
This is my families second stay at Bree’s beautiful home for the Christmas week. The family gathers from all different cities and such a perfect spot to come together ! Cozy and spacious , kitchen is well supplied and the views are spectacular. We were so happy to have a white Christmas this year and 6 fox sightings in the yard!! Highly recommend!! Haven’t stayed for the summer season but I can imagine with the pool and hot tub and lake use opportunities it would amazing. Thanks again Tom
Weekly house rentals

Cozy Village of Penn Yan Home, Near Keuka Lake
We stayed at Jeremiah’s place for a birthday and New Years Eve trip. The place was perfect for our group and my pup loved it too! It was very spacious and had everything we needed. Plenty of towels too which was a huge plus and the washer and dryer was great for a muddy mishap There’s so much to do in town and great options for eating and Amity for coffee is a must! There are a bunch of local parks I was able to take my dog too as well that he loved. We really enjoyed our time on Lake Keuka!

The French House on Main Street
As a group of 8 women, we stayed here and had a lovely time. We each had enough room to be together and to have alone time. Only two needed to share a bed. Michele was super responsive when we needed to adjust our dates. Parking out back was complicated but with the addition of some signs and/or photos that should resolve itself for future guests. It is an old house and is in the process of being updated. A great value for the space. So clean and well stocked. The French House is beautiful and the location is very walkable. A wonderful property and host!

Squeaky clean private country setting
We absolutely loved this air bnb experience! Check in was easy peasy and anything we needed Nelson responded quickly and efficiently! Very beautiful and peaceful landscaping and my kids loved the ping pong table and other games!

Escape to Heart of Finger Lakes!
Clean house with comfy beds and couch. Perfect location, only a couple mins from all the bars and restaurants. We would def recommend! Benjamin was super helpful and responded to my texts very quickly.

il Vino is Abbondante!
Had a wonderful weekend away with my husband. The house was great had everything we needed. Loved the claw foot tub. Loved the record player and sound system. We are music lovers so it was an added bonus to us. They provide Lots of games to play with family or friends. It’s great location on lake near walking trails and minutes away from restaurants in Penn Yan.

Funky Penn Yan Cottage
Brennan was a super responsive and communicative host leading up to and during our trip. The AirBnB is exactly as pictured and comfortably fit our group of 5. The kitchen had everything we needed and we enjoyed all the care she put into making this place feel like home. Additionally, Penn Yan is a wonderful town to stay in when wine tasting in the fingerlakes. It is pretty much half way point between Keuka and Seneca so we were able to get everywhere we needed in a short time. I would absolutely stay here again and recommend that you do on your upcoming trip! :)

Stunning Keuka Lake Home! Kayak, SUP, Fish, Swim
The stay started with walking into an amazing open living room with large windows that looks out into the water. The feel, the space, and the view is even better than what the pictures try to capture. We had dinner right in town and it was just over 5 minutes away. The kiddos really enjoyed the paddle boards and littke kayaks, we went everyday, sometimes twice. Beautiful place, great getaway. Grateful for this stay, and would come back again!

The Red Poppy
This was our second time staying at the red poppy. We hope to go again in a year or two. Home is beautiful and the area is amazing!
Private house rentals

A-Frame on Seneca
Amazing surroundings and the A-frame design and architecture is so inspiring. We had a relaxing time staying at Martin place. The lake scene is stunning day and night!

FLX Watkins Glen, Hiking, Wine Country, Waterfalls
A perfect spacious spotless house in a beautiful surrounding. The host Bradley was very responsive from the start and was able to help us with a few changes to our schedule. Our family of 4 loved staying here and will again soon. We didn’t want to leave ! It was a perfect get away to relax and enjoy the natural beauty of its surroundings. The outside deck has an eagles eye view of the lake and can also enjoy beautiful sunsets. This place is just like the photos posted and it is that clean! I would highly recommend this place and would 100% find a reason to come back again!

Lake spirit bungalow
I felt very at home from the moment I pulling into the drive way. The house was very cozy and I was able to cook and had everything I needed. It was quiet and beautiful and the atmosphere was lovely. I would stay here again for sure!

Keuka Gully Cabin
My wife and I have been to the Finger Lakes numerous times on our own. This was our first time bringing two children (a 2-yr old and infant), and dog. Felicia’s place fit us really well with plenty of space inside, and a lot of fun outdoor space - walking paths through the woods and a stream that the dog loved especially. The WiFi also works very well. The location is great, with a view of Keuka Lake. The Keuka area has become our favorite subregion of the Finger Lakes with a lot of nice wineries, places to eat, etc but less touristy than some other places. We’d look forward to being back again!

Live The Lifestyle
This guy takes it to the next level! If I could add a few stars, I would 👍🏽 Will be back often for the place and the confidence that my vacation with my family will have life long memories ❤️

Modern Colonial Walking Distance to Town & Outlet
We had a great stay for a long weekend hitting the local wine trails. The house is located in a quiet neighborhood and was cozy and very clean and within walking distance to downtown Penn Yan restaurants and the grocery store which made for a very comfortable stay.

The Last Resort
Teresa was very attentive when I contacted her for a couple of items. She has taken a unique place and made it into a comfortable place for a home base while exploring the area. It is so convenient being within walking distance to shops and restaurants and the Keuka outlet trail which we utilized for Dog walking.

The Barn
The house was very comfortable and had everything we needed for a great stay! Deck and outdoor space was great as well
Quick stats about house rentals in Penn Yan
Total rentals
40 properties
Nightly prices starting at
₹6,851 before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Letchworth State Park
- Cornell University
- Watkins Glen State Park
- Greek Peak Mountain Resort
- Chimney Bluffs State Park
- Bristol Mountain
- The Strong National Museum of Play
- Taughannock Falls State Park
- Song Mountain Resort
- Sea Breeze Amusement Park
- Fair Haven Beach State Park
- Stony Brook State Park
- Cayuga Lake State Park
- Watkins Glen International
- Hunt Hollow Ski Club
- Keuka Lake State Park
- Sciencenter
- High Falls
- Cascadilla Gorge Trail