
House vacation rentals in Penn Yan
Find and book unique houses on Airbnb
Top-rated house rentals in Penn Yan
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Penn Yan house rentals
House rentals with a pool

Private Cottage with Pool Between the Lakes
Our family had a wonderful stay! Lovely surroundings. Good books. Cool antiques. Perfect for a Fall getaway.

Theater room, fireplace, & pool
We had an amazing stay. Traci was very accommodating. The home was as expected. I can’t say enough how happy I was with our stay. And each room had a sound machine that we all found helpful. I even ordered one for myself! I’ll be definitely staying again !

Camp S’mores- Modern A-Frame with Pool
This was a great place to spend quiet time with family. Very comfortable beds and furnishings. Well maintained and thoroughly clean. We were three couples and each had a bedroom and bathroom on separates floors of the house. There is also plenty of gathering spaces on the main floor both inside and outside. There is a wonderful, fully furnished fire pit including fire starters and campfire blankets. And the wonderful kitchen was spacious, easily accommodating multiple people to prepare meals. A+ to the owners and cleaners.

4 bed ranch w/pool in Henrietta
The house was conveniently laid out for our family group. The beds were very comfortable and everything was super clean. We had a 10 month old with us so the high chair and crib were much appreciated. Door Dash found the house easily too

Charming Pittsford Home-Indoor Pool-4 bedrooms
5/5 – A Perfect Family Getaway We had an incredible stay and truly didn’t want to leave. The home was ideal for a family vacation—comfortable, well-equipped, and full of thoughtful touches. My children were devastated to go! We had planned a few small adventures in the surrounding area, but they were so happy in the pool that we barely left the property. We came during spring break from upstate New York, where it was still snowing, so the warm weather and sunshine were a much-needed reprieve. The house had everything we needed: Netflix, Alexa, a garage full of pool noodles and floaties, and a lovely selection of children’s books that my toddlers adored. One of the most heartwarming moments was when Neil kindly gifted my daughter a stuffed cat she had fallen in love with—it meant so much to her and to us. This was the kind of stay that creates lasting memories. We can’t wait to come back.

Comfy Ranch House 3BR/2BA
Nice and clean place to stay! 👍

Private Family Retreat, Pool, Pickleball, 10 acres
Beautiful, private spot. Clean and spacious. The first Airbnb in which I’ve stayed whose kitchen had everything needed and wanted. We were there late winter but I can imagine it is wonderful during the summer with the pool. Close to Wegmans; within 30 minutes of Rochester museums and Canandaigua Lake.

Esten-Wahl Farm - Historic Landmark Victorian Home
Our family stayed here right after Christmas & not only did the accommodations fit us perfectly, it was nice to be somewhere that was decorated for the holiday. The house was of course old, but that is part of the charm. The bathrooms were pristine & the grounds were beautiful! We would definitely stay here again! Thank you Martha!
Weekly house rentals

Close to Cornell in Ithaca, NY
Cozy and modern feeling private cabin with lots of natural light on owner's property. Enjoyed the communication with the hosts and very centrally located! Would stay again.

Classic Charm, Modern Comfort
Great stay in a lovely home that had nice furnishings and great location. Responsive host!

One Bedroom Private Unit .3 Miles from Commons
Great place to stay. Highly recommend it and would definitely stay again next time I am in Ithaca!

Lakeside Home with 70' Lake Frontage and Kayaks
spacious and comfortable cabin on the lake, with an amazing view of the sunset on Seneca lake. exactly as described

1839 House ...
Very comfortable beds, it was the perfect place for a lot of friends to gather for a weekend away. The backyard is beautiful and the firepit felt very special. Pool table was a HUGE plus. We saw turkeys!!

Lakeville, New York, Cozy Cottage
We loved this place! I was here with two friends for a wedding, and we remarked over and over again what a delightful place to sit and visit- the decor is so cheerful, the couches are amazingly comfortable, we had a great view of the lake (Conesus Lake, I think?), and the electric fireplace was an extra cozy touch. Oh, and we arrived to find some amazing muffins- such a delightful treat!

Beautiful Vacation Home In Watkins Glen!
This place is lovely. Close to the state park, in the main stretch of town for a quick walk downtown. They took great care to provide all the necessities to make you feel right at home. It’s bigger than we anticipated providing space for all of us.

Newer home in Lansing, near Cornell Univ.
Lori's place was very clean and located in a very peaceful part of the area! We had several cars and needed somewhere with plenty of parking and this was perfect for that! She was very responsive and helpful and the house was very clean!
Private house rentals

Keuka Lake House
We stayed only one night for New Year's eve. We had a lovely time. Beautiful view on the lake. The house is charming! Plenty of space. We would have stayed longer.. Derrick responded quickly to our queries. All was perfect! Thank you.

2 bd Carriage Hs/Pet friendly-short walk to vilage
This was an absolutely wonderful property! We loved the location and it was a beautiful place perfect for our family of four and two dogs. I loved walking my dogs all over the beautiful lake area. We enjoyed fresh local food, very kind people, and the charm of a small lake town. Thank you to our host for being so responsive and helpful!

Beautiful Suburan Home
Beautiful property in a beautiful, quiet neighborhood. This place was perfect for our family of 5 children. Becca quickly responded to questions. I would definitely stay here again.

Comfortable home available for short term rental
We had a wonderful stay! The house itself is beautiful and well-maintained, and we felt right at home there. Jennifer was incredibly responsive and accommodating, allowing us to check in early and check out late which was a huge help. We truly enjoyed our stay and would highly recommend this property to anyone looking for a relaxing getaway.

3-Bedroom Traditional Home on Large Grassy Lot
Wilma was a great host, and the house is as advertised. We had a quick stay but everything went well.

Lakefront Home: 90 Feet of Frontage, Sunsets, A/C
As described- nice place on the water great for a nice quiet getaway. I would definitely go back. Amenities are super close by and the grill and fire pit are huge adds for an awesome weekend. Some parts of the house are starting to show age a bit and some simple upgrades like bathroom doorknobs could go a long way, but the place is definitely charming and quaint!

Private Finger Lakes Country Escape Wine Country
This place is a gem! The description and photographs clearly show what you can expect. The space is warm, inviting, and just a short drive from town. We had everything we needed…and then some! Tiffany communicates well and is quick to respond. We would stay here again without hesitation. It was such a pleasant weekend getaway!

NoClnFee - 3 bdrm 1 story off 86/14
Everything there are were perfect, but in one room the blanket had so strong smell of baby pee(
Quick stats about house rentals in Penn Yan
Total rentals
40 properties
Nightly prices starting at
$80 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
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Pocono Mountains Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Hudson Valley Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Philadelphia Vacation rentals
- Plainview Vacation rentals
- Jersey Shore Vacation rentals
- Long Island Vacation rentals
- Washington Vacation rentals
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Letchworth State Park
- Cornell University
- Greek Peak Mountain Resort
- Watkins Glen State Park
- Bristol Mountain
- The Strong National Museum of Play
- Hunt Hollow Ski Club
- Taughannock Falls State Park
- Song Mountain Resort
- Chimney Bluffs State Park
- Fair Haven Beach State Park
- Keuka Lake State Park
- Sciencenter
- Cayuga Lake State Park
- Stony Brook State Park
- Cascadilla Gorge Trail
- Sea Breeze Amusement Park
- Watkins Glen International
- High Falls
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes