
Family-friendly holiday rentals in Penn Yan
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Top-rated family-friendly rentals in Penn Yan
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Popular amenities for Penn Yan family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful Cayuga Lakehouse weekly rentals July Aug
This location is beautiful! Right on the lake. Easy to go down the stairs to the water. Randall was an excellent host and very responsive. The home is lovely and well kept. We had everything we needed. The hot tub was perfect! We used the canoe and kayaks and had a wonderful time on the lake. We would most definitely rent this again and we’ll keep it on our list! Highly recommend!

Drift Away • Hot Tub, Kayaks, Lakefront & Games
Drift away was a wonderful cottage right on the lake. Place was extremely comfortable. Beautiful views. We didn’t have the greatest weather which would have made the trip so much better, so we hope to plan a trip back soon.

Peppermint Cottage
Peppermint Cottage was everything we hoped it would be! The scent of peppermint welcomed us upon our arrival. The fireplace and wide-plank floors created a perfect ambiance as we enjoyed the comfortable, cozy living room. The beds were comfy and the sheets crisp and clean. We enjoyed our stay so much that we hope to visit again someday.

Farmhouse Retreat @ Applegate Studios
The place was spacious and relaxing. It had a lot of charm - we loved the old farmhouse feel - and it had everything we needed. I appreciate little things like the electric tea kettle, and that there were extra towels in each bathroom. David was very responsive and helped when we had a small issue, but gave us plenty of space / privacy. We hope to return sometime soon!

Cabin in the Finger Lakes
This was our second stay in a short time frame and each time was equally as amazing! Great amenities, perfect space for a peaceful getaway and still close enough to many wineries. We also love being able to travel with our furry family members so it was a great yard for them as well! Clean and well-maintained , would recommend for a relaxing escape!

Dog-friendly cabin with hot tub and breakfast deli
It was a beautiful little cabin with everything you could need and want! The breakfast they delivered was delicious! It was an all around easy and peaceful stay!

Burdett Home with a View. Perfect location.
My family and I enjoyed our stay. It was such a cozy and peaceful location and had a beautiful view of the lake. The house was as described and came with all the mentioned amenities. Watkins Glen State Park is about 10-15 minutes away. Would return again!

Seneca Sunsets: private lakefront, dock, hot tub
Very nice little home which sits on Seneca lake. A beautiful view of the sunset the lake is in full view sitting in the house. Everything was there for us as far as toiletries and bath supplies and a full kitchen.
Family- and pet-friendly home rentals

Ithaca Music-lovers Barn
This place is truly unique. It's a get away space for musicians who share it when they aren't using it. The place has been built up and settled in. It's gorgeous, the location and the barn architecture. But it's not uptight. It feels like late 60s - early 70s rock and roll, or like classic country music. Maddy's family has a phenomenal record collection and the stereo sounds SO good. The albums we brought came to life there. There's also an excellent book collection, lots of rock and music stuff but also philosophy, literature, eco books, and classic kids book (lots of kids books and a massive toy trunk with toys for kids of all ages!). The kitchen has got pretty much everything you need, and all the basic amenities and appliances. Around about are lots of area lamps, interesting hangings, colored glass, rugs, throws, and well cared for house plants. Finally, the pond and field have not been chemical killed. So, there are lots of birds, frogs, fish, and nests.

Retreat @ Keuka Cabin
We enjoyed our time at this peaceful location in the country. The cabin was very comfortable and had all of the necessary amenities. It was a great location for visiting the many parks , tourist attractions and towns in the finger lakes region.

Springs Retreat Cabin Rental
Very cool place. Very comfortable and close to town. Friendly and helpful hosts. One of the best places I’ve stayed.

Magnolia Lakeside Cottage
Catharine did a fantastic job setting us up with a wonderful home right on Seneca lake. She was verry attentive, and did her best to meet the requests or queries we had. Magnolia is a beautiful property and I would love to go back again. Very close to some local wineries which we indulged ourselves in, the town of Geneva is pretty cool too with some good restaraunts and friendly people. I loved this trip, it was just what we all needed before we start a busy summer season. Thanks again Catharine!

Crows Nest, Pet-friendly, Private, Wooded Retreat
Genuinely a great place. Me and my family visited here over memorial weekend and had a blast walking down the trails or fishing down at the pond with everyone. Place is very clean and the view is even better in person than in the photos.

Intimate Stay with Lake View in Wine/Beer Country
Great spot! The cottage itself was perfect for my wife, myself and 2 small dogs. It was comfortable, private, and mostly quiet. I say mostly as it is located alongside the primary wine trail road for east Seneca lake, so you will occasionally hear some cars whizzing by, but not bad at all, especially when inside. The location for me was also a big highlight! Closely located to some wonderful wineries/breweries, good eats, and parks. Watkins Glen is only like a 15 min drive. I would stay here again.

Hayt's Chapel
We had a lovely stay at this beautiful location, thanks so much Alexa!

Modern Forest Retreat Close to Ithaca/Watkins Glen
You can't stay here, because we live here now! :P We couldn't have asked for a better stay to celebrate our 10th Wedding Anniversary, back in the place where we got engaged & honeymooned, and later lived for 5 years. Sarah and Jeremy's place was the perfect home away from home with our toddler, which is all one level and very family friendly. We appreciated having the bathtub & the darkness of the back room when the curtains were pulled made for great sleep for our little guy. The front and back yard is safe and far back from the main road. An extra bonus is the amazing art by Jeremy throughout the home. The kitchen has all essentials and starter items. The house is a short 15-minute-drive from some of our favorite places including Trumansburg (Gimme Coffee, Main St Market, Sundrees), Hector Wine Company, Grist Iron, Watkins Glen State Park, and 5 minutes from Overlook Coffee. We also enjoyed the short commute to the Ravine Trail and other Finger Lakes National Forest trailheads.
Family-friendly home rentals with a pool

Beautiful Victorian Farmhouse
Gratitude and Grace is an escape from the ordinary. Its a beautiful unique property in the country that was just about perfect for me and 7 bridesmaids for my low key Bachelorette. The grounds are lovely and well maintained, as it is normally a wedding venue. The inside of the mansion is eclectic and vintage. Ron is very nice and accommodating as well. Some things i may improve: Soap was watered down in all bathrooms Beds werent exactly comfortable, they seemed very old. Hot tub was just nice, It didnt get very hot though and the water was a bit cloudy The most comfortable bed is in the tiny rennovated garden shed. Although peaceful, we did have to request it be opened so we had the 8th bed as advertised. 2 girls had to bunk up together the 1st night, no big deal but would have been nice to know the 8th bed wasnt automatically available. The 7th bed is a fun loft with a ladder above a king sized bed. It was cute, but the bed was very uncomfortable so no one wanted it.

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!

1800's fingerlakes farmhouse
A great rustic getaway! It was great being between cayuga and seneca lakes - everything was a 20 min drive to see beautiful falls in every direction, great wineries/cideries (finger lakes cider house had amazing food to go with the cider), great restaurants (stonecat and elf in the oak) and Ithaca Farmer's Market (must see - so plan a Sat or Sun there). Sunsets were fabulous from the porch and over the fields and the hens were a joy to experience - so cute - and the gentle Q was so good with our cautious rescue pup. But the best part of the stay was Carey's hospitality - tending to every need and providing great suggestions of things to do/see tailored to our interests and giving us a true taste of the area - with local fresh eggs, fruit, wonderful baked bread, granola, cider, wine, cheese, baked goods and the best yogurt ever! We didn't even miss the tv (during football and world series even)!

Esten-Wahl Farm - Historic Landmark Victorian Home
Magnificent homestead built in 1855. Beautiful grounds. Loved the animals in the barn. Lovely tennis court and swimming pool. Comfy beds! Martha was totally responsive and helpful. Peaceful and relaxing stay!😊

3 bedroom/1 bathroom Taughannock Rental-right side
We had a fantastic stay at Deborah's property! The location was perfect for exploring the Finger Lakes, and the house was cozy and accommodating for our group of six, plus our dog. It was also infant-friendly, which made our stay even more comfortable. The hot tub and games were definite highlights, adding to the fun as we traveled from Canada to connect with family. Deborah's communication was excellent throughout our stay. I highly recommend this property!

1 bedroom/1 bathroom Taughannock Rental-left side
Thanks so much- we loved our stay!

Luxury w/ pool, hot tub, sauna & spa bathroom
absolutely amazing! every single aspect of the home was incredible. humongous inside, grand master bed/bath. immaculate accommodations. beautiful backyard! pool, hot tub, the best showers, 3 person sauna worked amazing. tons of space to spread out. our party had 11 people in it and noone was near one another. we all had tons of space. the showers and water pressure was to die for. ill never enjoy a shower as much as I did being here. host was amazing. great communication. very clear and responsive to any questions. by far the best home ive ever stayed in and I'm sure ill never ever find one this amazing again. will 110% return in the future. I wish I could live here!

Private Guest Suite/RIT-UofR-airport
I really enjoyed staying at Gina's place, highly recommend. I like the location as it is near applebees and walmart. Very comfortable and would stay there again.
Quick stats about holiday rentals that are family-friendly in Penn Yan
Total rentals
40 properties
Nightly prices starting at
$103 SGD before taxes and fees
Total number of reviews
2K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
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- Letchworth State Park
- Cornell University
- Watkins Glen State Park
- Greek Peak Mountain Resort
- Chimney Bluffs State Park
- The Strong National Museum of Play
- Bristol Mountain
- Taughannock Falls State Park
- Sea Breeze Amusement Park
- Fair Haven Beach State Park
- Song Mountain Resort
- Stony Brook State Park
- Cayuga Lake State Park
- Hunt Hollow Ski Club
- Keuka Lake State Park
- Watkins Glen International
- Sciencenter
- High Falls
- Cascadilla Gorge Trail