Family-friendly vacation rentals in Penn Yan

Sunset Paradise Cottage

Welcome to "Sunset Paradise”! A 4 bedroom, 2 bath picturesque lakefront cottage located on the eastern shore of Cayuga Lake in the heart of the beautiful Finger Lakes region of New York State. This property features a fully screened in porch, upper and lower decks, a relaxing 6-person hot tub, a private dock with a large sun deck, 1 boat lift, & 1 PWC lift. Fish off the dock, float on a tube (we can rent ours!), relax in the oversized hammock or enjoy a paddle in the 2 kayaks provided for use.

On Lake, Stunning Views, Sunrises, Pet Friendly!

We are right on the lake! The view is amazing and the atmosphere is serene and relaxing. Conveniently located. The fully stocked cottage is comfortable and offers a homey feel - clean, updated. Gas fireplace offers additional warmth & ambiance. Fabulous deck with amazing views! Dock/beach area with fire pit. Master bedroom - watch the sunrise right from bed! Kitchen is fully stocked, seating for 6, laundry and two bathrooms. Plenty of parking and a lovely private yard. Linens included

High Above Cayuga's Waters

Airport a mile away! Spacious 3 bedrm 3.5 bath townhome with exquisite resort decor. Check-in to Ithaca and you will never want to leave this home. Five minutes from Cornell University Campus. Fifteen Minutes from Ithaca College Campus. Climb the Clock tower at Cornell. Visit the wonderful wineries along Cayuga Lake or Just relax after a busy move in day for your college scholar. Perhaps all you need is to make a nice pot of tea to rest your weary muscles from moving those boxes into the dorm.

Vineyard Villa B

Make your memories here! Conveniently located on the Seneca Lake Wine Trail, enjoy beautiful panoramic views overlooking sprawling Vineyards and Seneca Lake. There is much for you to do (and taste!) here in the Finger Lakes, so grab your favorite person and treat yourself to an unforgettable stay! ✔ 2 Private Balconies with Views ✔ Located on the Wine Trail ✔ Living Room ✔ Full Kitchen ✔ Large Yard (Fire Pits, Grill, Seating) ✔ Smart TV ✔ Wi-Fi ✔ Parking ✔ Onsite Restaurant See more below

Year Round Blue Star Cayuga Lakefront House

Welcome to our spacious updated 3 bedroom home with two full bathrooms and one half baths. On Cayuga Lake,it is perfect for family vacations or couples looking to get away. Swimming, fishing, kayaking, leaf watching, star gazing, ice skating, ice fishing, this is a year round destination. Beautiful modern kitchen and a great big deck off the house and dock for warmer weather. Great location for wine and beer trails as well as woman’s museum. No additional cleaning fee! NO PARTIES!

Hook, Wine and Sinker

Completely updated in 2022! Canandaigua lakefront 5 minutes outside of Naples, NY! Level lakefront- Stunning views of South Hill- perfect for autumn leaf gazing and also summertime swims off the permanent dock. With kayak, inflatable toys, gas BBQ, WiFi, cable TV & electric awning over a picnic table. Enjoy s’mores over the campfire pit. Tastefully decorated, well equipped kitchen, washer/dryer & bedroom AC. Escape to the vineyards, Bristol Mtn. & all the Finger Lakes has to offer!

Keuka Lake Overlook & Dock @ Splitrock

Wonderful vacation rental for families or couples, lots of space indoor & out. Lake view with lake access (across the road-600ft). Pontoon boat tours & rentals available for guests ! Located on the Keuka Lake Wine Trail! Close to Hammondsport, Penn Yan & Watkins Glen. Only 7 miles from the quaint village of Hammondsport, that offers a local grocery store, small shops, and restaurants. Message me for seasonal discounts!

Cozy Cottage

This cozy home offers two bedrooms, a double and a queen both really comfy, wood stove and electric fireplace for cozy winter evenings and beautiful park like out door setting with Weber grill and fire pit for warm summer nights. The large yard is fully fenced for your (well behaved 😊) furry friend. Just blocks from downtown, you can walk to dining, events and entertainment.

Water’s Edge • Lakefront w/ Kayaks, Fire Pit & Doc

Water’s Edge is a lakefront retreat perfect for families, couples, or friends traveling together. Spend your days kayaking, wine touring, grilling, and swimming—then unwind by the fire or stargaze from the dock. With two private living areas and unbeatable lake views, it’s the ideal setup for shared adventures and personal space.