Family-friendly holiday rentals in Penn Yan

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Top-rated family-friendly rentals in Penn Yan

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
A comfortable living area features a green sofa paired with a wooden rocking chair. A dark coffee table sits in front, with natural light illuminating the space through two windows. A dining table with four chairs is positioned nearby, creating a cozy gathering spot.
Apartment in Penn Yan
4.97 out of 5 average rating, 559 reviews

Crows nest lake view flat

Crows Nest is located on the Keuka Lake wine trail. It is next to Red Jacket Park and Morgan Marine on one side, Seasons on Keuka Lake on the other. Very close to Penn Yan/Yates County Airport and between the Main Deck restaurant and Route 54. The property is NOT water front. Keuka Lake is accessible thru Red Jacket Park and visible from the property, but not directly on the water. There is a sidewalk from the property to town for Guests who prefer to walk, approximately 1 mile to Village center

Top Guest favourite
The exterior of a lakeside home is displayed at night, showcasing a vibrant red roof and large glass windows. Outdoor seating with string lights creates a welcoming ambiance. Kayaks are visible next to a well-lit dock leading toward the water.
Chalet in Penn Yan
4.94 out of 5 average rating, 158 reviews

HUGE Covered Porch ON LAKE-Kayaks/Bikes/Air Hockey

ON THE BEACH offers all the comforts of home! No steps to entry! Right on the water! Dock, boat hoist, kayaks, and bikes! With 3 bedrooms and 2 baths, laundry, a fully stocked kitchen, WIFI, and big screen TV's, you'll feel comfortable immediately. The game room has an XBOX 360, Big Screen TV, & Air Hockey, plus a cozy fireplace. This year round home offers A/C plus ceiling fans in the summer and gas heat in the winter. Close to town, restaurants, wineries, breweries, distilleries, and skiing

Top Guest favourite
A serene lake view is framed by window panes, showcasing a colorful sunset reflected on the water. Outdoor seating is visible on the deck, with potted plants adding a touch of greenery. The atmosphere appears peaceful and inviting.
Cottage in Penn Yan
4.97 out of 5 average rating, 248 reviews

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

Top Guest favourite
A cozy bedroom is highlighted by a spacious bed topped with a patterned quilt. A small table and chair set is positioned nearby, complemented by a wall-mounted flat-screen TV. Soft lighting is provided by a window partially covered by a dark shade.
Home in Penn Yan
4.95 out of 5 average rating, 110 reviews

Modern Colonial Walking Distance to Town & Outlet

Perfect destination for families or friends seeking to experience the beauty of the Finger Lakes. Located steps from the Outlet Trail. This clean, and spacious home offers convenience, charm and comfort. Walking distance to downtown area restaurants. This is an ideal location to access both the Seneca and Keuka Lake wine trails. Two blocks from the public boat launch with plenty of off street parking for your boat and trailer. Barbecue on the grill or relax outside on the patio by the fire.

Top Guest favourite
A single-story cottage is set among lush greenery, featuring a welcoming front entrance with a blue door. The well-maintained yard includes vibrant shrubs and trees surrounding the home, with a large garage visible to the right, adding to the property’s charm.
Cottage in Penn Yan
4.99 out of 5 average rating, 152 reviews

Blūm on the Hill Cottage in the Finger Lakes

Enjoy a peaceful stay in our cottage located just over 2 miles from the quaint village of Penn Yan on Keuka Lake. Relax in the newly renovated 2 bedroom, 2 full bath home with a fully equipped dine-in kitchen, spacious living room with electric fireplace, and dining room. Enjoy the fresh air on the back deck with Keuka Lake peeking through the trees. Take in the sites of the many trails, vineyards, breweries and state parks in the area during your stay. So just relax, you're on lake time.

Guest favourite
A serene lakeside view features soft clouds illuminated by warm sunset hues, reflecting on the calm water. Docks with boats are visible along the shoreline, framed by lush greenery and distant hills, creating a tranquil atmosphere.
Cottage in Penn Yan
4.9 out of 5 average rating, 101 reviews

Enjoy spectacular sunsets at The Chalet at Keuka!

The Chalet at Keuka is a lake lover's dream! Right on the water, you can enjoy panoramic views and beautiful sunsets on the spacious deck, or in one of two Florida rooms! You're in the heart of Finger Lakes, and a short drive from wineries, breweries, restaurants and parks. We allow up to two small breed dogs (up to 10 lbs), or one large breed dog. A couple of things to note: There are stairs leading to, and inside the cottage. Also, for guests over 6' 3", a few of the doorways are low.

Top Guest favourite
An inviting a-frame cabin is surrounded by a snowy landscape, with evergreen trees in the background. Ski equipment is propped against the front, and a wooden sled rests nearby in the snow. A festive wreath adorns the door, adding a touch of seasonal charm.
Tiny home in Odessa
4.98 out of 5 average rating, 108 reviews

Adventure Awaits A-Frame

Take a break and unwind at Harpy Hollow in this cozy 12x16 A-frame cabin. Nestled in the forest of wine country, there’s plenty of adventures just waiting for you! From hiking to biking, breweries, wineries, distilleries, or just relaxing by the fire. You will find a comfortable place to relax after a long day of making memories. The cabin has a full size bed with all of the linens. The shared restroom and shower are only a short walk from the cabin. Please read property and other details.

Top Guest favourite
An outdoor deck is shown with a wooden frame, featuring a glass-top table surrounded by six beige chairs. The scenic view of lush greenery and distant hills is visible in the background under a clear blue sky.
Home in Penn Yan
4.97 out of 5 average rating, 210 reviews

Guyanoga Getaway ~Peaceful~ 5 min. to Keuka Lake

Nature lovers! Ideal vacation home for a small family, couples getaway or girls/guys weekend. Nestled in the woods, this secluded cabin-like ranch home has a beautiful view of the Guyanoga Valley. Located only 2 miles from Keuka Lake State Park, and a short drive to Penn Yan, this 3-bedroom has all of the comforts of home. Enjoy a cup of coffee on the deck. Minutes away from the lake; breathtaking scenery, wineries and craft breweries. You'll find small-town hospitality in Yates County.

Top Guest favourite
A wooden dock extends into the calm waters of Seneca Lake, featuring a ladder for easy access. Two chairs are positioned on the dock, inviting relaxation. The overcast sky reflects softly on the water's surface, creating a serene atmosphere.
Home in Penn Yan
4.99 out of 5 average rating, 265 reviews

Waterfront Escape in Seneca Lake Wine Country

A true refuge... peaceful, quiet and majestic. The house is right on the lake with gorgeous views of Seneca lake. Large windows overlook the lake from the living room and front bedroom. Single family detached home situated on a dead-end street limited to local traffic, this 2 bedroom, 1 1/2 bathroom year-round home will provide you with everything you need for your next getaway. The house is perfect for 2 couples or a family of four. Bonus room above the boathouse with a pull out sofa.

Guest favourite
The historic Victorian home features a light blue exterior with intricate wooden detailing. Large windows allow natural light to illuminate the interior, and a welcoming porch with decorative supports enhances the entryway. The roofline is gently sloped, adding to the charming character of the property.
Apartment in Penn Yan
4.71 out of 5 average rating, 213 reviews

Budget Petfriendly 2nd fl Studio in PY walkable

1870 Historic Victorian 2nd floor studio with separate kitchen. No parties. No smoking or vaping inside of the unit please. No parties. Guests need to climb deck stairs and inside staircase to access apartment. Steps from downtown, near wineries, breweries, restaurants. Locally owned family home with pets. Stove, microwave, blender, toaster, refrigerator, coffeemaker. Propane BBQ grill Queen, single day bed trundle underneath (all beds in the same room) Free wifi, Netflix, Roku tv

Top Guest favourite
A tiny house on wheels is set against a backdrop of autumn-colored foliage and Keuka Lake. Two tall trees provide shade, while a glimpse of the water can be seen in the distance. Fallen leaves blanket the grassy area, enhancing the natural setting.
Tiny home in Keuka Park
4.97 out of 5 average rating, 133 reviews

The Tiny House on the Prairie - QKA

A little slice of calm and contentment in this rustic well appointed tiny house on wheels. IT'S GETAWAY TIME! Perfect for a couple. Stunning views of Keuka Lake. Fully furnished kitchen, deck with patio furniture & propane gas grill. Fire pit with adirondack chairs. Enjoy the symphony of the night time under the stars with s'mores. Great location to the wineries, breweries & restaurants. 3 minutes to Keuka Lake State Park. Almost everything we have is made in the USA.

Top Guest favourite
A serene lakeside home is positioned on a gently sloping green hill, featuring a spacious deck that overlooks the water. Surrounding trees provide a natural setting. The structure showcases large windows, allowing for abundant natural light and expansive views of the lake.
Home in Penn Yan
4.98 out of 5 average rating, 266 reviews

Beautiful Keuka Lake home close to Penn Yan.

Welcome to Keuka lake in this beautiful home that boasts 3 master suites. The living room has a panoramic view of Keuka Lake. There is a deck off the top floor and a patio off the first floor to sit and enjoy the lake view as well. From the downstairs patio you are only a few steps to the beach. At the end of the dock the lake is only 3 feet deep so it’s excellent for swimming. Everything in this house is new and very clean. We are a mile from downtown Penn Yan.

Popular amenities for Penn Yan family-friendly rentals

When is the best time to visit Penn Yan?

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Avg. price$251 NZD$288 NZD$361 NZD$331 NZD$344 NZD$365 NZD$419 NZD$417 NZD$390 NZD$385 NZD$353 NZD$343 NZD
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Quick stats about holiday rentals that are family-friendly in Penn Yan

  • Total holiday rentals

    Explore 40 holiday rentals in Penn Yan

  • Nightly prices starting at

    Penn Yan holiday rentals start at $170 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,430 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Penn Yan holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Penn Yan rentals

  • 4.8 Average rating

    Penn Yan stays are highly rated by guests—averaging 4.8 out of 5!