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

Flat in Penn Yan

4.97 out of 5 average rating, 526 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

Guest favourite

Home in Penn Yan

4.92 out of 5 average rating, 186 reviews

Keuka Lake Hilltop Cottage

This is a unique modern home on a beautiful setting. A circular, 15 sided layout with lots of light overlooking Keuka Lake. Well furnished in a country setting. Enjoy the fresh air and quiet. Internet from TMobile 5G. No network TV included. Guests should bring their own media devices. A HDMI compatible TV is provided. No air conditioning but high airflow due to fans, circular house and bluff location. Memory foam pad is available for use with futon or fold out. Monthly discount only Nov to Mar.

Top guest favourite

Home in Penn Yan

4.99 out of 5 average rating, 232 reviews

Experience Finger Lakes at The Best of Both Abode

Nestled on the main road just inside Penn Yan, Best of Both Abode is a split-level home in the heart of the Finger Lakes. About 30 minutes to Watkins Glen, Geneva, or Canandaigua. Dozens of wineries, amazing state parks, beautiful lakes, waterfalls, farms, breweries, shopping, and so much more all close by. The perfect place for couples, families, groups of friends, and traveling workers. Enjoy our spacious lawn and deck, or cozy up inside. We invite you to come make yourself feel at home.

Top guest favourite

Guest suite in Penn Yan

4.95 out of 5 average rating, 190 reviews

Overlooking beautiful Keuka: Sunrise to Sunset!

A self-contained apt right in the heart of the beautiful Finger Lakes. Close to Keuka College, parks, restaurants, museums, trails, wineries, and kayak/bike rentals. Room for boats/trailers. Self-check in with lock box Super clean, lower apartment features a private entrance. It has a large bedroom with a comfortable king size bed, convertible to two twins, upon request. Twin/mattresses on floor can sleep up to 2 children ($15 ea) or 1 more adult($40)per night Private bathroom with shower.

Top guest favourite

Cottage in Penn Yan

4.98 out of 5 average rating, 131 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.

Top guest favourite

Farm stay in Penn Yan

4.98 out of 5 average rating, 223 reviews

Modern, bright & calm 1 BR / 1 bath farm retreat

Let the calm, quiet beauty of New York’s Finger Lakes region renew you at this modern and bright on-farm escape right on the Seneca Lake Wine Trail. Enjoy our outdoor space and the comfort of our new building's private second floor which features natural lighting, a private entrance, self check-in, marble countertops, tile throughout, a custom bathroom, in-floor radiant heat, WiFi, no TV and a spacious deck overlooking Black Squirrel Farms, a black walnut growing and processing operation.

Top guest favourite

Guest suite in Dresden

5 out of 5 average rating, 250 reviews

Finger Lakes Wine Country Suite

Beautifully restored 1875 village home 2 blocks from Seneca Lake, in the heart of wine country. Our quaint village is centrally located on Seneca Lake where over 50 wineries/breweries await you. Keuka outlet trail is a few blocks away- use our bikes to explore gorgeous waterfalls and trails. Your spacious private suite has a separate entrance and porch all to yourself with mini frig,microwave and Keurig. along with an en suite bathroom. The Copper Barn next door has additional lodging.

Superhost

Flat in Penn Yan

4.71 out of 5 average rating, 191 reviews

2nd Fl. Studio Walkable In town no cleaning fee

1870 Historic Victorian 2nd floor studio with separate kitchen. 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, YouTube tv

Guest favourite

Campervan/Motorhome in Naples

4.86 out of 5 average rating, 108 reviews

Off Grid Bus at Bright Sky Farm

Unplug- and recharge- in our rustic converted school bus. Swim in the pond, meditate in the garden, pick raspberries and see some of the best night sky viewing around. Visit with the farm animals and tag along for chores if you want. This skoolie is far from the swanky, expensive ones you've seen on social media- this is a simple, rustic and very old bus that we were lucky enough to live in with our kids while we looked for our perfect farm, and now we're happy to share it with you!

Guest favourite

Tent in Odessa

4.89 out of 5 average rating, 102 reviews

Forest Glamping

Get away from it all when you stay under the stars in a large canvas bell tent with a real, full size bed. Tucked into the woods, just a short distance from Watkins Glen and the Seneca Wine Trail. The shared modern bath house is a short walk from the site with running potable water and a shower. The property is off grid (no electricity) which means excellent star gazing! Linens are provided. The site also has a fire pit with seating for relaxing. See “other details to note”

Top guest favourite

Cabin in Penn Yan

4.92 out of 5 average rating, 235 reviews

Penn Yan/Keuka Lake/Wine Trail, Outlet Trail Cabin

2016 Cabin borders the Keuka Lake Outlet/Trail. The Keuka Lake Outlet is the waterway that runs from Keuka Lake to Seneca Lake. The Outlet trail is a 6+ mile walking/biking trail with great views, waterfalls, etc. Cabin has heat/A.C, microwave, refrigerator, coffee pot, USB charging outlets for cell phones. Outdoor cook grill and fire pits for campfires. If more sleeping capacity is needed let us know ahead and we can park our camper there for you (added fee)

Top guest favourite

Guest house in Penn Yan

4.98 out of 5 average rating, 120 reviews

Quiet Guesthouse near Keuka Lake and Penn Yan!

Welcome to our cozy guesthouse! Nestled in the Fingerlakes Region of New York, it's the perfect place to rest after a day spent exploring our beautiful lakes, wineries, hiking trails, and so much more. Our guesthouse is located 2 minutes away from the Keuka Outlet Trail, 5 minutes from Penn Yan and Keuka Lake, and just minutes away from several local wineries. In the winter, we love to visit Bristol Mountain Ski Resort, 45 minutes from us! We can't wait to host you!