
Family-friendly vacation 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.

Timber View At Timber Trails
Escape to the countryside at the charming, “Timber View.” Surrounded by wineries & scenic beauty, this country retreat offers a peaceful getaway for those seeking to disconnect & rejuvenate. Wake up to the sounds of nature, enjoy your morning coffee on the porch, & spend your days exploring the Finger Lakes region with activities like hiking, visiting local farmers' markets, or simply enjoying the tranquility of rural life. In the evenings, gather around the fire pit for stories and stargazing.

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

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.

Private Year-round Lakefront on Seneca Wine Trail
You’ll enter a Large, Luxurious, Private studio apartment in beautiful Arts & Crafts style. *Located on a Town Maintained secluded lake-side road on the shores of the east side of Seneca Lake. *Ten-foot Coffered Ceilings *On the Seneca Lake Wine Trail. *We welcome visitors all year round. A wonderful option for couples looking for a private, quiet place to get away. *Many custom-crafted details. *2 additional guests can be accommodated with a fold-out sofa bed (an additional fee. )

All Seasons Base Camp - Finger Lakes
*King sized bed; Private Entrance; Keurig Coffee Machine; Roku TV; Mini Fridge; Microwave; Toaster; Walk to Main Street, restaurants, wineries, distillery and breweries* All Seasons Base Camp is perfect for a couple or 2 friends looking for a comfortable and convenient place to stay while visiting the Finger Lakes Region for hiking, biking, fishing, skiing, water falls chasing, and wine tasting! No A/C needed.stays cool in the Summer months due to the home being built into the side of a hill.

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.

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.

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.

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.

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.

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

Hamilton House - private 1 bedroom guest suite
Clean, comfortable, private guest suite with separate entry perfect for couples, friends or solo adventurists. Our house is located directly across from the Hobart and William Smith athletic fields, a short walk to main campus and Bristol Field House. Perfect for visiting parents! Half mile to Geneva's vibrant downtown with cafes, restaurants, shops and bars (10 minute walk, 2 minute drive). 1 mile to gorgeous Seneca Lake, walking trails and Finger Lakes Welcome Center.
Popular amenities for Penn Yan family-friendly rentals
Family-friendly home rentals with a hot tub

Peaceful Finger Lakes Studio

Comfort and Luxury- Keuka Lake Dream Property

Bristol Creekside Cottage

Drift Away Hot Tub, Kayaks, Lakefront & Games

FLX lakeview w/ *NEW HOT TUB*, spacious 3 bd 2bath

Hot Tub w/Lake Views & Fast Wi-Fi

Hibiscus Lodge on Seneca Lake

The Lakeview House in South Bristol
Family- and pet-friendly home rentals

Hammy on a Rye 2 Hammondsport NY

No. 3537 Light & Airy Cozy Loft

The Farmhouse next to Abandon Brewing Company

The Tiny House on the Prairie - QKA

Adventure Awaits A-Frame

The Old Whittier Library in Finger Lakes

Hidden Hideaway

Maiden Lane Charm
Family-friendly home rentals with a pool

Villa Vino - Outstanding 4bd home w/Hot Tub & Pool

Fireplace, theater room, & fully equipped kitchen

Camp S’mores- Modern A-Frame with Pool

Charming Pittsford Home-Indoor Pool-4 bedrooms

Sky House- private sanctuary in the clouds

Comfy Ranch House 3BR/2BA

Luxury lakefront apartment - and a private pool!

Foster Hideaway - lake views, pool, hot tub.
When is the best time to visit Penn Yan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,971 GYD | G$35,575 GYD | G$44,573 GYD | G$40,806 GYD | G$42,480 GYD | G$44,991 GYD | G$51,688 GYD | G$51,479 GYD | G$48,130 GYD | G$47,503 GYD | G$43,527 GYD | G$42,271 GYD |
| Avg. temp | -3°C | -2°C | 2°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 11°C | 5°C | 0°C |
Quick stats about vacation rentals that are family-friendly in Penn Yan

Total vacation rentals
Explore 40 vacation rentals in Penn Yan

Nightly prices starting at
Penn Yan vacation rentals start at G$20,926 GYD per night before taxes and fees

Verified guest reviews
Over 2,430 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Penn Yan vacation 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!
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- Cornell University
- Letchworth State Park
- Greek Peak Mountain Resort
- Watkins Glen State Park
- Bristol Mountain
- Chimney Bluffs State Park
- The Strong National Museum of Play
- Sea Breeze Amusement Park
- Taughannock Falls State Park
- Fair Haven Beach State Park
- Stony Brook State Park
- Keuka Lake State Park
- Watkins Glen International
- Cascadilla Gorge Trail
- Hunt Hollow Ski Club
- Sciencenter
- High Falls
- Keuka Spring Vineyards
- Three Brothers Wineries and Estates
- Finger Lakes
- Fox Run Vineyards
- Memorial Art Gallery
- State Theatre of Ithaca
- Montezuma National Wildlife Refuge




