Family-friendly vacation rentals in Hammondsport

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.

Family · Kitchen · Bathroom

A Wise Getaway / Farm Cottage Near Keuka Lake

Welcome to A Wise Getaway Amish-Built 800 Sq Ft Cottage on 50-Acre Farm No Cleaning Fee Upfront - All-In Pricing *One-time $50 pet fee A peaceful retreat for couples, families & your four-legged friends 2 miles from Keuka Lake & minutes to the Village of Hammondsport, NY Minutes from wineries, breweries, NYS hunting land & Waneta / Lamoka Lakes ♿ Handicap accessible 🐾 $50 pet fee 🔥 Fire pit 📡 Wi-Fi 🍔 BBQ grill Top 5% rated Airbnb in region 20–30 mins to Watkins Glen, Penn Yan & Corning

Family · Kitchen · Getting around

2br Chalet with Hot Tub on a 30+ acre vineyard

Welcome to Whispering Pines, an immaculate 2 bedroom, 1.5 bath chalet on a vineyard overlooking Keuka Lake. Relax on a large, private deck equipped with a year-round hot tub while taking in the beauty of the surrounding vistas. At night, you will be treated to breathtaking panoramas of the celestial bodies above. Located within 10 miles from many wineries, breweries, restaurants, wedding & event venues and local attractions. Truly a unique place to enjoy all that the Finger Lakes has to offer.

Indoor spaces · Family · Decor

Keuka Beach House - Glamping at its best!

My place is right on the lake and great for summer activities. The deck hangs out over the water overlooking the beach and dock. Outdoor opportunities include your own hiking trail on five acres of land behind the house, cycling, swimming, kayaking and canoeing. It's a great place for couples, solo adventurers, and pets who like to swim. Currently, New York State charges 8% sales tax and Yates County charges 4% Occupancy Tax which is added to the amount you pay when booking the space. Sorry.

Kitchen · Indoor spaces · Condition

Heard It View The Grapevine

Walking distance to Dr. Frank's Winery, Barrelhouse 6 Distillery, & Divided Sky Winery. A 6 minute or less drive to Point of the Bluff Winery & Concert venue, Keuka Brewing, Krooked Tusker Distillery, Steuben Brewing, Heron Hill Winery & Bully Hill Winery. Panoramic clear views boast from this hilltop hideaway. Perfect family vacation or couples getaway spot for the ultimate Finger Lakes retreat. Fiber Optic internet at the house. Rare for this area - better speeds and more reliable service.

Indoor spaces · Kitchen · Decor

Lakeview Crossing Vacation Rental

Lakeview Crossing is an 1800s farmhouse that has been completely renovated. The house sits on a hill overlooking Keuka Lake with vineyards below. Located along the wine trail, guests are short trips away from many local wineries, breweries, a distillery and antique shops. The town of Hammondsport is 6 miles away and has 2 local beaches for swimming and lake activity, restaurants, gift shops, antique shops, groceries, ect. There is a large deck overlooking the lake and the vineyards.

Family · Indoor spaces · Parking

Hammy on a Rye 2 Hammondsport NY

There have been professional photos done by the Airbnb photographer, and they are finally here! This is the 2nd Hammy on a Rye right next door to the original Hammy on a Rye started almost 4 yrs ago. This is similar in size and layout as the other home. It has two king-size bedrooms, 2 full baths, a kitchen, a dining room, a living room, laundry, and central air. There is also plenty of off-street parking available. We are putting together the gas firepit and seating now

Kitchen · Indoor spaces · TV

Visions on Keuka Lake-Waterfront!

VISIONS ON KEUKA -NEW DOCK, Outdoor shower -Waterfront cottage -1/2 mile from Downtown Hammondsport -3 bed/2 bath (Sleeps 8 W/ 1 King, 1 Queen, Twin Bunks & Loft with Twin/Full) -12 wineries/breweries in 10 mile radius & great restaurants! -40+ stairs from the road to the house. -Parking is limited. -There is a $325 cleaning/septic fee. If you have more then 6 people and pets you must contact host first b/c there are additional fees ($50/person per day & $50 dog/per-day)

Indoor spaces · Family · Parks

Pleasant Valley Farmhouse

This recently remodeled farm house is located in Pleasant Valley, 5 minutes from downtown Hammondsport and Keuka lake. Originally built in 1920, this house now boasts a brand new open concept kitchen with high end utilities, up dated bathrooms with built in tile showers, three bedrooms, a dedicated laundry room, outdoor patio with picnic table and a fire pit. The property is secluded and private offering a quiet and relaxing atmosphere for your Keuka lake get away.

Family · Kitchen · Grill

Bed n' fix your own damn Breakfast

Come and sit on the Veranda with a glass of wine and some cheese. You will be one block from restaurants and shops and 2 blocks from a public beach for swimming and fishing on Beautiful Keuka Lake. Many wineries, breweries and distilleries within close driving distance. There are also a handful seasonal restaurants right on the water. This is a place to slow down and recharge.

Indoor spaces · Family · Check-in

Slalom Run (Lakefront Cottage)

The beautiful lakefront home sits directly across the road from one of our residential vineyards on gorgeous Keuka Lake. It is a little slice of heaven, perfect for a couples getaway or small family! This charming cottage is complete with recent exterior improvements and all of the comforts of home inside!

Kitchen · Family · Condition

Walk to Keuka Lake | Family Home in Hammondsport

Enjoy your own little home away from home in downtown Hammondsport. This sweet home is recently remodeled and located just a short walk from downtown Hammondsport and Keuka Lake. We are also just a short drive from some of the best wineries and breweries in the area!

Family · Indoor spaces · Cleanliness