Family-friendly holiday 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.

FLX 2-Lake View Tiny Cabin

Nestled up on a hill overlooking Seneca Lake, watch the sunset while laying in bed or from your own patio with a fire crackling. We are local hosts and will make sure you have an unforgettable stay! Everything you could want to do in the Finger Lakes will be at your fingertips. Wineries galore, two even just next door, multiple breweries nearby, minutes to the lake, 15 minutes to downtown Watkins Glen, 10 minutes to hiking trails at the national forest, or stay in, relax, and enjoy the view!!

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

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! A peaceful retreat for couples, families & your four-legged friends Just 2 miles from Keuka Lake & minutes to the Village of Hammondsport, NY Minutes from wineries, breweries, NYS hunting land & Waneta / Lamoka Lakes ♿ Handicap accessible 🐾 $40 pet fee 🔥 Fire pit 📡 Wi-Fi 🍔 BBQ grill 📺 Premium DIRECTV + Sports Packages Top 5% rated Airbnb in region 20–30 mins to Watkins Glen, Penn Yan & Corning

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.

House on the Hill

A tiny house with the comforts of home. Single Bedroom stair free in-law suite with amazing sunsets and the feeling of being in the middle of the woods while still being close enough to enjoy a reasonable drive to some of the Finger Lakes best hiking trails, food, wineries and other destination locations. If you come in the winter you will want an all wheel drive vehicle if there is snow on the roads, but half a mile down the hill and you are on the state highway to the finger lakes region.

Offgrid Tiny home with private ponds, Finger lakes

This tiny house is surrounded by forest and ponds, just out of Naples. You will have private access to a pond and 15 acres of forest. In winter you are minutes away from Bristol mountain ski resort and Hunt hollow ski resort. For cross country skiing there is Cummings nature centre down the road. This property is in a prime area with lakes to kayak or fish on, many hiking trails including Grimes Glen, and the wine routes and arts and crafts the finger lakes are known for. 2 nights minimum

No. 3537 Light & Airy Cozy Loft

Serene Cozy Loft on acreage •High-Speed WIFI• Our towns little slice of Heaven ✨ 625 sqft Unlimited parking Less than 2 miles to Downtown Corning & few miles from Fingerlakes & Wineries Electronic fireplace Picture frame TV Sleeps 4, queen bed & Sofa Sleeper Washer & Dryer Childproof cabinets Great views, Peaceful & relaxing No cats Outdoor wood & propane fire pit Patio furniture Venue on premise an acre away! If you’re able to book, there will be no wedding during your stay.

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

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.

Acorns Away

Wine country secluded escape. 2 bedroom, 1 bath full spacious (1100 sq ft.) clean & sanitized 2nd floor home on 10 acres bordered with wooded hedgerows. Deck with eating area overlooking fire pit & woods. 55" Roku TV that has some of your favorite channels & music. So much located within 1/2 hour. See below. Great area to bring your bike, hiking gear or boat.

Comfortable country cottage

Take it easy at this unique and tranquil getaway. 45 minutes to three finger lakes, 60 minutes to Rochester, 40 to Corning. Little house with all the basics. Full kitchen, laundry, three full beds, sun room, shower bathroom. Great for a night away or monthly rentals. Dogs are in the yard at times, although the cottage is pet free.