Tiny house holiday rentals in Ontario County

Chickadee Cabin: A Peaceful Finger Lakes Retreat

Enjoy a peaceful escape into the woods at Chickadee Cabin! Tucked into the hillside with scenic views of nearby Honeoye Lake, this cozy cabin offers the perfect blend of seclusion and convenience. Unwind in nature while being a short drive from local wineries, breweries, hiking trails, and Bristol Mountain. Come relax and recharge in our cabin retreat! WINTER WEATHER ADVISORY: An all-wheel or 4-wheel drive vehicle is required to get up the driveway in snow. Stay 7 nights or more and save 20%!

Walnut Pond Retreat-Private house & scenic grounds

Perfect getaway for nature lovers, or as an Artist's retreat. Pristine wooded hills, wildlife, greenery & fall foliage each in their season. Striking aquatic views of large manicured pond with water lilies to please Monet, and a dock from which to paint them. Diverse wild birds at established feeders & generally on the property. Wood burning fireplace inside & fire pit out. Full kitchen. Gas grill. Extra space. Laundry. Small library / reading room. 5 miles to nearest town. New Cable WiFi.

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

Whenland off grid tiny house with wood stove

Whenland is the name of this extraordinary 3 acre wooded property nestled in the hills of Naples, NY. Feel like roughing it, but don’t want to get too rough? Nestled back away from the road you'll find a fire pit, a small wooden handmade log bridge, repurposed material sculptures, and a wood stove heated tiny house from a repurposed trailer. This place has solar energy only, no running water and a composting toilet outhouse. Wine country, hiking, lakes, gorges, nature rich earth abound!

Quiet,peaceful,relaxing.Honeoye Hidden Gem!

Stay in our cozy, completely renovated cabin in the woods where elegance meets quaint…nestled in the Finger lakes and wine country region..to include craft breweries as well..Includes all new appliances /heat /AC with all the comforts of home! Also has an automatic generator in the rare event of power failure. This property offers 1 mile of mowed trails and 60 acres to explore! Hiking, cross country skiing and snowshoeing available.Snowmobiling trails and ski resorts just minutes away.

Peppermint Cottage

Nestled in peaceful Upstate N.Y., between Finger Lakes Wine Country and Lake Ontario and right in the heart of the Erie Canal is the Peppermint Cottage. The Peppermint Cottage is a unique destination. The Peppermint Cottage is a place for guests to “Step Back in Time” and experience the simple pleasures of life including a warm fire, relaxing under the stars in a hot tub, sauna or strolling our gardens. Family friendly establishment. Birders, bicyclists and outdoor enthusiasts welcome.

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.

Unique, renovated country cottage

A quiet very relaxing private home out in the Finger Lakes region. High speed internet & roku tv provided. Gas fireplace, airconditioning. Open loft bedroom with great star gazing while laying in bed. There are multiple wineries and breweries that are just a short drive. Penn Yan, Hammonsport & the town of Naples just a short drive. Kueka Lake State Park 5 miles away. Note: Sorry this cottage is not suitable for small children, due to the loft cable style railings.

The Hideaway on Hobart - New / Recently Renovated

*This property just completed a FULL RENOVATION in 2023. Steps from Honeoye Lake* The Hideaway on Hobart is a newly remodeled cottage steps from the hidden gem of the Finger Lakes, Honeoye Lake. The house is conveniently located at the north end of the lake and has full access to a private community beach, park and boat launch. The property has 2 bedrooms, one of the best kitchens/common spaces on the lake and an AMAZING deck. Two ski resorts within 15 minutes.

Little Lodge in Hemlock

Adventure awaits you in this rustic getaway. This tiny home used to be a hunting lodge and we have renovated and updated the space to be a peaceful spot for whatever brings you out our way. We like to think of it as the bee keeper’s lodge. Close to Hemlock, Canadice, Honeoye, and Conesus lakes for hiking, fishing, kayaking, or picnicking. Or enjoy a night in! There is a gas grill, patio, outdoor dining area, fire pit, and a game shed out back.

1 Bedroom Bungalow on the Seneca Lake wine trail

Newly remodeled and fully outfitted bungalow, 3 miles from Geneva, across the road from Seneca Lake, and right in the heart of wine country. Peaceful country setting with the convenience of being near a bustling, walkable town, and two restaurants within a half mile. Owners affiliated with neighboring Roy’s Marina which offers access to kayak and boat rentals as well as launching and dry docking. Ideal for a weekend of wine and/or fishing.

"Charming Barbara" Cottage on Seneca Lake!

In the heart of the Seneca Lake Wine Trail, my lakefront cottage has incredible views of Seneca Lake. Only 8 miles from Geneva, you can enjoy the VERY popular food scene, Smith Opera House, and Seneca State Park. Right down the road is Historic Watkins Glen. Just a stones throw away, for amazing shopping and Star studded entertainment, is Del Lago Casino and Waterloo Outlet mall.