Family-friendly holiday rentals in Skaneateles Lake

Cottage Over Water - Skaneateles Lake

Located directly over the beautiful waters of Skaneateles Lake. Enjoy incredible views and immersive soundscapes from a rustic, knotty-pine cottage. Ideal for small-family vacations & couples retreats. Sleeps 4-6. Includes: updated kitchen, bathroom, queen bed set, sleeping loft (w/queen), 8 pc. modular sofa, TV, cable, wi-fi, heat, a/c, water & ice. Patios have seating for dining, sunbathing, net-covered bunk bed, boat dock, swim dock (Jun-Sep), gas grill, big swing, 4 kayaks & a paddle board.

Waterfront Home with Sauna on Seneca Lake FLX

Unwind at Red Oak Retreat, a private waterfront home located in the heart of Finger Lakes wine country! This Seneca Lake escape features an expansive deck with magnificent sunset lake views, 100ft of lakeside lawn with a fire pit and kayaks. The property also boasts a two-story seasonal lakeside boathouse with bedroom and game area. Enjoy more than 15 vineyards within a 5 minute drive, with Watkins Glen State Park, "The Glen" Race Track, and Finger Lakes National Forest are only 15 minutes away.

The Lakeview Chalet: Cozy & Chic, Hot Tub, Games

Relax & unwind to a backdrop of Canandaigua Lake! This rustic chalet on a private setting has that cozy cabin feel with modern styling and luxurious amenities including a gas stove fireplace, hot tub, nostalgic games, library, outdoor fire pit & more! Amenities Include: Hot Tub with Lake View Gas Stove/Fireplace Fire Pit BBQ Grill Foosball Table Board Games A/C in Loft BR Heat Parking: 4 Spaces High-Speed Internet/Wifi Smart TV/Cable Library Desk Alexa Speaker Telescope STR Permit #: 2023-0073

Hot Tub + Rare Flat Lakefront | Dock & Kayaks

Private lakefront home on Owasco Lake in the Finger Lakes with stunning sunsets and rare level access to the water—no stairs. Enjoy a large flat yard, private dock, paddle boards, kayaks, and a new grill. Inside a 75” smart TV, fast Verizon Fios Wi-Fi, A/C, and smart TVs in every bedroom. The master suite includes a private deck with lake views. 15 minutes to Auburn and Skaneateles, and close to wineries, breweries, golf, and charming lake towns. New luxury 6 person hot tub installed June 2026

Firepit & Trail Retreat | Skaneateles Farmhouse

Privately set on a quiet street, this bright, modern home gives you and your group the rare feeling of complete seclusion — a firepit for evening gatherings, a private 0.75-mile trail on the property, and a fully private lot — with the charm of Skaneateles Village just a mile down the road. Lovingly renovated and flooded with natural light, the home comfortably sleeps 8 across four beautifully designed bedrooms and two distinct living areas. It's calm, it's spacious, and it's entirely yours.

Lakefront Getaway - Relax & recharge on Song Lake!

Private lakefront getaway on Song Lake! Spectacular rural setting with room to roam. Enjoy views of autumn foliage by day, relax by the firepit at night! Private deck & dock - bring your kayak and fishing gear! Fully equipped kitchen. Outdoor gas grill. 5 min to Onco brewery. 2 min to Heuga's Alpine & Song Mountain. Ski/snowmobile in winter. Year round access to Finger Lakes wineries, breweries, spas. 25 min to charming Skaneateles dining & shopping. Near 6 colleges including Cornell & SU.

Gorgeous Lake Home Spectacular View

Rest and relax at this custom-built lakefront home with newly renovated additional bungalow. Offering unparalleled views of Skaneateles Lake, 2,000 sq. ft. of decking over 4 levels, granite countertops, new stainless appliances, waterfalls and much more! Newly renovated living space offers an additional 4th bedroom, luxury bath (with steam shower, radiant flooring, Japanese bidet and soak tub), living area with mini kitchenette overlooking a 2nd floor deck with dining area facing the lake.

Otisco Lake park like setting

Year round home located on a unique lakeside country setting with a newly renovated bathroom. Over 2 acres of outside green space offering a park like experience to enjoy many recreational activities * please note this space is shared with family and another guest house. There is plenty of area for all to enjoy including 900 feet of lake frontage with a creek running though the property. Enjoy a campfire lakeside at a dedicated private fire pit. Amber Inn is within walking distance.

Sunset House- Beautiful Home with Gorgeous Vistas

Experience a home full of windows and light that take in breathtaking views from every angle. You feel like you are on top of the world surrounded by beautiful rural landscaping that is only 1.8 miles from the charming Village of Skaneateles! Lovely interior furnishings with your comfort in mind. You are within close reach to the Skaneateles Polo Fields, a free public boat launch, Skaneateles Country Club, wedding venues and a winery. This newer home is fresh, clean and cozy!

Skaneateles Lakeside Cottage

Quaint & cozy private lakefront cottage on East side of Skaneateles Lake. Gorgeous views! Magnificent sunsets!! key location! Short Boat ride or drive to village (2.9 mi) and all attractions. Cottage is on a 1 acre 185ft lakefront property shared with the owner. Dock for lake access. 2 kayaks and life jackets available to enjoy the lake. Water shoes a must as lake bottom is rocky. No children. No pets. There are 2 Friendly and Fluffy Australian Shepherds on the property.

Beautifully Renovated Lakefront Cottage on Otisco!

This recently renovated cottage is located on 60' of lake frontage on Otisco Lake. Enjoy everything lakefront living has to offer in a cute little package! The cottage is on a rare flat lot! There is easy access to the water from the sloping beach to take out the kayaks provided. Take in the beautiful sunsets while sitting in the backyard by the fire! The cottage is located just 20 minutes from the Village of Skaneateles and 30 min from Syracuse University and SUNY Cortland.

Welcome to the magical Chez Tree Rest Treehouse!

Your hosts, Tom and Lisa Wallace, are happy to welcome you to The Chez' Tree Rest Treehouse, our 2 story treehouse perfectly perched under a heavily canopied scenic hillside 35' above the forest floor on 2 towering Maple trees. As you walk to the treehouse across the 60' cable bridge you will feel the stress and cares of everyday life melt away. The treehouse is 150 square feet of pure magic and the perfect spot for a romantic getaway high up in the trees.