Holiday rentals in Skaneateles

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 3- Lake View Wine Country 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!!

2 Bedroom/Pet Friendly/short walk to Village

Newly remodeled September 2020! 2 King beds, 2 bathrooms (one ensuite), washer, dryer, central air/heating. Complete renovation, brand new flooring, windows, cabinetry, appliances, granite countertops, ensuite bathroom, laundry added. New queen sofa sleeper. Pet friendly and close to everything! The entire property compound has two other units (a 1 bed/1 bath upper unit and a 2 bed/2 bath in a separate building next door). Also on this same property is a third building- a 5 bed/4 bath house c

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.

Private, modern apartment

Brand new Construction (2024): Kick back and relax in this calm, stylish apartment adjoined to a small ranch home but with its own private entrance and patio. On 5 private acres, just 3 miles to the village of Skaneateles, 4 miles to downtown Auburn, and quick/easy access to several amenities including the Skaneateles Lake boat launch, the Owasco Lake boat launch, Anyela’s winery, the Merry-Go-Round Playhouse performing arts theater, the Finger Lake wineries, and more. Enjoy your stay!

Elegant Historic Suite — Balcony & Fireplace

Kick back and relax in this calm, stylish space. Perfect for a romantic getaway or work retreat, this recently renovated apartment embodies a fresh boho feel with vintage soul. Enjoy the beautiful view out the large picture window, cooking in the adorable and functional kitchenette, or relaxing in bed by the gas fireplace. Located in Auburn's historic district and a 1-min. drive from Wegmans. From here you can easily access downtown shops, restaurants, and attractions by foot.

Spotless ranch 2 miles to village & beautiful yard

This house is about 2 miles from the village, lake, restaurants, bars and most wedding venues. Enjoy the beauty of Skaneateles and then return to your own oasis on nearly an acre of manicured landscape with a wonderful deck overlooking a pond. Make time to watch the sunset with a glass of wine or the sunrise with your morning coffee . Coffee bar included with snacks. In the wintertime enjoy the wood stove (wood is provided but if you need more the Byrne Dairy has some) and games.

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.

Newly updated, pet-friendly home in Skaneateles!

Relax at this peaceful place to stay right in Skaneateles! This cheerful, private, newly updated 2-bedroom residential home is close to town in a quiet neighborhood. Enjoy fun summer dinners on the large patio with gas grill. Walk or bike the short mile into town to enjoy Skaneateles Lake and all that our beautiful village has to offer! Shopping, dining, boating, hiking, wineries and breweries are all close by, ready to enjoy, no matter the season!

Private Cabin in the Woods: Hot Tub, Pool, Sauna

Escape to Split Rock Retreat, the newest For the Love of Upstate property, a cozy retreat on 10 private acres just minutes from Skaneateles Lake. Enjoy summer days by the pool and evenings by the fire under the stars. This cozy cabin offers warm wood tones, and peaceful forest views, blending rustic charm with modern comfort—perfect for families, couples, or friends looking to unwind and explore the best of the Finger Lakes.