Holiday houses in Town of Otisco

Pickleball + Hot Tub | Luxe A-Frame Escape

Modern A-frame meets full-on getaway vibes. Just 1 mile from Otisco Lake and under 10 miles to Beak & Skiff, A-Frame and Chill stuns with exquisite design and curated details. Enjoy 2 king bedrooms with balconies and fireplaces, a hot tub, fire pit, full-size pickleball court, half basketball court, 3-hole disc golf, and stylish living with a Vestaboard, spiral staircase, Tempurpedic sleeper, smart TV, games, and a fully stocked kitchen. Note: Guests will be required to sign a short rental agre

Location · Family · Cleanliness

Country Lodge: Hot Tub, Waterfalls, Pond, & Views

Stay at our beautiful lodge-themed private guest-house on our 23 acre farm and relax in the indoor jetted tub or the outdoor shared nine-person hot tub. Enjoy the sounds of nature and experience the truly-amazing, gorgeous, and breathtaking views with a rustic country charm that includes waterfalls, walking/hiking trails, goats, chickens and fish that you can feed, a pond with boats, a honeybee apiary, streams, gardens, fields, woods, and much more nature. We look forward to you staying with us.

Location · Family · Cleanliness

Charming Home Near Skaneateles

Charming Cottage Near Skaneateles with Stunning Otisco Lake Views Discover the perfect getaway at this delightful cottage, nestled on a scenic, pastoral road overlooking Otisco Lake. Balcony view of horse farm. Ideal for couples or solo travelers, this peaceful retreat offers modern comforts, like WiFi, Smart TV with Cable, central heat and air-conditioning, and easy access to the best of the Finger Lakes region. Located in a tranquil countryside setting. 15-minute drive to Skaneateles.

Location · Family · Condition

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.

Value · Family · Backyard

Nest at Heron Cove - Lakefront Private Apartment

This private apartment w/ EV charger (small added fee) located right the water on Otisco Lake, w/ over 300 ft of lakefront at your front door. Incredible views! The apartment is attached to the main house w/ a private entrance. Beach, seasonal dock, canoe, 2 kayaks, 2 paddle boards, paddle boat, gas grill & fire pit with wood (May - Oct). Fishing, swimming, snow skiing, wine tasting, fine dining, beautiful sunsets await your arrival! 15 min to Skaneateles, 10 min to Song Mountain Skiing.

Location · Family · Check-in

The George Washington Suite

Step back in time in time as you enter the first-floor George Washington Suite in this 1790 historic home in Baldwinsville, NY. Period furniture blended with modern amenities provide for a luxurious stay. Park directly outside your suite and private front entrance. From your living room, step out onto the grand, columned back porch and stroll through the peaceful gardens. Sip your morning coffee on the patio beside the fountain or under the pergola while enjoying the gas fire pit.

Value · Location · Checkout

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!

Family · Value · Cleanliness

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.

Family · Value · Amenities

Stay a night at our tiny Hobbit House

We are close to Syracuse NY, Jamesville Beach,and Tully. You’ll love our place because - Well, its a Hobbit House :). Very cozy 12 by 12 cabin set in the back of my land right where the woods start. Small cabin good for a couple and maybe a child or two but no more than that. It has an outhouse. If this is sounding too basic or off the grid then please don't book! :) because that's exactly what is. But you also get to say you stayed in a cozy little hobbit house.

Family · Location · Bathroom

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.

Family · Value · Comfort

Modern Luxury Escape on Private Acreage

Welcome to your serene retreat just outside of Syracuse, nestled in the picturesque town of Tully, NY. Whether you're seeking peace and quiet or adventure in nature, this new, modern home offers the perfect blend of luxury, comfort, and convenience for your stay. Unique Features: Speakeasy Retreat Outdoor Oasis Modern Comforts We are currently building more homes on this 10 acre property to help accommodate all of your friends and family!

Location · Family · EV charging

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.

Value · Location · Pets