Holiday houses in Town of Otisco

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.

Location · Family · Outdoor spaces

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

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.

Location · Family · Amenities

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 · Value · Decor

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.

Location · Family · Checkout

Otisco Lake Cottage

Lovingly renovated cottage on 50 feet of lakefront on the southeastern end of Otisco Lake. Beautiful sunset views. Located within 30 minutes of Syracuse, Skaneateles, Finger Lakes wineries and hiking trails. Large open kitchen and family area, with two bedrooms (one queen, one twin with trundle convertible to a king) and sleeping loft with two twins. 2nd bedroom has a convertible desk. Well-stocked kitchen, books, DVDs, games, shared dock and sloping beach to take out watercraft.

Location · Family · Check-in

The Old Orchard Cottage

Tom and Lisa welcome you to “The Old Orchard Cottage”. The Cottage was built in the summer of 2025 and we are excited to make this awesome property available to guests. Take in the spectacular views and amazing sunrises from either our huge front porch or lodge-like deck/pavilion out back!The Cottage offers the perfect place to kick back and relax anytime of the year. The area offers many activities for all 4 seasons and The Cottage is the perfect home base to explore Central NY.

Location · Value · Hospitality

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!

Value · Family · Long stay

Gracious village suite.

*PLEASE READ BEFORE INQUIRING * We base our pricing on the use of bedrooms- 1 bedroom is $250/night, 2 bedrooms is $400/night (before airbnb fees) 2 night minimum stay with a 4 guest limit. Private, spacious suite just steps away from everything! Two large bedrooms, full bathroom, and gracious living room with open gas fireplace, all furnished with heirloom furniture. Luxury bedlinens. Private entrance. Walk-in shower. No kitchen, but we offer a mini fridge and microwave!

Family · Value · TV

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.

Location · Family · Hospitality

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.

Location · Value · Hospitality

Fully Renovated Home

Welcome to our newly renovated 3 bed/2 full bath half house located in Auburn. This family friendly home is in one of the most desirable areas. While staying at our property, you will be able to enjoy an open concept living space with 3 bedrooms and 2 full bathrooms. This property has plenty of outdoor space creating the perfect space for fun with family and friends. For your convenience, there is a 2 car driveway, along with alternative street parking.

Family · Value · Air conditioning