Vacation rentals in Town of Sterling

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Top-rated vacation rentals in Town of Sterling

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Guest favorite
A cabin entrance is showcased, featuring a white door with a glass panel and two side windows framed by shutters. A small, decorative sign is mounted above the door. A white bench is positioned on the porch, complemented by a charcoal grill nearby. The surrounding area includes a green lawn.
Cabin in Sterling
4.88 out of 5 average rating, 52 reviews

The Chinook

This special place is close to everything, making it easy to plan your visit. A quaint cabin location on Main Street in Fair Haven is a great place to stay! Within walking distance of multiple restaurants, boat launch, stores and more! 2 miles to Colloca Winery & a 2 minute drive to Fair Haven State Park! Directly behind the cabin is a 6+ mile, well maintained trail that leads to neighboring towns!Perfect for walks or biking! Cabin is clean, comfortable and well equipped for a great stay!

Top guest favorite
An inviting living area is enhanced by large windows, allowing natural light to fill the space. A comfortable sectional sofa and two armchairs offer ample seating, complemented by a coffee table and decorative accents. Cozy cushions adorn a built-in bench, creating a serene spot for relaxation.
Home in Sterling
5 out of 5 average rating, 38 reviews

A+ Country Getaway | Rooftop Deck | Pet Friendly

Unwind in our spacious 3-bedroom sanctuary in Sterling, NY! Just a short walk from McIntyre Bluffs & Sterling Nature Center, the Eagle's Nest is perfect for outdoor adventures. Enjoy scenic trails, lakeside picnics, & quality time together. Fully equipped kitchen, TV in each room, & Wi-Fi ensure comfort. Unique layout with 4 short stair areas inside. Rooftop deck for sunset views over the trees. Gather around a fire pit for cozy star gazing. Don't miss this unforgettable retreat! Book now!

Guest favorite
An A-frame cottage is framed by lush greenery, featuring a dark wood exterior with a centrally located white door. An overhanging carport provides coverage for vehicles, while hanging planters add a touch of color to the entrance. A pathway leads to the cozy front yard.
Cottage in Sandy Creek
4.96 out of 5 average rating, 340 reviews

🌙 Olde Salem A-Frame Cottage 🔮 near Lake Ontario

You are steps away from witnessing the greatest sunsets along North Sandy Pond (across from Lake Ontario) when you stay at our relaxing, unique, and cozy A-frame - inspired by all things magical and earthy. Sit by the backyard fire, sip coffee by the electric fireplace, read a book in the bedroom nook, play board games, dance in the kitchen, and enjoy four seasons of nearby activities such as fishing, kayaking, boating, jet skiing, hiking, swimming, ice fishing, snowmobiling, and snowshoeing.

Top guest favorite
The historic home features a spacious front yard adorned with vibrant yellow daffodils and various green shrubs. A covered porch is visible at the entrance, leading to the inviting façade. A blooming cherry tree adds a touch of color, framed by lush greenery in the background.
Home in Baldwinsville
5 out of 5 average rating, 176 reviews

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.

Top guest favorite
An inviting living area features large windows that allow natural light to fill the space. A neutral-toned sofa and seating chairs are arranged around a central area rug, while a stone fireplace adds a rustic touch. Greenery can be seen through the windows, connecting indoors and outdoors.
Home in Skaneateles
4.99 out of 5 average rating, 190 reviews

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!

Guest favorite
A couple is seen dancing in front of a whimsical hobbit-themed structure nestled among trees. A picnic setup lies on the ground, surrounded by greenery. The entrance of the unique dwelling is decorated with intricate woodwork and natural elements, creating an enchanting atmosphere.
Guesthouse in LaFayette
4.9 out of 5 average rating, 338 reviews

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.

Guest favorite
The kitchen features modern appliances, including a stainless steel oven and microwave. A white countertop is complemented by four bar stools with black cushions, and a basket of snacks is placed in the center. Neutral-colored walls and ample lighting create a bright atmosphere.
Home in Fulton
4.91 out of 5 average rating, 107 reviews

Home away from Home by Jess and Dennise

You'll have a great time at this comfortable home to stay for any occasion you are in or around Fulton, NY! Enjoy walks by the lake close by, walking distance to bars and restaurants and a short drive to the bowling alley and more! 20 minute drive to Syracuse for concerts and events or Upstate hospital, or 15 minute drive to Oswego NY! 10 minutes to the Drive-In movie theater! 3 bedrooms with 1 King bed, 1 double bed, and 1 twin bed. Washer and Dryer on-site!

Top guest favorite
A spacious living area features a large sectional sofa, positioned to face a mounted television. Natural light enters through multiple windows adorned with patterned curtains. A coffee table and side tables complement the cozy setting, with a subtle decor arrangement visible in the background.
Home in Sterling
5 out of 5 average rating, 24 reviews

Bayside Chalet in Fair Haven NY

Unwind on Blind Sodus Bay in this cozy chalet. Offering 3 bedrooms and 2 bathrooms, comfortably sleeping 8 guests. Open concept main floor with a fully equipped kitchen and dining area. The spacious deck overlooking the bay is perfect for entertaining, relaxing by the fire pit or watching the sunset. This modern home is located just outside Fair haven offering more peace and quiet, and is less than 1 mile from Colloca Estate Winery, restaurants and much more!

Top guest favorite
A cozy living area features warm wood flooring and a television on a modern console. A comfortable chair with a colorful throw pillow is positioned near a fireplace. Art pieces with muted tones are displayed on the wall, complementing the inviting atmosphere.
Home in Skaneateles
4.97 out of 5 average rating, 156 reviews

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!

Top guest favorite
A single-story house features a blue metal roof and large windows, surrounded by a grassy area. A wooden deck leads to a private outdoor space with blue chairs and a fire pit, while trees provide natural shade near the water's edge.
Home in Sandy Creek
4.98 out of 5 average rating, 142 reviews

The Henderson House

Welcome to our house. We offer 2 bedrooms both with queen size beds. The property is located within 5 miles of two marinas, along with The Elms Golf Club and is located on Lindsey Creek, that has access to North and South Sandy Pond, as well as Lake Ontario via canoe or kayak. Amenities include: washer, dryer , fully equipped kitchen, bedding, towels, wood . A great multi season property. We offer a one canoe for use. We also have wi fi and tv.

Top guest favorite
Home in Sterling
4.96 out of 5 average rating, 52 reviews

Modern Village Stay near Lake Ontario & Wineries

Escape to your perfect Lake Ontario getaway—where peaceful surroundings meet outdoor adventure. This cozy retreat sleeps 6 with two queen beds, a twin, and a futon, making it ideal for families or small groups. Just minutes from Fair Haven Beach State Park, you’ll enjoy beach days, fishing, and stunning sunsets along Lake Ontario. After a day of exploring local wineries like Colloca Winery, unwind around the fire pit under the stars.

Guest favorite
A serene lakeside view is showcased with a setting sun reflecting on the water. Adjoining trees provide natural shade over a grassy area featuring multiple wooden chairs arranged around a fire pit. Kayaks are visible on the shore, enhancing the outdoor experience.
Cabin in Wolcott
4.95 out of 5 average rating, 107 reviews

Breathtaking Waterfront Cabin On Lake Ontario

Get ready to be WOWED!!! Welcome to the most breathtaking lakefront cabin on the coastline of Lake Ontario. This century-old cabin boasts panoramic views of the lake from the top of the bluffs with a rock beach right in front of the house. Spend cozy days inside the cabin overlooking water views from every window, outside at the many common areas, or on the water right in front of the cabin.

Popular amenities for Town of Sterling vacation rentals