Vacation rentals in Town of Sterling

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Top-rated vacation rentals in Town of Sterling

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Top guest favorite
A single-story retreat is set amidst a landscape of lush greenery, featuring large windows that invite natural light. The exterior is adorned with well-maintained gardens and wooden ramps leading to the entrance, providing accessibility in a peaceful rural environment.
Home in Sterling
4.95 out of 5 average rating, 38 reviews

Rustic Retreat in Central NY

Nestled on the edge of our forested sanctuary, this woodland retreat is a peaceful space to rest and recharge while away from home. Located on a private drive in an extremely quiet country setting with abundant wildlife. Close proximity to Lake Ontario, Fair Haven Beach State Park, Colloca Winery, Sterling Renaissance Festival, and many other local gems. Take a break and unwind in the solitude and splendor of the seasons in our Central New York getaway! *ESA & Service Animal exempt due to safety

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
4.89 out of 5 average rating, 57 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!

Guest favorite
Four quaint cabins are positioned along a well-maintained pathway, set against a backdrop of trees and a clear blue sky. Each cabin features a front porch with seating and is surrounded by green grass.
Cabin in Sterling
4.94 out of 5 average rating, 31 reviews

The Atlantic

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, 40 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
A serene sunset is captured over gently rippling waters, with soft clouds scattered across the sky. The horizon features warm hues of orange and yellow, reflecting on the water's surface, creating a peaceful and calming scene.
Home in Sterling
5 out of 5 average rating, 13 reviews

Peek-A-View Cottage

Fair Haven is a wonderful village on Little Sodus Bay/ Lake Ontario in New York State. Peek-a-View Cottage is a wonderful gem with its screened porch as the go to spot to kick back and relax. At the end of a fun filled day sit around the fire pit and roast marshmellows. The cottage is conveniently located near excellent local restaurants, a cidery, and an amazing winery that all showcase local and national musicians. Water activities abound. Many wonderful hiking opportunities are nearby.

Guest favorite
Cottage in Sandy Creek
4.95 out of 5 average rating, 346 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 image captures a vibrant sunset over Lake Ontario, where the sky is filled with rich hues of orange and red. The waves gently roll in, creating a rhythmic pattern across the water's surface, as the sun descends on the horizon.
Cottage in Oswego
4.97 out of 5 average rating, 63 reviews

Lakefront Cottage- Come Relax at The Shore House

Gorgeous, New Home w/65 ft of private/direct Lake Ontario frontage. Stylish/modern decor new home w/ attention to detail. Chef's kitchen. Gorgeous Panoramic views. Massive furnished deck to listen to the water, enjoy a morning cup of coffee, meal, or glass of wine. Experience breath taking sunsets. Rocky beach just steps away from the deck with super easy access to water activities. Huge fire pit set on limestone pad overlooking lake. Tranquility on the lake and close to all Oswego offers.

Top guest favorite
The exterior of the home is captured at dusk, showcasing illuminated bay-view windows. In the foreground, four beach chairs are positioned on the grassy shore, inviting relaxation by the water. The landscape is framed by trees, creating a serene outdoor setting.
Home in Sterling
5 out of 5 average rating, 39 reviews

4 King Bed Private Beach +Pet Friendly +Pickleball

Cherish family moments in our spacious 20’x30’ sunroom with 22 bay-view windows. Exclusive beach home with 180 degree stunning view, private 50' dock, walk-in beach, grass yard, movie room and campfire. Parking for 6+ vehicles. Sleeps 12-14 in 6 bedrooms, including 4 King beds, 1 Queen bed, 2 Twin beds. 3 full bathrooms and fully equipped kitchen. Create lasting memories at this tranquil Fair Haven Bay retreat, with private location offering bay views from 3 sides of the 3 story home.

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, 182 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
A bright living area features tall windows that overlook scenic views. Light-colored walls and high ceilings create an airy feel. A stone fireplace adds warmth, while a stylish dining table is surrounded by chairs, inviting gathering and relaxation.
Home in Skaneateles
4.99 out of 5 average rating, 197 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!

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, 25 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 interior showcases a queen-size bed draped with soft white linens and a decorative blanket. An expansive window offers views of the surrounding greenery, while a kitchenette with a coffee maker and modern appliances is visible. Warm lighting enhances the inviting ambiance.
Guest suite in Central Square
4.99 out of 5 average rating, 123 reviews

Cozy, Peaceful, Hideaway Nestled in the Woods

The Daisy Cabin is the perfect spot for a couples getaway, relax on the screened in porch or gaze out the extra large windows overlooking the peaceful meadow. Tucked away in a private setting this new construction sleeps 2 guests on a queen size bed with a kitchenette and Keurig. Enjoy a resort inspired bright and spacious bathroom. Linens, towels, and dishes included. Located in southern Oswego county just 2.5 miles from interstate 81.

Popular amenities for Town of Sterling vacation rentals

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