Holiday houses in Town of Sterling

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Top-rated holiday rentals in Town of Sterling

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
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
4.93 out of 5 average rating, 41 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 favourite
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
4.9 out of 5 average rating, 59 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 favourite
The cabin's exterior showcases a light beige facade with white trim, complemented by a small porch area. A white bench offers seating near the entrance, which features a decorative sign. A pair of shutters frames the window, with a well-maintained lawn adding to the inviting appearance.
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 favourite
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, 42 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 favourite
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 favourite
Campervan/RV in Oswego
4.95 out of 5 average rating, 21 reviews

Dees Tranquil Escape by the Lake

Reconnect with nature at this quiet & cozy sunset escape. Situated on a picturesque road along Lake Ontario, our updated glamper boasts a stunning sunset view w/ everything you need for a comfortable stay. A/C & propane heat. The camper can sleep up to 4 & it's fully hooked up so you can use the bathroom, shower, TV with DVDs, outdoor seating, kitchen complete w/: fridge/freezer, stove/oven, microwave, slow cooker, coffee maker/coffee, cooking supplies & cutlery. Small pets welcome with fee.

Guest favourite
A single-story cottage in light blue exterior paint is surrounded by lush greenery and trees. A wooden fence is present in the foreground, leading to a grassy yard. The peaceful water is visible in the background, enhancing the serene setting.
Cottage in Wolcott
4.78 out of 5 average rating, 96 reviews

Grandma's Cottage, Fair Haven NY

This cozy waterfront cottage is furnished with all the basic necessities including towels, bedding and kitchen utensils. The yard has a nice mix of sun & shade overlooking the water. Picnic table, outdoor chairs, fire pit & gas grill are provided. A large floating dock adds another dimension to the space. It is located on a one lane, private road, that extends to the Blind Sodus Bay peninsula. You will be surrounded by water and wildlife. The neighborhood is peaceful and relaxing.

Top Guest favourite
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
5 out of 5 average rating, 201 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 favourite
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, 27 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 favourite
A wooden cable bridge leads to a treehouse, perched among trees in a forested area. The structure features a welcoming exterior with large windows and a spacious balcony. Surrounding the treehouse, natural elements create a serene atmosphere, enhancing the experience of being high in the trees.
Treehouse in LaFayette
4.99 out of 5 average rating, 155 reviews

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.

Top Guest favourite
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.

Superhost
Cabin in Sterling
4.79 out of 5 average rating, 14 reviews

Stone Beach Access | Cabin with a Fire Pit Glow

Steps from Lake Ontario! Enjoy nearly 500 ft of semi-private stone beach access during the summer months, cozy nights by the fire pit, and a peaceful log cabin escape on almost 2 acres. Sleeps 8 with 3 bedrooms, 2 baths, a wraparound deck, finished lower level, and a well-stocked kitchen. Grill on the deck, fish in Nine Mile Creek, or unwind indoors. Guests must sign a rental agreement after booking to complete the reservation.

Popular amenities for Town of Sterling holiday rentals