Holiday houses in Town of Sterling

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Top-rated holiday rentals in Town of Sterling

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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
4.89 out of 5 average rating, 54 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
4.93 out of 5 average rating, 30 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, 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 favourite
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 favourite
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
4.95 out of 5 average rating, 344 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.

Guest favourite
Campervan/RV in Oswego
4.93 out of 5 average rating, 14 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 two-story house is nestled among lush trees, featuring multiple outdoor seating areas and a firepit on a spacious green lawn. A covered balcony extends from the upper level, providing additional space for relaxation. The quiet, wooded surroundings contribute to a serene setting.
Home in Pulaski
4.95 out of 5 average rating, 232 reviews

The northern woods

Fisherman,snowmobilers and all outdoor fanatics welcome, and yes pets as well ( additional charge).The famous Salmon river access right across the streat. Public snowmobile trails minutes away or a trail crossing right around the corner from house as well as state parks and lake Ontario . or just a quiet weekend away from the hustle and bustle of the everyday. full amenities and some fun extras as well. special request always welcome and guide serves upon request due to available

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
4.99 out of 5 average rating, 194 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 favourite
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, 341 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.

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, 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 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
4.82 out of 5 average rating, 11 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