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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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
4.88 out of 5 average rating, 49 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 favourite
The image captures a tranquil sunset over a lush green landscape, with the expansive horizon meeting the shimmering water. A modern home is nestled in the foreground, surrounded by trees and an open grassy area, offering a peaceful retreat in nature.
Home in Sterling
5 out of 5 average rating, 29 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!

Superhost
A charming cabin exterior is set amidst a landscaped yard, featuring vibrant flowers and a decorative border. A porch is adorned with seating and festive lights. Nearby, a grill is placed for outdoor cooking, complemented by lush greenery that surrounds the area.
Cabin in Mexico
4.72 out of 5 average rating, 384 reviews

Home away from Home

In between Lake Ontario, Lake Oneida n the Salmon River,5 minutes from 81 in Parish NY,very quiet backroad,.i try my best to make the cabin as homey as possible and keep everything stocked so you dont need much but if you ever need me imatext away and things will be taken care of immedietly.Thank you for looking and i hope youll give My lil cabin a chance❤Sometimes check in times change, to clean from last guest!Also only shower in warm months as its outside,accomadationssometimesfor longerstays

Guest favourite
A rustic lodge is set in a rural landscape, featuring a green metal roof and a welcoming front porch with several chairs. Surrounding trees exhibit autumn colors, and a small shed is visible to the side. A gravel driveway leads up to the entrance.
Cabin in Hannibal
4.99 out of 5 average rating, 118 reviews

Cozy, Rustic Lodge in the Woods

Our quiet family hunting lodge is situated on 29 picturesque acres of beautiful, rural, upstate NY farmland. The cabin is uniquely built with high ceilings and is filled with antique farm equipment & taxidermy animals. We have a pond full of fish, nature trails, wildlife, gardens and the sunsets, rises and stars are incomparable. Hot tub, volleyball court, pool table, darts, board games and MORE for you to enjoy. Ask about adding on one of our A-Frame Tiny Cabins for additional guest lodging.

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
4.96 out of 5 average rating, 319 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 favourite
Home in Sterling
4.96 out of 5 average rating, 48 reviews

Holly's Place at Fair Haven Entire house

Fair Haven is the perfect base for weddings, wine, live music and fishing. Escape to our serene getaway, perfectly situated Near Fair Haven State Park and Barn restaurant for breakfast, Enjoy the charm of the Pleasant Beach Hotel, Sterling Cidery, Stick and Rudder, Colloca Winery, and Brandon's, offering local music. Near the new Sterling Valley Vineyard Winery, Sterling nature center Renaissance Festival, boat charters and 3 launches. A short drive to Oswego College and Oswego Speed

Guest favourite
A bright studio space features light-colored walls and large windows adorned with sheer curtains. A wooden dining table with two stools sits centrally, while a kitchenette area includes a microwave and coffee machine. Decorative elements enhance the cozy atmosphere throughout the room.
Apartment in Fulton
4.87 out of 5 average rating, 23 reviews

Stylish Studio Near Oswego & Syracuse

This charming upstairs studio offers the perfect blend of privacy and convenience.Complete with a kitchenette, a comfy bedroom and a spotless private bathroom. Come unwind where comfort meets convenience. This studio is located close to the city’s business district with some lively neighbors but once inside, you’ll find a quiet comfortable space that feels like home. Whether you’re here for work or a quick getaway, enjoy the convenience of the location without sacrificing comfort & privacy.

Guest favourite
An inviting living area features a sofa facing a wooden coffee table, with a full kitchen visible in the background. Natural light filters through the space, illuminating the comfortable king bed and the adjacent bathroom area.
Apartment in Oswego
4.88 out of 5 average rating, 144 reviews

Luxurious Private Apt 4 Best King Bed WiFi ROKU TV

Relax with the whole family, snuggle w a friend, or enjoy some time alone. This peaceful private apt suite is full of amenities you will love. Free 24hr parking, Most Comfortable King Bed EVER :), Sofa Queen Pullout bed, WiFi, 48 inch ROKU TV, Keurig, Full kitchen, Pots, Pans, 6 Place settings..., Dishwasher, Armoire, Chest of Drawers, USB ports on night stands, Huge Luxurious Shower w RGB lights - you can set the mood:), Bidet Toilet w Heated Seats, Dining area w 4 chairs Plus Much More

Top Guest favourite
The spacious waterfront home is illuminated at dusk, with a sunroom featuring multiple large windows. A sandy beach area is visible in the foreground, accompanied by lounge chairs and a tree providing shade. The surrounding yard is lush and well-maintained.
Home in Sterling
5 out of 5 average rating, 33 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.

Superhost
A well-lit living area showcases a comfortable sofa beside a large window offering views of the river. A sleek kitchenette is visible, featuring a minimalist design with light wood countertops and modern fixtures. A cozy armchair and stylish waste bin complete the inviting space.
Guesthouse in Pulaski
4.95 out of 5 average rating, 153 reviews

The RiverView Suite

Welcome to our serene Riverview Suite, where the estuary of the Salmon River flows right past your large picture window offering uninterrupted views of nature’s artwork. A perfect place to enjoy the year round beauty and adventures of Pulaski. Anglers will find themselves in the heart of salmon and trout territory. Drive 200 yards across the Route 3 Bridge to hop on the snowmobile trails or hike Selkirk State Park, or a few miles north to find yourself golfing near Sandy Pond.

Top Guest favourite
A rustic cabin is illuminated as night falls, with warm light glowing from its windows. A swing hangs from a tree nearby, and a picnic table is positioned on the grassy area. Soft bokeh lights twinkle along the cabin's foundation, enhancing the serene setting.
Tiny home in Mexico
4.92 out of 5 average rating, 161 reviews

Stars and Sage Farm Hippie Hideaway

Living off the grid in a cozy cabin surrounded by nature sounds like a unique and peaceful experience. The addition of chickens, geese and a beekeeping experience adds to the charm of the stay. This is a small Hobbie Farm with a cute rustic cabin with a compost toilet and a mini woodstove. Nestled in its own little yard wildlife may be about. Deer , fox, even little mice and bunnies scurry about. We want our guests to understand this is a rustic listing with an off grid menu.

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, 23 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!

Popular amenities for Town of Sterling holiday rentals