Holiday houses in Town of Sterling

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Top-rated holiday rentals in Town of Sterling

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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
4.94 out of 5 average rating, 35 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
4.87 out of 5 average rating, 46 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
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, 28 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!

Top 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, 12 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
A spacious garage structure is presented with a metal roof, featuring open parking space on a concrete slab. A Pepsi vending machine is visible to one side, with various vehicles parked within the garage area and outside, surrounded by trees.
Guesthouse in Red Creek
4.96 out of 5 average rating, 25 reviews

Hickory Woods

Our family welcomes you to our cozy loft located above our unused garage. Private entrance, place to yourselves, queen size bed with pull out couch that can sleep 2, Roku TV, extra linens, standup shower, heater and air conditioning and book nook. Note there is no stove, just a air fryer and griddle No pets allowed Minutes from Fair Haven and Chimney Bluffs. Gas stations and Dollar General in town Eats- Fullers Ice Cream shop, 104 Store Note- the garage is a metal roof, bad cell reception

Top Guest favourite
A charming cottage is nestled under tall trees, featuring a welcoming front porch adorned with red seating and hanging planters. An American flag adds a touch of character to the exterior, while a gravel path leads up to the entrance, enhancing the outdoor setting.
Cabin in Wolcott
5 out of 5 average rating, 19 reviews

Port Bay Cottage

Charming Private cottage on Port Bay- Breath taking views of Lake Ontario. Escape to this peaceful private cottage nestled near the shores of Port Bay, just off of Lake Ontario. Perfect for nature lovers, water enthusiasts, and those looking for a relaxing getaway. This cozy cottage offers stunning views of the bay and lake, especially at sunset with just a short walk. Enjoy easy access to both Port Bay and Lake Ontario for swimming, boating, or relax by the water at the public pebble beach

Top Guest favourite
Home in Sterling
4.96 out of 5 average rating, 47 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

Superhost
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
4.86 out of 5 average rating, 14 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
4.89 out of 5 average rating, 128 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
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, 21 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!

Guest favourite
Cabin in Sterling
4.89 out of 5 average rating, 9 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