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
4.94 out of 5 average rating, 48 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

ValueLocationBathroom

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, 67 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!

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Guest favourite
A spacious living room is displayed, featuring a comfortable gray sofa and a coffee table centered on a decorative area rug. Bright lights from above illuminate the room, which connects to a kitchen area in the background, highlighting an inviting ambiance.
Apartment in Oswego
4.82 out of 5 average rating, 504 reviews

Spacious Private 1br apt King Bed Jacuzzi ROKU TVs

Vastly superior to area hotel rooms this HIGH END 1br apartment is equipped w FREE WIFI, 50" & 32" ROKU TVs (use your favorite apps), Cable TV via Spectrum App, DVD/CD/Blue Ray Player, Bidet, Washer Dryer Combo, Jacuzzi Tub, Equipped Kitchen. Bedroom w Best King Bed EVER, Wardrobe/Closet Chest of Drawers, Night stands, Bathroom, and Living Room w easy to use Queen Sleeper Sofa. Gas, Electric, Water, Snow Removal, Parking, Real Hard Wood Floors, Tile Kitchen/Bath. HUGE DISCOUNTS FOR LONGER STAYS!

FamilyValueWi-Fi

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
4.92 out of 5 average rating, 39 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!

LocationValueSleep quality

Top Guest favourite
A modern living room features a spacious gray sectional sofa, complemented by a leather armchair and a wooden coffee table. Large windows allow natural light to enter, revealing contemporary artwork on the walls and a cozy electric fireplace.
Apartment in Fulton
5 out of 5 average rating, 45 reviews

The Nook by Denise Your serene upper level retreat

A peaceful, upper-level retreat perfect for work/rest. Located in Fulton, NY, this modern 2-bedroom apartment is flooded with natural light and maintained to an exceptional standard of cleanliness. • Two cozy bedrooms/1 full bath • Designated office space • Reliable high-speed Wi-Fi •Fully equipped kitchen • Free off-street parking • Quiet, private upstairs unit Situated in a quiet neighborhood minutes from local restaurants, grocery stores & coffee shops Short drive from Oswego or Syracuse.

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Top Guest favourite
Home in Sterling
4.97 out of 5 average rating, 59 reviews

Fair Haven Getaway Near Fair Haven Beach

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. The loft ceiling is low but both adults and children enjoy this space. Near 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.

ValueFamilyWalkability

Top Guest favourite
Guesthouse in Red Creek
4.98 out of 5 average rating, 40 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

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Top Guest favourite
Campervan/RV in Oswego
4.94 out of 5 average rating, 32 reviews

Dees Tranquil Escape by the Lake

PLEASE READ FULL DESCRIPTION. Reconnect with nature at this quiet & cozy sunset escape. Situated on a picturesque road across from Lake Ontario, our camper 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.

LocationFamilyKitchen

Top Guest favourite
A cozy upper deck features a stone fire pit surrounded by several chairs, inviting evening gatherings. The serene water view reflects the colorful hues of sunset, framed by lush trees and a flagpole. Soft lighting enhances the tranquil atmosphere.
Home in Sterling
5 out of 5 average rating, 14 reviews

Vineyard View Retreat - Waterfront Cottage

Vineyard View Retreat, your perfect lakeside escape nestled on the shores of Little Sodus Bay. Bordering the vineyards of the renowned Colloca Estate Winery, this spacious and charming cottage offers the perfect blend of comfort, entertainment, and nature views. Whether you’re seeking a relaxing retreat surrounded by nature, a fun-filled family vacation, or a base to explore Fair Haven’s charms. Book now and experience lakeside luxury, and the best of New York’s Lake Ontario wine country!

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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, 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.

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Guest favourite
An open-plan living space features a red sofa and a patterned rug, creating a cozy seating area. The kitchen, equipped with modern appliances and a breakfast bar with white stools, is bathed in natural light from large windows. A dining table is set for meals.
Cottage in Sterling
4.92 out of 5 average rating, 13 reviews

Lakeview cottage- perfect wedding/fall stay

Enjoy Fair Haven, NY at this sunny and cheerful, family friendly cottage. A spacious, open living space welcomes you when you walk in the door. Three bedrooms and two full bathrooms comfortably accomodate up to seven guests. Backing to woods, across a small lane from the bay, you'll enjoy privacy and nature from every room. Walk to marinas, Colloca Winery, Turtle Cove, and the King Street public boat launch, and enjoy all the recreation and dining options around Little Sodus Bay.

LocationFamilyIndoor spaces

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, 213 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!

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Popular amenities for Town of Sterling holiday rentals